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Benzyl(purin-6-yl)amin

Benzylaminopurine

HCID 62389
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GrundinformationenÜberblickNamen und BezeichnerEigenschaftenSicherheit und RegulatorischesChemie und IndustrieZugehörige ReaktionenNotizen zur Verbindung
TeilstruktursucheÄhnliche Strukturen suchen

Grundinformationen

CAS
1214-39-7
Standard-SMILES
c1ccc(CNc2ncnc3nc[nH]c23)cc1
InChIKey
NWBJYWHLCVSVIJ-UHFFFAOYSA-N
Summenformel
C12H11N5
Durchschnittliche Molmasse
225,25 g/mol
Monoisotopische Masse
225,10144537

Überblick

N-benzyladenine is a member of the class of 6-aminopurines that is adenine in which one of the hydrogens of the amino group is replaced by a benzyl group. It has a role as a cytokinin and a plant metabolite. It is functionally related to an adenine.

Namen und Bezeichner

Bevorzugter Name
Benzylaminopurine
IUPAC
N-benzyl-7H-purin-6-amine
Lokaler Name
Benzyl(purin-6-yl)amin
Englischer Name
6-Benzylaminopurine
Summenformel
C12H11N5
Molmasse
225.25

Namen und Synonyme

6-Benzylaminopurine1214-39-7BenzyladenineN6-BenzyladenineN-Benzyl-9H-purin-6-amineN-BenzyladenineBenzylaminopurine6-(Benzylamino)purineAdenine, N-benzyl-N-benzyl-7H-purin-6-amine6-BAP6-(N-Benzylamino)purine
Weitere Namen anzeigen
BA6-BAN-BUTYL ACRYLATEBAP6-BENZYLADENINEBUTYL 2-PROPENOATEaminopurineACRYLIC ACID BUTYL ESTER
1H-PURIN-6-AMINE, N-(PHENYLMETHYL)-BA (Growth stimulant)BAP (growth stimulant)Verdan senescence inhibitorN-(Phenylmethyl)-1H-purin-6-amineAdenine, N6-benzyl-SD 4901SQ 4609

Datenbank-Bezeichner

CAS
1214-39-7
PubChem CID
62389
DTXSID
DTXSID7032630
ChEMBL
CHEMBL228862
ChEBI
CHEBI:29022

Eigenschaften

Berechnete Struktureigenschaften

XLogP
2,1
Polarare Oberfläche (TPSA)
66,5 Ų
H-Brücken-Donoren
2
H-Brücken-Akzeptoren
4
Frei drehbare Bindungen
3
Schwere Atome
17
Formalladung
0
Komplexität
241

Experimentelle und physikochemische Eigenschaften

Pesticides · 4 Einträge

Agrochemicals -> Pesticide active substances

Active substance -> EU Pesticides database: Approved

Pesticides -> Plant Growth Regulators

Pesticide (6-Benzyladenine) -> USDA PDB

LogP · 3 Einträge

log Kow = 1.57

1.57

1.57

Color/FormColorless, fine needles
Solubility · 4 Einträge

Insoluble in most common organic solvents; Soluble in dimethylformamide, dimethyl sulfoxide

In water, 0.00044 g/cu cm at 15 °C

In water, 60 mg/L at 20 °C

0.06 mg/mL at 20 °C

Melting Point · 2 Einträge

234-235 °C

229 °C

Vapor Pressure2.373X10-6 mPa (1.79X10-11 mm Hg) at 20 °C
Physical Description · 2 Einträge

Colorless solid; Technical product is off-white solid; [HSDB] White solid; Formulated as soluble concentrate/liquid; [Reference #1] Light yellow powder; [Alfa Aesar MSDS]

Sicherheit und Regulatorisches

Sicherheitsangaben dienen nur zur Orientierung und ersetzen weder das Sicherheitsdatenblatt (SDB) des Lieferanten noch geltende Vorschriften oder eine fachliche Bewertung.

GHS-Klassifizierung

GHS Classification · 6 Einträge

This chemical does not meet GHS hazard criteria for 3% (3 of 100) of reports.

Warning

H302 (51%): Harmful if swallowed [Warning Acute toxicity, oral]

P203, P261, P264, P264+P265, P270, P271, P273, P280, P301+P317, P302+P352, P304+P340, P305+P351+P338, P318, P319, P321, P330, P332+P317, P337+P317, P362+P364, P391, P403+P233, P405, and P501 (click each P-code to see the statement)

Aggregated GHS information provided per 100 reports by companies from 19 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.

H402: Harmful to aquatic life [Hazardous to the aquatic environment, acute hazard]

Gefahrenhinweise

Regulatory Information · 4 Einträge

Chemical: 1H-Purin-6-amine, N-(phenylmethyl)-

Commission Regulation (EC) No 2229/2004

2011/1/EU, Reg. (EU) 2020/2007, Reg. (EU) 2024/1206, Reg. (EU) 2026/372 , Reg.(EU) 2018/1266, Reg.(EU) No 540/2011

N6-Benzyladenine: Does not have an individual approval but may be used under an appropriate group standard

Hazards Summary · 1 Eintrag

An eye irritant; A mild skin irritant in rabbits over 72 hours; No evidence of skin sensitization in guinea pigs; Evidence of renal injury observed in 13-week feeding study of rats at the highest dose tested (approximately 295 mg/kg in males and 322 mg/kg in females); Reduced maternal and fetal body weights observed in study of rats dosed by gavage on days 6-15 of gestation (maternal and developmental NOAEL's = 50 mg/kg/day); No other fetal effects or teratogenicity observed; [HSDB] Causes lacrimation and somnolence in oral lethal-dose studies of rats and mice; Causes changes in food intake, kidney, ureter, and bladder, and weight loss in 13-week feeding study of rats; [RTECS] A skin and strong eye irritant; [Aldrich MSDS]

Special Reports

Chemie und Industrie

Pharmakologische Informationen

Metabolism/Metabolites · 1 Eintrag

... The report summarized results of metabolism of labeled compound in rats and dogs. With dogs, the compound (15 mg with label as benzyl-1-C14 -adenine) was fed in a small ball of meat. Urine was collected for 24 and 48 hours. Essentially all of the radioactivity was excreted in urine in 24 hours. By cochromatography, three metabolites were identified as hippuric acid, benzoic acid and benzyladenine (the same as in the rat). With animals given benzyladenine-8-C14, the profile was somewhat different and components were not identified except for parent compound. Excretion of the adenine label was slower. Profiles of rat and dog were, again, similar.[California Environmental Protection Agency/Department of Pesticide Regulation; SUMMARY OF TOXICOLOGY DATA CYTOKININ and 6-Benzyladenine

MeSH Pharmacological ClassificationAny of the hormones produced naturally in plants and active in controlling growth and other functions. There are three primary classes: auxins, cytokinins, and gibberellins.
Cellular LocationsCytoplasm

Verwendung und Herstellung

Uses · 5 Einträge

Used as plant growth regulator to stimulate growth in apples, melons, oranges, and roses; [HSDB] Used as plant growth regulator for apples, pears, and sweet cherries (improves branching and the size and shape of fruit), white pine trees (increased branching and fullness), calla lily tubers (increases number of flowers and decreases time between flowering), and spinach grown for seed (causes uniform bolting and higher seed production); Some end-use products also contain Gibberellins A4 and A7 as active ingredients; [Reference #1]

Farming (Pesticides) [Category: Industry]

For benzyladenine (USEPA/OPP Pesticide Code: 116901) ACTIVE products with label matches. /SRP: Registered for use in the U.S. but approved pesticide uses may change periodically and so federal, state and local authorities must be consulted for currently approved uses./

Plant growth regulator

Plant growth regulator; Stimulates growth in apples, grapes, melons, oranges, and roses.

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Auf dieser SeiteGrundinformationenÜberblickNamen und BezeichnerEigenschaftenSicherheit und RegulatorischesChemie und IndustrieZugehörige ReaktionenNotizen zur Verbindung
UNII
KXG6A989PS
EC Number
214-927-5
Nikkaji
J1.764G

Solid

Collision Cross Section162.8 Ų [M+Na]+ [CCS Type: DT; Buffer gas: N2; Ionization: ESI+; Dataset: TOXCAST; Source Identifier: DTXSID7032630]
Other Experimental PropertiesOff-white powder /Technical/

Physikochemische Eigenschaften

Schmelzpunkt
230 · 230-233 °C
Siedepunkt
145 °C · 145 °C(lit.)
Dichte
0.899 g/mL · 0.899 g/mL at 20 °C
Dampfdichte
1 · >1 (vs air)
Dampfdruck
3.3 mm · 3.3 mm Hg ( 20 °C)
Brechungsindex
20 · n20/D 1.418(lit.)
Flammpunkt
103 °F · 103 °F
storage temp.
2 · 2-8°C
Löslichkeit
2 O: · H2O: soluble
Aggregatzustand
Liquid
pka
9.36 · 9.36±0.20(Predicted)
Farbe
White to very faint yellow
Geruch (Odor)
Characteristic acrylic.
Wasserlöslichkeit
Soluble in water, methanol and acetone. Slightly soluble in ethyl acetate and dichloromethane and toluene. Insoluble in n-hexane.
BRN
19406 · 19406
Henry's Law Constant
1.1 · 1.1×108 mol/(m3Pa) at 25℃, HSDB (2015)
Stabilität
Stable. Incompatible with strong oxidizing agents.
Major Application
food and beverages
Kosmetik-Inhaltsstoffe Funktionen
HAIR CONDITIONING
InChI
1S/C12H11N5/c1-2-4-9(5-3-1)6-13-11-10-12(15-7-14-10)17-8-16-11/h1-5,7-8H,6H2,(H2,13,14,15,16,17)
InChIKey
NWBJYWHLCVSVIJ-UHFFFAOYSA-N
SMILES
C(Nc1ncnc2nc[nH]c12)c3ccccc3
LogP
1.57 · 1.570
CAS Datenbank
1214 · 1214-39-7(CAS DataBase Reference)
NIST chemische Informationen
1 H-purin-6-amine, · 1H-purin-6-amine, n-(phenylmethyl)-(1214-39-7)
EPA chemische Informationen
N-Benzyladenine (1214-39-7)
USEPA; Reregistration Eligibility Decision (RED) Database for N6 Benzyladenine (1214-39-7). (June 1994). Available from: http://www.epa.gov/opp00001/reregistration/status_page_n.htm as of October 17, 2008.
FIFRA Requirements · 3 Einträge

The biochemical plant regulator 6-benzyladenine (6-BA) is exempt from the requirement of a tolerance in or on apple and pear when applied at a rate of less than or equal to 182 grams of active ingredient per acre per season, and in or on pistachio when applied at a rate of less than or equal to 60 grams of active ingredient per acre per season.

Based on the Agency's assessment of the generic data for the active ingredient N6-benzyladenine, the Agency has sufficient information on the health effects of N6-benzyladenine and on its potential for causing adverse effects in fish and wildlife and the environment. The Agency has determined that N6-benzyladenine products, labeled and used as specified in this Reregistration Eligibility Decision document, will not pose unreasonable risks or adverse effects to humans or the environment. Therefore, the Agency concludes that products containing N6-benzyladenine and all uses are eligible for reregistration.

As the federal pesticide law FIFRA directs, EPA is conducting a comprehensive review of older pesticides to consider their health and environmental effects and make decisions about their continued use. Under this pesticide reregistration program, EPA examines newer health and safety data for pesticide active ingredients initially registered before November 1, 1984, and determines whether the use of the pesticide does not pose unreasonable risk in accordance to newer saftey standards, such as those described in the Food Quality Protection Act of 1996. Pesticides for which EPA had not issued Registration Standards prior to the effective date of FIFRA '88 were divided into three lists based upon their potential for human exposure and other factors, with List B containing pesticides of greater concern than those on List C, and with List C containing pesticides of greater concern than those on List D. N6-Benzyladenine is found on List B. Case No: 2040; Pesticide type: herbicide; Case Status: RED Approved 3/94; OPP has made a decision that some/all uses of the pesticide are eligible for reregistration, as reflected in a Reregistration Eligibility Decision (RED) document.; Active ingredient (AI): N-(phenylmethyl)-1H-purin-6-amine; Data Call-in (DCI) Date(s): 12/28/90; AI Status: OPP has completed a Reregistration Eligibility Decision (RED) for the case/AI..

Hazard Classes and Categories · 3 Einträge

Acute Tox. 4 (51%)

Acute toxicity (Oral) - Category 4

Hazardous to the aquatic environment (Acute) - Category 3

Skin, Eye, and Respiratory IrritationsCauses eye irritation /6-Benzylaminopurine Technical/

Sicherheit und Schutzausrüstung

Storage ConditionsDo not contaminate water, food, or feed by storage and disposal. PESTICIDE STORAGE: Keep containers tightly closed when not in use. /6-Benzylaminopurine Technical/
Disposal Methods · 4 Einträge

PESTICIDE DISPOSAL: Wastes resulting from the use of this product may be disposed of on site or at an approved waste disposal facility. CONTAINER DISPOSAL: Completely empty bag into manufacturing equipment. Then dispose of empty bag in /accordance with Federal, state, and local laws/. /6-Benzylaminopurine Technical/

Do not discharge effluent containing this product into lakes, streams, ponds, estuaries, oceans, or other waters unless in accordance with the requirements of a National Pollutant Discharge Elimination System (NPDES) permit and the permitting authority has been notified in writing prior to discharge. Do not discharge effluent containing this product to sewer systems without previously notifying the local sewage treatment plant authority. For guidance, contact your Regional Office of the EPA. Do not contaminate water when disposing of equipment washwaters. /6-Benzylaminopurine Technical/

For terrestrial uses. Do not apply directly to water, to areas where surface water is present or to intertidal areas below the mean high water mark. Do not contaminate water when disposing of equipment wash waters or rinsate...Do not apply this product through any type of irrigation system. /Configure/

SRP: The most favorable course of action is to use an alternative chemical product with less inherent propensity for occupational exposure or environmental contamination. Recycle any unused portion of the material for its approved use or return it to the manufacturer or supplier. Ultimate disposal of the chemical must consider: the material's impact on air quality; potential migration in soil or water; effects on animal, aquatic, and plant life; and conformance with environmental and public health regulations.

Preventive Measures · 5 Einträge

SRP: The scientific literature for the use of contact lenses in industry is conflicting. The benefit or detrimental effects of wearing contact lenses depend not only upon the substance, but also on factors including the form of the substance, characteristics and duration of the exposure, the uses of other eye protection equipment, and the hygiene of the lenses. However, there may be individual substances whose irritating or corrosive properties are such that the wearing of contact lenses would be harmful to the eye. In those specific cases, contact lenses should not be worn. In any event, the usual eye protection equipment should be worn even when contact lenses are in place.

The Worker Protection Standard requires a Restricted Entry Interval (REI) of 12 hours for pesticide active ingredients /such as N6-benzyladenine/ with acute dermal toxicity and skin and eye irritation in toxicity categories III and IV.

Users should wash hands before eating, drinking, chewing gum, using tobacco or using the toilet. Remove clothing/PPE immediately if pesticide gets inside. Then wash thoroughly and put on clean clothing. Remove PPE immediately after handling this product. Wash the outside of gloves before removing. As soon as possible, wash thoroughly and change into clean clothing. /Configure/

If on skin or clothing take off contaminated clothing and rinse skin immediately with plenty of water for 15-20 minutes. /Configure/

For more Preventive Measures (Complete) data for BENZYLADENINE (6 total), please visit the HSDB record page.

Allowable Tolerances · 1 Eintrag

The biochemical plant regulator 6-benzyladenine (6-BA) is exempt from the requirement of a tolerance in or on apple and pear when applied at a rate of less than or equal to 182 grams of active ingredient per acre per season, and in or on pistachio when applied at a rate of less than or equal to 60 grams of active ingredient per acre per season.

Protective Action Criteria (PAC) · 3 Einträge

2.2 [mg/m3]

24 [mg/m3]

140 [mg/m3]

Personal Protective Equipment (PPE) · 4 Einträge

The Agency's Worker Protection Standard (WPS) sets standards for Personal Protective Equipment (PPE) for pesticide products based on the acute toxicity of the end-use product. Because the formulated products which contain N6-benzyladenine are in toxicity category II, the use of the following PPE is required: coveralls over short-sheeved shirt and short pants; chemical-resistant footwear plus socksl chemical-resistant gloves; chemical-resistant headgear for overhead exposure; respiratory protection devices; protective eyewear; and chemical-resistant apron when cleaning equipment, mixing, or loading.

The use of a respirator and chemical-resistant gloves is also expected to adequately protect the applicator and mixer/loader ... The primary route of exposure is expected to be dermal. Chemical-resistant gloves and appropriate respiratory protection devices will mitigate the exposure substantially and adequately.

AGRICULTURAL USE REQUIREMENTS. Use this product only in accordance with its labelling and with the Worker Protection Standard, 40 CFR Part 170 . This Standard contains requirements for the protection of agricultural workers on farms, forests, nurseries, and greenhouses, and handlers of agricultural pesticides It contains requirements for training, decontamination, notification and emergency assistance It also contains specific instructions and exceptions pertaining to the statements on the label about personal protective equipment (PPE) and restricted entry intervals ... Do no enter or allow entry into treated areas during the restricted entry interval (REI) of 12 hours. PPE required for early entry to treated areas that is permitted under the Worker Protection Standard and that involves contact with anything that has been treated such as, plants, soil or water is: Coveralls; Shoes plus socks; Chemical-resistant gloves such as barrier laminate, butyl rubber, nitrile rubber, neoprene rubber, polyvinyl chloride or viton. /Configure/

Some materials that are chemical-resistant to this product are listed below. If you want more options, follow the instructions for Category C on an EPA chemical-resistance selection chart. Applicators and other handlers must wear: Longsleeved shirt and long pants; Chemical-resistant gloves such as barrier laminate, butyl rubber, nitrile rubber, neoprene rubber, polyvinyl chloride or.viton; Socks and shoes. Follow the manufacturer's instructions for cleaning/maintaining PPE. If no such instructions for yvashables, use detergent and hot water. Keep and wash PPE items separately from other laundry. /Configure/

Other Standards Regulations and Guidelines · 1 Eintrag

DOE Protective Action Criteria (PAC): Temporary Emergency Exposure Limits (TEELs) for Benzyladenine: TEEL-0: 5 mg/cu m; PAC-1: 15 mg/cu m; PAC-2: 100 mg/cu m; PAC-3: 500 mg/cu m (TEEL-0: The threshold concentration below which most people will experience no adverse health effects; PAC-1: The maximum concentration in air below which it is believed nearly all individuals could be exposed for up to one hour without experiencing other than mild transient adverse health effects or perceiving a clearly defined objectionable odor; PAC-2: The maximum concentration in air below which it is believed nearly all individuals could be exposed for up to one hour without experiencing or developing irreversible or other serious health effects or symptoms that could impair their abilities to take protective action; PAC-3: The maximum concentration in air below which it is believed nearly all individuals could be exposed for up to one hour without experiencing or developing life-threatening health effects).

Toxikologische Informationen

Ecotoxicity Values · 5 Einträge

LC50 Colinus virginianus (Northern bobwhite, age 10 days) diet >5620 ppm for 8 days

LD50 Colinus virginianus (Northern bobwhite, age 32 wk) oral 1599 mg/kg (95% confidence interval: 1139-3264 mg/kg)

LD50 Apis mellifera (Honey bee, worker) topical >25 ug/bee for 96 hr

EC50; Species: Daphnia magna (Water flea, age 48 hr); Conditions: freshwater, static; Concentration: 20500 ug/L for 48 hr (95% confidence interval: 15800-26400 ug/L); Effect: intoxication, immobilization /99% purity/

LC50; Species: Oncorhynchus mykiss (Rainbow trout); Conditions: freshwater, static; Concentration: 21400 ug/L for 96 hr (95% confidence interval: 19200-23800 ug/L) /formulated product/

Environmental Fate · 3 Einträge

TERRESTRIAL FATE: Based on a classification scheme(1), an estimated Koc value of 170(SRC), determined from a log Kow of 1.57(2) and a regression-derived equation(3), indicates that benzyladenine is expected to have moderate mobility in soil(SRC). Volatilization of benzyladenine from moist soil surfaces is not expected to be an important fate process(SRC) given an estimated Henry's Law constant of 8.84X10-14 atm-cu m/mole(SRC), derived from its vapor pressure, 1.79X10-11 mm Hg(4), and water solubility, 60 mg/L(4). Benzyladenine is not expected to volatilize from dry soil surfaces(SRC) based upon its vapor pressure(4). Sixteen days after application to soil at 22 °C, benzyladenine had degraded to 5.3% (sandy loam) and 7.85% (clay loam soil) of the applied dose(4). Other studies have indicated half-lives of 7 to 9 weeks(4).

AQUATIC FATE: Based on a classification scheme(1), an estimated Koc value of 170(SRC), determined from a log Kow of 1.57(2) and a regression-derived equation(3), indicates that benzyladenine is not expected to adsorb to suspended solids and sediment(SRC). Volatilization from water surfaces is not expected(3) based upon an estimated Henry's Law constant of 8.84X10-14 atm-cu m/mole(SRC), derived from its vapor pressure, 1.79X10-11 mm Hg(4), and water solubility, 60 mg/L(4). According to a classification scheme(5), an estimated BCF of 3.2(SRC), from its log Kow(2) and a regression-derived equation(6), suggests the potential for bioconcentration in aquatic organisms is low(SRC). Biodegradation may be an important fate process based on soil studies(4).

ATMOSPHERIC FATE: According to a model of gas/particle partitioning of semivolatile organic compounds in the atmosphere(1), benzyladenine, which has a vapor pressure of 1.79X10-11 mm Hg at 20 °C(2), is expected to exist solely in the particulate phase in the ambient atmosphere. Particulate-phase benzyladenine may be removed from the air by wet or dry deposition(SRC). Benzyladenine does contain chromophores that absorb at wavelengths >290 nm(3) and therefore may be susceptible to direct photolysis by sunlight(SRC).

Ecotoxicity Excerpts · 2 Einträge

/BIRDS and MAMMALS/ A study entitled "An Acute Oral Toxicity Study with the Northern Bobwhite" shows that the acute oral LD50 value for northern bobwhite quail exposed to N6-benzyladenine as a single oral dose was 1599 mg/kg. This value is considered practically nontoxic. A study entitled "N6-Benzyladenine: A Dietary LC50 Study with the Northern Bobwhite" indicated that N6-benzyladenine did not cause mortality or acute toxicity/pathogenicity. The LC50 value was greater than 5620 ppm (the highest dosage tested) and was classified as practically nontoxic to birds. The mammalian toxicity data indicated that there is no significant toxicity or pathogenicity to rodents from acute oral testing at the maximum hazard dose.

/AQUATIC SPECIES/ In a study entitled "Four-Day Static Acute Toxicity Studies with N6-Benzyladenine in Rainbow Trout" it was found that N6-benzyladenine was slightly toxic to rainbow trout (96 hr LC50=21.4 ppm). /The EPA found the study/ to be supplemental and does not fulfill the guideline requirement for a fish acute toxicty study. However, the deficiencies were minor and the results may be used to assess the risk to freshwater fish for a plant growth regulator with limited registered terrestrial uses. In another study entitled "6-Benzyladenine Code 16262: A 48 hr Static Daily Renewal Acute Toxicity Test with Cladoceran (Daphnia magna)" it was found that N6-benzyladenine was slightly toxic to freshwater invertebrates (EC50=20.5 mg/L). ... Ecological effects data suggest that N6-benzyladenine is ... slightly toxic to fish and freshwater invertebrates... No risk to endangered species is expected from the use of this product.

Soil Adsorption/Mobility · 1 Eintrag

The Koc of benzyladenine is estimated as 170(SRC), using a log Kow of 1.57(1) and a regression-derived equation(2). According to a classification scheme(3), this estimated Koc value suggests that benzyladenine is expected to have moderate mobility in soil.

Artificial Pollution SourcesBenzyladenine's production may result in its release to the environment through various waste streams; its use as a plant growth regulator(1) will result in its direct release to the environment(SRC).
Environmental Bioconcentration · 1 Eintrag

An estimated BCF of 3.2 was calculated for benzyladenine(SRC), using a log Kow of 1.57(1) and a regression-derived equation(2). According to a classification scheme(3), this BCF suggests the potential for bioconcentration in aquatic organisms is low(SRC).

Volatilization from Water/Soil · 1 Eintrag

The Henry's Law constant for benzyladenine is estimated as 8.84X10-14 atm-cu m/mole(SRC) derived from its vapor pressure, 1.79X10-11 mm Hg(1), and water solubility, 60 mg/L(1). This Henry's Law constant indicates that benzyladenine is expected to be essentially nonvolatile from water surfaces(2). Benzyladenine's estimated Henry's Law constant indicates that volatilization from moist soil surfaces is not expected to occur(SRC). Benzyladenine is not expected to volatilize from dry soil surfaces(SRC) based upon its vapor pressure(1).

Non-Human Toxicity Excerpts · 5 Einträge

/LABORATORY ANIMALS: Acute Exposure/ Benzyladenine suspended in 0.5% Methocel was tested in an acute oral toxicity study at doses of 0.94 to 3.0 g/kg in rats. ... Signs of toxicity included decreased activity, ataxia, dyspnea and tremors. In an acute dermal toxicity test, 2/20 males and 2/20 female rabbits died after a single dermal dose of 5 g/kg of N-6 benzyladenine, which produced symptoms of ataxia, decreased activity , tremors, paresis and dyspnea.

/LABORATORY ANIMALS: Acute Exposure/ 6-Benzyl adenine (99.0% pure) was administered as a dust by whole body inhalation at analytical concentrations of 1.2, 4.7, 6.2 , 4.6 or 7.4 mg/L for a single 4 hour exposure to 5 Sprague-Dawley CD rats/sex/group. Data from the 4.7 and 7.4 mg/L were excluded due to the high variability /concentrations measured/ in samples. Animals were observed for 14 days. Labored breathing was the most notable sign for all groups except for group V (1.2 mg/L). The mass median aerodynamic diameter ranged from 2.6 to 6.2 micrometers and the geometric standard deviation ranged from 2.0 to 5.7 micrometers. At least 68% of particles were 10 micrometers or less.[California Environmental Protection Agency/Department of Pesticide Regulation; SUMMARY OF TOXICOLOGY DATA CYTOKININ and 6-Benzyladenine

/LABORATORY ANIMALS: Acute Exposure/ A dose of 0.5 g of 6-benzyladenine (99.0% pure), slightly moistened with 0.5 mL water, was applied once to the clipped skin for 4 hours to 3 New Zealand White rabbits/sex. The site was covered. Skin was examined and scored for irritation at 30 to 60 minutes, 24, 48 and 72 hours and days 4, 5 and 6. Very slight to well defined erythema was present in all 6 rabbits at 30 to 60 minutes and in 3 rabbits at 24 hours. Very slight erythema was seen in 3 rabbits at 48 and 72 hours and persisted in 2 rabbits through day 5. All were clear after day 5. No edema was reported. The test article was considered a mild to slight irritant over 72 hours with a primary irritation index of 0.7.[California Environmental Protection Agency/Department of Pesticide Regulation; SUMMARY OF TOXICOLOGY DATA CYTOKININ and 6-Benzyladenine

/LABORATORY ANIMALS: Acute Exposure/ 6-Benzyladenine, at a concentration of 25% (w/v in acetone), was applied dermally (6 hrs) to 10 guinea pigs/sex (induction 3x + challenge 1x) and 5 Guinea pigs/sex (naive control [1x challenge]). No evidence of sensitization. No significant effect on body weight.[California Environmental Protection Agency/Department of Pesticide Regulation; SUMMARY OF TOXICOLOGY DATA CYTOKININ and 6-Benzyladenine

For more Non-Human Toxicity Excerpts (Complete) data for BENZYLADENINE (12 total), please visit the HSDB record page.

Environmental Abiotic Degradation · 1 Eintrag

The rate constant for the vapor-phase reaction of benzyladenine with photochemically-produced hydroxyl radicals has been estimated as 2.14X10-10 cu cm/molecule-sec at 25 °C(SRC) using a structure estimation method(1). This corresponds to an atmospheric half-life of about 1.8 hours at an atmospheric concentration of 5X10+5 hydroxyl radicals per cu cm(1). Benzyladenine is not expected to undergo hydrolysis in the environment due to the lack of functional groups that hydrolyze under environmental conditions(2). Benzyladenine does contain chromophores that absorb at wavelengths >290 nm(2) and therefore may be susceptible to direct photolysis by sunlight(SRC).

Probable Routes of Human ExposureOccupational exposure to benzyladenine may occur through inhalation of dust and dermal contact with this compound at workplaces where benzyladenine is produced or used. (SRC)
Environmental Fate/Exposure Summary · 1 Eintrag

Benzyladenine's production may result in its release to the environment through various waste streams; its use as a plant growth regulator will result in its direct release to the environment. If released to air, a vapor pressure of 1.79X10-11 mm Hg at 20 °C indicates benzyladenine will exist solely in the particulate phase in the atmosphere. Particulate-phase benzyladenine will be removed from the atmosphere by wet or dry deposition. Benzyladenine does contain chromophores that absorb at wavelengths >290 nm and therefore may be susceptible to direct photolysis by sunlight. If released to soil, benzyladenine is expected to have moderate mobility based upon an estimated Koc of 170. Volatilization from moist soil surfaces is not expected to be an important fate process based upon an estimated Henry's Law constant of 8.84X10-14 atm-cu m/mole. Benzyladenine is not expected to volatilize from dry soil surfaces based upon its vapor pressure. Sixteen days after application to soil at 22 °C, benzyladenine had degraded to 5.3% (sandy loam) and 7.85% (clay loam soil) of the applied dose. Other studies have indicated half-lives of 7 to 9 weeks. If released into water, benzyladenine is not expected to adsorb to suspended solids and sediment based upon the estimated Koc. Volatilization from water surfaces is not expected to be an important fate process based upon this compound's estimated Henry's Law constant. An estimated BCF of 3.2 suggests the potential for bioconcentration in aquatic organisms is low. Hydrolysis is not expected to be an important environmental fate process since this compound lacks functional groups that hydrolyze under environmental conditions. Occupational exposure to benzyladenine may occur through inhalation of dust and dermal contact with this compound at workplaces where benzyladenine is produced or used. (SRC)

Antidote and Emergency Treatment · 3 Einträge

/SRP:/ Immediate first aid: Ensure that adequate decontamination has been carried out. If patient is not breathing, start artificial respiration, preferably with a demand valve resuscitator, bag-valve-mask device, or pocket mask, as trained. Perform CPR if necessary. Immediately flush contaminated eyes with gently flowing water. Do not induce vomiting. If vomiting occurs, lean patient forward or place on the left side (head-down position, if possible) to maintain an open airway and prevent aspiration. Keep patient quiet and maintain normal body temperature. Obtain medical attention. /Poisons A and B/

/SRP:/ Basic treatment: Establish a patent airway (oropharyngeal or nasopharyngeal airway, if needed). Suction if necessary. Watch for signs of respiratory insufficiency and assist ventilations if needed. Administer oxygen by nonrebreather mask at 10 to 15 L/min. Monitor for pulmonary edema and treat if necessary ... . Monitor for shock and treat if necessary ... . Anticipate seizures and treat if necessary ... . For eye contamination, flush eyes immediately with water. Irrigate each eye continuously with 0.9% saline (NS) during transport ... . Do not use emetics. For ingestion, rinse mouth and administer 5 mL/kg up to 200 mL of water for dilution if the patient can swallow, has a strong gag reflex, and does not drool ... . Cover skin burns with dry sterile dressings after decontamination ... . /Poisons A and B/

/SRP:/ Advanced treatment: Consider orotracheal or nasotracheal intubation for airway control in the patient who is unconscious, has severe pulmonary edema, or is in severe respiratory distress. Positive-pressure ventilation techniques with a bag valve mask device may be beneficial. Consider drug therapy for pulmonary edema ... . Consider administering a beta agonist such as albuterol for severe bronchospasm ... . Monitor cardiac rhythm and treat arrhythmias as necessary ... . Start IV administration of D5W /SRP: "To keep open", minimal flow rate/. Use 0.9% saline (NS) or lactated Ringer's if signs of hypovolemia are present. For hypotension with signs of hypovolemia, administer fluid cautiously. Watch for signs of fluid overload ... . Treat seizures with diazepam or lorazepam ... . Use proparacaine hydrochloride to assist eye irrigation ... . /Poisons A and B/

Regulatorische Informationen

FIFRA Requirements · 3 Einträge

The biochemical plant regulator 6-benzyladenine (6-BA) is exempt from the requirement of a tolerance in or on apple and pear when applied at a rate of less than or equal to 182 grams of active ingredient per acre per season, and in or on pistachio when applied at a rate of less than or equal to 60 grams of active ingredient per acre per season.

Based on the Agency's assessment of the generic data for the active ingredient N6-benzyladenine, the Agency has sufficient information on the health effects of N6-benzyladenine and on its potential for causing adverse effects in fish and wildlife and the environment. The Agency has determined that N6-benzyladenine products, labeled and used as specified in this Reregistration Eligibility Decision document, will not pose unreasonable risks or adverse effects to humans or the environment. Therefore, the Agency concludes that products containing N6-benzyladenine and all uses are eligible for reregistration.

As the federal pesticide law FIFRA directs, EPA is conducting a comprehensive review of older pesticides to consider their health and environmental effects and make decisions about their continued use. Under this pesticide reregistration program, EPA examines newer health and safety data for pesticide active ingredients initially registered before November 1, 1984, and determines whether the use of the pesticide does not pose unreasonable risk in accordance to newer saftey standards, such as those described in the Food Quality Protection Act of 1996. Pesticides for which EPA had not issued Registration Standards prior to the effective date of FIFRA '88 were divided into three lists based upon their potential for human exposure and other factors, with List B containing pesticides of greater concern than those on List C, and with List C containing pesticides of greater concern than those on List D. N6-Benzyladenine is found on List B. Case No: 2040; Pesticide type: herbicide; Case Status: RED Approved 3/94; OPP has made a decision that some/all uses of the pesticide are eligible for reregistration, as reflected in a Reregistration Eligibility Decision (RED) document.; Active ingredient (AI): N-(phenylmethyl)-1H-purin-6-amine; Data Call-in (DCI) Date(s): 12/28/90; AI Status: OPP has completed a Reregistration Eligibility Decision (RED) for the case/AI..

Sicherheitsdaten

F
8
wgk
3
tsca
TSCA listed
ridadr
UN 2348 3/PG 3
hs_code
29335995
RTECS-Nr.
UD3150000
risk_code
36/37/38-20/21/22-22
Toxizität
LD50 orl-rat: 2125 mg/kg TOIZAG 19,336,72
hazard_code
Xi,Xn
safety_code
9-24/25-37/39-26-36-23
Speicherklasse
11 - Combustible Solids
Giftige Stoffe Daten
1214-39-7(Hazardous Substances Data)
Hazard Classifications
Acute Tox. 4 OralAquatic Acute 1Aquatic Chronic 2Repr. 2
U.S. ProductionProduction volumes for non-confidential chemicals reported under the Inventory Update Rule. [Table#7324]
Formulations/Preparations · 5 Einträge

ACCEL PLANT GROWTH REGULATOR SOLUTION: Active ingredients 1.80% N-(Phenylmethyl)-1H-purin-6-amine and 0.18% Gibberellin A4 mixt. with Gibberellin A7

AGTROL 6-B: Active ingredients 1.80% N-(Phenylmethyl)-1H-purin-6-amine and 0.18% Gibberellin A4 mixt. with Gibberellin A7

6-BENZYLADENINE TECHNICAL (2 products): Active ingredient 99.0 and 97.90% N-(Phenylmethyl)-1H-purin-6-amine

BA6 TECHNICAL: Active Ingredient 98.2% N-(Phenylmethyl)-1H-purin-6-amine

For more Formulations/Preparations (Complete) data for BENZYLADENINE (16 total), please visit the HSDB record page.

Use ClassificationPlant growth regulators
General Manufacturing Information · 2 Einträge

9H-Purin-6-amine, N-(phenylmethyl)-: ACTIVE

Cytokinins, considered biopesticides, are plant growth regulators. When derived from seaweed, the mixture of four similar substances is exempt from tolerance. 6-Benzyladenine is similar to cytokinin but synthetic and is also exempt from tolerance when used as a fruit-thinning agent at a rate not to exceed 30 g/acre (6 FR 34869, July 5, 1995).[California Environmental Protection Agency/Department of Pesticide Regulation; SUMMARY OF TOXICOLOGY DATA CYTOKININ and 6-Benzyladenine

Anwendungen · 1 Eintrag

Verwenden6-Benzylaminopurine is a plant growth regulator that belongs to the class of first generation synthetic cytokinin used in agriculture.6-Benzylaminopurine has been used:to induce sprouting in plant materials.in seed germination medium for culturing of seeds.to modify Murashige and Skoog (MS) media for shoot initiation.inhibitor of respiratory kinase in plants.6-Benzylaminopurine, benzyl adenine (BAP) is a synthetic cytokinin which together with auxins elicits plant growth and development responses. BAP is a widely use cytokinin supplement to plant growth media such as Murashige and Skoog medium, Gamborg’s medium, and Chu’s N6 medium.

Darstellung · 1 Eintrag

synthetischesynthesis of 6-benzylaminopurine: To 5g hypoxanthine, add 20mL SOCl2, 0.25g DMAP, 10gBTC dissolved in 20mL SOCl2. Heat and add BTC/SOCl2 dropwise. Reflux (refrigerant cooling) to complete dissolution, steam out SOCl2 (containing phosgene, which is used for recovery), evaporated (drained), cooled to room temperature to obtain a milky yellow solid (6-chloropurine and DMAP.Hcl). Directly add 4g benzylamine and 25g triethylamine to it, heat to 70~80 ℃, or microwave heating, until the 6-chloropurine reaction is complete (TLC monitoring), add ethanol, the solid filtered out is washed with ethanol, and dried to obtain 7 g of product 6-benzylaminopurine with a brown color.Preparation and biological activity of 6-benzylaminopurine derivatives in plants and human cancer cells

Vor- und nachgelagerte Produkte

Vorgelagerte Rohstoffe

2-PropensäureMethanolPoly(acrylic acid)Purin-6(1H)-on6-ChlorpurinBenzylaminEthanolN,N-Diethylethanamin

Nachgelagerte Produkte

modified acrylic resin emulsion SBAdhesive for nonwoven fabricHMP muti-functional retanning agent HMPsheeting sensitized glueAcrylic latex1-(Isopropyl)-4-piperidonPressure sensitive adhesiveEthylpyruvatEthyl α-cyanoacrylate instantaneous adhesivenonformaldehyde resin finishing agent CN-NF^{3^}acrylate ternary copolymer bound disulfide platinum complex catalystpolyurethane photosensitive prepolymeracrylic resin emulsion FX-13-Methyl-2-pentylcyclopent-2-enonacrylic resin coating finishPAINTWater-soluble electrophoretic paintBrenztraubensureTHERMOPLASTIC ACRYLIC RESINButylacrylatcoupling agent NBC-1flocculant TS-614EAM resin adhesive modified with diisocyanate for orthodontiasleather binder CAFStyrene-acrylic latex4-(4-(Chlorophenyl)imino)-1-isopropyl piperidinemethyl 2-(2′-hydroxy phenyl)-3-methoxy acrylateWPT-S silicone modified water proof. fatliquoring and retanning agentPoly(acrylic acid)LorcainideSilicone acrylic emulsionConstruction emulsion BC-01butadiene resin emulsion LHYJ-DS50sizing agent NBJ for jet loomAtracuriumbesilat6-benzylaminopurine hydrochlorideSodium polyacrylateN-(4-Chlorphenyl)-1-isopropylpiperidin-4-amin

Anbieter100 Anbieter

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Ergänzende Hinweise · 1 Eintrag

DefinitionChEBI: 6-Benzylaminopurine is a member of the class of 6-aminopurines that is adenine in which one of the hydrogens of the amino group is replaced by a benzyl group. It has a role as a plant metabolite and a cytokinin. It derives from an adenine.