DL-Bornan-2-on

Camphor

HCID 2537CAS 21368-68-3

Grundinformationen

Standard-SMILES
CC12CCC(CC1=O)C2(C)C
InChIKey
DSSYKIVIOFKYAU-UHFFFAOYSA-N
Summenformel
C10H16O
Durchschnittliche Molmasse
152,23 g/mol
Monoisotopische Masse
152,12011513

Überblick

Camphor appears as a colorless or white colored crystalline powder with a strong mothball-like odor. About the same density as water. Emits flammable vapors above 150 °F. Used to make moth proofings, pharmaceuticals, and flavorings.

Namen und Bezeichner

Bevorzugter Name
Camphor
IUPAC
1,7,7-trimethylbicyclo[2.2.1]heptan-2-one
Lokaler Name
DL-Bornan-2-on
Englischer Name
DL-Camphor
Summenformel
C10H16O
Molmasse
152.23

Namen und Synonyme

camphor76-22-2DL-Camphor2-Camphanone1,7,7-Trimethylbicyclo[2.2.1]heptan-2-one21368-68-3Bornan-2-one2-BornanoneAlphanonKampferLaurel camphor1,7,7-Trimethylnorcamphor
Weitere Namen anzeigen
CAMPHOR SYNTHETICCAMPHOR POWDER NATURALGUM CAMPHORCAMPHOR GUMCAMPHOR, DL-dl-Camphor RS
2-CamphononeMatricaria camphorSYNTHETIC CAMPHOR1,7,7-Trimethylbicyclo[2.2.1]-2-heptanoneBornane, 2-oxo-Japan camphorHuile de camphre2-Kamfanon

Datenbank-Bezeichner

CAS
21368-68-3、464-48-2、464-49-3、76-22-2
PubChem CID
2537
DTXSID
DTXSID5030955
ChEMBL
CHEMBL15768
ChEBI
CHEBI:36773
EC Number
200-945-0、244-350-4
Nikkaji
J3.723.014F、J4.364H

Eigenschaften

Berechnete Struktureigenschaften

XLogP
2,2
Polarare Oberfläche (TPSA)
17,1 Ų
H-Brücken-Donoren
0
H-Brücken-Akzeptoren
1
Frei drehbare Bindungen
0
Schwere Atome
11

Experimentelle und physikochemische Eigenschaften

Chemical Classes · 3 Einträge

Other Classes -> Other Organic Compounds

Flammable agents - 2nd degree

Waste-water effluent contaminant

DrugsPharmaceuticals
LipidsLipids -> Prenol Lipids [PR] -> Isoprenoids [PR01] -> C10 isoprenoids (monoterpenes) [PR0102]
Cosmetics · 2 Einträge

Cosmetics ingredient -> Emulsifier; Flavor; Fragrance; Other (Specify)

Plasticiser; Denaturant

Fragrances · 2 Einträge

Fragrance Ingredient (1,7,7-Trimethylbicyclo[2.2.1]heptan-2-one) -> IFRA transparency List

Fragrance Ingredient (dl-Camphor) -> IFRA transparency List

LogPlog Kow = 2.38 /measured/

Physikochemische Eigenschaften

Schmelzpunkt
175 · 175-177 °C(lit.)
Siedepunkt
204 °C · 204 °C(lit.)
Dichte
0.992 · 0.992
Dampfdichte
5.2 · 5.2 (vs air)
Dampfdruck
4 mm · 4 mm Hg ( 70 °C)
Brechungsindex
1.5462 · 1.5462 (estimate)

Sicherheit und Regulatorisches

GHS-Klassifizierung

GHS Classification · 6 Einträge

This chemical does not meet GHS hazard criteria for 0.1% (2 of 1988) of reports.

Danger

H228 (97.6%): Flammable solid [Danger Flammable solids]

P210, P240, P241, P260, P261, P264, P270, P271, P280, P301+P317, P302+P352, P304+P340, P308+P316, P317, P319, P321, P330, P332+P317, P362+P364, P370+P378, P405, and P501 (click each P-code to see the statement)

Aggregated GHS information provided per 1988 reports by companies from 73 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.

This chemical does not meet GHS hazard criteria for 7.6% (37 of 487) of reports.

Gefahrenhinweise

Regulatory Information · 6 Einträge

Chemical: Bicyclo[2.2.1]heptan-2-one, 1,7,7-trimethyl-

Chemical: Bicyclo[2.2.1]heptan-2-one, 1,7,7-trimethyl-, (1S)-

Hazard Traits - Fragrance Allergen

Regulation (EC) No 178/2002 (amended)

Bicyclo[2.2.1]heptan-2-one, 1,7,7-trimethyl- is listed on the EPA's Chemical Data Reporting (CDR) system. Manufacturers and importers of Bicyclo[2.2.1]heptan-2-one, 1,7,7-trimethyl- are required to report information about their production and use of this chemical to the EPA under the Toxic Substances Control Act (TSCA). (40 eCFR Part 711)

Status: Active Update: 13-03-2023 https://echa.europa.eu/registration-dossier/-/registered-dossier/5625

Other Safety InformationIMAP assessments - Bicyclo[2.2.1]heptan-2-one, 1,7,7-trimethyl-, (1S)-: Environment tier I assessment
DOT LabelFlammable Solid
Fire Hazards · 3 Einträge

Excerpt from ERG Guide 133 [Flammable Solids]:

· Flammable/combustible material.

Combustible. Gives off irritating or toxic fumes (or gases) in a fire. Above 66 °C explosive vapour/air mixtures may be formed. Finely dispersed particles form explosive mixtures in air.

Fire PotentialEvolves flammable and explosive vapors when heated.
Health Hazards · 2 Einträge

Excerpt from ERG Guide 133 [Flammable Solids]:

· Fire may produce irritating and/or toxic gases.

Sicherheit und Schutzausrüstung

Fire Fighting · 2 Einträge

Excerpt from ERG Guide 133 [Flammable Solids]:

Use water spray, powder, foam, carbon dioxide.

First Aid Measures · 4 Einträge

Fresh air, rest. Artificial respiration may be needed. Refer for medical attention.

Remove contaminated clothes. Rinse skin with plenty of water or shower.

First rinse with plenty of water for several minutes (remove contact lenses if easily possible), then refer for medical attention.

Rinse mouth. Give a slurry of activated charcoal in water to drink. Artificial respiration may be needed. Refer for medical attention .

Accidental Release Measures · 2 Einträge

· CALL 911. Then call emergency response telephone number on shipping paper. If shipping paper not available or no answer, refer to appropriate telephone number listed on the inside back cover.

· ELIMINATE all ignition sources (no smoking, flares, sparks or flames) from immediate area.

First Aid · 3 Einträge

Excerpt from NIOSH Pocket Guide for Camphor (synthetic):

General First Aid:

(General first aid procedures)

Safe StorageSeparated from strong oxidants, strong reducing agents, chlorinated solvents and food and feedstuffs. Well closed. Ventilation along the floor.
Exposure Control and Personal Protection· Wear positive pressure self-contained breathing apparatus (SCBA).

Toxikologische Informationen

Body BurdenOne of eight samples of mother's milk collected from 4 urban/industrial areas in the United States was positive for the presence of camphor(1).
Interactions · 3 Einträge

Five tested plant volatile oils and their mixtures were evaluated for controlling the Margarodid, Icerya seychellarum seychellarum (Westw.) on growing Sago palms in Antoniades public gardens, Alexandria, Egypt. The tested volatile oils at concentration rates of 0.5, 1 and 1.5 % (v/v) were as follows: Camphor 20%; Dill 20%; Rose 30%; Peppermint 20% and Clove 30% (v/v). Their mixtures were Camphor/Peppermint; Camphor/Rose; at a rate of 1:1 Camphor/Rose/ Peppermint at 1:1:2 and Camphor/Rose/Dill at 2:1:1. The calculated results as general mean of residual reduction percent for the whole inspection periods of the test indicated that the superior volatile oils in reducing mealybugs were both Camphor and Rose, followed by Dill, Peppermint and the least efficient was Clove volatile oil. The evaluated volatile oils mixtures showed that each of Camphor/Rose/Peppermint, Camphor/Rose, and Camphor/Peppermint mixtures occupied a higher rank of efficiency against the treated mealybugs. /Mixture/

The aim of this work was to examine the antigenotoxic potential of plant monoterpenes: camphor, eucalyptol and thujone in prokaryotic and eukaryotic cells and to elucidate their effect on DNA repair. /The study/ compared the effect of monoterpenes on spontaneous, UV- and 4NQO-induced mutagenesis in Escherichia coli K12 repair proficient, and MMR and NER deficient strains. Positive controls tannic acid and vanillin were included in bacterial tests. /The study/ also examined protective effect of monoterpenes against 4NQO-induced genotoxicity in Vero cell line by alkaline comet assay. The results obtained in repair proficient strain indicated antimutagenic potential of monoterpenes against UV- and 4NQO-induced mutagenesis, which was diminished with NER deficiency. Camphor and eucalyptol maintained UV-induced SOS response longer than in controls, while thujone decreased SOS response and reduced general protein synthesis and the growth rate. The three monoterpenes increased spontaneous and UV-induced recombination in recA730 and camphor additionally in recA(+) cells. Incubation of 4NQO-pretreated Vero cells with monoterpenes resulted in significant reduction of tail moment. However, higher concentrations of monoterpenes induced DNA strand breaks. Obtained results indicate that by making a small amount of DNA lesions camphor, eucalyptol and thujone can stimulate error-free DNA repair processes and act as bioantimutagens.

...The radiation-induced SCE frequency was significantly low after a single dose of camphor (0.5 uM/g bw) administered 30, 45 or 60 min before irradiation; the effect was enhanced with increasing time intervals.

Target OrgansEyes, skin, respiratory system, central nervous system
Ecotoxicity Values · 5 Einträge

LC50; Species: Pimephales promelas (Fathead minnow); Conditions: static bioassay; Concentration: 145 mg/L for 1 hr; 112 mg/L/24 hr; 111 mg/L/48 hr; 110 mg/L/72 hr; 110 mg/L/96 hr

LC50; Species: Pimephales promelas (Fathead minnow); Conditions: static bioassay; Concentration: 112 mg/L for 24 hr

LC50; Species: Pimephales promelas (Fathead minnow); Conditions: static bioassay; Concentration: 111 mg/L for 48 hr

LC50; Species: Pimephales promelas (Fathead minnow); Conditions: static bioassay; Concentration: 110 mg/L for 72 hr

For more Ecotoxicity Values (Complete) data for CAMPHOR (6 total), please visit the HSDB record page.

Environmental Fate · 3 Einträge

TERRESTRIAL FATE: Based on a classification scheme(1), an estimated Koc value of 117(SRC), determined from a structure estimation method(2), indicates that camphor is expected to have high mobility in soil(SRC). Volatilization of camphor from moist soil surfaces is expected to be an important fate process(SRC) given a an estimated Henry's Law constant of 8.30X10-5 atm-cu m/mole(SRC), derived from its vapor pressure, 0.65 mm Hg(3), and water solubility, 1.570X10+3 mg/L(4). Camphor is expected to volatilize from dry soil surfaces based upon its vapor pressure(SRC). A 94% of theoretical BOD using activated sludge in the Japanese MITI test(5) suggests that biodegradation is an important environmental fate process in soil(SRC). However, slow biodegradation has been observed in various aeration lagoons and wastewater treatment facilities(6,7).

AQUATIC FATE: Based on a classification scheme(1), an estimated Koc value of 117(SRC), determined from a structure estimation method(2), indicates that camphor is not expected to adsorb to suspended solids and sediment(SRC). Volatilization from water surfaces is expected(3) based upon an estimated Henry's Law constant of 8.30X10-5 atm-cu m/mole(SRC), derived from its vapor pressure, 0.65 mm Hg(4), and water solubility, 1.570X10+3 mg/L(5). Using this Henry's Law constant and an estimation method(3), volatilization half-lives for a model river and model lake are 17 hours and 9 days, respectively(SRC). According to a classification scheme(6), an estimated BCF of 17(SRC), from a log Kow of 2.38(2) and a regression-derived equation(2), suggests the potential for bioconcentration in aquatic organisms is low(SRC). A 94% of theoretical BOD using activated sludge in the Japanese MITI test(8) suggests that biodegradation is an important environmental fate process in water(SRC). However, slow biodegradation has been observed in various aeration lagoons and wastewater treatment facilities(9,10). Camphor is not expected to undergo hydrolysis in the environment due to the lack of functional groups that hydrolyze under environmental conditions(3).

ATMOSPHERIC FATE: According to a model of gas/particle partitioning of semivolatile organic compounds in the atmosphere(1), camphor, which has a vapor pressure of 0.65 mm Hg at 25 °C(2), is expected to exist solely as a vapor in the ambient atmosphere. Vapor-phase camphor is degraded in the atmosphere by reaction with photochemically-produced hydroxyl radicals(SRC); the half-life for this reaction in air is estimated to be 3.5 days(SRC), calculated from its rate constant of 4.6X10-12 cu cm/molecule-sec at 23 °C(2). Based on laboratory measurements, the atmospheric lifetime of camphor for reaction with ozone and nitrate radicals is estimated to be >235 days and >300 days respectively(3). Camphor absorbs at wavelengths >290 nm(4) and, therefore, may be susceptible to direct photolysis by sunlight(SRC).

Food Survey ValuesCamphor was identified in the juice of Japanese Kogyoku apples(1).

Regulatorische Informationen

FDA Requirements · 4 Einträge

d-Camphor is a food additive permitted for direct addition to food for human consumption as a synthetic flavoring substance and adjuvant in accordance with the following conditions: a) they are used in the minimum quantity required to produce their intended effect, and otherwise in accordance with all the principles of good manufacturing practice, and 2) they consist of one or more of the following, used alone or in combination with flavoring substances and adjuvants generally recognized as safe in food, prior-sanctioned for such use, or regulated by an appropriate section in this part. /d-Camphor/

Camphor is an indirect food additive for use only as a component of adhesives.

Cold, cough, allergy, bronchodilator, and antiasthmatic drug products for over-the-counter human use: Antitussive active ingredients. The active ingredients of the product consist of any of the following when used within the dosage limits and in the dosage forms established for each ingredient in section 341.74(d). Topical antitussives: Camphor is included on this list.

Anorectal drug products for over-the-counter human use: Analgesic, anesthetic, and antipruritic active ingredients. The active ingredient of the product consists of any of the following when used within the concentration range established for each ingredient. Camphor 0.1 to 3 percent is included on this list.

TSCA Requirements · 2 Einträge

Section 8(a) of TSCA requires manufacturers of this chemical substance to report preliminary assessment information concerned with production, exposure, and use to EPA as cited in the preamble in 51 FR 41329. Effective date: 1/26/94; Reporting date: 3/28/94.

Pursuant to section 8(d) of TSCA, EPA promulgated a model Health and Safety Data Reporting Rule. The section 8(d) model rule requires manufacturers, importers, and processors of listed chemical substances and mixtures to submit to EPA copies and lists of unpublished health and safety studies. Camphor is included on this list. Effective date: 1/26/94; Sunset date: 6/30/98.

FIFRA Requirements · 2 Einträge

Residues of camphor are exempted from the requirement of a tolerance when used in accordance with good agricultural practice as inert (or occasionally active) ingredients in pesticide formulations applied to growing crops only. Use: Deodorant, melting point adjustment. Limit: Not more than 5% weight to weight (w/w) of pesticide formulations.

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. Camphor is found on List C. Case No: 3104; Pesticide type: insecticide, fungicide, antimicrobial; Case Status: No products containing the pesticide are actively registered. Therefore ... the case /is characterized/ as "cancelled." Under FIFRA, pesticide producers may voluntarily cancel their registered products. EPA also may cancel pesticide registrations if registrants fail to pay required fees or make/meet certain reregistration commitments, or if EPA reaches findings of unreasonable adverse effects.; Active ingredient (AI): camphor; AI Status: The active ingredient is no longer contained in any registered products ... "cancelled.".

State Drinking Water Guidelines(NH) NEW HAMPSHIRE 50 ug/L

Sicherheitsdaten

wgk
1
ridadr
UN 2717
hs_code
29142910
RTECS-Nr.
EX1225000
risk_code
11-22-36/37/38-36-20/21/22
hazard_code
F,Xn

Chemie und Industrie

Pharmakologische Informationen

ATC Code · 2 Einträge

C - Cardiovascular system

QC - Cardiovascular system

Mechanism of Action · 1 Eintrag

Camphor is a naturally occurring compound that is used as a major active ingredient of balms and liniments supplied as topical analgesics. ... Capsaicin and menthol, two other topically applied agents widely used for similar purposes, are known to excite and desensitize sensory nerves by acting on two members of transient receptor potential (TRP) channel superfamily: heat-sensitive TRP vanilloid subtype 1 (TRPV1) and cold-sensitive TRP channel M8, respectively. Camphor has recently been shown to activate TRPV3, and here /investigators/ show that camphor also activates heterologously expressed TRPV1, requiring higher concentrations than capsaicin. Activation was enhanced by phospholipase C-coupled receptor stimulation mimicking inflamed conditions. Similar camphor-activated TRPV1-like currents were observed in isolated rat DRG neurons and were strongly potentiated after activation of protein kinase C with phorbol-12-myristate-13-acetate. Camphor activation of rat TRPV1 was mediated by distinct channel regions from capsaicin, as indicated by camphor activation in the presence of the competitive inhibitor capsazepine and in a capsaicin-insensitive point mutant. Camphor did not activate the capsaicin-insensitive chicken TRPV1. TRPV1 desensitization is believed to contribute to the analgesic actions of capsaicin. /The authors/ found that, although camphor activates TRPV1 less effectively, camphor application desensitized TRPV1 more rapidly and completely than capsaicin. Conversely, TRPV3 current sensitized after repeated camphor applications, which is inconsistent with the analgesic role of camphor. /Investigators/ also found that camphor inhibited several other related TRP channels, including ankyrin-repeat TRP 1 (TRPA1). The camphor-induced desensitization of TRPV1 and block of TRPA1 may underlie the analgesic effects of camphor.

Biological Half-Life167 minutes (200 mg camphor ingested alone); 93 minutes (200 mg camphor ingested with a solvent - Tween 80).
Metabolism/Metabolites · 3 Einträge

In the liver microsomes of female mice, two induction phases during inhalation of DL-camphor were found. During the first 24 hr the apparent molar activity of the ethylumbelliferone dealkylase decreased. In the second phase, the molar ethylumbelliferone dealkylase activity was constant.

The metabolism of (+)-camphor and (-)-camphor was investigated in rabbits after administration /through/ stomach tube; metabolites of (+)-camphor were (+)-borneol, (+)-5-endo-hydroxycamphor, and (+)-3-endohydroxycamphor.

Camphor is rapidly oxidized to campherols (2-hydroxycamphor and 3-hydroxycamphor), and then conjugated in the liver to the glucuronide form. Camphor-related metabolites are relatively fat-soluble and may accumulate in fatty tissue.

MeSH Pharmacological ClassificationSubstances used on humans and other animals that destroy harmful microorganisms or inhibit their activity. They are distinguished from DISINFECTANTS, which are used on inanimate objects.
Absorption, Distribution and Excretion · 5 Einträge

Camphor is rapidly absorbed from the mucous membranes and the gastrointestinal tract. ... It is also absorbed through inhalation, through dermal application, and by nasal instillation.

... after camphor ingestion by mothers ... camphor was detectable in maternal blood 15 min after ingestion, but not after 8 hr. At delivery 36 hr later ... it was present in amnionic fluid, cord and fetal blood and fetal brain, liver and kidneys.

Alimentary absorption of pure camphor, or of alcohol solution ... is quite rapid, but from the oil preparation absorption is constant. Camphor is ... slowly absorbed from sc or im depots.

Absorbed camphor is mainly eliminated as the oxidized camphorol in the urine, although some appears in the breath, sweat, and feces.

For more Absorption, Distribution and Excretion (Complete) data for CAMPHOR (7 total), please visit the HSDB record page.

Verwendung und Herstellung

Uses · 6 Einträge

Used as a plasticizer and chemical intermediate; also used as an additive to explosives, varnishes, lacquers, insecticides, fungicides, pharmaceuticals, cosmetics, and flavorings; [ACGIH]

It was used in two-phase based hollow fibre liquid-phase microextraction procedure for migration analysis of food packagings containing essential oils.

Camphor was used in the synthesis of single-walled nanotubes by chemical vapor deposition.

For camphor (USEPA/OPP Pesticide Code: 015602) there are 0 labels match. /SRP: Not registered for current 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./

The active ingredient is no longer contained in any registered products ... "cancelled.".

For more Uses (Complete) data for CAMPHOR (17 total), please visit the HSDB record page.

U.S. Exports · 3 Einträge

(1972) No Data

(1975) No Data

(1986) No Data

U.S. Imports · 3 Einträge

(1972) 3.71X10+7 GRAMS (NATURAL & SYNTHETIC)

(1975) 5.8X10+8 GRAMS (NATURAL, SYNTHETIC, ADVANCED)

(1984) 7.6X10+8 g

U.S. Production · 6 Einträge

2023: 8,500,000 - <10,000,000 lb

(1972) No Data

(1975) No Data

(1986) No Data

Production volumes for non-confidential chemicals reported under the Inventory Update Rule.[Table#26]

Non-confidential 2014 Chemical Data Reporting (CDR) information on the production and use of chemicals manufactured or imported into the United States. Chemical: Bicyclo[2.2.1]heptan-2-one, 1,7,7-trimethyl-. National Production Volume: 100,000 - 500,000 lb/yr.[USEPA/Pollution Prevention and Toxics; 2014 Chemical Data Reporting Database. Bicyclo

Consumer UsesFragrance
Industry UsesFuel agents

Anbieter50 Anbieter

南京普怡生物科技有限公司13814510036 · [email protected]
杭州品高化工有限公司0571-87658025 · [email protected]
江苏艾康生物医药研发有限公司025-025-66113011 15955137747 · [email protected]
Hebei Yanxi Chemical Co., Ltd.+86-17531190177 · [email protected]
Syntechem Co.,Ltd[email protected]

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