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N-[3-(ジメチルアミノ)プロピル]カルバミド酸プロピル

Propamocarb

HCID 32490
ノート反応
基本情報概要名称と識別子物性安全と法規制化学と産業関連反応化合物ノート
部分構造検索類似構造を探す

基本情報

CAS
24579-73-5
標準SMILES
CCCOC(=O)NCCCN(C)C
InChIKey
WZZLDXDUQPOXNW-UHFFFAOYSA-N
分子式
C9H20N2O2
平均分子量
188.27 g/mol
単同位体質量
188.15247789

概要

Propamocarb is a carbamate ester that is the propyl ester of 3-(dimethylamino)propylcarbamic acid. It is a systemic fungicide, used (normally as the hydrochloride salt) for the control of soil, root and leaf diseases caused by oomycetes, particularly Phytophthora and Pythium species. It has a role as a xenobiotic, an environmental contaminant and an antifungal agrochemical. It is a carbamate ester, a tertiary amino compound and a carbamate fungicide. It is functionally related to a propan-1-ol.

名称と識別子

優先名称
Propamocarb
IUPAC
propyl N-[3-(dimethylamino)propyl]carbamate
現地名
N-[3-(ジメチルアミノ)プロピル]カルバミド酸プロピル
英語名
Propamocarb
分子式
C9H20N2O2
分子量
188.27

名称と別名

PROPAMOCARB24579-73-5PropamocarbePropyl (3-(dimethylamino)propyl)carbamatepropyl N-[3-(dimethylamino)propyl]carbamateNor-AM 39744DTXSID1040295Carbamic acid, [3-(dimethylamino)propyl]-, propyl ester8HLL7N9UWOEPA Pesticide Chemical Code 119302Propyl 3-(dimethylamino)propylcarbamatepropyl [3-(dimethylamino)propyl]carbamate
名称をさらに表示
プロパモカルブN-[3-(ジメチルアミノ)プロピル]カルバミド酸プロピル[3-(ジメチルアミノ)プロピル]カルバミン酸プロピルプロパモカルブ標準品プロパモカルブ酢酸プロパモカルブ‐D7標準液CS_N-13105-250MG_プロパモカルブプロパモカルブ STANDARDプロパモカルブ Standard, 100 µg/mL in MeOHプロピル N-[3-(ジメチルアミノ)プロピル]カルバマートプロパモカルブ-d7標準液nor-am39744Propamocarb free base(3-(dimethylamino)propyl)-carbamicacipropylesterN-[3-(Dimethylamino)propyl]carbamic acid propyl esterTucoNOR-AMsn39744Plantacur

物性

構造計算による物性

XLogP
1.2
極性表面積
41.6 Ų
水素結合供与体数
1
水素結合受容体数
3
回転可能結合数
7
重原子数
13
形式電荷
0
複雑度
138

実験および物理化学的性質

Pesticides · 4 件

Agrochemicals -> Pesticide active substances

Active substance -> EU Pesticides database: Approved

Fungicides

Pesticide (Propamocarb) -> USDA PDB

LogP · 2 件

log Kow = 1.12

2.43

Solubility · 2 件

In water, 9.0X10+5 mg/L at 20 °C, pH 7.0

In hexane >883, methanol >933, dichloromethane >937, toluene >852, acetone >921, ethyl acetate >856 (all in g/L, 20 °C)

Flash Point>100 °C (>212 °F)
Endocrine DisruptorsPotential endocrine disrupting compound
Boiling PointBP: 139-141 °C at 18 mm Hg
Melting PointColorless, odorless crystals. MP: 44-45 °C. Solulbility at 25 °C (g/100 mL): water >70; dichloromethane >43; methanol >50. VP at 25 °C: 5X10-6 torr /Propamocarb hydrochloride/
Vapor Pressure5.48X10-2 mm Hg at 25 °C
Refractive IndexIndex of refraction: 1.4490 at 20 °C/D

安全と法規制

安全情報は参考情報です。供給元の安全データシート(SDS)、適用法令、専門家による評価に代わるものではありません。

GHS分類

GHS Classification · 6 件

Warning

H302 (100%): Harmful if swallowed [Warning Acute toxicity, oral]

P264, P270, P301+P317, P330, and P501 (click each P-code to see the statement)

Aggregated GHS information provided per 67 reports by companies from 1 notifications to the ECHA C&L Inventory.

Warning

H302: Harmful if swallowed [Warning Acute toxicity, oral]

危険有害性情報

Regulatory Information · 2 件

07/25/EC, Reg. (EU) 2018/917, Reg. (EU) 2019/707, Reg. (EU) 2020/869, Reg. (EU) 2021/745, Reg. (EU) 2022/708, Reg. (EU) 2023/918, Reg. (EU) 2025/787, Reg. (EU) No 540/2011

Propamocarb: Does not have an individual approval but may be used as a component in a product covered by a group standard. It is not approved for use as a chemical in its own right.

Special Reports · 1 件

USEPA/Office of Prevention, Pesticides and Toxic Substances; Reregistration Eligibility Decision Document - Propamocarb Hydrochloride (Septmber 1995). The RED summarizes the risk assessment conclusions and outlines any risk reduction measures necessary for the pesticide to continue to be registered in the USA.[Available from, as of July 2, 2018: http://www.epa.gov/pesticides/reregistration/status.htm]

FIFRA Requirements · 4 件

Tolerances are established for the residues of propamocarb, including its metabolites and degradates, in or on the commodities specified in the following table resulting from the application of the hydrochloride salt of propamocarb. Compliance with the following tolerance levels is to be determined by measuring only propamocarb (propyl N-[3-(dimethylamino)propyl]carbamate):[Table#8486]

Tolerances with regional registrations are established for the residues of propamocarb, including its metabolites and degradates, in or on the commodities specified in the following table resulting from the application of the hydrochloride salt of propamocarb. Compliance with the following tolerance levels is to be determined by measuring only propamocarb (propyl N-[3-(dimethylamino)propyl]carbamate): Commodity: Bean, lima, succulent.

化学と産業

薬理情報

Metabolism/MetabolitesThe carbamates are hydrolyzed enzymatically by the liver; degradation products are excreted by the kidneys and the liver. (L793)
Absorption, Distribution and Excretion · 1 件

After a single oral dose of 0.5 mg/kg b.w. of (14)C-propamocarb hydrochloride, female rats excreted approximately 90% of the administered radioactivity within 24 hours of dosing via the urine (87%), feces (2.5%) and expired air (<0.3%). Similar rapid elimination of (14)C-propamocarb hydrochloride by female rats was also observed following oral administration of 0.5 mg (14)C-propamocarb hydrochloride/kg b.w./day for 21 days. During the 21-day dosing period, an average of 83% and 3.2% of the daily administered dose was recovered respectively in the urine and the feces. At sacrifice, 24 hours after acute or subacute oral dosing, total (14)C residues detected in the 19 tissues analyzed including, among others liver, kidney, lung, spleen, heart, adipose tissue, skin and skeletal muscle (but excluding the alimentary tract) accounted for 1.7% of the single dose and approximately 0.3% of the total dose given over a 21 day dosing period (equivalent to approximately 7% of the last daily dose). Female rats with "Acute biliary - and urethra fistula" treated with a single intraduodenal dose of 0.5 mg/kg b.w. of (14)C-propamocarb hydrochloride eliminated 81% of the administered radio-activity in the urine as early as six hours after dosing. By 24 hours post- administration, a total of 92% of the (14)C was recovered in the urine as compared to only 1.8% in the bile /Propamocarb hydrochloride/

用途と製造

Uses · 6 件

For propamocarb (USEPA/OPP Pesticide Code: 119301) there are 0 labels match. /SRP: Not registered for current use in the USA, but approved pesticide uses may change periodically and so federal, state and local authorities must be consulted for currently approved uses./

For propamocarb hydrochloride (USEPA/OPP Pesticide Code: 119302) ACTIVE products with label matches. /Propamocarb hydrochloride; SRP: Registered for use in the USA but approved pesticide uses may change periodically and so federal, state and local authorities must be consulted for currently approved uses./

... Used as a soil and seed treatment, a dip treatment for bulbs and tubers, and a foliar fungicide. It should be used preventatively; its spectrum of activity is confined to Oomycetes.

関連反応

3 件
反応記録を作成
HRID 2146458 の反応式
HRID 2146458反応物としてTraining data from https://doi.org/10.1039/C8SC04228D (4/10)
HRID 2420037 の反応式
HRID 2420037反応物としてuspto-grants-1978_08
HRID 2420038 の反応式
HRID 2420038反応物としてuspto-grants-1978_08

化合物ノート

読み込み中…

このページの内容基本情報概要名称と識別子物性安全と法規制化学と産業関連反応化合物ノート
Plantacur E
DTXCID9020295CHEBI:82033Carbamic acid, (3-(dimethylamino)propyl)-, propyl esterPROPYL N-(3-(DIMETHYLAMINO)PROPYL)CARBAMATERefChem:868640Carbamic acid, (3-(dimethylamino)propyl)-, propyl ester (8CI)propyl(3-(dimethylamino)propyl)carbamate monohydrochloride607-406-2

データベース識別子

CAS
24579-73-5
PubChem CID
32490
DTXSID
DTXSID1040295
ChEMBL
CHEMBL1907431
ChEBI
CHEBI:82033
UNII
8HLL7N9UWO
EC Number
607-406-2
Nikkaji
J20.381E
Henry's Law Constant
Henry's Law constant = 1.48X10-9 atm-cu m/mol at 25 °C (1.5X10-4 Pa-cu m/mol)
Stability/Shelf LifeStable under recommended storage conditions.
Ionization Efficiency · 6 件

Positive

3.71

2.7

Agilent XCT

Electrospray ionization

formic acid (5.3nM)

物理化学的性質

沸点
18 mm · bp18mm 139-141°
比重(密度)
0.957 · 0.957±0.06 g/cm3(Predicted)
屈折率
20 D · n20D 1.4490
闪点
100 °C · >100 °C
貯蔵温度
4 °C · APPROX 4°C
溶解性
クロロホルム(微量)、メタノール(微量)
酸解離定数(Pka)
12.73 · 12.73±0.46(Predicted)
色
無色
Merck
13 · 13,7890
BRN
2080745 · 2080745
Henry's Law Constant
2.1 · 2.1×103 mol/(m3Pa) at 25℃, Keshavarz et al. (2022)
安定性
安定。強力な酸化剤とは相容れない。
主な用途
農業環境
InChI
1S/C9H20N2O2/c1-4-8-13-9(12)10-6-5-7-11(2)3/h4-8H2,1-3H3,(H,10,12)
InChIKey
WZZLDXDUQPOXNW-UHFFFAOYSA-N
SMILES
CCCOC(=O)NCCCN(C)C
LogP
1.12 · 1.120
CAS データベース
24579 · 24579-73-5(CAS DataBase Reference)
NISTの化学物質情報
Propamocarb(24579-73-5)
EPAの化学物質情報
Propamocarb (24579-73-5)

化学的性質

化学的特性Propamocarb is colourless liquid

The Agency has determined that all uses of propamocarb hydrochloride, with modifications specified herein, and with the exception of the field-grown ornamental use plus the high volume/low pressure and hand dipping application scenarios, are eligible for reregistration. A decision on the field-grown ornamental use plus the high volume/low pressure and hand dipping application scenarios cannot be made at this time due to data deficiencies. The registrant has requested the Agency to remove the field-grown ornamental use from its registration. /Propamocarb hydrochloride/

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 safety 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. Propamocarb is found on List C. Case No: 3124; Pesticide type: fungicide; Case Status: RED Approved 09/95; 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): propamocarb propyl 3-(dimethylamino)propylcarbamate; Data Call-in (DCI) Date(s): 10/29/91, 03/03/95, 10/11/95; AI Status: OPP has completed a Reregistration Eligibility Decision (RED) for the case/AI.

Toxic Combustion ProductsSpecial hazards arising from the substance or mixture: Carbon oxides, nitrogen oxides (NOx)
Hazard Classes and CategoriesAcute Tox. 4 (100%)

安全と保護具

Fire Fighting Procedures · 2 件

Suitable extinguishing media: Use water spray, alcohol-resistant foam, dry chemical or carbon dioxide.

Advice for firefighters: Wear self contained breathing apparatus for fire fighting if necessary.

Storage ConditionsKeep container tightly closed in a dry and well-ventilated place. Containers which are opened must be carefully resealed and kept upright to prevent leakage. Recommended storage temperature: 2-8 °C
Cleanup Methods · 1 件

ACCIDENTAL RELEASE MEASURES: Personal precautions, protective equipment and emergency procedures: Use personal protective equipment. Avoid breathing vapors, mist or gas. Ensure adequate ventilation. Environmental precautions: Prevent further leakage or spillage if safe to do so. Do not let product enter drains. Discharge into the environment must be avoided. Methods and materials for containment and cleaning up: Soak up with inert absorbent material and dispose of as hazardous waste. Keep in suitable, closed containers for disposal.

Disposal Methods · 2 件

SRP: 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 air, soil or water; effects on animal, aquatic and plant life; and conformance with environmental and public health regulations. If it is possible or reasonable use an alternative chemical product with less inherent propensity for occupational harm/injury/toxicity or environmental contamination.

Product: Offer surplus and non-recyclable solutions to a licensed disposal company. Contact a licensed professional waste disposal service to dispose of this material. Dissolve or mix the material with a combustible solvent and burn in a chemical incinerator equipped with an afterburner and scrubber. Contaminated packaging: Dispose of as unused product.

Preventive Measures · 4 件

ACCIDENTAL RELEASE MEASURES: Personal precautions, protective equipment and emergency procedures: Use personal protective equipment. Avoid breathing vapors, mist or gas. Ensure adequate ventilation. Environmental precautions: Prevent further leakage or spillage if safe to do so. Do not let product enter drains. Discharge into the environment must be avoided.

Precautions for safe handling: Avoid contact with skin and eyes. Avoid inhalation of vapor or mist. Normal measures for preventive fire protection.

Appropriate engineering controls: Handle in accordance with good industrial hygiene and safety practice. Wash hands before breaks and at the end of workday.

Gloves must be inspected prior to use. Use proper glove removal technique (without touching glove's outer surface) to avoid skin contact with this product. Dispose of contaminated gloves after use in accordance with applicable laws and good laboratory practices. Wash and dry hands.

Allowable Tolerances · 2 件

Tolerances are established for the residues of propamocarb, including its metabolites and degradates, in or on the commodities specified in the following table resulting from the application of the hydrochloride salt of propamocarb. Compliance with the following tolerance levels is to be determined by measuring only propamocarb (propyl N-[3-(dimethylamino)propyl]carbamate):[Table#8485]

Tolerances with regional registrations are established for the residues of propamocarb, including its metabolites and degradates, in or on the commodities specified in the following table resulting from the application of the hydrochloride salt of propamocarb. Compliance with the following tolerance levels is to be determined by measuring only propamocarb (propyl N-[3-(dimethylamino)propyl]carbamate): Commodity: Bean, lima, succulent, 2.0 parts per million.

Personal Protective Equipment (PPE) · 4 件

Eye/face protection: Face shield and safety glasses. Use equipment for eye protection tested and approved under appropriate government standards such as NIOSH (US) or EN 166 (EU).

Handle with gloves.

Body Protection: Complete suit protecting against chemicals. The type of protective equipment must be selected according to the concentration and amount of the dangerous substance at the specific workplace.

Respiratory protection: Where risk assessment shows air-purifying respirators are appropriate use a full-face respirator with multipurpose combination (US) or type ABEK (EN 14387) respirator cartridges as a backup to engineering controls. If the respirator is the sole means of protection, use a full-face supplied air respirator. Use respirators and components tested and approved under appropriate government standards such as NIOSH (US) or CEN (EU).

毒性情報

Treatment · 1 件

If the compound has been ingested, rapid gastric lavage should be performed using 5% sodium bicarbonate. For skin contact, the skin should be washed with soap and water. If the compound has entered the eyes, they should be washed with large quantities of isotonic saline or water. In serious cases, atropine and/or pralidoxime should be administered. Anti-cholinergic drugs work to counteract the effects of excess acetylcholine and reactivate AChE. Atropine can be used as an antidote in conjunction with pralidoxime or other pyridinium oximes (such as trimedoxime or obidoxime), though the use of '-oximes' has been found to be of no benefit, or possibly harmful, in at least two meta-analyses. Atropine is a muscarinic antagonist, and thus blocks the action of acetylcholine peripherally.

Interactions · 1 件

Twenty-four pesticides were tested for interactions with the estrogen receptor (ER) and the androgen receptor (AR) in transactivation assays. Estrogen-like effects on MCF-7 cell proliferation and effects on CYP19 aromatase activity in human placental microsomes were also investigated. Pesticides (endosulfan, methiocarb, methomyl, pirimicarb, propamocarb, deltamethrin, fenpropathrin, dimethoate, chlorpyriphos, dichlorvos, tolchlofos-methyl, vinclozolin, iprodion, fenarimol, prochloraz, fosetyl-aluminum, chlorothalonil, daminozid, paclobutrazol, chlormequat chlorid, and ethephon) were selected according to their frequent use in Danish greenhouses. In addition, the metabolite mercaptodimethur sulfoxide, the herbicide tribenuron-methyl, and the organochlorine dieldrin, were included. Several of the pesticides, dieldrin, endosulfan, methiocarb, and fenarimol, acted both as estrogen agonists and androgen antagonists. Prochloraz reacted as both an estrogen and an androgen antagonist. Furthermore, fenarimol and prochloraz were potent aromatase inhibitors while endosulfan was a weak inhibitor. Hence, these three pesticides possess at least three different ways to potentially disturb sex hormone actions. In addition, chlorpyrifos, deltamethrin, tolclofos-methyl, and tribenuron-methyl induced weak responses in one or both estrogenicity assays. Upon cotreatment with 17beta-estradiol, the response was potentiated by endosulfan in the proliferation assay and by pirimicarb, propamocarb, and daminozid in the ER transactivation assay. Vinclozolin reacted as a potent AR antagonist and dichlorvos as a very weak one. Methomyl, pirimicarb, propamocarb, and iprodion weakly stimulated aromatase activity. Although the potencies of the pesticides to react as hormone agonists or antagonists are low compared to the natural ligands, the integrated response in the organism might be amplified by the ability of the pesticides to act via several mechanism and the frequent simultaneous exposure to several pesticides.

Health Effects · 1 件

Acute exposure to cholinesterase inhibitors can cause a cholinergic crisis characterized by severe nausea/vomiting, salivation, sweating, bradycardia, hypotension, collapse, and convulsions. Increasing muscle weakness is a possibility and may result in death if respiratory muscles are involved. Accumulation of ACh at motor nerves causes overstimulation of nicotinic expression at the neuromuscular junction. When this occurs symptoms such as muscle weakness, fatigue, muscle cramps, fasciculation, and paralysis can be seen. When there is an accumulation of ACh at autonomic ganglia this causes overstimulation of nicotinic expression in the sympathetic system. Symptoms associated with this are hypertension, and hypoglycemia. Overstimulation of nicotinic acetylcholine receptors in the central nervous system, due to accumulation of ACh, results in anxiety, headache, convulsions, ataxia, depression of respiration and circulation, tremor, general weakness, and potentially coma. When there is expression of muscarinic overstimulation due to excess acetylcholine at muscarinic acetylcholine receptors symptoms of visual disturbances, tightness in chest, wheezing due to bronchoconstriction, increased bronchial secretions, increased salivation, lacrimation, sweating, peristalsis, and urination can occur. Chronically high (>10 years) exposure leads to neuropsychological consequences including disturbances in perception and visuo-motor processing (A15321).

Ecotoxicity Values · 5 件

LC50; Species: Colinus virginianus (Northern Bobwhite Quail) age 10 days; diet >5200 ppm for 8 days /72.2% purity/

LD50; Species: Colinus virginianus (Northern Bobwhite Quail) age 1 yr; oral via capsule >2770 mg/kg for 8 days /72% purity/

LC50; Species: Anas platyrhynchos (Mallard Duck) age 8 days; diet >5200 ppm for 8 days /72.2% purity/

EC50; Species: Daphnia magna (Water Flea) age <or=24 hr; Conditions: freshwater, static; Concentration: 106000 ugL for 48 hr; Effect: intoxication, immobilization /72% purity/

For more Ecotoxicity Values (Complete) data for Propamocarb (7 total), please visit the HSDB record page.

Environmental Fate · 4 件

TERRESTRIAL FATE: Based on a classification scheme(1), an estimated Koc value of 100(SRC), determined from a structure estimation method(2), indicates that propamocarb is expected to have high mobility in soil(SRC). Volatilization of propamocarb from moist soil surfaces is not expected to be an important fate process(SRC) given a Henry's Law constant of 1.48X10-9 atm-cu m/mole(3). Propamocarb is not expected to volatilize from dry soil surfaces(SRC) based upon a vapor pressure of 5.48X10-2 mm Hg at 25 °C(3). Propamocarb was not biodegraded in pure culture tests(4).

FIELD STUDY: Dissipation kinetics of two systemic fungicides, namely fluopicolide and propamocarb used as a combination formulation (Infinito 68.75 SC), were studied on tomato at four different locations by the All India Network Project on Pesticide Residues to recommend their pre-harvest interval (PHI) and to propose the maximum residue limits (MRL) for the two fungicides based on chronic hazard exposure assessment. The combination fungicide was sprayed thrice at the recommended dosage of 93.75 g a.i./ha fluopicolide and 937.50 g a.i./ha propamocarb as well as at double the recommended dosage of 187.50 g a.i./ha fluopicolide and 1875.0 g a.i./ha propamocarb on tomato crops and the residues were monitored periodically by GC-MS. The fungicides dissipated to below the limit of quantification (LOQ) within 10 to 15 days, with a half-life of 2-4 days for fluopicolide and 1-2 days for propamocarb. ...

AQUATIC FATE: Based on a classification scheme(1), an estimated Koc value of 100(SRC), determined from a structure estimation method(2), indicates that propamocarb is not expected to adsorb to suspended solids and sediment(SRC). Volatilization from water surfaces is not expected(3) based upon a Henry's Law constant of 1.48X10-9 atm-cu m/mole(4). According to a classification scheme(5), an estimated BCF of 2.5(SRC), from its log Kow of 1.12(6) and a regression-derived equation(2), suggests the potential for bioconcentration in aquatic organisms is low(SRC). Propamocarb was not biodegraded in pure culture tests(7).

ATMOSPHERIC FATE: According to a model of gas/particle partitioning of semivolatile organic compounds in the atmosphere(1), propamocarb, which has a vapor pressure of 5.48X10-2 mm Hg at 25 °C(2), is expected to exist solely as a vapor in the ambient atmosphere. Vapor-phase propamocarb 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 4 hours(SRC), calculated from its rate constant of 9.9X10-11 cu cm/molecule-sec at 25 °C(SRC) that was derived using a structure estimation method(2). Propamocarb is stable to photolysis(2).

Food Survey ValuesPropamocarb was tested for in 14 vegetables, 22 vegetables and 7 other food commodities over two years from April 1991-March 1993 as part of a total diet study conducted in Belgium(1):[Table#8487]
Exposure RoutesInhalation (L793) ; oral (L793); dermal (L793)
Toxicity Summary · 2 件

IDENTIFICATION AND USE: Propamocarb is a fungicide used as a soil and seed treatment, a dip treatment for bulbs and tubers, and a foliar fungicide. It should be used preventatively. Its spectrum of activity is confined to Oomycetes. HUMAN STUDIES: There are no data available. ANIMAL STUDIES: In mice treated with single iv dose of propamocarb hydrochloride 30 mg/kg b.w. it caused restlessness and increased motor activity. After 100 mg/kg b.w., additional symptoms such as irregular breathing and exophthalmos appeared. Death occurred at 175 mg/kg b.w. and above consequent to the development of clonic convulsions. No clinical signs of toxicity or abnormalities in normal reflexes and autonomic function were seen at 10 mg/kg b.w. or below. Dogs were fed the free base of propamocarb hydrochloride in the diet at 0, 50, 100, 500 or 1000 ppm for 90 days with the top dosage level being raised to 2000 ppm at week 7. Assay of plasma, erythrocyte and brain cholinesterase revealed no significant inhibition. Rabbits with skin sites exposed to propamocarb hydrochloride five hours/day for 28 consecutive days, had signs of local irritation including reddening, scabbing and thickening of the epithelium. Additionally, the abraded sites showed reactions such as swelling and induration. In rats the neoplastic changes demonstrated in males included increased occurrence of subcutaneous fibrosarcoma in the treated groups. The difference from concurrent controls was statistically significant at 40 ppm and 1000 ppm. In rabbits fetal weight was depressed at both 0.4 and 0.8 mL/kg b.w. In rats, retarded fetal development noted at and above 1 mL/kg b.w. A dosage level of 3 mL/kg b.w. was toxic to both mothers and fetuses in rats. In mice, propamocarb did not increase the frequency of micronucleated erythrocytes, but decreased the polychromatic/normochromatic erythrocytes ratio. Propamocarb increased only gaps in total chromosome aberrations, but when gaps were excluded, there were no significant differences in total aberrations.

Propamocarb is a cholinesterase or acetylcholinesterase (AChE) inhibitor. Carbamates form unstable complexes with chlolinesterases by carbamoylation of the active sites of the enzymes. This inhibition is reversible. A cholinesterase inhibitor suppresses the action of acetylcholine esterase. Because of its essential function, chemicals that interfere with the action of acetylcholine esterase are potent neurotoxins, causing excessive salivation and eye-watering in low doses. Headache, salivation, nausea, vomiting, abdominal pain and diarrhea are often prominent at higher levels of exposure. Acetylcholine esterase breaks down the neurotransmitter acetylcholine, which is released at nerve and muscle junctions, in order to allow the muscle or organ to relax. The result of acetylcholine esterase inhibition is that acetylcholine builds up and continues to act so that any nerve impulses are continually transmitted and muscle contractions do not stop.

Signs and Symptoms · 1 件

As with organophosphates, the signs and symptoms are based on excessive cholinergic stimulation. Unlike organophosphate poisoning, carbamate poisonings tend to be of shorter duration because the inhibition of nervous tissue acetylcholinesterase is reversible, and carbamates are more rapidly metabolized. Muscle weakness, dizziness, sweating and slight body discomfort are commonly reported early symptoms. Headache, salivation, nausea, vomiting, abdominal pain and diarrhea are often prominent at higher levels of exposure. Contraction of the pupils with blurred vision, incoordination, muscle twitching and slurred speech have been reported. (L795)

Ongoing Test Status · 1 件

EPA has released the Interactive Chemical Safety for Sustainability (iCSS) Dashboard. The iCSS Dashboard provides an interactive tool to explore rapid, automated (or in vitro high-throughput) chemical screening data generated by the Toxicity Forecaster (ToxCast) project and the federal Toxicity Testing in the 21st century (Tox21) collaboration. /The title compound was tested by ToxCast and/or Tox21 assays/[USEPA; ICSS Dashboard Application; Available from, as of August 9, 2018: http://actor.epa.gov/dashboard/]

Soil Adsorption/Mobility · 1 件

Using a structure estimation method based on molecular connectivity indices(1), the Koc of propamocarb can be estimated to be 100(SRC). According to a classification scheme(2), this estimated Koc value suggests that propamocarb is expected to have high mobility in soil(SRC). A Koc of 309 was reported for propamocarb hydrochloride(3).

Fish/Seafood Concentrations · 1 件

... Propamocarb HCl concentrations varied greatly among species; from 0.530 ug/kg in striped sea bream to 34.170 ug/kg in sea bass. The level of PBO ranged from 0.001 ug/kg for fourlined terapon to 0.013 ug/kg for sardine. No measurable oxamyl residue was found in any of the muscles of sampled fish species (except sardine). ... /Propamocarb hydrochloride/

法規制情報

FIFRA Requirements · 4 件

Tolerances are established for the residues of propamocarb, including its metabolites and degradates, in or on the commodities specified in the following table resulting from the application of the hydrochloride salt of propamocarb. Compliance with the following tolerance levels is to be determined by measuring only propamocarb (propyl N-[3-(dimethylamino)propyl]carbamate):[Table#8486]

Tolerances with regional registrations are established for the residues of propamocarb, including its metabolites and degradates, in or on the commodities specified in the following table resulting from the application of the hydrochloride salt of propamocarb. Compliance with the following tolerance levels is to be determined by measuring only propamocarb (propyl N-[3-(dimethylamino)propyl]carbamate): Commodity: Bean, lima, succulent.

The Agency has determined that all uses of propamocarb hydrochloride, with modifications specified herein, and with the exception of the field-grown ornamental use plus the high volume/low pressure and hand dipping application scenarios, are eligible for reregistration. A decision on the field-grown ornamental use plus the high volume/low pressure and hand dipping application scenarios cannot be made at this time due to data deficiencies. The registrant has requested the Agency to remove the field-grown ornamental use from its registration. /Propamocarb hydrochloride/

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 safety 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. Propamocarb is found on List C. Case No: 3124; Pesticide type: fungicide; Case Status: RED Approved 09/95; 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): propamocarb propyl 3-(dimethylamino)propylcarbamate; Data Call-in (DCI) Date(s): 10/29/91, 03/03/95, 10/11/95; AI Status: OPP has completed a Reregistration Eligibility Decision (RED) for the case/AI.

安全データ

wgk
2
rtecs
EZ8857000
hs_code
29241990
risk_code
22
安衛法
有機溶剤中毒予防規則:第2種有機溶剤,57,57-2
消防法
危-4-1-S-II
hazard_code
Xn
Hazard Classifications
Acute Tox. 4 Oral
ストレージクラス
10 - Combustible liquids
有毒物質データの
24579-73-5(Hazardous Substances Data)

Fungicide /Propamocarb hydrochloride/

Propamocarb hydrochloride is a fungicide used to control Pythium spp. and Phytophthora spp. on turf, outdoor woody and herbaceous ornamentals.

Propamocarb is widely used as an insecticide or pesticide in homes, gardens and agricultural applications. It is a synthetic compound.

Methods of Manufacturing · 2 件

Propamocarb is produced by reaction of N,N-dimethylpropane-1,3-diamine with propyl chloroformate in the presence of a base, followed by treatment with hydrogen chloride.

Preparation: Belgium patent 708057 (1968 to Schering AG)

Formulations/Preparations · 5 件

Advan Propamocarb (Advan LLC): Active ingredient: propamocarb hydrochloride 66.8%. /Propamocarb hydrochloride/

Proplant MUP (Arysta Lifescience Benelux): Active ingredient: propamocarb hydrochloride 66.8%. /Propamocarb hydrochloride/

Proplant Turf and Ornamental Fungicide (Arysta Lifescience Benelux): Active ingredient: propamocarb hydrochloride 66.8%. /Propamocarb hydrochloride/

Promess Fungicide (Arysta Lifescience Benelux): Active ingredient: propamocarb hydrochloride 66.8%. /Propamocarb hydrochloride/

For more Formulations/Preparations (Complete) data for Propamocarb (10 total), please visit the HSDB record page.

Use ClassificationFungicides
General Manufacturing InformationRegistration Notes: Outside USA: Previcur N for horticultural use. /Propamocarb hydrochloride/

応用分野

使用Carbamate fungicide used in the agriculture industry

上流・下流製品情報

上流原料

ジプロピルアミン窒素3-ジメチルアミノプロピオニトリルN,N-ジメチルメチレンアンモニウムヨージドThree-necked flaskアクリロニトリル

下流製品

Metalaxy1+Propamocarb,W.P.

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補足説明 · 1 件

定義Propamocarb is a carbamate ester that is the propyl ester of 3-(dimethylamino)propylcarbamic acid. It is a systemic fungicide, used (normally as the hydrochloride salt) for the control of soil, root and leaf diseases caused by oomycetes, particularly Phytophthora /ital> and Pythium species.