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Carbamothioic acid, dipropyl-, S-propyl ester

HCID 16003
NotesReactions
Basic informationOverviewNames & identifiersPropertiesSafety & regulationChemistry & industryRelated reactionsCompound notes
Substructure searchFind similar structures

Basic information

CAS
1929-77-7
Standard SMILES
CCCSC(=O)N(CCC)CCC
InChIKey
OKUGPJPKMAEJOE-UHFFFAOYSA-N
Molecular formula
C10H21NOS
Average molar mass
203.35 g/mol
Monoisotopic mass
203.13438547

Overview

S-propyl dipropylcarbamothioate is a tertiary amine.

Names & identifiers

Preferred name
Carbamothioic acid, dipropyl-, S-propyl ester
IUPAC
S-propyl N,N-dipropylcarbamothioate
English name
VERNOLATE
Molecular formula
C10H21NOS
Molecular weight
203.34

Names & synonyms

VernolatCarbamothioic acid, dipropyl-, S-propyl esterS-propyl N,N-dipropylcarbamothioatePropyl N,N-dipropylthiolcarbamateVernolate [BSI:ISO]HSDB 1028EINECS 217-681-7UNII-E78ZFF4KQ0EPA Pesticide Chemical Code 041404BRN 1767659VERNOLATE [ISO]VERNOLATE [MI]
Show more names
PPTCR-1607VERNAMSurpassvernamgsurpasseVanalatevernam7eVemolate
VERNOLATE [HSDB]SCHEMBL55115C10H21NOSS,N,N'-tripropylthiocarbamateCHEMBL1865907CHEBI:82219MSK22428Tox21_300173

Database identifiers

CAS
1929-77-7
PubChem CID
16003
DTXSID
DTXSID7024376
ChEMBL
CHEMBL1865907
ChEBI
CHEBI:82219

Properties

Computed structural properties

XLogP
3.8
Topological polar surface area
45.6 Ų
Hydrogen bond donors
0
Hydrogen bond acceptors
2
Rotatable bonds
7
Heavy atoms
13
Formal charge
0
Complexity
133

Experimental & physicochemical properties

LogP3.19

Physicochemical properties

Melting point
25 ℃ · <25℃
Boiling point
150 ℃ · 150℃
Density
0.954 g/cm3 · 0.954 g/cm3 (20 ºC)
refractive index
1.4736 · 1.4736 (589.3 nm 30℃)
Flash point
Not applicable
storage temp.
0 · 0-6°C
solubility
Chloroform (Slightly), DMSO (Slightly), Methanol (Slightly)
pka
-1.19 · -1.19±0.70(Predicted)
form
Liquid
color
Amber
Water Solubility
107 mg/L · 107mg/L(21 ºC)
Merck
13 · 13,10024
BRN
1767659 · 1767659
Henry's Law Constant
3.2 · 3.2×10-1 mol/(m3Pa) at 25℃, HSDB (2015)

Safety & regulation

Safety information is for reference only and does not replace the supplier’s Safety Data Sheet (SDS), applicable regulations, or professional assessment.

Toxicology

Treatment · 1 item

Treatment of carbamate poisoning is similar to that of organophosphate poisoning in that atropine sulfate injections readily reverse the effects. For acute exposures and first aid: EYES: irrigate opened eyes for several minutes under running water. INGESTION: do not induce vomiting. Rinse mouth with water (never give anything by mouth to an unconscious person). Seek immediate medical advice. SKIN: should be treated immediately by rinsing the affected parts in cold running water for at least 15 minutes, followed by thorough washing with soap and water. If necessary, the person should shower and change contaminated clothing and shoes, and then must seek medical attention. INHALATION: supply fresh air. If required provide artificial respiration.

Health Effects · 1 item

Data concerning the effects of thiocarbamates on man are scarce. However, cases of irritation and sensitization have been observed among agricultural workers. Some thiocarbamates, e.g., molinate, have an effect on sperm morphology and, consequently, on reproduction. However, no teratogenic effects have been observed. The results of mutagenicity studies have shown that thiocarbamates containing dichloroallyl groups are highly mutagenic. Some thiocarbamates are acetylcholine esterase inhibitors. 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.

Exposure RoutesInhalation (L793) ; oral (L793); dermal (L793)
Toxicity Summary · 1 item

Some thiocarbamates (EPTC, Molinate, Pebulate, and Cycloate) share a common mechanism of toxicity, i.e. the inhibition of acetylcholinesterase. An acetylcholinesterase 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.

Chemistry & industry

Pharmacology

Metabolism/Metabolites · 1 item

As a general rule, thiocarbamates can be absorbed via the skin, mucous membranes, and the respiratory and gastrointestinal tracts. They are eliminated quite rapidly, mainly via expired air and urine. Two major pathways exist for the metabolism of thiocarbamates in mammals. One is via sulfoxidation and conjugation with glutathione. The conjugation product is then cleaved to a cysteine derivative, which is metabolized to a mercapturic acid compound. The second route is oxidation of the sulfur to a sulfoxide, which is then oxidized to a sulfone, or hydroxylation to compounds that enter the carbon metabolic pool.

Uses & manufacturing

UsesThiocarbamates are widely used throughout the world and are produced in great quantities, mainly as herbicides and fungicides.

Applications

UsesHerbicide.

UsesVernolate is used as pesticide.

Upstream & downstream products

Upstream raw materials

Formyl chlorideDipropylamine(2-Methyl-1H-indol-3-yl)-oxo-acetic acid ethyl ester1-Propanethiol

Suppliers35 total

阿诺西(上海)生物技术有限公司400-1107768 15058188853 · [email protected]

Related reactions

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Compound notes

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On this pageBasic informationOverviewNames & identifiersPropertiesSafety & regulationChemistry & industryRelated reactionsCompound notes
UNII
E78ZFF4KQ0
Nikkaji
J1.788D
Major Application
agricultureenvironmental
InChI
1S/C10H21NOS/c1-4-7-11(8-5-2)10(12)13-9-6-3/h4-9H2,1-3H3
InChIKey
OKUGPJPKMAEJOE-UHFFFAOYSA-N
SMILES
CCCSC(=O)N(CCC)CCC
EWG's Food Scores
1 · 1
FDA UNII
78 ZFF4KQ0 · E78ZFF4KQ0
Pesticides Freedom of Information Act (FOIA)
Vernam
EPA Substance Registry System
Vernolate (1929-77-7)
UNSPSC Code
41116107 · 41116107
NACRES
24 · NA.24
Symbol(GHS)
7 · GHS07,GHS09
Signal word
Warning
Hazard statements
302 · H302-H410
Precautionary statements
264 · P264-P270-P273-P301+P312-P391-P501
PPE
Eyeshields, Faceshields, Gloves, type ABEK (EN14387) respirator filter
Hazard Codes
Xn,N
Risk Statements
22 · 22-51/53-36
Safety Statements
61 · 61-36-26
RIDADR
3082 · UN3082 9/PG 3
WGK Germany
2 · 2
RTECS
4725000 · FA4725000
HS Code
29302000 · 29302000
Storage Class
10 · 10 - Combustible liquids
Hazard Classifications
4 OralAquatic · Acute Tox. 4 OralAquatic Acute 1Aquatic Chronic 2
Hazardous Substances Data
1929 · 1929-77-7(Hazardous Substances Data)
Toxicity
50 orally · LD50 orally in rats: 1780 mg/kg (Bailey, White)
Signs and Symptoms · 1 item

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)

Carcinogen ClassificationNo indication of carcinogenicity to humans (not listed by IARC).

Safety data

PPE
Eyeshields, Faceshields, Gloves, type ABEK (EN14387) respirator filter
wgk
2
rtecs
FA4725000
ridadr
UN3082 9/PG 3
hs_code
29302000
Toxicity
LD50 orally in rats: 1780 mg/kg (Bailey, White)
risk_code
22-51/53-36
Signal word
Warning
Symbol(GHS)
GHS07,GHS09
hazard_code
Xn,N
safety_code
61-36-26
Storage Class
10 - Combustible liquids
Hazard statements
H302-H410
Hazard Classifications
Acute Tox. 4 OralAquatic Acute 1Aquatic Chronic 2
Precautionary statements
P264-P270-P273-P301+P312-P391-P501
Hazardous Substances Data
1929-77-7(Hazardous Substances Data)
上海阿拉丁生化科技股份有限公司400-6206333 13167063860 · [email protected]
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Additional notes

DefinitionChEBI: S-propyl dipropylcarbamothioate is a tertiary amine.