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Tiocarbazil

HCID 37523
NotesReactions
Basic informationOverviewNames & identifiersPropertiesSafety & regulationChemistry & industryRelated reactionsCompound notes
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Basic information

CAS
36756-79-3
Standard SMILES
CCC(C)N(C(=O)SCc1ccccc1)C(C)CC
InChIKey
PHSUVQBHRAWOQD-UHFFFAOYSA-N
Molecular formula
C16H25NOS
Average molar mass
279.4 g/mol
Monoisotopic mass
279.16568559

Overview

Tiocarbazil is a member of benzenes.

Names & identifiers

Preferred name
Tiocarbazil
IUPAC
S-benzyl N,N-di(butan-2-yl)carbamothioate
English name
TIOCARBAZIL
Molecular formula
C16H25NOS
Molecular weight
279.44

Names & synonyms

Tiocarbazil36756-79-3DREPAMONS-Benzyl di-sec-butylthiocarbamateM-3432S-Benzyl di-sec-Butylthiocarbamate (Tiocarbazil)Carbamic acid, di-sec-butylthio-, S-benzyl esterUO440RHO7TTiocarbenilCaswell No. 082AATiocarbazil [BSI:ISO]EINECS 253-190-4
Show more names
tiocarbazil (bsi,iso)C17585000 TiocarbazilTiocarbazil in AcetonitrileTiocarbazil 10.0 μg/ml AcetonitrileProsulfocarb Impurity 8(Tiocarbazil)
UNII-UO440RHO7TEPA Pesticide Chemical Code 110701N,N-Di-sec-butyl-S-benzylthiocarbamateBRN 1972813S-Benzyl N,N-di-sec-butyl thiocarbamateS-Benzyl-N,N-di-sec-butyl thiocarbamateS-Phenylmethyl-N,N-bis(1-methylpropyl)carbamothioateS-Benzyl-N,N-di-sec-butylthiocarbamate

Database identifiers

CAS
36756-79-3
PubChem CID
37523
DTXSID
DTXSID6034425
ChEBI
CHEBI:82045

Properties

Computed structural properties

XLogP
4.4
Topological polar surface area
45.6 Ų
Hydrogen bond donors
0
Hydrogen bond acceptors
2
Rotatable bonds
7
Heavy atoms
19
Formal charge
0
Complexity
253

Experimental & physicochemical properties

Pesticides · 2 items

Herbicides

Active substance -> EU Pesticides database: Not approved

LogP4.4

Physicochemical properties

Melting point
25 °C · 25°C
Boiling point
131 °C · 131 °C
Density
1.0443 · 1.0443 (rough estimate)
refractive index
1.7 · 1.7000 (estimate)
pka
-1.22 · -1.22±0.70(Predicted)
Water Solubility
2.5 mg/L · 2.5mg/L(30 ºC)
FDA UNII
440 RHO7T · UO440RHO7T
EPA Substance Registry System
Tiocarbazil (36756-79-3)
Symbol(GHS)
7 · GHS07,GHS09
Signal word
Warning
Hazard statements
315 · H315-H335-H312-H411-H319

Safety & regulation

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

GHS classification

GHS Classification · 4 items

Warning

H312 (100%): Harmful in contact with skin [Warning Acute toxicity, dermal]

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

The GHS information provided by 1 company from 1 notification to the ECHA C&L Inventory.

Hazard information

Regulatory Information2002/2076
Hazard Classes and CategoriesAcute Tox. 4 (100%)

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.

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

UsesAgricultural chemical.

Suppliers11 total

梯希爱(上海)化工贸易有限公司021-61109150 · [email protected]
上海柯维化学技术有限公司021-64609169 18901607656 · [email protected]
上海毕楷科技有限公司18516304666 · [email protected]
天津阿尔塔科技有限公司022-6537-8550 15522853686 · [email protected]
艾吉析科技(上海)有限公司17717235263 17717235263 · [email protected]
山东西亚化学有限公司4009903999 13395398332 · [email protected]

Related reactions

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Compound notes

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On this pageBasic informationOverviewNames & identifiersPropertiesSafety & regulationChemistry & industryRelated reactionsCompound notes
UNII
UO440RHO7T
EC Number
253-190-4
Nikkaji
J20.153G
Precautionary statements
264 · P264-P280-P302+P352-P321-P332+P313-P362-P280-P302+P352-P312-P322-P363-P501-P264-P280-P305+P351+P338-P337+P313P
HS Code
29302000 · 29302000
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.

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

hs_code
29302000
Signal word
Warning
Symbol(GHS)
GHS07,GHS09
Hazard statements
H315-H335-H312-H411-H319
Precautionary statements
P264-P280-P302+P352-P321-P332+P313-P362-P280-P302+P352-P312-P322-P363-P501-P264-P280-P305+P351+P338-P337+P313P
华阴市赛普生物科技有限公司13892502238 · [email protected]
深圳聚合生化科技有限公司+86-400-002-6226 13028896684 · [email protected]
上海杰股生物科技有限公司021-51698675 · [email protected]
DAYANG CHEM (HANGZHOU) CO.,LTD+86-88938639 +86-17705817739 · [email protected]
上海陶术生物科技股份有限公司+1-781-999-5354 · [email protected]

Additional notes

DefinitionChEBI: Tiocarbazil is a member of benzenes.