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Terbucarb

HCID 15967
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Basic informationOverviewNames & identifiersPropertiesSafety & regulationChemistry & industryRelated reactionsCompound notes
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Basic information

CAS
1918-11-2
Standard SMILES
CNC(=O)Oc1c(C(C)(C)C)cc(C)cc1C(C)(C)C
InChIKey
PNRAZZZISDRWMV-UHFFFAOYSA-N
Molecular formula
C17H27NO2
Average molar mass
277.4 g/mol
Monoisotopic mass
277.2041791

Overview

Terbucarb is an alkylbenzene.

Names & identifiers

Preferred name
Terbucarb
IUPAC
(2,6-ditert-butyl-4-methylphenyl) N-methylcarbamate
English name
TERBUTOL
Molecular formula
C17H27NO2
Molecular weight
277.4

Names & synonyms

TerbucarbTerbutol1918-11-2MbpmcAZARAZACHercules 9573Caswell No. 294DTXSID1042441Phenol, 2,6-bis(1,1-dimethylethyl)-4-methyl-, methylcarbamate2,6-Di-tert-butyl-p-tolyl methylcarbamate17B625R8YT
Show more names
AzakH-9573AZAK(R)tebucarb
Carbamic acid, methyl-, 2,6-di-tert-butyl-p-tolyl esterHERCULES-9573DTXCID90224412,6-DI-T-BUTYL-P-TOLYL METHYLCARBAMATE2,6-Di-t-butyl-4-methylphenyl-N-methylcarbamate3,5-Di-t-butyl-4-methylphenyl N-methylcarbamateRefChem:1879382,6-di-tert-butyl-4-methylphenyl n-methylcarbamate

Database identifiers

CAS
1918-11-2
PubChem CID
15967
DTXSID
DTXSID1042441
ChEMBL
CHEMBL3187091
ChEBI
CHEBI:82250
UNII
17B625R8YT
EC Number
690-109-5
Nikkaji
J1.787F

Properties

Computed structural properties

XLogP
5.2
Topological polar surface area
38.3 Ų
Hydrogen bond donors
1
Hydrogen bond acceptors
2
Rotatable bonds
4
Heavy atoms
20
Formal charge
0
Complexity
314

Experimental & physicochemical properties

Collision Cross Section176.8 Ų [M+Na]+ [CCS Type: DT; Buffer gas: N2; Ionization: ESI+; Dataset: TOXCAST; Source Identifier: DTXSID1042441]

Physicochemical properties

Melting point
203 · 203-204℃
Boiling point
420.26 °C · 420.26°C (rough estimate)
Density
0.9756 · 0.9756 (rough estimate)
refractive index
1.542 · 1.5420 (estimate)
storage temp.
0 · 0-6°C
pka
12.4 · 12.40±0.46(Predicted)
Water Solubility
6.5 mg/L · 6.5mg/L(25 ºC)
EWG's Food Scores
1 · 1
FDA UNII
17 B625R8YT · 17B625R8YT
EPA Substance Registry System
Terbucarb (1918-11-2)
WGK Germany
3 · 3
RTECS
8525000 · FB8525000

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 · 3 items

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

Not Classified

Aggregated GHS information provided per 3 reports by companies from 1 notifications to the ECHA C&L Inventory.

Hazard information

Hazard Classes and CategoriesNot Classified

Toxicology

Treatment · 1 item

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.

Health Effects · 1 item

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).

Chemistry & industry

Pharmacology

Metabolism/MetabolitesThe carbamates are hydrolyzed enzymatically by the liver; degradation products are excreted by the kidneys and the liver. (L793)

Uses & manufacturing

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

Applications

UsesAgricultural chemical.

UsesTerbucarb acts as a pesticide.

Suppliers14 total

湖北威德利化学试剂有限公司186-02735115 18062128043 · [email protected]
梯希爱(上海)化工贸易有限公司021-61109150 · [email protected]
上海毕楷科技有限公司18516304666 · [email protected]
四川库利南科技有限公司400-1166-196 18981987031 · [email protected]
天津阿尔塔科技有限公司022-6537-8550 15522853686 · [email protected]
湖北万业众诚化学试剂有限责任公司18671296875 · [email protected]
上海源叶生物科技有限公司18916372613 · [email protected]
上海麦克林生化科技股份有限公司50706066 15221275939 · [email protected]

Related reactions

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Compound notes

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On this pageBasic informationOverviewNames & identifiersPropertiesSafety & regulationChemistry & industryRelated reactionsCompound notes
HS Code
29242990 · 29242990
Toxicity
50 · rat,LD50,oral,> 34600mg/kg (34600mg/kg),Residue Reviews. Vol. 10, Pg. 97, 1965.
Exposure RoutesInhalation (L793) ; oral (L793); dermal (L793)
Toxicity Summary · 1 item

Terbucarb 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 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

wgk
3
rtecs
FB8525000
hs_code
29242990
Toxicity
rat,LD50,oral,> 34600mg/kg (34600mg/kg),Residue Reviews. Vol. 10, Pg. 97, 1965.
山东西亚化学有限公司4009903999 13395398332 · [email protected]
深圳市丽晶生化科技有限公司0755-85201366 18938635012 · [email protected]
深圳聚合生化科技有限公司+86-400-002-6226 13028896684 · [email protected]
爆牛贸易重庆有限公司+86-023-6139-8061 +86-86-13650506873 · [email protected]
上海杰股生物科技有限公司021-51698675 · [email protected]
北京百灵威科技有限公司18210857532 18210857532 · [email protected]

Additional notes

DefinitionChEBI: Terbucarb is an alkylbenzene.