CHEBI:34304 - fenobucarb

Main ChEBI Ontology Automatic Xrefs Reactions Pathways Models
ChEBI Name fenobucarb
ChEBI ID CHEBI:34304
Definition A carbamate ester obtained by the formal condensation of 2-sec-butylphenol with methylcarbamic acid.
Stars This entity has been manually annotated by the ChEBI Team.
Supplier Information ChemicalBook:CB2724915, eMolecules:509860, ZINC000000097471
Download Molfile XML SDF
Wikipedia License
Venlafaxine, sold under the brand name Effexor among others, is an antidepressant medication of the serotonin–norepinephrine reuptake inhibitor (SNRI) class. It is used to treat major depressive disorder, generalized anxiety disorder, panic disorder, and social anxiety disorder. Studies have shown that venlafaxine improves post-traumatic stress disorder (PTSD). It may also be used for chronic neuropathic pain. It is taken orally (swallowed by mouth). It is also available as the salt venlafaxine besylate (venlafaxine benzenesulfonate monohydrate) in an extended-release formulation (Venbysi XR). Common side effects include loss of appetite, constipation, dry mouth, dizziness, sweating, insomnia, drowsiness and sexual problems. Severe side effects include an increased risk of suicide, mania, and serotonin syndrome. Antidepressant withdrawal syndrome may occur if stopped. There are concerns that use during the later part of pregnancy can harm the baby. How it works is not entirely clear, but it seems to be related to the potentiation of the activity of some neurotransmitters in the brain. Venlafaxine was approved for medical use in the United States in 1993. It is available as a generic medication. In 2022, it was the 44th most commonly prescribed medication in the United States, with more than 13 million prescriptions.
Read full article at Wikipedia
Formula C12H17NO2
Net Charge 0
Average Mass 207.26892
Monoisotopic Mass 207.12593
InChI InChI=1S/C12H17NO2/c1-4-9(2)10-7-5-6-8-11(10)15-12(14)13-3/h5-9H,4H2,1-3H3,(H,13,14)
InChIKey DIRFUJHNVNOBMY-UHFFFAOYSA-N
SMILES CCC(C)c1ccccc1OC(=O)NC
Roles Classification
Chemical Role(s): environmental contaminant
Any minor or unwanted substance introduced into the environment that can have undesired effects.
Biological Role(s): EC 3.1.1.7 (acetylcholinesterase) inhibitor
An EC 3.1.1.* (carboxylic ester hydrolase) inhibitor that interferes with the action of enzyme acetylcholinesterase (EC 3.1.1.7), which helps breaking down of acetylcholine into choline and acetic acid.
Application(s): insecticide
Strictly, a substance intended to kill members of the class Insecta. In common usage, any substance used for preventing, destroying, repelling or controlling insects.
agrochemical
An agrochemical is a substance that is used in agriculture or horticulture.
herbicide
A substance used to destroy plant pests.
View more via ChEBI Ontology
ChEBI Ontology
Outgoing fenobucarb (CHEBI:34304) has functional parent 2-sec-butylphenol (CHEBI:34303)
fenobucarb (CHEBI:34304) has functional parent methylcarbamic acid (CHEBI:45379)
fenobucarb (CHEBI:34304) has role agrochemical (CHEBI:33286)
fenobucarb (CHEBI:34304) has role EC 3.1.1.7 (acetylcholinesterase) inhibitor (CHEBI:38462)
fenobucarb (CHEBI:34304) has role environmental contaminant (CHEBI:78298)
fenobucarb (CHEBI:34304) has role herbicide (CHEBI:24527)
fenobucarb (CHEBI:34304) has role insecticide (CHEBI:24852)
fenobucarb (CHEBI:34304) is a carbamate ester (CHEBI:23003)
IUPAC Name
2-(butan-2-yl)phenyl methylcarbamate
Synonyms Sources
2-(1-methylpropyl)phenyl methylcarbamate IUPAC
2-sec-Butylphenyl methylcarbamate ChemIDplus
2-sec-Butylphenyl N-methylcarbamate KEGG COMPOUND
2-sec-Butylphenyl N-methylcarbamate KEGG COMPOUND
BPMC KEGG COMPOUND
Fenobucarb KEGG COMPOUND
Methylcarbamic acid o-sec-butylphenyl ester ChemIDplus
Manual Xrefs Databases
1183 PPDB
C14425 KEGG COMPOUND
Fenobucarb Wikipedia
View more database links
Registry Numbers Types Sources
2052332 Reaxys Registry Number Reaxys
3766-81-2 CAS Registry Number ChemIDplus
3766-81-2 CAS Registry Number NIST Chemistry WebBook
Citations Types Sources
19089593 PubMed citation Europe PMC
24553419 PubMed citation Europe PMC
6510612 PubMed citation Europe PMC
Last Modified
28 July 2014