U.S. Department of Health & Human Services Divider Arrow National Institutes of Health Divider Arrow NCATS

Details

Stereochemistry UNKNOWN
Molecular Formula C12H19ClNO3P
Molecular Weight 291.711
Optical Activity NONE
Defined Stereocenters 0 / 0
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of CRUFOMATE

SMILES

CNP(=O)(OC)OC1=C(Cl)C=C(C=C1)C(C)(C)C

InChI

InChIKey=BOFHKBLZOYVHSI-UHFFFAOYSA-N
InChI=1S/C12H19ClNO3P/c1-12(2,3)9-6-7-11(10(13)8-9)17-18(15,14-4)16-5/h6-8H,1-5H3,(H,14,15)

HIDE SMILES / InChI
Crufomate is an insecticide and antihelmintic drug which acts by inhibition of acetylcholinesterase. Crufomate was used on or in cattle, sheep, and goats to control internal cattle grubs and external horn flies and cattle lice. Crufomate is administered by injection, oral administration, and spraying. For the treatment of internal helminth parasites, crufomate is administered by the oral drench directly into the rumen.

Approval Year

PubMed

PubMed

TitleDatePubMed
Reactivation of acetylcholinesterase inhibited by methamidophos and analogous (di)methylphosphoramidates.
1982 Jan
High-performance liquid chromatographic separation of the enantiomers of organophosphorus pesticides on polysaccharide chiral stationary phases.
2001 Sep 14
Analysis of the enantiomers of chiral pesticides and other pollutants in environmental samples by capillary electrophoresis.
2008
Longitudinal trends in organophosphate incidents reported to the National Pesticide Information Center, 1995-2007.
2009 Apr 20
Name Type Language
CRUFOMATE
HSDB   INN   MI   USAN  
USAN   INN  
Official Name English
(RS)-(4-TERT-BUTYL-2-CHLOROPHENYL METHYL METHYLPHOSPHORAMIDATE)
Systematic Name English
4-tert-Butyl-2-chlorophenyl methyl methylphosphoramidate
Systematic Name English
CRUFOMATE [USAN]
Common Name English
CRUFOMATE [HSDB]
Common Name English
2-CHLORO-4-(1,1-DIMETHYLETHYL)PHENYL METHYL METHYLPHOSPHORAMIDATE
Systematic Name English
crufomate [INN]
Common Name English
PHOSPHORAMIDIC ACID METHYL-, 2-CHLORO-4-(1,1-DIMETHYLETHYL)PHENYL METHYL ESTER
Common Name English
NSC-253463
Code English
CRUFOMATE [MI]
Common Name English
Classification Tree Code System Code
NCI_THESAURUS C250
Created by admin on Fri Dec 15 16:20:43 GMT 2023 , Edited by admin on Fri Dec 15 16:20:43 GMT 2023
EPA PESTICIDE CODE 12101
Created by admin on Fri Dec 15 16:20:43 GMT 2023 , Edited by admin on Fri Dec 15 16:20:43 GMT 2023
Code System Code Type Description
ECHA (EC/EINECS)
206-083-1
Created by admin on Fri Dec 15 16:20:43 GMT 2023 , Edited by admin on Fri Dec 15 16:20:43 GMT 2023
PRIMARY
NSC
253463
Created by admin on Fri Dec 15 16:20:43 GMT 2023 , Edited by admin on Fri Dec 15 16:20:43 GMT 2023
PRIMARY
ALANWOOD
crufomate
Created by admin on Fri Dec 15 16:20:43 GMT 2023 , Edited by admin on Fri Dec 15 16:20:43 GMT 2023
PRIMARY
MERCK INDEX
m1094
Created by admin on Fri Dec 15 16:20:43 GMT 2023 , Edited by admin on Fri Dec 15 16:20:43 GMT 2023
PRIMARY Merck Index
EPA CompTox
DTXSID1037515
Created by admin on Fri Dec 15 16:20:43 GMT 2023 , Edited by admin on Fri Dec 15 16:20:43 GMT 2023
PRIMARY
NCI_THESAURUS
C75214
Created by admin on Fri Dec 15 16:20:43 GMT 2023 , Edited by admin on Fri Dec 15 16:20:43 GMT 2023
PRIMARY
CAS
299-86-5
Created by admin on Fri Dec 15 16:20:43 GMT 2023 , Edited by admin on Fri Dec 15 16:20:43 GMT 2023
PRIMARY
PUBCHEM
9300
Created by admin on Fri Dec 15 16:20:43 GMT 2023 , Edited by admin on Fri Dec 15 16:20:43 GMT 2023
PRIMARY
WIKIPEDIA
Crufomate
Created by admin on Fri Dec 15 16:20:43 GMT 2023 , Edited by admin on Fri Dec 15 16:20:43 GMT 2023
PRIMARY
ChEMBL
CHEMBL1880767
Created by admin on Fri Dec 15 16:20:43 GMT 2023 , Edited by admin on Fri Dec 15 16:20:43 GMT 2023
PRIMARY
MESH
C073267
Created by admin on Fri Dec 15 16:20:43 GMT 2023 , Edited by admin on Fri Dec 15 16:20:43 GMT 2023
PRIMARY
EVMPD
SUB06831MIG
Created by admin on Fri Dec 15 16:20:43 GMT 2023 , Edited by admin on Fri Dec 15 16:20:43 GMT 2023
PRIMARY
FDA UNII
V82Q65924L
Created by admin on Fri Dec 15 16:20:43 GMT 2023 , Edited by admin on Fri Dec 15 16:20:43 GMT 2023
PRIMARY
SMS_ID
100000083743
Created by admin on Fri Dec 15 16:20:43 GMT 2023 , Edited by admin on Fri Dec 15 16:20:43 GMT 2023
PRIMARY
HSDB
1547
Created by admin on Fri Dec 15 16:20:43 GMT 2023 , Edited by admin on Fri Dec 15 16:20:43 GMT 2023
PRIMARY
INN
2044
Created by admin on Fri Dec 15 16:20:43 GMT 2023 , Edited by admin on Fri Dec 15 16:20:43 GMT 2023
PRIMARY