CRUFOMATE

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 Search

SMILES

CNP(=O)(OC)OC1=CC=C(C=C1Cl)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

Molecular Formula	C12H19ClNO3P
Molecular Weight	291.711
Charge	0
Count

Stereochemistry	ACHIRAL
Additional Stereochemistry	No
Defined Stereocenters	0 / 0
E/Z Centers	0
Optical Activity	NONE

Description
Sources: https://www.ncbi.nlm.nih.gov/pubmed/7059283 | http://www.inchem.org/documents/jmpr/jmpmono/v068pr11.htm

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

Title	Date	PubMed
Longitudinal trends in organophosphate incidents reported to the National Pesticide Information Center, 1995-2007.	2009-04-20	19379510
Analysis of the enantiomers of chiral pesticides and other pollutants in environmental samples by capillary electrophoresis.	2008	18392570
High-performance liquid chromatographic separation of the enantiomers of organophosphorus pesticides on polysaccharide chiral stationary phases.	2001-09-14	11587332
Reactivation of acetylcholinesterase inhibited by methamidophos and analogous (di)methylphosphoramidates.	1982-01	7059283

Substance Class	Chemical Created by `admin` on `Mon Mar 31 18:25:38 GMT 2025` Edited by `admin` on `Mon Mar 31 18:25:38 GMT 2025`
Record UNII	V82Q65924L
Record Status	`Validated (UNII)`
Record Version

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Name

Type

Language

(RS)-(4-TERT-BUTYL-2-CHLOROPHENYL METHYL METHYLPHOSPHORAMIDATE)

Preferred Name

English

CRUFOMATE

Official 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