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Merck
CN

32442

Supelco

Amitraz Metabolite BTS 27271

PESTANAL®, analytical standard

Synonym(s):

N-(2,4-Dimethylphenyl)-N′-methylformamidine, N-Methyl-N′-2,4-xylylformamidine

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About This Item

Empirical Formula (Hill Notation):
C10H14N2
CAS Number:
33089-74-6
Molecular Weight:
162.23
Beilstein:
1210087
MDL number:
MFCD00225755
UNSPSC Code:
41116107

Key Documents

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grade

analytical standard

product line

PESTANAL®

application(s)

agriculture
environmental

SMILES string

CN\C=N\c1ccc(C)cc1C

InChI

1S/C10H14N2.ClH/c1-8-4-5-10(9(2)6-8)12-7-11-3;/h4-7H,1-3H3,(H,11,12);1H

InChI key

VXSNJXDZTGFDMB-UHFFFAOYSA-N

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Legal Information

PESTANAL is a registered trademark of Merck KGaA, Darmstadt, Germany

Storage Class Code

13 - Non Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Regulatory Information

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Metabolic conversion of N'-(2,4-dimethylphenyl)-N-methylformamidine pesticide and the analysis of the metabolites.
Z Naikai et al.
Bulletin of environmental contamination and toxicology, 65(1), 22-27 (2000-06-30)
M A Pass et al.
Comparative biochemistry and physiology. C, Comparative pharmacology and toxicology, 99(1-2), 169-172 (1991-01-01)
1. Amitraz was rapidly metabolised to BTS27271 after intravenous administration to sheep. 2. Amitraz and BTS27271 had significant H1-histamine antagonist activity on isolated guinea-pig ileum. BTS27271 was approximately 3.3 times as potent as amitraz. 3. Intravenous injection of amitraz and
E A Abu-Basha et al.
Metabolism: clinical and experimental, 48(11), 1461-1469 (1999-12-03)
The study purpose was to investigate the direct effect of amitraz, a formamidine insecticide/acaricide, and its active metabolite BTS 27271 on insulin and glucagon secretion from the perfused rat pancreas. Amitraz and BTS 27271 (0.01, 0.1, 1, and 10 micromol/L)
V C Ravikumar et al.
Toxicology, 27(1), 71-80 (1983-05-01)
The mammalian neuromuscular toxicity of N'-(2,4-xylyl)-N-methyl formamidine hydrochloride (U-40481A) was evaluated by programmed screening. The LD50 for mice, determined 48 h after single, subcutaneous (s.c.) injections, was 107 mg/kg body wt. Acute toxicity signs included abnormal gait, hindlimb hyperextension, transient
D H Shin et al.
Toxicology and applied pharmacology, 128(1), 45-49 (1994-09-01)
Isolated uterine strips were used to study the effects of amitraz and its metabolites on porcine myometrial contractility during the luteal phase of the estrous cycle. Amitraz and its active metabolite BTS27271 (10(-8)-10(-5) M) caused a dose-dependent increase in myometrial
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