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Merck
CN

32442

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:
Molecular Weight:
162.23
UNSPSC Code:
41116107
Beilstein/REAXYS Number:
1210087
MDL number:
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InChI key

VXSNJXDZTGFDMB-UHFFFAOYSA-N

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

grade

analytical standard

product line

PESTANAL®

application(s)

agriculture
environmental

Legal Information

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

Storage Class

13 - Non Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

Regulatory Information

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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)
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.
Journal of veterinary pharmacology and therapeutics, 18(3), 210-215 (1995-06-01)
Amitraz and its active metabolite BTS27271 were given intravenously to ponies and sheep at equimolar doses of 1 mg/kg and 0.68 mg/kg, respectively, and the plasma concentrations of amitraz and BTS27271 estimated at various times thereafter. Amitraz was hydrolysed to
C O Knowles et al.
Journal of environmental science and health. Part. B, Pesticides, food contaminants, and agricultural wastes, 16(5 Pt B), 547-555 (1981-01-01)
Amitraz and its metabolite N'-(2,4-dimethylphenyl)-N-methyl-formamidine (BTS-27271) were administered orally to white rats. Both compounds were rapidly metabolized and eliminated primarily via the urine. The cumulative percentage of the dose eliminated in the urine was 77.6 for amitraz and 88.7 for

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