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Merck
CN

36154

Metamitron

PESTANAL®, analytical standard

Synonym(s):

4-Amino-4,5-dihydro-3-methyl-6-phenyl-1,2,4-triazin-5-one

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About This Item

Empirical Formula (Hill Notation):
C10H10N4O
CAS Number:
Molecular Weight:
202.21
UNSPSC Code:
41116107
NACRES:
NA.24
PubChem Substance ID:
EC Number:
255-349-3
Beilstein/REAXYS Number:
613129
MDL number:
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grade

analytical standard

Quality Level

product line

PESTANAL®

shelf life

limited shelf life, expiry date on the label

technique(s)

HPLC: suitable, NMR: suitable, gas chromatography (GC): suitable

impurities

≤0.5% water (Karl Fischer)

mp

165-170 °C

suitability

passes test for identity (NMR)

application(s)

agriculture
environmental

format

neat

SMILES string

CC1=NN=C(c2ccccc2)C(=O)N1N

InChI

1S/C10H10N4O/c1-7-12-13-9(10(15)14(7)11)8-5-3-2-4-6-8/h2-6H,11H2,1H3

InChI key

VHCNQEUWZYOAEV-UHFFFAOYSA-N

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General description

Metamitron is a 1,2,4-triazine herbicide, which is yellow crystalline in nature and can easily degrade in soil to form stable metabolites. It can be prepared via reaction of N-acetyl-benzylhydrazone with hydroxylamine in the presence of potassium hydroxide in pyridine.

Application

Refer to the product′s Certificate of Analysis for more information on a suitable instrument technique. Contact Technical Service for further support.

Legal Information

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

wgk

WGK 2

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

dust mask type N95 (US), Eyeshields, Faceshields, Gloves

pictograms

Exclamation markEnvironment

signalword

Warning

Hazard Classifications

Acute Tox. 4 Inhalation - Acute Tox. 4 Oral - Aquatic Acute 1 - Aquatic Chronic 1

Storage Class

11 - Combustible Solids

Regulatory Information

农药列管产品

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E Skórska et al.
Communications in agricultural and applied biological sciences, 71(2 Pt A), 141-146 (2007-03-30)
This paper presents a quick chlorophyll fluorescence method for the estimation of the influence of some adjuvants applied with Azoprim 50WP (a.s. atrazine) or Buramet 70WG (a.s. metamitron) on oat plants. These herbicides inhibit photosynthetic electron transport in photosystem II
J Aper et al.
Communications in agricultural and applied biological sciences, 76(3), 491-499 (2011-01-01)
Molecular markers can provide valuable information on the spread of resistant weed biotypes. In particular, tracing local spread of resistant weed patches will give details on the importance of seed migration with machinery, manure, wind or birds. This study investigated
Adsorption of 1, 2, 4-triazine pesticides metamitron and metribuzin on lignin
Ludvik J and Zuman P
Microchemical Journal, Devoted to the Application of Microtechniques in All Branches of Science, 64, 15-20 (2000)
Heike Thiel et al.
Pest management science, 66(9), 1011-1017 (2010-08-24)
Resistance to photosystem II inhibitors-triazines (atrazine) and triazinones (metamitron, metribuzin)-in Chenopodium album L. is caused by the serine 264 to glycine mutation in the D1 protein. This mutation has been detected in C. album collections from Belgium with unsatisfactory metamitron
Jirí Ludvík et al.
Acta crystallographica. Section C, Crystal structure communications, 63(Pt 4), o259-o262 (2007-04-07)
The title structures, both C(10)H(10)N(4)O, are substitutional isomers. The N-N bond lengths are longer and the C=N bond lengths are shorter by ca 0.025 A than the respective average values in the C=N-N=C group of asymmetric triazines; the assessed respective

Global Trade Item Number

SKUGTIN
36154-100MG04061831824292

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