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559806

Sigma-Aldrich

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

97%

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About This Item

Empirical Formula (Hill Notation):
C10H10N4O
CAS Number:
Molecular Weight:
202.21
EC Number:
MDL number:
UNSPSC Code:
12352100
PubChem Substance ID:
NACRES:
NA.22

Quality Level

Assay

97%

form

solid

mp

167-170 °C (lit.)

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

General description

4-Amino-3-methyl-6-phenyl-1,2,4-triazin-5-one, commonly known as metamitron, is a pesticide having low polarity and is hydrophobic in nature. Its pKa value is 2.9.

Pictograms

Skull and crossbonesEnvironment

Signal Word

Danger

Hazard Statements

Hazard Classifications

Acute Tox. 2 Inhalation - Acute Tox. 3 Dermal - Acute Tox. 4 Oral - Aquatic Acute 1 - Aquatic Chronic 1

Storage Class Code

6.1A - Combustible acute toxic Cat. 1 and 2 / very toxic hazardous materials

WGK

WGK 2

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Regulatory Information

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Adsorption of pesticides carbetamide and metamitron on organohydrotalcite.
Bruna F, et al.
Applied Clay Science, 33(2), 116-124 (2006)
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
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
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
J Aper et al.
Communications in agricultural and applied biological sciences, 77(3), 335-342 (2012-01-01)
Chenopodium album L. is a major weed in spring-planted crops in the temperate regions of the world. Since 2000, farmers have reported an unsatisfactory control of this weed in sugar beet fields in Belgium, France and The Netherlands. Frequently, the

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