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Merck
CN

559806

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
NACRES:
NA.22
PubChem Substance ID:
UNSPSC Code:
12352100
EC Number:
255-349-3
MDL number:
Assay:
97%
Form:
solid
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InChI key

VHCNQEUWZYOAEV-UHFFFAOYSA-N

InChI

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

SMILES string

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

assay

97%

form

solid

mp

167-170 °C (lit.)

Quality Level

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

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Danger

Hazard Classifications

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

Storage Class

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

ppe

dust mask type N95 (US), Eyeshields, Faceshields, 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 Mechant et al.
Communications in agricultural and applied biological sciences, 75(2), 53-59 (2010-01-01)
Chenopodium album L. (fat-hen) with a Ser264-Gly mutation is resistant to photosystem II-inhibiting herbicides like the triazinone metamitron, a key herbicide in sugar beet. In recent years, this resistant biotype may cause unsatisfactory weed control in Belgian sugar beet. However
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
E Mechant et al.
Communications in agricultural and applied biological sciences, 73(4), 913-917 (2009-02-21)
Chenopodium album L. (fat-hen), a highly competitive and very prolific species, is a common weed in most spring- and summer-sown crops such as maize, sugar beet and vegetables. In the late seventies, C. album stepped into the limelight as a
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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