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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
Pricing and availability is not currently available.

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.[1] Its pKa value is 2.9.[2]

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

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Adsorption of pesticides carbetamide and metamitron on organohydrotalcite.
Bruna F, et al.
Applied Clay Science, 33(2), 116-124 (2006)
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, 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
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
Caprylate intercalated layered double hydroxide as adsorbent of the linuron, 2, 4-DB and metamitron pesticides from aqueous solution.
Pavlovic I, et al.
Applied Clay Science, 80, 76-84 (2013)

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