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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:
41394-05-2
Molecular Weight:
202.21
EC Number:
255-349-3
MDL number:
MFCD00055524
UNSPSC Code:
12352100
PubChem Substance ID:
24879645
NACRES:
NA.22

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
GHS06,GHS09

signalword

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_germany

WGK 2

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

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

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Certificates of Analysis (COA)

Lot/Batch Number
10312JO

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Adsorption of pesticides carbetamide and metamitron on organohydrotalcite.
Bruna F, et al.
Applied Clay Science, 33(2), 116-124 (2006)
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)
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
E Mechant et al.
Communications in agricultural and applied biological sciences, 70(3), 501-506 (2006-04-28)
Metamitron is a key herbicide in modern low rate weed control programs in sugar beet. Fat hen (Chenopodium album, CHEAL) is a common, highly competitive, weed in sugar beet and one of the targets of metamitron. Recently, unsatisfactory control of
E Mechant et al.
Communications in agricultural and applied biological sciences, 71(3 Pt A), 725-732 (2007-03-30)
In recent years, in several of the Belgian sugar beet growing regions, farmers have been confronted with unsatisfactory control of fat hen (Chenopodium album L.). Greenhouse bioassays conducted on reference C. album populations and on "suspected" populations from sugar beet
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