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C33301

Sigma-Aldrich

2-Chloro-4,6-diamino-1,3,5-triazine

95%

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Synonym(s):
6-Chloro-2,4-diamino-1,3,5-triazine, Desethyl-desisopropyl-atrazine
Empirical Formula (Hill Notation):
C3H4ClN5
CAS Number:
Molecular Weight:
145.55
EC Number:
MDL number:
PubChem Substance ID:
NACRES:
NA.22

Quality Level

assay

95%

form

powder

mp

>320 °C (lit.)

SMILES string

Nc1nc(N)nc(Cl)n1

InChI

1S/C3H4ClN5/c4-1-7-2(5)9-3(6)8-1/h(H4,5,6,7,8,9)

InChI key

FVFVNNKYKYZTJU-UHFFFAOYSA-N

Gene Information

mouse ... Esr1(13982)

Storage Class

11 - Combustible Solids

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Gloves, type N95 (US)


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Greg P Dooley et al.
Chemical research in toxicology, 19(5), 692-700 (2006-05-16)
Atrazine (2-chloro-4-[ethylamino]-6-[isopropylamino]-1,3,5-triazine) is one of the most commonly used herbicides in North America and is frequently detected in ground and surface waters. This research investigated possible covalent modifications of hemoglobin following in vivo exposures to atrazine in Sprague Dawley (SD)
Joseane M Pozzebon et al.
Journal of chromatography. A, 987(1-2), 375-380 (2003-03-05)
A method was developed to determine simazine, atrazine and their metabolite, 2-chloro-4,6-diamino-1,3,5-triazine, in urine. The presence of these herbicides in urine may reflect possible exposure to pesticides. Sample preparation involved protein precipitation and solid-phase extraction. The samples were analyzed by
Jennifer L Seffernick et al.
Applied and environmental microbiology, 68(9), 4672-4675 (2002-08-30)
2-Chloro-4,6-diamino-s-triazine (CAAT) is a metabolite of atrazine biodegradation in soils. Atrazine chlorohydrolase (AtzA) catalyzes the dechlorination of atrazine but is unreactive with CAAT. In this study, melamine deaminase (TriA), which is 98% identical to AtzA, catalyzed deamination of CAAT to
C Ernst et al.
Applied microbiology and biotechnology, 42(5), 763-768 (1995-01-01)
A bacterium utilizing 2-chloro-4,6-diamino-s-triazine (CAAT) as sole nitrogen source was isolated under a N2-free atmosphere and identified as Klebsiella pneumoniae. Concomitant to CAAT degradation the protein content increased and chloride was released into the medium. Under air and a N2-atmosphere
Susan C Laws et al.
Toxicological sciences : an official journal of the Society of Toxicology, 76(1), 190-200 (2003-09-13)
We showed previously that the chlorotriazine herbicide, atrazine (ATR), delays the onset of pubertal development in female rats. ATR and its biotransformation by-products are present in soil and groundwater. Since current maximum contaminant levels are set only for ATR, it

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