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122882

Sigma-Aldrich

2-Amino-4-chloro-6-methylpyrimidine

97%

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Empirical Formula (Hill Notation):
C5H6ClN3
CAS Number:
5600-21-5
Molecular Weight:
143.57
Beilstein:
114297
EC Number:
227-018-3
MDL number:
MFCD00006091
UNSPSC Code:
12352100
PubChem Substance ID:
24847512
NACRES:
NA.22

Quality Level

100

Assay

97%

form

solid

mp

183-186 °C (lit.)

solubility

acetic acid: soluble 50 mg/mL, clear, colorless to faintly yellow

SMILES string

Cc1cc(Cl)nc(N)n1

InChI

1S/C5H6ClN3/c1-3-2-4(6)9-5(7)8-3/h2H,1H3,(H2,7,8,9)

InChI key

NPTGVVKPLWFPPX-UHFFFAOYSA-N

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General description

2-Amino-4-chloro-6-methylpyrimidine is a nitification inhibitor.

Application

2-Amino-4-chloro-6-methylpyrimidine was used to study the influence of chlorine substitution in pyrimidine ring on proton donor ability of amino group in 2-aminopyrimidine.

WGK

WGK 3

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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T Jayavarthanan et al.
Spectrochimica acta. Part A, Molecular and biomolecular spectroscopy, 97, 811-824 (2012-08-21)
The solid phase FTIR and FT-Raman spectra of 2-amino-4-chloro-6-methylpyrimidine (2A4Cl6MP) have been recorded in the regions 400-4000 and 50-4,000 cm(-1), respectively. The spectra have been interpreted interms of fundamentals modes, combination and overtone bands. The structure of the molecule has
J A Hutter et al.
Biochemistry, 26(7), 1969-1973 (1987-04-07)
Thiaminase I from Bacillus thiaminolyticus strain Matsukawa et Misawa is completely and irreversibly inhibited by treatment with 4-amino-6-chloro-2-methylpyrimidine. Inhibition is a time-dependent first-order process, exhibiting a half-time of 4 h at an inhibitor concentration of 5 mM. A specific active-site-directed
Effects of nitrification inhibitors on denitrification of nitrate in soil.
Bremner JM andYeomans JC.
Biology and Fertility of Soils, 2(4), 173-179 (1986)
Christer B Aakeröy et al.
Pharmaceutics, 3(3), 601-614 (2011-01-01)
In the pharmaceutical industry, co-crystals are becoming increasingly valuable as crystalline solids that can offer altered/improved physical properties of an active pharmaceutical ingredient (API) without changing its chemical identity or biological activity. In order to identify new solid forms of
Influence of chlorine-substitution in pyrimidine ring on proton donor ability in H-bond and parameters of amino group of 2-amino pyrimidine.
Borisenko VE, et al.
Vibrational Spectroscopy, 37(1), 97-109 (2005)

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