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122882

Sigma-Aldrich

2-Amino-4-chloro-6-methylpyrimidine

97%

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About This Item

Empirical Formula (Hill Notation):
C5H6ClN3
CAS Number:
Molecular Weight:
143.57
Beilstein:
114297
EC Number:
MDL number:
UNSPSC Code:
12352100
PubChem Substance ID:
NACRES:
NA.22

Quality Level

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.

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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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)
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

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