375357

Sigma-Aldrich

4-Amino-2,6-dimethoxypyrimidine

97%

Empirical Formula (Hill Notation):
C6H9N3O2
CAS Number:
Molecular Weight:
155.15
EC Number:
MDL number:
PubChem Substance ID:

Quality Level

assay

97%

mp

149-152 °C (lit.)

solubility

methanol: soluble 25 mg/mL, clear, colorless to yellow

SMILES string

COc1cc(N)nc(OC)n1

InChI

1S/C6H9N3O2/c1-10-5-3-4(7)8-6(9-5)11-2/h3H,1-2H3,(H2,7,8,9)

InChI key

LNTJJKHTAZFVJJ-UHFFFAOYSA-N

General description

4-Amino-2,6-dimethoxypyrimidine is methoxy substituted 4-aminopyrimidine. Molecules of 4-amino-2,6-dimethoxypyrimidine are linked by an N-H.O hydrogen bond and an N-H.N hydrogen bond, forming sheets containing centrosymmetric rings. Photocatalytic degradation of 4-amino-2,6-dimethoxypyrimidine on TiO2 has been reported. Mass spectra of 4-amino-2,6-dimethoxypyrimidine has been studied.

Packaging

5 g in glass bottle

Pictograms

Exclamation mark

Signal Word

Warning

Hazard Statements

Precautionary Statements

Target Organs

Respiratory system

Personal Protective Equipment

dust mask type N95 (US),Eyeshields,Gloves

RIDADR

NONH for all modes of transport

WGK Germany

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Certificate of Analysis
Certificate of Origin
Mass spectra of methoxy-substituted 4-aminopyrimidines.
Khmel'nitskii RA, et al.
Chemistry of Heterocyclic Compounds, 10(1), 113-116 (1974)
Christopher Glidewell et al.
Acta crystallographica. Section C, Crystal structure communications, 59(Pt 4), O202-O204 (2003-04-12)
Molecules of the title compound, C(6)H(9)N(3)O(2), are linked by an N-H.O hydrogen bond [H.O = 2.29 A, N.O = 3.169 (2) A and N-H.O = 173 degrees ] and an N-H.N hydrogen bond [H.N = 2.12 A, N.N = 2.999...
Photocatalytic transformations of aminopyrimidines on TiO< sub> 2</sub> in aqueous solution.
Calza P, et al.
Applied Catalysis. B, Environmental, 52(4), 267-274 (2004)
Monica Olivella et al.
Archiv der Pharmazie, 348(1), 68-80 (2014-11-22)
New nitrosopyrimidines were synthesized and evaluated as potential antibacterial agents. Different compounds structurally related with 4,6-bis(alkyl or arylamino)-5-nitrosopyrimidines were evaluated. Some of these nitrosopyrimidines displayed significant antibacterial activity against human pathogenic bacteria. Among them compounds 1c, 2a-c, and 9a-c exhibited...

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