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Key Documents

A78608

Sigma-Aldrich

2-Aminopyrimidine

97%

Synonym(s):

2-Pyrimidinamine

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About This Item

Empirical Formula (Hill Notation):
C4H5N3
CAS Number:
Molecular Weight:
95.10
Beilstein:
107014
EC Number:
MDL number:
UNSPSC Code:
12352100
PubChem Substance ID:
NACRES:
NA.22

Quality Level

Assay

97%

form

powder

mp

122-126 °C (lit.)

SMILES string

Nc1ncccn1

InChI

1S/C4H5N3/c5-4-6-2-1-3-7-4/h1-3H,(H2,5,6,7)

InChI key

LJXQPZWIHJMPQQ-UHFFFAOYSA-N

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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

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Ye-Xiang Xie et al.
The Journal of organic chemistry, 71(21), 8324-8327 (2006-10-10)
Efficient and solvent-free copper-catalyzed N-arylations of imidazoles with aryl and heteroaryl halides have been demonstrated. In the presence of CuBr, 2-aminopyrimidine-4,6-diol, and TBAF (n-Bu4NF), a variety of imidazoles underwent the N-arylation reaction with aryl and heteroaryl halides smoothly in moderate
Sabine Schultes et al.
ChemMedChem, 8(1), 49-53 (2012-11-20)
SAR beyond protein-ligand interactions: By combining structure-affinity relationships, protein-ligand modeling studies, and quantum mechanical calculations, we show that ligand conformational energies and basicity play critical roles in ligand binding to the histamine H4 receptor, a GPCR that plays a key
Erick A Lindsey et al.
Organic & biomolecular chemistry, 10(13), 2552-2561 (2012-02-04)
An efficient synthetic route to a series of substituted 2-aminopyrimidine (2-AP) derivatives has been developed. Subsequent biofilm screening has allowed comparison between the biological activity of these new derivatives and that of the 2-aminoimidazole class of anti-biofilm compounds. Several derivatives
Teodor Silviu Balaban et al.
Journal of the American Chemical Society, 125(14), 4233-4239 (2003-04-03)
The 2-aminopyrimidin-5-yl ligand is revealed to be a promising candidate for the construction of supramolecular porphyrin arrays with broad absorption bands for efficient light-harvesting. 10-Mono- and 10,20-di(2-aminopyrimidin-5-yl) derivatives of 5,15-bis(3,5-di-tert-butylphenyl)porphyrin have been synthesized in high yield. Their Zn(II) salts show
Nicholas R Perl et al.
Journal of the American Chemical Society, 132(6), 1802-1803 (2010-01-26)
A convergent synthesis of (-)-crambidine is reported. The sequence capitalizes on two novel key transformations, including a [4+2] annulation of thioimidates with vinyl carbodiimides and an alkyne hydroamination employing 2-aminopyrimidine nucleophiles.

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