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About This Item
Empirical Formula (Hill Notation):
C4H4BrN3
CAS Number:
Molecular Weight:
174.00
MDL number:
UNSPSC Code:
12352100
PubChem Substance ID:
NACRES:
NA.22
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Assay
98%
form
solid
mp
241-243 °C (lit.)
functional group
bromo
SMILES string
Nc1ncc(Br)cn1
InChI
1S/C4H4BrN3/c5-3-1-7-4(6)8-2-3/h1-2H,(H2,6,7,8)
InChI key
UHRHPPKWXSNZLR-UHFFFAOYSA-N
General description
Crystal structure of 2-amino-5-bromopyrimidine was studied.
Application
2-Amino-5-bromopyrimidine was employed:
- in synthesis of pyridine, pyrimidine and pyridinone C-nucleoside phosphoramidites
- in synthesis of 2-phthalimido-5-bromopyrimidine
- as intermediate for the preparation of sulfanilamides and amino acids containing the pyrimidine ring system. The products are potential antiviral agents
Signal Word
Warning
Hazard Statements
Precautionary Statements
Hazard Classifications
Acute Tox. 4 Oral - Aquatic Acute 1 - Eye Irrit. 2
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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Structure of 2-amino-5-bromopyrimidine.
Watton HLL, et al.
Acta Crystallographica Section C, Crystal Structure Communications, 44(10), 1857-1858 (1988)
Journal of Chemical Education, 62, 905-905 (1985)
Self-assembly of 1-and 2-dimensional multicompartmental arrays via the 2-aminopyrimidine H-bonding motif and selective guest inclusion.
Krische MJ, et al.
Tetrahedron, 56(36), 6701-6706 (2000)
Jun Lu et al.
The Journal of organic chemistry, 74(21), 8021-8030 (2009-10-02)
In the structures of the HDV ribozyme a cytosine nucleobase resides at the active site poised to participate directly in catalysis. Defining the functional role of the nucleobase requires nucleoside analogues that perturb the functional groups in a strategic manner.
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