303526
2-Amino-5-bromopyrimidine
98%
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About This Item
Empirical Formula (Hill Notation):
C4H4BrN3
CAS Number:
Molecular Weight:
174.00
NACRES:
NA.22
PubChem Substance ID:
UNSPSC Code:
12352100
MDL number:
Assay:
98%
Form:
solid
InChI
1S/C4H4BrN3/c5-3-1-7-4(6)8-2-3/h1-2H,(H2,6,7,8)
SMILES string
Nc1ncc(Br)cn1
InChI key
UHRHPPKWXSNZLR-UHFFFAOYSA-N
assay
98%
form
solid
mp
241-243 °C (lit.)
functional group
bromo
Quality Level
Related Categories
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
hcodes
signalword
Warning
Hazard Classifications
Acute Tox. 4 Oral - Aquatic Acute 1 - Eye Irrit. 2
Storage Class
11 - Combustible Solids
wgk
WGK 3
flash_point_f
Not applicable
flash_point_c
Not applicable
ppe
dust mask type N95 (US), Eyeshields, Faceshields, Gloves
Regulatory Information
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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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