150649
5-Bromocytosine
99%
Synonym(s):
4-Amino-5-bromo-2-hydroxypyrimidine
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About This Item
Empirical Formula (Hill Notation):
C4H4BrN3O
CAS Number:
Molecular Weight:
190.00
UNSPSC Code:
12352100
NACRES:
NA.22
PubChem Substance ID:
EC Number:
218-806-8
Beilstein/REAXYS Number:
127286
MDL number:
Assay:
99%
Form:
solid
InChI key
QFVKLKDEXOWFSL-UHFFFAOYSA-N
InChI
1S/C4H4BrN3O/c5-2-1-7-4(9)8-3(2)6/h1H,(H3,6,7,8,9)
SMILES string
NC1=NC(=O)NC=C1Br
assay
99%
form
solid
mp
240-243 °C (dec.) (lit.)
functional group
bromo
General description
5-Bromocytosine derivative (β isomer) is a potent anti-HIV agent.
Application
5-Bromocytosine was used in the synthesis of five cross-link products- C[5-N6]A, C[5-2]A, C[5-8]A, A[2-5]C, and A[8-5]C, under both aerobic and anaerobic conditions.
signalword
Danger
hcodes
Hazard Classifications
Acute Tox. 4 Oral - Eye Dam. 1 - Skin Irrit. 2 - Skin Sens. 1 - STOT SE 3
target_organs
Respiratory system
Storage Class
11 - Combustible Solids
wgk
WGK 3
flash_point_f
Not applicable
flash_point_c
Not applicable
Regulatory Information
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L S Jeong et al.
Journal of medicinal chemistry, 36(18), 2627-2638 (1993-09-03)
The beta-D-(2S,5R)- and alpha-D-(2S,5S)-1,3-oxathiolanylpyrimidine and -purine nucleosides with natural nucleoside configuration were synthesized and evaluated against HIV-1 in human peripheral blood mononuclear (PBM) cells. The key intermediate 14, which was utilized for the synthesis of various nucleosides, was synthesized from
V Krishnakumar et al.
Spectrochimica acta. Part A, Molecular and biomolecular spectroscopy, 61(5), 1001-1006 (2005-02-03)
The geometry, frequency and intensity of the vibrational bands 5-fluoro, 5-chloro and 5-bromo-cytosines (5-FC, 5-ClC and 5-BrC) were obtained by the density functional theory (DFT) calculations with Becke3-Lee-Yang-Parr (B3LYP) functional and 6-31G* basis set. The effects of fluorine, chlorine and
Rodrigo Varas et al.
Brain research, 1072(1), 72-78 (2006-01-13)
Petrosal ganglion neurons are depolarized and fire action potentials in response to acetylcholine and nicotine. However, little is known about the subtype(s) of nicotinic acetylcholine receptors involved, although alpha4 and alpha7 subunits have been identified in petrosal ganglion neurons. Cytisine
C M Nunn
Journal of biomolecular structure & dynamics, 14(1), 49-55 (1996-08-01)
The crystal structure of the DNA decamer d(AGGBrCATGCCT) has been determined to a resolution of 2.0 A and R factor of 19.6%. Crystals of d(AGGBrCATGCCT) were grown in the presence of cobalt hexammine but no cobalt hexammine ions are bound
M Ortiz-Lombardía et al.
Nature structural biology, 6(10), 913-917 (1999-10-03)
DNA recombination is a universal biological event responsible both for the generation of genetic diversity and for the maintenance of genome integrity. A four-way DNA junction, also termed Holliday junction, is the key intermediate in nearly all recombination processes. This
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