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Merck
CN

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
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assay

99%

form

solid

mp

240-243 °C (dec.) (lit.)

functional group

bromo

SMILES string

NC1=NC(=O)NC=C1Br

InChI

1S/C4H4BrN3O/c5-2-1-7-4(9)8-3(2)6/h1H,(H3,6,7,8,9)

InChI key

QFVKLKDEXOWFSL-UHFFFAOYSA-N

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.


pictograms

CorrosionExclamation mark

signalword

Danger

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
Kristin A Seiberling et al.
International forum of allergy & rhinology, 2(1), 80-84 (2012-02-09)
One theory for the pathogenesis of chronic rhinosinusitis with nasal polyps (CRSwNP) involves aberration in the expression of genes that maintain the sinonasal innate immune system. We propose that the alteration in gene expression seen in CRSwNP is a result
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



Global Trade Item Number

SKUGTIN
339695-5G04061833321812
150649-1G04061825752266