2'-fluoro-5-bromo-1-beta-D-arabinofuranosylcytosine

Modify Date: 2025-08-29 21:51:09

2'-fluoro-5-bromo-1-beta-D-arabinofuranosylcytosine Structure
2'-fluoro-5-bromo-1-beta-D-arabinofuranosylcytosine structure
Common Name 2'-fluoro-5-bromo-1-beta-D-arabinofuranosylcytosine
CAS Number 69123-93-9 Molecular Weight 324.10
Density 2.21 g/cm3 Boiling Point 513.3ºC at 760 mmHg
Molecular Formula C9H11BrFN3O4 Melting Point N/A
MSDS N/A Flash Point 264.3ºC

 Use of 2'-fluoro-5-bromo-1-beta-D-arabinofuranosylcytosine


5-Bromo-2’-deoxy-2’-fluoro-beta-D-arabinocytidine is a cytidine nucleoside analog. Cytidine analogs have a mechanism of inhibiting DNA methyltransferases (such as Zebularine, HY-13420), and have potential anti-metabolic and anti-tumor activities[1].

 Names

Name 4-amino-5-bromo-1-[(2R,3S,4R,5R)-3-fluoro-4-hydroxy-5-(hydroxymethyl)oxolan-2-yl]pyrimidin-2-one
Synonym More Synonyms

  Biological Activity

Description 5-Bromo-2’-deoxy-2’-fluoro-beta-D-arabinocytidine is a cytidine nucleoside analog. Cytidine analogs have a mechanism of inhibiting DNA methyltransferases (such as Zebularine, HY-13420), and have potential anti-metabolic and anti-tumor activities[1].
Related Catalog
References

[1]. Gowher H, et al. Mechanism of inhibition of DNA methyltransferases by cytidine analogs in cancer therapy. Cancer Biol Ther. 2004 Nov;3(11):1062-8.  

 Chemical & Physical Properties

Density 2.21 g/cm3
Boiling Point 513.3ºC at 760 mmHg
Molecular Formula C9H11BrFN3O4
Molecular Weight 324.10
Flash Point 264.3ºC
Exact Mass 338.98700
PSA 130.83000
Index of Refraction 1.741
InChIKey DPTQLSGNVUCAMZ-BYPJNBLXSA-N
SMILES Nc1nc(=O)n(C2OC(CO)C(O)C2F)cc1Br

 Synthetic Route

~%

2'-fluoro-5-bromo-1-beta-D-arabinofuranosylcytosine Structure

2'-fluoro-5-bro...

CAS#:69123-93-9

Literature: Sloan Kettering Institute for Cancer Research Patent: US4211773 A1, 1980 ; Title/Abstract Full Text Show Details Sloan-Kettering Institute for Cancer Research Patent: US4594339 A1, 1986 ;

 Precursor & DownStream

Precursor  1

DownStream  0

 Bioassay

View more

Name: Antiviral activity against HSV1 2931 infected in African green monkey Vero cells asse...
Source: ChEMBL
Target: Human alphaherpesvirus 1
External Id: CHEMBL3232070
Name: Antiviral activity against HSV1 2931 infected in African green monkey Vero cells asse...
Source: ChEMBL
Target: Human alphaherpesvirus 1
External Id: CHEMBL3232069
Name: Ratio of acyclovir EC50 to compound EC50 for Macacine herpesvirus 1 isolate MJ3 infec...
Source: ChEMBL
Target: Macacine alphaherpesvirus 1
External Id: CHEMBL1220399
Name: Ratio of acyclovir EC50 to compound EC50 for HSV1 infected in african green monkey Ve...
Source: ChEMBL
Target: Human alphaherpesvirus 1
External Id: CHEMBL1220397
Name: Ratio of acyclovir EC50 to compound EC50 for HSV 2 infected in african green monkey V...
Source: ChEMBL
Target: Human alphaherpesvirus 2
External Id: CHEMBL1220396
Name: Ratio of acyclovir EC50 to compound EC50 for Macacine herpesvirus 1 isolate A4 infect...
Source: ChEMBL
Target: Macacine alphaherpesvirus 1
External Id: CHEMBL1220407
Name: Ratio of acyclovir EC50 to compound EC50 for Macacine herpesvirus 1 isolate A5 infect...
Source: ChEMBL
Target: Macacine alphaherpesvirus 1
External Id: CHEMBL1220406
Name: Ratio of acyclovir EC50 to compound EC50 for Macacine herpesvirus 1 isolate A6 infect...
Source: ChEMBL
Target: Macacine alphaherpesvirus 1
External Id: CHEMBL1220405
Name: Ratio of acyclovir EC50 to compound EC50 for Macacine herpesvirus 1 isolate MC1 infec...
Source: ChEMBL
Target: Macacine alphaherpesvirus 1
External Id: CHEMBL1220404
Name: Ratio of acyclovir EC50 to compound EC50 for Macacine herpesvirus 1 isolate MC2 infec...
Source: ChEMBL
Target: Macacine alphaherpesvirus 1
External Id: CHEMBL1220403
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 Synonyms

2'-Fluoro-5-bromo-aracytosine
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