CAS 1022-79-3

5-Bromo-2′-deoxycytidine

Description:

5-Bromo-2′-deoxycytidine (5-BdC) is a synthetic nucleoside analog of deoxycytidine, characterized by the presence of a bromine atom at the 5-position of the pyrimidine ring. Its molecular formula is C₁₃H₁₄BrN₃O₅, and it has a molecular weight of approximately 327.17 g/mol. This compound is primarily used in molecular biology and biochemistry as a tool for studying DNA methylation and epigenetic modifications, as it can be incorporated into DNA during replication. 5-BdC can inhibit DNA synthesis and is often employed in research related to cancer and cellular differentiation. It exhibits properties such as solubility in water and organic solvents, making it versatile for laboratory applications. Additionally, 5-Bromo-2′-deoxycytidine can induce cytotoxic effects in rapidly dividing cells, which is a characteristic that has been explored in therapeutic contexts. However, its use requires careful handling due to potential mutagenic effects and the need for appropriate safety measures in laboratory settings.

Formula: C₉H₁₂BrN₃O₄

InChI: InChI=1S/C9H12BrN3O4/c10-4-2-13(9(16)12-8(4)11)7-1-5(15)6(3-14)17-7/h2,5-7,14-15H,1,3H2,(H2,11,12,16)/t5-,6+,7+/m0/s1

InChI key: InChIKey=KISUPFXQEHWGAR-RRKCRQDMSA-N

SMILES: O=C1N([C@@H]2O[C@H](CO)[C@@H](O)C2)C=C(Br)C(N)=N1

Synonyms:

• 4-amino-5-bromo-1-(2-deoxypentofuranosyl)pyrimidin-2(1H)-one
• 4-amino-5-bromo-1-[(3xi)-2-deoxy-beta-D-glycero-pentofuranosyl]pyrimidin-2(1H)-one
• 5-Bromodeoxycytidine
• Bcdr
• Brcdr
• Brn 0027385
• Bromodeoxycytidine
• C.A.S. 1,022,793
• Cytidine, 5-bromo-2'-deoxy-
• Nsc 61765
• 5-Bromo-2'-deoxycytidine
• 5-Bromo-2′-deoxycytidine

5-Bromo-2'-deoxycytidine, 99%

CAS: 1022-79-3

This Thermo Scientific Chemicals brand product was originally part of the Alfa Aesar product portfolio. Some documentation and label information may refer to the legacy brand. The original Alfa Aesar product / item code or SKU reference has not changed as a part of the brand transition to Thermo Sci

Formula: C₉H₁₁BrN₂O₅

Purity: 99%

Molecular weight: 307.1

Ref: 02-J65456

Cytidine, 5-bromo-2'-deoxy-

CAS: 1022-79-3

Formula: C₉H₁₂BrN₃O₄

Purity: 97%

Color and Shape: Solid

Molecular weight: 306.1133

Ref: IN-DA0006VZ

5-Bromo-2'-deoxycytidine

CAS: 1022-79-3

5-Bromo-2'-deoxycytidine

Purity: 97%

Molecular weight: 306.11g/mol

Ref: 54-OR1001997

5-Bromo-2''-deoxycytidine

CAS: 1022-79-3

Formula: C₉H₁₁BrN₂O₅

Molecular weight: 307.10

Ref: 7W-GE4334

4-Amino-5-bromo-1-((2R,4S,5R)-4-hydroxy-5-(hydroxymethyl)tetrahydrofuran-2-yl)pyrimidin-2(1H)-one

CAS: 1022-79-3

Formula: C₉H₁₂BrN₃O₄

Purity: 97%

Color and Shape: Liquid, No data available.

Molecular weight: 306.116

Ref: 10-F219193

5-Bromo-2'-deoxycytidine

CAS: 1022-79-3

5-Bromo-2'-deoxycytidine is a synthetic nucleoside analogue that is used to treat diabetic neuropathy. It is structurally similar to cytidine, and inhibits the enzyme DNA polymerase by intramolecular catalysis. This causes deamination of the 5-bromo group, which prevents further synthesis of DNA. 5-Bromo-2'-deoxycytidine has been shown to be effective in vivo in a mouse model for inflammatory bowel diseases, including colitis and eosinophilic enteritis. The drug was also found to inhibit the production of Eosinophil peroxidase from HL-60 cells in vitro.

Formula: C₉H₁₂BrN₃O₄

Purity: Min. 95%

Color and Shape: Off-White Powder

Molecular weight: 306.11 g/mol

Ref: 3D-NB06450