CAS 30516-87-1

Azidothymidine

Description:

Azidothymidine, commonly known as AZT or zidovudine, is an antiretroviral medication primarily used in the treatment of HIV/AIDS. It is a nucleoside reverse transcriptase inhibitor (NRTI) that works by inhibiting the reverse transcriptase enzyme, thereby preventing the replication of the virus. AZT is characterized by its azido group, which distinguishes it from thymidine, a naturally occurring nucleoside. The compound is typically administered in its phosphate form, which is activated within the body to exert its antiviral effects. AZT is known for its ability to reduce the viral load in patients and improve immune function, although it may also cause side effects such as bone marrow suppression and gastrointestinal issues. Its chemical structure includes a pyrimidine base, and it is soluble in water, making it suitable for various formulations. AZT has played a significant role in HIV treatment regimens and remains a critical component in the management of the disease, particularly in combination therapies.

Formula: C₁₀H₁₃N₅O₄

InChI: InChI=1S/C10H13N5O4/c1-5-3-15(10(18)12-9(5)17)8-2-6(13-14-11)7(4-16)19-8/h3,6-8,16H,2,4H2,1H3,(H,12,17,18)/t6-,7+,8+/m0/s1

InChI key: InChIKey=HBOMLICNUCNMMY-XLPZGREQSA-N

SMILES: O=C1N([C@H]2C[C@H](N=[N+]=[N-])[C@@H](CO)O2)C=C(C)C(=O)N1

Synonyms:

• 1-(3-Azido-2,3-Dideoxy-Beta-D-Ribofuranosyl)Thymine
• 1-(3-azido-2,3-dideoxy-beta-D-threo-pentofuranosyl)-5-methylpyrimidine-2,4(1H,3H)-dione
• 1-(3-azido-2,3-dideoxypentofuranosyl)-5-methylpyrimidine-2,4(1H,3H)-dione
• 1-(4-Azido-5-Hydroxymethyl-Tetrahydro-Furan-2-Yl)-5-Methyl-1H-Pyrimidine-2,4-Dione
• 1-[(3xi)-3-azido-2,3-dideoxy-beta-D-glycero-pentofuranosyl]-5-methylpyrimidine-2,4(1H,3H)-dione
• 3'-Azido-3'-Deoxythymidine
• 3'-Azido-3'-desoxythymidine
• 3'-Azido-3'-thymidine
• 3'-Azidothymidine
• 3'-Deoxy-3'-azidothymidine
• 3-Azido-3-deoxy-thymidine
• 3′-Azt
• AZT
• AZT (pharmaceutical)
• Azidothymidine
• Azitidin
• Bw-A 509U
• Compound S
• Nsc 602670
• Retrovir
• Retrovir IV
• Retrovis
• Thymidine, 3'-azido-3'-deoxy-
• Timazid
• Viro-Z
• ZDV
• ZVD
• Zido-H

3'-Azido-3'-deoxythymidine, Methyl-d3

Controlled Product

CAS: 30516-87-1

Applications A deuterated, potent and selective inhibitor of HIV-1 replication.
References Mitsuya, H., et al.: Nature, 325, 773 (1987), Brehm, J., et al.: Biochem., 47, 14020 (2008), Paredes, R., et al.: J. Virol., 83, 2038 (2009), Wan, J., et al.: J. Med. Chem., 52, 1144 (2009), Mainardes, R., et al.: J. Pharm. Sci., 98, 257 (2009),

Formula: C₁₀H₁₀D₃N₅O₄

Color and Shape: Off White Solid

Molecular weight: 270.26

Ref: TR-A825002

Zidovudine

CAS: 30516-87-1

Inhibitor of reverse transcriptase

Formula: C₁₀H₁₃N₅O₄

Purity: Min. 95%

Color and Shape: Off-White Powder

Molecular weight: 267.24 g/mol

Ref: 3D-NA05636

3-Azido-3-Deoxythymidine extrapure, 99%

CAS: 30516-87-1

Formula: C₁₀H₁₃N₅O₄

Purity: min. 99.0%

Color and Shape: White, Crystalline powder

Molecular weight: 267.3

Ref: SR-61898

1-[(2R,4S,5S)-4-azido-5-(hydroxymethyl)oxolan-2-yl]-5-methyl-1,2,3,4-tetrahydropyrimidine-2,4-dione

CAS: 30516-87-1

Formula: C₁₀H₁₃N₅O₄

Purity: 98%

Color and Shape: Solid

Molecular weight: 267.245

Ref: 10-F358376