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Chemical Properties

CAS Registry Number: 30516-87-1

Selected information from two of the National Library of Medicine's databases: ChemIDPlus2 and HSDB3.

Names 1

  • 3'-Azido-3'-Deoxythymidine (AIDS Initiative)
  • 3'-Azido-3'-Deoxythymidine (AZT)
  • 3'-Azido-3'-deoxythymidine
  • 3'-Azido-3'-deoxythymidine (AIDS)
  • 3'-Azido-3'deoxythymidine
  • AZT
  • AZT (AIDS)
  • AZT transplacental carcinogenesis study
  • Azido-3'-deoxythymidine
  • Azidothymidine
  • Azt (Aids Initiative)
  • Azt Transplacental Carcinogenesis Study (Aids Initiative)
  • Retrovir
  • Zidovudina
  • Zidovudine

Structure

Chemical Structure for Chemical Abstracts Service Registry Number 30516-87-1 from NLM

Synonyms (Sources: NTP,HSDB,RTECS,MESH)2

  • 3'-Azido-3'-deoxythymidine
  • AZT
  • Azidothymidine
  • BW-A 509U
  • HSDB 6515
  • Retrovir
  • Zidovudine

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Other Registry Numbers2

  • 399024-19-2

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Chemical Properties3

Property Description
Boiling Point
  • None Found
Color/Form
  • Needles from petroleum ether
  • White to beige, crystalline solid
Corrosivity
  • None Found
Critical Temperature & Pressure
  • None Found
Density/Specific Gravity
  • None Found
Dissociation Constants
  • None Found
Heat Of Combustion
  • None Found
Heat Of Vaporization
  • None Found
Melting Point
  • 106-112 deg C
Molecular Weight
  • 267.24
Odor
  • Odorless
Other Chemical/Physical Properties
  • Henry's Law constant = 2.0X10-22 atm-cu m/mol @ 25 deg C /Estimated/
  • Hydroxyl radical reaction rate constant = 7.7X10-11 cu cm/molec-sec @ 25 deg C /Estimated/
  • Zidovudine is a thymidine analog which differs structurally from thymidine in that zidovudine contains a 3'-azide group rather than a 3'-hydroxyl group.
Relative Evaporation Rate
  • None Found
Solubilities
  • 71 mg/ml in alc @ 25 deg C
  • In water, 20,000 mg/l @ 25 deg C
Spectral Properties
  • UV max in water = 226 nm (epsilon=11,650)
Surface Tension
  • None Found
Taste
  • None Found
Vapor Density
  • None Found
Vapor Pressure
  • 5.2X10-20 mm Hg @ 25 deg C /Estimated/
Viscosity
  • None Found
log P (octanol-water)
  • log Kow = 0.05
pH
  • None Found

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Uses3

  • Antiviral **PEER REVIEWED**
  • MEDICATION **PEER REVIEWED**

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Notes (Sources: NTP,HSDB,RTECS,MESH)2

  • A dideoxynucleoside compound in which the 3'-hydroxy group on the sugar moiety has been replaced by an azido group. This modification prevents the formation of phosphodiester linkages which are needed for the completion of nucleic acid chains. The compound is a potent inhibitor of HIV replication, acting as a chain-terminator of viral DNA during reverse transcription. It improves immunologic function, partially reverses the HIV-induced neurological dysfunction, and improves certain other clinical abnormalities associated with AIDS. Its principal toxic effect is dose-dependent suppression of bone marrow, resulting in anemia and leukopenia.

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Superlist Classes2

  • Overall Carcinogenic Evaluation: 2B

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Links to Additional Information2

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Footnotes

1 Source: the NTP's CEBS database.

2 Source: the National Library of Medicine's ChemIDPlus, 02/28/2017.

3 Source: the National Library of Medicine's Hazardous Substance Database, 02/28/2017.

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