Basic information
- CAS
7057-48-9- Standard SMILES
Nc1ncnc2c1ncn2[C@H]1C=C[C@@H](CO)O1- InChIKey
JFUOUIPRAAGUGF-NKWVEPMBSA-N- Molecular formula
- C10H11N5O2
- Average molar mass
- 233.23 g/mol
- Monoisotopic mass
- 233.09127459
Overview
structure given in first source
Names & identifiers
- Preferred name
- 2',3'-Didehydro-2',3'-dideoxyadenosine
- IUPAC
- [(2S,5R)-5-(6-aminopurin-9-yl)-2,5-dihydrofuran-2-yl]methanol
- English name
- 2',3'-Dideoxy-2',3'-didehydroadenosine
- Molecular formula
- C10H11N5O2
- Molecular weight
- 233.23
Names & synonyms
7057-48-92'3'-Didehydro-2'3'-dideoxyadenosine2'3'-Ddda2',3'-Didehydro-2',3'-dideoxyadenosineSK35877HI5RefChem:908366beta-L-D4A2',3'-Dideoxy-2',3'-didehydroadenosine((2S,5R)-5-(6-Amino-9H-purin-9-yl)-2,5-dihydrofuran-2-yl)methanolAdenosine, 2',3'-didehydro-2',3'-dideoxy-[(2S,5R)-5-(6-amino-9H-purin-9-yl)-2,5-dihydrofuran-2-yl]methanol2',3'-Dideoxy-2'3'-didehydroadenosine
Show more names
D4ANSC 108602Compound FL0097Didanosin EP Imp I2',3'-Dideoxy-2'3'-didehy...
[(2S,5R)-5-(6-aminopurin-9-yl)-2,5-dihydrofuran-2-yl]methanolDidanosine EP Impurity IMFCD00040965ddeAdoAdenine, 9-(2,3-dideoxy-.beta.-D-glycero-pent-2-enofuranosyl)-UNII-SK35877HI5NSC108602NSC-108602
Database identifiers
- CAS
7057-48-9
Properties
Computed structural properties
- XLogP
- -0.4
- Topological polar surface area
- 99.1 Ų
- Hydrogen bond donors
- 2
- Hydrogen bond acceptors
- 6
- Rotatable bonds
- 2
- Heavy atoms
- 17
- Formal charge
- 0
- Complexity
- 313
Physicochemical properties
- Melting point
- 187 · 187-189°C
- Boiling point
- 553.9 · 553.9±60.0 °C(Predicted)
- Density
- 1.74 · 1.74±0.1 g/cm3(Predicted)
- storage temp.
- 2 · 2-8°C(protect from light)
- solubility
- Soluble in DMSO
- pka
- 14.28 · 14.28±0.10(Predicted)
- Appearance
- white solid
- FDA UNII
- 35877 HI5 · SK35877HI5
- Symbol(GHS)
- 7 · GHS07
- Signal word
- Warning
- Hazard statements
- 302 · H302
- Precautionary statements
- 280 · P280-P305+P351+P338
Safety & regulation
Safety data
- Signal word
- Warning
- Symbol(GHS)
- GHS07
- Hazard statements
- H302
- Precautionary statements
- P280-P305+P351+P338
Chemistry & industry
Pharmacology
MeSH Pharmacological Classification
Agents used in the prophylaxis or therapy of VIRUS DISEASES. Some of the ways they may act include preventing viral replication by inhibiting viral DNA polymerase; binding to specific cell-surface receptors and inhibiting viral penetration or uncoating; inhibiting viral protein synthesis; or blocking late stages of virus assembly.
Inhibitors of reverse transcriptase (RNA-DIRECTED DNA POLYMERASE), an enzyme that synthesizes DNA on an RNA template.
Agents used to treat AIDS and/or stop the spread of the HIV infection. These do not include drugs used to treat symptoms or opportunistic infections associated with AIDS.
Applications
Uses2’,3’-Dideoxy-2,3-didehydroadenosine (Didanosine EP Impurity I) is an impurity of Didanosine (D440950), which is a purine analog (1) which used as an antiviral agent. Classed as an anti-retroviral drug used in the treatment of HIV in ART therapy, it also may increase acetaminophen related hepatotoxicity by enhancing mitochrondrial dysfunction (2).
Suppliers38 total
上海策嵘生物科技有限公司[email protected]
Career Henan Chemica Co+86-0371-86658258 +86-13203830695 · [email protected]
广州隽沐生物科技股份有限公司020-36607679; 13502246435 · [email protected]
苏州启航生物科技有限公司18151111370 · [email protected]
Suzhou ARTK Medchem Co., Ltd.+86-18168183658 · [email protected]
广州隽唐科技有限公司
Related reactions
2 records
Compound notes
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