Details
| Stereochemistry | ABSOLUTE |
| Molecular Formula | C9H11N3O3 |
| Molecular Weight | 209.2019 |
| Optical Activity | UNSPECIFIED |
| Defined Stereocenters | 2 / 2 |
| E/Z Centers | 0 |
| Charge | 0 |
SHOW SMILES / InChI
SMILES
NC1=NC(=O)N(C=C1)[C@@H]2O[C@H](CO)C=C2
InChI
InChIKey=OOBICGOWICFMIX-POYBYMJQSA-N
InChI=1S/C9H11N3O3/c10-7-3-4-12(9(14)11-7)8-2-1-6(5-13)15-8/h1-4,6,8,13H,5H2,(H2,10,11,14)/t6-,8+/m0/s1
| Molecular Formula | C9H11N3O3 |
| Molecular Weight | 209.2019 |
| Charge | 0 |
| Count |
|
| Stereochemistry | ABSOLUTE |
| Additional Stereochemistry | No |
| Defined Stereocenters | 2 / 2 |
| E/Z Centers | 0 |
| Optical Activity | UNSPECIFIED |
Approval Year
PubMed
| Title | Date | PubMed |
|---|---|---|
| 3'-substituted 2',3'-dideoxynucleoside analogues as potential anti-HIV (HTLV-III/LAV) agents. | 1987 Aug |
|
| Synthesis and antiviral activity of various 3'-azido, 3'-amino, 2',3'-unsaturated, and 2',3'-dideoxy analogues of pyrimidine deoxyribonucleosides against retroviruses. | 1987 Feb |
|
| Antiviral activity of 2',3'-dideoxycytidin-2'-ene (2',3'-dideoxy-2',3'-didehydrocytidine) against human immunodeficiency virus in vitro. | 1987 Feb 1 |
|
| Both 2',3'-dideoxythymidine and its 2',3'-unsaturated derivative (2',3'-dideoxythymidinene) are potent and selective inhibitors of human immunodeficiency virus replication in vitro. | 1987 Jan 15 |
|
| The anti-HTLV-III (anti-HIV) and cytotoxic activity of 2',3'-didehydro-2',3'-dideoxyribonucleosides: a comparison with their parental 2',3'-dideoxyribonucleosides. | 1987 Jul |
|
| Inhibitory effect of 2',3'-didehydro-2',3'-dideoxynucleosides on infectivity, cytopathic effects, and replication of human immunodeficiency virus. | 1987 Jun |
|
| Ribavirin antagonizes inhibitory effects of pyrimidine 2',3'-dideoxynucleosides but enhances inhibitory effects of purine 2',3'-dideoxynucleosides on replication of human immunodeficiency virus in vitro. | 1987 Oct |
|
| Potent and selective in vitro activity of 3'-deoxythymidin-2'-ene (3'-deoxy-2',3'-didehydrothymidine) against human immunodeficiency virus. | 1987 Sep 1 |
|
| The in vitro and in vivo anti-retrovirus activity, and intracellular metabolism of 3'-azido-2',3'-dideoxythymidine and 2',3'-dideoxycytidine are highly dependent on the cell species. | 1988 Mar 1 |
|
| Comparative activity of 2',3'-saturated and unsaturated pyrimidine and purine nucleosides against human immunodeficiency virus type 1 in peripheral blood mononuclear cells. | 1988 Oct 1 |
|
| Comparative studies of 2',3'-didehydro-2',3'-dideoxythymidine (D4T) with other pyrimidine nucleoside analogues. | 1990 |
|
| Susceptibility to nucleoside analogues of zidovudine-resistant isolates of human immunodeficiency virus. | 1990 May 21 |
|
| Inhibitory effects of selected antiviral compounds on human hepatitis B virus DNA synthesis. | 1991 Feb |
|
| Effect of anti-human immunodeficiency virus nucleoside analogs on mitochondrial DNA and its implication for delayed toxicity. | 1991 May |
|
| Inhibition of the replication of hepatitis B virus in vitro by 2',3'-dideoxy-3'-thiacytidine and related analogues. | 1991 Oct 1 |
|
| Substrate specificity of human deoxycytidine kinase toward antiviral 2',3'-dideoxynucleoside analogs. | 1992 Jan 22 |
|
| Potential prodrug derivatives of 2',3'-didehydro-2',3'-dideoxynucleosides. Preparations and antiviral activities. | 1992 Jul 24 |
|
| Novel mutation (V75T) in human immunodeficiency virus type 1 reverse transcriptase confers resistance to 2',3'-didehydro-2',3'-dideoxythymidine in cell culture. | 1994 Jun |
|
| Design and synthesis of 2',3'-dideoxy-2',3'-didehydro-beta-L-cytidine (beta-L-d4C) and 2',3'-dideoxy 2',3'-didehydro-beta-L-5-fluorocytidine (beta-L-Fd4C), two exceptionally potent inhibitors of human hepatitis B virus (HBV) and potent inhibitors of human immunodeficiency virus (HIV) in vitro. | 1996 Apr 26 |
|
| Synthesis, structure-activity relationships, and drug resistance of beta-d-3'-fluoro-2',3'-unsaturated nucleosides as anti-HIV Agents. | 2004 Jun 17 |
|
| In vitro activity of structurally diverse nucleoside analogs against human immunodeficiency virus type 1 with the K65R mutation in reverse transcriptase. | 2005 Mar |
|
| 3'-Carbon-substituted pyrimidine nucleosides having a 2',3'-dideoxy and 2',3'-didehydro-2',3'-dideoxy structure: synthesis and antiviral evaluation. | 2006 |
| Substance Class |
Chemical
Created
by
admin
on
Edited
Sat Dec 16 05:13:13 GMT 2023
by
admin
on
Sat Dec 16 05:13:13 GMT 2023
|
| Record UNII |
CI9X00489L
|
| Record Status |
Validated (UNII)
|
| Record Version |
|
-
Download
| Name | Type | Language | ||
|---|---|---|---|---|
|
Systematic Name | English | ||
|
Common Name | English | ||
|
Common Name | English | ||
|
Code | English |
| Code System | Code | Type | Description | ||
|---|---|---|---|---|---|
|
1724317
Created by
admin on Sat Dec 16 05:13:13 GMT 2023 , Edited by admin on Sat Dec 16 05:13:13 GMT 2023
|
PRIMARY | |||
|
DTXSID30225784
Created by
admin on Sat Dec 16 05:13:13 GMT 2023 , Edited by admin on Sat Dec 16 05:13:13 GMT 2023
|
PRIMARY | |||
|
7481-88-1
Created by
admin on Sat Dec 16 05:13:13 GMT 2023 , Edited by admin on Sat Dec 16 05:13:13 GMT 2023
|
PRIMARY | |||
|
CI9X00489L
Created by
admin on Sat Dec 16 05:13:13 GMT 2023 , Edited by admin on Sat Dec 16 05:13:13 GMT 2023
|
PRIMARY | |||
|
64683
Created by
admin on Sat Dec 16 05:13:13 GMT 2023 , Edited by admin on Sat Dec 16 05:13:13 GMT 2023
|
PRIMARY |
| Related Record | Type | Details | ||
|---|---|---|---|---|
|
PARENT -> IMPURITY |
CHROMATOGRAPHIC PURITY (HPLC/UV)
USP
|
