Details
| Stereochemistry | ABSOLUTE |
| Molecular Formula | C10H11N5O2 |
| Molecular Weight | 233.2266 |
| Optical Activity | UNSPECIFIED |
| Defined Stereocenters | 2 / 2 |
| E/Z Centers | 0 |
| Charge | 0 |
SHOW SMILES / InChI
SMILES
NC1=NC=NC2=C1N=CN2[C@@H]3O[C@H](CO)C=C3
InChI
InChIKey=JFUOUIPRAAGUGF-NKWVEPMBSA-N
InChI=1S/C10H11N5O2/c11-9-8-10(13-4-12-9)15(5-14-8)7-2-1-6(3-16)17-7/h1-2,4-7,16H,3H2,(H2,11,12,13)/t6-,7+/m0/s1
| Molecular Formula | C10H11N5O2 |
| Molecular Weight | 233.2266 |
| 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 |
|
| 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 |
|
| The 2',3'-dideoxyriboside of 2,6-diaminopurine selectively inhibits human immunodeficiency virus (HIV) replication in vitro. | 1987 May 29 |
|
| Synthesis and anti-HIV activity of various 2'- and 3'-substituted 2',3'-dideoxyadenosines: a structure-activity analysis. | 1987 Nov |
|
| Investigations on the anti-HIV activity of 2',3'-dideoxyadenosine analogues with modifications in either the pentose or purine moiety. Potent and selective anti-HIV activity of 2,6-diaminopurine 2',3'-dideoxyriboside. | 1988 Apr 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 |
|
| Potential prodrug derivatives of 2',3'-didehydro-2',3'-dideoxynucleosides. Preparations and antiviral activities. | 1992 Jul 24 |
|
| Conversion of 2',3'-dideoxyadenosine (ddA) and 2',3'-didehydro-2',3'-dideoxyadenosine (d4A) to their corresponding aryloxyphosphoramidate derivatives markedly potentiates their activity against human immunodeficiency virus and hepatitis B virus. | 1997 Jun 30 |
|
| cycloSal-Pronucleotides of 2',3'-dideoxyadenosine and 2', 3'-dideoxy-2',3'-didehydroadenosine: synthesis and antiviral evaluation of a highly efficient nucleotide delivery system. | 1999 May 6 |
|
| Activities of masked 2',3'-dideoxynucleoside monophosphate derivatives against human immunodeficiency virus in resting macrophages. | 2000 Jan |
|
| Inhibition of hepatitis B virus by a novel L-nucleoside, beta-L-D4A and related analogues. | 2003 Aug |
|
| [Inhibition of the replication of hepatitis B virus in vitro by a novel nucleoside analogue (beta-L-D4A)]. | 2003 Jul |
|
| [Effect and mechanism of beta-L-D4A (a novel nucleoside analog) against hepatitis B virus]. | 2003 May |
|
| Synthesis, structure-activity relationships, and drug resistance of beta-d-3'-fluoro-2',3'-unsaturated nucleosides as anti-HIV Agents. | 2004 Jun 17 |
|
| [Synthesis of a novel L-nucleoside, beta-L-D4A and its inhibition on the replication of hepatitis B virus in vitro]. | 2005 Sep |
|
| Synthesis and conformational analysis of new cyclobutane-fused nucleosides. | 2006 Feb 2 |
|
| Effect and mechanism of beta-L-D4A on DNA polymerase alpha. | 2007 Dec 14 |
|
| [Isosteric triphosphonate analogues of dNTP: synthesis and substrate properties toward various DNA polymerases]. | 2007 Sep-Oct |
|
| Inhibition of reverse transcriptase activity of hepatitis B virus polymerase by β-l-D4A-TP. | 2008 |
|
| Efficacies of beta-L-D4A against Hepatitis B virus in 2.2.15 cells. | 2008 Feb 28 |
|
| Effects of two novel nucleoside analogues on different hepatitis B virus promoters. | 2008 Mar 28 |
|
| Synthesis and antiviral evaluation of thieno[3,4-d]pyrimidine C-nucleoside analogues of 2',3'-dideoxy- and 2',3'-dideoxy-2',3'-didehydro-adenosine and -inosine. | 2009 Mar 15 |
| Substance Class |
Chemical
Created
by
admin
on
Edited
Sat Dec 16 02:55:34 GMT 2023
by
admin
on
Sat Dec 16 02:55:34 GMT 2023
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| Record UNII |
SK35877HI5
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| Record Status |
Validated (UNII)
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| Record Version |
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7057-48-9
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108602
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SK35877HI5
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| Related Record | Type | Details | ||
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PARENT -> IMPURITY |
In the chromatogram obtained with solution (2), the following peaks are eluted at the following relative retention with reference to didanosine (retention time about 13-15 min): impurity I about 1.4.
CHROMATOGRAPHIC PURITY (HPLC/UV)
EP
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