Details
| Stereochemistry | ABSOLUTE |
| Molecular Formula | C10H16N5O13P3 |
| Molecular Weight | 507.181 |
| Optical Activity | UNSPECIFIED |
| Defined Stereocenters | 3 / 3 |
| E/Z Centers | 1 |
| Charge | 0 |
SHOW SMILES / InChI
SMILES
CC1=CN([C@H]2C[C@H](N=[N+]=[N-])[C@@H](COP(O)(=O)OP(O)(=O)OP(O)(O)=O)O2)C(=O)NC1=O
InChI
InChIKey=GLWHPRRGGYLLRV-XLPZGREQSA-N
InChI=1S/C10H16N5O13P3/c1-5-3-15(10(17)12-9(5)16)8-2-6(13-14-11)7(26-8)4-25-30(21,22)28-31(23,24)27-29(18,19)20/h3,6-8H,2,4H2,1H3,(H,21,22)(H,23,24)(H,12,16,17)(H2,18,19,20)/t6-,7+,8+/m0/s1
| Molecular Formula | C10H16N5O13P3 |
| Molecular Weight | 507.181 |
| Charge | 0 |
| Count |
|
| Stereochemistry | ABSOLUTE |
| Additional Stereochemistry | No |
| Defined Stereocenters | 3 / 3 |
| E/Z Centers | 1 |
| Optical Activity | UNSPECIFIED |
Approval Year
PubMed
| Title | Date | PubMed |
|---|---|---|
| Human immunodeficiency virus reverse transcriptase. General properties and its interactions with nucleoside triphosphate analogs. | 1987 Feb 15 |
|
| Site-specific mutagenesis of AIDS virus reverse transcriptase. | 1987 Jun 25-Jul 1 |
|
| Inhibitory effect of glycyrrhizin on the in vitro infectivity and cytopathic activity of the human immunodeficiency virus [HIV (HTLV-III/LAV)]. | 1987 Mar |
|
| Inhibition of the reverse transcriptase from HIV by 3'-azido-3'-deoxythymidine triphosphate and its threo analogue. | 1987 Mar |
|
| Inhibition of HIV-associated reverse transcriptase by sugar-modified derivatives of thymidine 5'-triphosphate in comparison to cellular DNA polymerases alpha and beta. | 1987 Oct 14 |
|
| Mechanism of inhibitory effect of dextran sulfate and heparin on replication of human immunodeficiency virus in vitro. | 1988 Aug |
|
| Alpha, beta- and beta, gamma-methylene 5'-phosphonate derivatives of 3'-azido-2',3'-dideoxythymidine-5'-triphosphate. Correlation between affinity for reverse transcriptase, susceptibility to hydrolysis by phosphodiesterases and anti-retrovirus activity. | 1988 Jun 15 |
|
| Reverse transcriptases from human immunodeficiency virus type 1 (HIV-1), HIV-2, and simian immunodeficiency virus (SIVMAC) are susceptible to inhibition by foscarnet and 3'-azido-3'-deoxythymidine triphosphate. | 1988 Nov |
|
| Azidothymidine triphosphate is an inhibitor of both human immunodeficiency virus type 1 reverse transcriptase and DNA polymerase gamma. | 1989 Dec |
|
| A novel lead for specific anti-HIV-1 agents: 1-[(2-hydroxyethoxy)methyl]-6-(phenylthio)thymine. | 1989 Dec |
|
| Highly specific inhibition of human immunodeficiency virus type 1 by a novel 6-substituted acyclouridine derivative. | 1989 Dec 29 |
|
| 1-(2,3-Dideoxy-beta-D-glycero-pent-2-enofuranosyl)thymine. A highly potent and selective anti-HIV agent. | 1989 Feb |
|
| Comparison of inhibitory activities of various antiretroviral agents against particle-derived and recombinant human immunodeficiency virus type 1 reverse transcriptases. | 1989 Jan |
|
| An analysis of the inhibition of replication of HIV and MuLV by some 3'-blocked pyrimidine analogs. | 1989 Jan 1 |
|
| Combinations of 3'-azido-3'-deoxythymidine (zidovudine) and phosphonoformate (foscarnet) against human immunodeficiency virus type 1 and cytomegalovirus replication in vitro. | 1989 May |
|
| Inhibition of human immunodeficiency virus in vitro by combinations of 3'-azido-3'-deoxythymidine and foscarnet. | 1989 May |
|
| Differential inhibitory effects of several pyrimidine 2',3'-dideoxynucleoside 5'-triphosphates on the activities of reverse transcriptase and various cellular DNA polymerases. | 1989 May |
|
| Phosphorylation of 3'-azido-2',3'-dideoxyuridine and preferential inhibition of human and simian immunodeficiency virus reverse transcriptases by its 5'-triphosphate. | 1989 Oct |
|
| Synthesis and structure-activity relationships of 6-substituted 2',3'-dideoxypurine nucleosides as potential anti-human immunodeficiency virus agents. | 1990 Jun |
|
| Characterization of human immunodeficiency viruses resistant to oxathiolane-cytosine nucleosides. | 1993 Apr |
|
| Diarylsulfones, a new chemical class of nonnucleoside antiviral inhibitors of human immunodeficiency virus type 1 reverse transcriptase. | 1993 Apr |
|
| Synthesis and virucidal activity of a water-soluble, configurationally stable, derivatized C60 fullerene. | 1993 Aug |
|
| The 5'-triphosphates of the (-) and (+) enantiomers of cis-5-fluoro-1-[2-(hydroxymethyl)-1,3-oxathiolane-5-yl]cytosine equally inhibit human immunodeficiency virus type 1 reverse transcriptase. | 1993 Aug |
|
| Activity of a novel quinoxaline derivative against human immunodeficiency virus type 1 reverse transcriptase and viral replication. | 1993 Aug |
|
| Viral resistance to the thiazolo-iso-indolinones, a new class of nonnucleoside inhibitors of human immunodeficiency virus type 1 reverse transcriptase. | 1993 Dec |
|
| Lack of synergy in the inhibition of HIV-1 reverse transcriptase by combinations of the 5'-triphosphates of various anti-HIV nucleoside analogs. | 1993 Dec |
|
| Identification of the amino acid in the human immunodeficiency virus type 1 reverse transcriptase involved in the pyrophosphate binding of antiviral nucleoside triphosphate analogs and phosphonoformate. Implications for multiple drug resistance. | 1993 Dec 14 |
|
| pol mutations conferring zidovudine and didanosine resistance with different effects in vitro yield multiply resistant human immunodeficiency virus type 1 isolates in vivo. | 1993 Jul |
|
| Mechanism of resistance of human immunodeficiency virus type 1 to 2',3'-dideoxyinosine. | 1993 Jul 1 |
|
| U-90152, a potent inhibitor of human immunodeficiency virus type 1 replication. | 1993 May |
|
| Synthesis and anti-HIV-1 activity of a series of imidazo[1,5-b]pyridazines. | 1993 Nov 26 |
|
| Selective and synergistic inhibition of human immunodeficiency virus type 1 reverse transcriptase by a non-nucleoside inhibitor, MKC-442. | 1993 Oct |
|
| 5-Chloro-2',3'-dideoxy-3'-fluorouridine (935U83), a selective anti-human immunodeficiency virus agent with an improved metabolic and toxicological profile. | 1994 Jul |
|
| Inhibition of human immunodeficiency virus type 1 integrase by 3'-azido-3'-deoxythymidylate. | 1994 Jun 21 |
|
| Kinetic and mutational analysis of human immunodeficiency virus type 1 reverse transcriptase inhibition by inophyllums, a novel class of non-nucleoside inhibitors. | 1994 Mar 4 |
|
| The K65R mutant reverse transcriptase of HIV-1 cross-resistant to 2', 3'-dideoxycytidine, 2',3'-dideoxy-3'-thiacytidine, and 2',3'-dideoxyinosine shows reduced sensitivity to specific dideoxynucleoside triphosphate inhibitors in vitro. | 1994 Nov 11 |
|
| Inhibition of human immunodeficiency virus type 1 reverse transcriptase by the 5'-triphosphate beta enantiomers of cytidine analogs. | 1994 Oct |
|
| Action of uracil analogs on human immunodeficiency virus type 1 and its reverse transcriptase. | 1995 Feb |
|
| Thiadiazole derivatives: highly potent and specific HIV-1 reverse transcriptase inhibitors. | 1995 Jun 9 |
|
| Characteristics of a group of nonnucleoside reverse transcriptase inhibitors with structural diversity and potent anti-human immunodeficiency virus activity. | 1995 Oct |
|
| Enzymatic characterization of human immunodeficiency virus type 1 reverse transcriptase resistant to multiple 2',3'-dideoxynucleoside 5'-triphosphates. | 1995 Oct 6 |
|
| Linked lexitropsins and the in vitro inhibition of HIV-1 reverse transcriptase RNA-directed DNA polymerization: a novel induced-fit of 3,5 m-pyridyl bisdistamycin to enzyme-associated template-primer. | 1996 Dec 3 |
|
| Inhibition of human immunodeficiency virus-1 reverse transcriptase by heme and synthetic heme analogs. | 1996 Jan |
|
| The nucleoside analog-resistant E89G mutant of human immunodeficiency virus type 1 reverse transcriptase displays a broader cross-resistance that extends to nonnucleoside inhibitors. | 1996 Jul |
|
| Anti-HIV-1 activity of thiadiazole derivatives: structure-activity relationship, reverse transcriptase inhibition, and lipophilicity. | 1996 Jun |
|
| Antiviral activity and mechanism of action of calanolide A against the human immunodeficiency virus type-1. | 1996 Nov |
|
| Comparative enzymatic study of HIV-1 reverse transcriptase resistant to 2',3'-dideoxynucleotide analogs using the single-nucleotide incorporation assay. | 1997 Feb 4 |
|
| Mechanism of inhibition of HIV-1 reverse transcriptase by 4'-Ethynyl-2-fluoro-2'-deoxyadenosine triphosphate, a translocation-defective reverse transcriptase inhibitor. | 2009 Dec 18 |
|
| The acyclic 2,4-diaminopyrimidine nucleoside phosphonate acts as a purine mimetic in HIV-1 reverse transcriptase DNA polymerization. | 2010 Apr 16 |
|
| The design and development of 2-aryl-2-hydroxy ethylamine substituted 1H,7H-pyrido[1,2,3-de]quinoxaline-6-carboxamides as inhibitors of human cytomegalovirus polymerase. | 2010 Mar 15 |
Patents
| Substance Class |
Chemical
Created
by
admin
on
Edited
Fri Dec 15 17:59:28 GMT 2023
by
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on
Fri Dec 15 17:59:28 GMT 2023
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| Record UNII |
6RGF96R053
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| Record Status |
Validated (UNII)
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| Record Version |
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DTXSID80239053
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92586-35-1
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6RGF96R053
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72187
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