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136817-59-9,MFCD00871405
Catalog No.:AA007ZVY

136817-59-9 | Delavirdine

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5mg
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$156.00   $109.00
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10mg
99%
in stock  
$234.00   $164.00
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25mg
98%
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$384.00   $269.00
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50mg
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  • Technical Information
  • Properties
  • Downstream Synthesis Route
  • Literature
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  • Technical Information
  • Properties
  • Downstream Synthesis Route
  • Literature
Technical Information
Catalog Number:
AA007ZVY
Chemical Name:
Delavirdine
CAS Number:
136817-59-9
Molecular Formula:
C22H28N6O3S
Molecular Weight:
456.5611
MDL Number:
MFCD00871405
SMILES:
CC(Nc1cccnc1N1CCN(CC1)C(=O)c1cc2c([nH]1)ccc(c2)NS(=O)(=O)C)C
Properties
Computed Properties
 
Complexity:
749  
Covalently-Bonded Unit Count:
1  
Heavy Atom Count:
32  
Hydrogen Bond Acceptor Count:
7  
Hydrogen Bond Donor Count:
3  
Rotatable Bond Count:
6  
XLogP3:
2.4  

Downstream Synthesis Route

[1]Ren,Long;Nan,Guanglei;Wang,Yongcheng;Xiao,Zhiyan[JournalofOrganicChemistry,2018,vol.83,#23,p.14472-14488]

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Journal: The Canadian journal of infectious diseases = Journal canadien des maladies infectieuses 20030101

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Journal: Journal of medicinal chemistry 20020411

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Journal: Journal of chromatography. B, Analytical technologies in the biomedical and life sciences 20020405

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Journal: Current medicinal chemistry 20011101

Title: Synthesis and anti-HIV-1 activity of new delavirdine analogues carrying arylpyrrole moieties.

Journal: Chemical & pharmaceutical bulletin 20011101

Title: HIV-protease inhibitors alter retinoic acid synthesis.

Journal: AIDS (London, England) 20011019

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Journal: Bioorganic & medicinal chemistry letters 20010903

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Journal: Bioorganic & medicinal chemistry letters 20010226

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Journal: Archives of virology 20010101

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Journal: HIV clinical trials 20010101

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Journal: HIV clinical trials 20010101

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Journal: Clinical pharmacokinetics 20010101

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Journal: Bioorganic & medicinal chemistry letters 20000918

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Journal: AIDS research and human retroviruses 20000610

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Journal: Journal of medicinal chemistry 20000518

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Journal: Antimicrobial agents and chemotherapy 20000501

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Journal: AIDS research and human retroviruses 20000410

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Journal: Journal of medicinal chemistry 20000309

Title: Delavirdine susceptibilities and associated reverse transcriptase mutations in human immunodeficiency virus type 1 isolates from patients in a phase I/II trial of delavirdine monotherapy (ACTG 260).

Journal: Antimicrobial agents and chemotherapy 20000301

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Journal: Bioorganic & medicinal chemistry letters 20000117

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Journal: Bioorganic & medicinal chemistry letters 19991220

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Journal: Journal of medicinal chemistry 19991007

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Journal: Journal of medicinal chemistry 19991007

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Journal: Bioorganic & medicinal chemistry letters 19990920

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Journal: Antiviral chemistry & chemotherapy 19990901

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Journal: AIDS (London, England) 19990820

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Journal: Bioorganic & medicinal chemistry letters 19990607

Title: Argentine plant extracts active against polymerase and ribonuclease H activities of HIV-1 reverse transcriptase.

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Journal: Antimicrobial agents and chemotherapy 19981201

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Journal: AIDS (London, England) 19981022

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Journal: Journal of medicinal chemistry 19980924

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Journal: Journal of medicinal chemistry 19980730

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Journal: Antimicrobial agents and chemotherapy 19980601

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Journal: The Journal of general virology 19980601

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Journal: Journal of virology 19980501

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Journal: Journal of medicinal chemistry 19980423

Title: Retention of marked sensitivity to (S)-4-isopropoxycarbonyl-6-methoxy-3-(methylthiomethyl)-3,4-di hydroquin oxaline-2(1H)-thione (HBY 097) by an azidothymidine (AZT)-resistant human immunodeficiency virus type 1 (HIV-1) strain subcultured in the combined presence of quinoxaline HBY 097 and 2',3'-dideoxy-3'-thiacytidine (lamivudine).

Journal: Biochemical pharmacology 19980301

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Journal: Antimicrobial agents and chemotherapy 19980301

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Journal: Antiviral chemistry & chemotherapy 19980301

Title: A novel mutation (F227L) arises in the reverse transcriptase of human immunodeficiency virus type 1 on dose-escalating treatment of HIV type 1-infected cell cultures with the nonnucleoside reverse transcriptase inhibitor thiocarboxanilide UC-781.

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Journal: The Journal of antimicrobial chemotherapy 19971201

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Journal: Journal of virology 19971101

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Journal: Journal of virology 19971101

Title: Zidovudine-resistant human immunodeficiency virus type 1 strains subcultured in the presence of both lamivudine and quinoxaline HBY 097 retain marked sensitivity to HBY 097 but not to lamivudine.

Journal: The Journal of infectious diseases 19971101

Title: Antiviral activity of the dihydropyrone PNU-140690, a new nonpeptidic human immunodeficiency virus protease inhibitor.

Journal: Antimicrobial agents and chemotherapy 19970501

Title: In vitro selection for different mutational patterns in the HIV-1 reverse transcriptase using high and low selective pressure of the nonnucleoside reverse transcriptase inhibitor HBY 097.

Journal: Virology 19970428

Title: Synthesis and evaluation of new Reissert analogs as HIV-1 reverse transcriptase inhibitors. 1. Quinoline and quinoxaline derivatives.

Journal: Drug design and discovery 19970401

Title: Inhibition of human immunodeficiency virus type 1 infection in vitro by combination of delavirdine, zidovudine and didanosine.

Journal: Antiviral research 19970301

Title: Synthesis and bioactivity of novel bis(heteroaryl)piperazine (BHAP) reverse transcriptase inhibitors: structure-activity relationships and increased metabolic stability of novel substituted pyridine analogs.

Journal: Journal of medicinal chemistry 19961220

Title: Targeting delavirdine/atevirdine resistant HIV-1: identification of (alkylamino)piperidine-containing bis(heteroaryl)piperazines as broad spectrum HIV-1 reverse transcriptase inhibitors.

Journal: Journal of medicinal chemistry 19960913

Title: Anti-HIV and anti-HBV activity and resistance profile of 2',3'-dideoxy-3'-thiacytidine (3TC) and its arylphosphoramidate derivative CF 1109.

Journal: Biochemical and biophysical research communications 19960814

Title: Highly favorable antiviral activity and resistance profile of the novel thiocarboxanilide pentenyloxy ether derivatives UC-781 and UC-82 as inhibitors of human immunodeficiency virus type 1 replication.

Journal: Molecular pharmacology 19960801

Title: The nucleoside analog-resistant E89G mutant of human immunodeficiency virus type 1 reverse transcriptase displays a broader cross-resistance that extends to nonnucleoside inhibitors.

Journal: Antimicrobial agents and chemotherapy 19960701

Title: (Alkylamino) piperidine bis(heteroaryl)piperizine analogs are potent, broad-spectrum nonnucleoside reverse transcriptase inhibitors of drug-resistant isolates of human immunodeficiency virus type 1 (HIV-1) and select for drug-resistant variants of HIV-1IIIB with reduced replication phenotypes.

Journal: Journal of virology 19960601

Title: Marked inhibitory activity of non-nucleoside reverse transcriptase inhibitors against human immunodeficiency virus type 1 when combined with (-)2',3'-dideoxy-3'-thiacytidine.

Journal: Molecular pharmacology 19960501

Title: Selective pressure of a quinoxaline nonnucleoside inhibitor of human immunodeficiency virus type 1 (HIV-1) reverse transcriptase (RT) on HIV-1 replication results in the emergence of nucleoside RT-inhibitor-specific (RT Leu-74-->Val or Ile and Val-75-->Leu or Ile) HIV-1 mutants.

Journal: Proceedings of the National Academy of Sciences of the United States of America 19960109

Title: Simultaneous mutations at Tyr-181 and Tyr-188 in HIV-1 reverse transcriptase prevents inhibition of RNA-dependent DNA polymerase activity by the bisheteroarylpiperazine (BHAP) U-90152s.

Journal: FEBS letters 19950814

Title: Suppression of the breakthrough of human immunodeficiency virus type 1 (HIV-1) in cell culture by thiocarboxanilide derivatives when used individually or in combination with other HIV-1-specific inhibitors (i.e., TSAO derivatives).

Journal: Proceedings of the National Academy of Sciences of the United States of America 19950606

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Journal: FEBS letters 19950213

Title: In vitro inhibition of human immunodeficiency virus type 1 by a combination of delavirdine (U-90152) with protease inhibitor U-75875 or interferon-alpha.

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Title: Resistance pattern of human immunodeficiency virus type 1 reverse transcriptase to quinoxaline S-2720.

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Title: Bisheteroarylpiperazine reverse transcriptase inhibitor in combination with 3'-azido-3'-deoxythymidine or 2',3'-dideoxycytidine synergistically inhibits human immunodeficiency virus type 1 replication in vitro.

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Title: A mutation in reverse transcriptase of bis(heteroaryl)piperazine-resistant human immunodeficiency virus type 1 that confers increased sensitivity to other nonnucleoside inhibitors.

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Title: Bis(heteroaryl)piperazine (BHAP) reverse transcriptase inhibitors: structure-activity relationships of novel substituted indole analogues and the identification of 1-[(5-methanesulfonamido-1H-indol-2-yl)-carbonyl]-4-[3- [(1-methylethyl)amino]-pyridinyl]piperazine monomethanesulfonate (U-90152S), a second-generation clinical candidate.

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Tags:136817-59-9 Molecular Formula|136817-59-9 MDL|136817-59-9 SMILES|136817-59-9 Delavirdine