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473921-12-9,MFCD16619314
Catalog No.:AA00DB3S

473921-12-9 | 3-Cyano-5-[[3,5-diethyl-1-(2-hydroxyethyl)-1H-pyrazol-4-yl]oxy]benzonitrile

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1mg
98%
in stock  
$22.00   $15.00
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5mg
98%
in stock  
$54.00   $38.00
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10mg
98%
in stock  
$80.00   $56.00
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25mg
98%
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$134.00   $94.00
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  • Technical Information
  • Properties
  • Downstream Synthesis Route
  • Literature
  • Request for Quotation
  • Download SDS
  • Technical Information
  • Properties
  • Downstream Synthesis Route
  • Literature
Technical Information
Catalog Number:
AA00DB3S
Chemical Name:
3-Cyano-5-[[3,5-diethyl-1-(2-hydroxyethyl)-1H-pyrazol-4-yl]oxy]benzonitrile
CAS Number:
473921-12-9
Molecular Formula:
C17H18N4O2
Molecular Weight:
310.3504
MDL Number:
MFCD16619314
SMILES:
OCCn1nc(c(c1CC)Oc1cc(C#N)cc(c1)C#N)CC
Properties
Computed Properties
 
Complexity:
456  
Covalently-Bonded Unit Count:
1  
Heavy Atom Count:
23  
Hydrogen Bond Acceptor Count:
5  
Hydrogen Bond Donor Count:
1  
Rotatable Bond Count:
6  
XLogP3:
2.1  

Downstream Synthesis Route

[1]Locationinpatent:schemeortableMowbray,CharlesE.;Burt,Catherine;Corbau,Romuald;Gayton,Simon;Hawes,Michael;Perros,Manos;Tran,Isabelle;Price,DavidA.;Quinton,FayeJ.;Selby,MatthewD.;Stupple,PaulA.;Webster,Rob;Wood,Anthony[BioorganicandMedicinalChemistryLetters,2009,vol.19,#20,p.5857-5860]

[2]CurrentPatentAssignee:GLAXOSMITHKLINEPLC-WO2013/57593,2013,A1Locationinpatent:Page/Pagecolumn3

557-21-1   
2-(4-(3,5-dibromophenoxy)-3,5-diethyl-1H-pyrazol-1-yl)ethan-1-ol 
  473921-12-9 

[1]Cohen,DanielT.;Buchwald,StephenL.[OrganicLetters,2015,vol.17,#2,p.202-205]

[1]Cohen,DanielT.;Buchwald,StephenL.[OrganicLetters,2015,vol.17,#2,p.202-205]

Literature

Title: The effect of lersivirine, a next-generation NNRTI, on the pharmacokinetics of midazolam and oral contraceptives in healthy subjects.

Journal: European journal of clinical pharmacology 20121101

Title: Effect of lersivirine co-administration on pharmacokinetics of methadone in healthy volunteers.

Journal: Drug and alcohol dependence 20121101

Title: Effects of ketoconazole and valproic acid on the pharmacokinetics of the next generation NNRTI, lersivirine (UK-453,061), in healthy adult subjects.

Journal: British journal of clinical pharmacology 20120501

Title: The pharmacokinetics of lersivirine (UK-453,061) and HIV-1 protease inhibitor coadministration in healthy subjects.

Journal: Journal of acquired immune deficiency syndromes (1999) 20120501

Title: Design and synthesis of pyridone inhibitors of non-nucleoside reverse transcriptase.

Journal: Bioorganic & medicinal chemistry letters 20111215

Title: Comparison of the non-nucleoside reverse transcriptase inhibitor lersivirine with its pyrazole and imidazole isomers.

Journal: Chemical biology & drug design 20110501

Title: Nitrile-containing pharmaceuticals: efficacious roles of the nitrile pharmacophore.

Journal: Journal of medicinal chemistry 20101125

Title: Lersivirine, a nonnucleoside reverse transcriptase inhibitor with activity against drug-resistant human immunodeficiency virus type 1.

Journal: Antimicrobial agents and chemotherapy 20101001

Title: Safety and tolerability of lersivirine, a nonnucleoside reverse transcriptase inhibitor, during a 28-day, randomized, placebo-controlled, Phase I clinical study in healthy male volunteers.

Journal: Clinical therapeutics 20101001

Title: Looking for an active conformation of the future HIV type-1 non-nucleoside reverse transcriptase inhibitors.

Journal: Antiviral chemistry & chemotherapy 20100811

Title: Selective killing of human immunodeficiency virus infected cells by non-nucleoside reverse transcriptase inhibitor-induced activation of HIV protease.

Journal: Retrovirology 20100101

Title: Pyrazole NNRTIs 4: selection of UK-453,061 (lersivirine) as a development candidate.

Journal: Bioorganic & medicinal chemistry letters 20091015

Title: Mowbray CE, et al. Pyrazole NNRTIs 4: selection of UK-453,061 (lersivirine) as a development candidate. Bioorg Med Chem Lett. 2009 Oct 15;19(20):5857-60.

Title: Gregg D Cappon, et al. Developmental toxicity study of lersivirine in mice. Birth Defects Res B Dev Reprod Toxicol. 2012 Jun;95(3):225-30.

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Tags:473921-12-9 Molecular Formula|473921-12-9 MDL|473921-12-9 SMILES|473921-12-9 3-Cyano-5-[[3,5-diethyl-1-(2-hydroxyethyl)-1H-pyrazol-4-yl]oxy]benzonitrile