Home Amines 394730-60-0
394730-60-0,MFCD22208555
Catalog No.:AA00I7OQ

394730-60-0 | 3-{[(1R,2S,5S)-3-[(2S)-2-[(tert-butylcarbamoyl)amino]-3,3-dimethylbutanoyl]-6,6-dimethyl-3-azabicyclo[3.1.0]hexan-2-yl]formamido}-4-cyclobutyl-2-oxobutanamide

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5mg
98%
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$85.00   $59.00
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25mg
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$156.00   $109.00
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100mg
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  • Technical Information
  • Properties
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  • Technical Information
  • Properties
  • Literature
Technical Information
Catalog Number:
AA00I7OQ
Chemical Name:
3-{[(1R,2S,5S)-3-[(2S)-2-[(tert-butylcarbamoyl)amino]-3,3-dimethylbutanoyl]-6,6-dimethyl-3-azabicyclo[3.1.0]hexan-2-yl]formamido}-4-cyclobutyl-2-oxobutanamide
CAS Number:
394730-60-0
Molecular Formula:
C27H45N5O5
Molecular Weight:
519.6767
MDL Number:
MFCD22208555
SMILES:
O=C(NC(C)(C)C)N[C@@H](C(C)(C)C)C(=O)N1C[C@H]2[C@@H]([C@H]1C(=O)NC(C(=O)C(=O)N)CC1CCC1)C2(C)C
Properties
Computed Properties
 
Complexity:
959  
Covalently-Bonded Unit Count:
1  
Defined Atom Stereocenter Count:
4  
Heavy Atom Count:
37  
Hydrogen Bond Acceptor Count:
5  
Hydrogen Bond Donor Count:
4  
Rotatable Bond Count:
10  
Undefined Atom Stereocenter Count:
1  
XLogP3:
3.1  

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Journal: Chemistry & biology 20120420

Title: Discovery of novel urea-based hepatitis C protease inhibitors with high potency against protease-inhibitor-resistant mutants.

Journal: Journal of medicinal chemistry 20120412

Title: Efficient, chemoenzymatic process for manufacture of the Boceprevir bicyclic [3.1.0]proline intermediate based on amine oxidase-catalyzed desymmetrization.

Journal: Journal of the American Chemical Society 20120411

Title: Clinical relevance of detectable but not quantifiable hepatitis C virus RNA during boceprevir or telaprevir treatment.

Journal: Hepatology (Baltimore, Md.) 20120401

Title: Provisional guidance on the use of hepatitis C virus protease inhibitors for treatment of hepatitis C in HIV-infected persons.

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Journal: Canadian journal of gastroenterology = Journal canadien de gastroenterologie 20120401

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Title: UK consensus guidelines for the use of the protease inhibitors boceprevir and telaprevir in genotype 1 chronic hepatitis C infected patients.

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Title: Annual drug update: 2011 in review.

Journal: The Nurse practitioner 20120212

Title: The critical role of medication adherence in the success of boceprevir and telaprevir in clinical practice.

Journal: Journal of hepatology 20120201

Title: Resistance-associated variants in chronic hepatitis C patients treated with protease inhibitors.

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Title: Phase III results of Boceprevir in treatment naïve patients with chronic hepatitis C genotype 1.

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Title: Phase III results in Genotype 1 naïve patients: predictors of response with boceprevir and telaprevir combined with pegylated interferon and ribavirin.

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Title: An overview of emerging therapies for the treatment of chronic hepatitis C.

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Title: Second-wave protease inhibitors: choosing an heir.

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Title: Boceprevir for chronic HCV genotype 1 infection.

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Title: Boceprevir for chronic HCV genotype 1 infection.

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Journal: Journal of hepatology 20110701

Title: Two drugs approved for chronic hepatitis C infection.

Journal: American journal of health-system pharmacy : AJHP : official journal of the American Society of Health-System Pharmacists 20110701

Title: Telaprevir, boceprevir, cytochrome P450 and immunosuppressive agents--a potentially lethal cocktail.

Journal: Hepatology (Baltimore, Md.) 20110701

Title: Introduction: a smouldering public-health crisis.

Journal: Nature 20110608

Title: Therapeutics: new drugs hit the target.

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Title: Perspective: miles to go before we sleep.

Journal: Nature 20110608

Title: Distributive justice and the arrival of direct-acting antivirals: who should be first in line?

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Title: FDA Advisory Committee reviews safety of boceprevir.

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Title: [New therapeutic options in chronic hepatitis C virus infection].

Journal: Orvosi hetilap 20110529

Title: Estimation of inhibitory quotient using a comparative equilibrium dialysis assay for prediction of viral response to hepatitis C virus inhibitors.

Journal: Journal of viral hepatitis 20110501

Title: A new standard of care for the treatment of chronic HCV infection.

Journal: Nature reviews. Gastroenterology & hepatology 20110501

Title: Viral hepatitis: progress and promise.

Journal: Nature reviews. Gastroenterology & hepatology 20110501

Title: Infectious diseases. First specific drugs raise hopes for hepatitis C.

Journal: Science (New York, N.Y.) 20110408

Title: Boceprevir for untreated chronic HCV genotype 1 infection.

Journal: The New England journal of medicine 20110331

Title: Boceprevir for previously treated chronic HCV genotype 1 infection.

Journal: The New England journal of medicine 20110331

Title: A new era of hepatitis C therapy begins.

Journal: The New England journal of medicine 20110331

Title: Characterization of human liver enzymes involved in the biotransformation of boceprevir, a hepatitis C virus protease inhibitor.

Journal: Drug metabolism and disposition: the biological fate of chemicals 20110301

Title: The results of Phase III clinical trials with telaprevir and boceprevir presented at the Liver Meeting 2010: a new standard of care for hepatitis C virus genotype 1 infection, but with issues still pending.

Journal: Gastroenterology 20110301

Title: Drugs in development for viral hepatitis: care and caution.

Journal: Drugs 20110212

Title: Big changes are coming in hepatitis C.

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Title: Hepatitis in 2010: the dawn of a new era in HCV therapy.

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Title: [Future of antiviral therapy for chronic hepatitis C. Direct antiviral acting medications].

Journal: Pharmazie in unserer Zeit 20110101

Title: The role of triple therapy with protease inhibitors in hepatitis C virus genotype 1 naïve patients.

Journal: Liver international : official journal of the International Association for the Study of the Liver 20110101

Title: The role of triple therapy in HCV genotype 1-experienced patients.

Journal: Liver international : official journal of the International Association for the Study of the Liver 20110101

Title: New direct-acting antivirals' combination for the treatment of chronic hepatitis C.

Journal: Liver international : official journal of the International Association for the Study of the Liver 20110101

Title: Impact of ribavirin on HCV replicon RNA decline during treatment with interferon-α and the protease inhibitors boceprevir or telaprevir.

Journal: Antiviral therapy 20110101

Title: New therapies for hepatitis C virus infection.

Journal: Missouri medicine 20110101

Title: Impact of HCV protease-inhibitor-based triple therapy for chronic HCV genotype 1 infection.

Journal: Antiviral therapy 20110101

Title: Hepatitis C therapy in 2011: is less more, is more less?

Journal: The Brazilian journal of infectious diseases : an official publication of the Brazilian Society of Infectious Diseases 20110101

Title: IL28B polymorphism -- predictive factor of HCV infected genotype 1 individuals to treatment response and management of therapy.

Journal: Romanian journal of internal medicine = Revue roumaine de medecine interne 20110101

Title: Susceptibility of treatment-naive hepatitis C virus (HCV) clinical isolates to HCV protease inhibitors.

Journal: Antimicrobial agents and chemotherapy 20101201

Title: Comparison of the Mechanisms of Drug Resistance among HIV, Hepatitis B, and Hepatitis C.

Journal: Viruses 20101201

Title: Preclinical characterization of BI 201335, a C-terminal carboxylic acid inhibitor of the hepatitis C virus NS3-NS4A protease.

Journal: Antimicrobial agents and chemotherapy 20101101

Title: Boceprevir.

Journal: Drugs in R&D 20100901

Title: STAT-C: a full revolution or just a step forward?

Journal: Lancet (London, England) 20100828

Title: Efficacy of boceprevir, an NS3 protease inhibitor, in combination with peginterferon alfa-2b and ribavirin in treatment-naive patients with genotype 1 hepatitis C infection (SPRINT-1): an open-label, randomised, multicentre phase 2 trial.

Journal: Lancet (London, England) 20100828

Title: Hepatitis C Virus NS3/4A Protease Inhibitors: A Light at the End of the Tunnel.

Journal: Viruses 20100801

Title: Improved P2 phenylglycine-based hepatitis C virus NS3 protease inhibitors with alkenylic prime-side substituents.

Journal: Bioorganic & medicinal chemistry 20100715

Title: The hepatitis C virus (HCV) NS4B RNA binding inhibitor clemizole is highly synergistic with HCV protease inhibitors.

Journal: The Journal of infectious diseases 20100701

Title: Excitement grows for potential revolution in hepatitis C virus treatment.

Journal: Nature reviews. Drug discovery 20100701

Title: Preclinical characterization of the antiviral activity of SCH 900518 (narlaprevir), a novel mechanism-based inhibitor of hepatitis C virus NS3 protease.

Journal: Antimicrobial agents and chemotherapy 20100601

Title: New directly acting antivirals for hepatitis C: potential for interaction with antiretrovirals.

Journal: The Journal of antimicrobial chemotherapy 20100601

Title: In vitro resistance profile of the hepatitis C virus NS3/4A protease inhibitor TMC435.

Journal: Antimicrobial agents and chemotherapy 20100501

Title: Cyclic sulfones as novel P3-caps for hepatitis C virus NS3/4A (HCV NS3/4A) protease inhibitors: synthesis and evaluation of inhibitors with improved potency and pharmacokinetic profiles.

Journal: Journal of medicinal chemistry 20100422

Title: The introduction of P4 substituted 1-methylcyclohexyl groups into Boceprevir: a change in direction in the search for a second generation HCV NS3 protease inhibitor.

Journal: Bioorganic & medicinal chemistry letters 20100415

Title: Potent ketoamide inhibitors of HCV NS3 protease derived from quaternized P1 groups.

Journal: Bioorganic & medicinal chemistry letters 20100401

Title: Towards the second generation of Boceprevir: Dithianes as an alternative P2 substituent for 2,2-dimethyl cycloproyl proline in HCV NS3 protease inhibitors.

Journal: Bioorganic & medicinal chemistry letters 20100301

Title: Discovery of potent sulfonamide P4-capped ketoamide second generation inhibitors of hepatitis C virus NS3 serine protease with favorable pharmacokinetic profiles in preclinical species.

Journal: Bioorganic & medicinal chemistry 20100301

Title: Activity of aminocandin (IP960; HMR3270) compared with amphotericin B, itraconazole, caspofungin and micafungin in neutropenic murine models of disseminated infection caused by itraconazole-susceptible and -resistant strains of Aspergillus fumigatus.

Journal: International journal of antimicrobial agents 20100201

Title: P4 capped amides and lactams as HCV NS3 protease inhibitors with improved potency and DMPK profile.

Journal: Bioorganic & medicinal chemistry letters 20100115

Title: MK-7009, a potent and selective inhibitor of hepatitis C virus NS3/4A protease.

Journal: Antimicrobial agents and chemotherapy 20100101

Title: Advances in the development of macrocyclic inhibitors of hepatitis C virus NS3-4A protease.

Journal: Current topics in medicinal chemistry 20100101

Title: On the cusp of change: new therapeutic modalities for HCV.

Journal: Annals of hepatology 20100101

Title: Medicinial chemistry. Preface.

Journal: Progress in medicinal chemistry 20100101

Title: The Journey to the Discovery of Boceprevir: an NS3-NS4 HCV protease inhibitor for the treatment of chronic hepatitis C.

Journal: Progress in medicinal chemistry 20100101

Title: Prompt arrival of antivirals against hepatitis C for HIV patients.

Journal: AIDS reviews 20100101

Title: Treatment of hepatitis C in 2011.

Journal: Journal of Ayub Medical College, Abbottabad : JAMC 20100101

Title: Characterization of resistance to the protease inhibitor boceprevir in hepatitis C virus-infected patients.

Journal: Hepatology (Baltimore, Md.) 20091201

Title: Highly sensitive determination of HCV protease inhibitors boceprevir (SCH 503034) and telaprevir (VX 950) in human plasma by LC-MS/MS.

Journal: Journal of chromatography. B, Analytical technologies in the biomedical and life sciences 20091201

Title: A novel HCV NS3 protease mutation selected by combination treatment of the protease inhibitor boceprevir and NS5B polymerase inhibitors.

Journal: Antiviral research 20091101

Title: [New antiviral agents against hepatitis C in clinical trials. Hope for a cure--but resistance problems must be overcomed].

Journal: Lakartidningen 20091101

Title: HCV-NS3 inhibitors: determination of their kinetic parameters and mechanism.

Journal: Biochimica et biophysica acta 20091001

Title: Hepatitis C drug development at a crossroads.

Journal: Hepatology (Baltimore, Md.) 20091001

Title: Potent aza-peptide derived inhibitors of HCV NS3 protease.

Journal: Bioorganic & medicinal chemistry letters 20090815

Title: Boceprevir, an NS3 protease inhibitor of HCV.

Journal: Clinics in liver disease 20090801

Title: Discovery of novel P3 sulfonamide-capped inhibitors of HCV NS3 protease. Inhibitors with improved cellular potencies.

Journal: Bioorganic & medicinal chemistry 20090701

Title: Toward the back-up of boceprevir (SCH 503034): discovery of new extended P4-capped ketoamide inhibitors of hepatitis C virus NS3 serine protease with improved potency and pharmacokinetic profiles.

Journal: Journal of medicinal chemistry 20090625

Title: Toward second generation hepatitis C virus NS3 serine protease inhibitors: discovery of novel P4 modified analogues with improved potency and pharmacokinetic profile.

Journal: Journal of medicinal chemistry 20090514

Title: Substituted imidazopyridines as potent inhibitors of HCV replication.

Journal: Journal of hepatology 20090501

Title: Inhibitors of hepatitis C virus NS3/4A: alpha-ketoamide based macrocyclic inhibitors.

Journal: Bioorganic & medicinal chemistry letters 20090415

Title: [Novel treatment for chronic hepatitis C in near future].

Journal: Nihon Shokakibyo Gakkai zasshi = The Japanese journal of gastro-enterology 20090401

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Tags:394730-60-0 Molecular Formula|394730-60-0 MDL|394730-60-0 SMILES|394730-60-0 3-{[(1R,2S,5S)-3-[(2S)-2-[(tert-butylcarbamoyl)amino]-3,3-dimethylbutanoyl]-6,6-dimethyl-3-azabicyclo[3.1.0]hexan-2-yl]formamido}-4-cyclobutyl-2-oxobutanamide