871038-72-1 | potassium 4-{[(4-fluorophenyl)methyl]carbamoyl}-1-methyl-2-{2-[(5-methyl-1,3,4-oxadiazol-2-yl)formamido]propan-2-yl}-6-oxo-1,6-dihydropyrimidin-5-olate

Packsize	Purity	Availability	Price	Discounted Price
5mg	98+%	in stock	$6.00	$4.00
10mg	98+%	in stock	$8.00	$6.00
25mg	98+%	in stock	$10.00	$7.00
1g	98+%	in stock	$16.00	$11.00
5g	98+%	in stock	$50.00	$35.00
25g	98+%	in stock	$177.00	$124.00

Description

• Catalog Number: AB78799
• Chemical Name: potassium 4-{[(4-fluorophenyl)methyl]carbamoyl}-1-methyl-2-{2-[(5-methyl-1,3,4-oxadiazol-2-yl)formamido]propan-2-yl}-6-oxo-1,6-dihydropyrimidin-5-olate
• CAS Number: 871038-72-1
• Molecular Formula: C20H20FKN6O5
• Molecular Weight: 482.5067
• MDL Number: MFCD10698872
• SMILES: Fc1ccc(cc1)CNC(=O)c1nc(n(c(=O)c1[O-])C)C(NC(=O)c1nnc(o1)C)(C)C.[K+]

Computed Properties

• Complexity: 843
• Covalently-Bonded Unit Count: 2
• Heavy Atom Count: 33
• Hydrogen Bond Acceptor Count: 9
• Hydrogen Bond Donor Count: 2
• Rotatable Bond Count: 6

Literature

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• Comparison of the influence of four classes of HIV antiretrovirals on adipogenic differentiation: the minimal effect of raltegravir and atazanavir.

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• Pharmacokinetics and safety of the co-administration of the antiretroviral raltegravir and the lipid-lowering drug ezetimibe in healthy volunteers.

  The Journal of antimicrobial chemotherapy 20110401

• Effect of raltegravir on estradiol and norgestimate plasma pharmacokinetics following oral contraceptive administration in healthy women.

  British journal of clinical pharmacology 20110401

• A randomized, controlled trial of raltegravir intensification in antiretroviral-treated, HIV-infected patients with a suboptimal CD4+ T cell response.

  The Journal of infectious diseases 20110401

• Neutral actions of Raltegravir on adipogenesis, glucose metabolism and lipolysis in 3T3-L1 adipocytes.

  Current HIV research 20110401

• Emerging integrase inhibitor resistance mutations in raltegravir-treated HIV-1-infected patients with low-level viremia.

  AIDS (London, England) 20110313

• Severe insomnia related to high concentrations of raltegravir.

  AIDS (London, England) 20110313

• Effect of low-, moderate-, and high-fat meals on raltegravir pharmacokinetics.

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• Predictors of clinically significant drug-drug interactions among patients treated with nonnucleoside reverse transcriptase inhibitor-, protease inhibitor-, and raltegravir-based antiretroviral regimens.

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• Raltegravir: the first HIV-1 integrase strand transfer inhibitor in the HIV armamentarium.

  Annals of the New York Academy of Sciences 20110301

• Long-term successful control of super-multidrug-resistant human immunodeficiency virus type 1 infection by a novel combination therapy of raltegravir, etravirine, and boosted-darunavir.

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• Simultaneous determination of raltegravir and raltegravir glucuronide in human plasma by liquid chromatography-tandem mass spectrometric method.

  Journal of mass spectrometry : JMS 20110201

• Initial results reported on raltegravir once-daily dosing.

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  Farmacia hospitalaria : organo oficial de expresion cientifica de la Sociedad Espanola de Farmacia Hospitalaria 20110101

• Long-term safety from the raltegravir clinical development program.

  Current HIV research 20110101

• HIV-2 infection, end-stage renal disease and protease inhibitor intolerance: which salvage regimen?

  Clinical drug investigation 20110101

• Use of maraviroc-, raltegravir-, and etravirine-containing regimens in treatment-experienced patients: a case-series study.

  Journal of the International Association of Physicians in AIDS Care (Chicago, Ill. : 2002) 20110101

• Interaction between antiretroviral drugs and acenocoumarol.

  Antiviral therapy 20110101

• Transmitted raltegravir resistance in an HIV-1 CRF_AG-infected patient.

  Antiviral therapy 20110101

• Added value of deep sequencing relative to population sequencing in heavily pre-treated HIV-1-infected subjects.

  PloS one 20110101

• Similar efficacy of raltegravir when used with or without a protease inhibitor in treatment-experienced patients.

  HIV clinical trials 20110101

• G140S/Q148R and N155H mutations render HIV-2 Integrase resistant to raltegravir whereas Y143C does not.

  Retrovirology 20110101

• Effect of raltegravir on the total and unintegrated proviral HIV DNA during raltegravir-based HAART.

  Antiviral therapy 20110101

• Long-lasting persistence of integrase resistance mutations in HIV-2-infected patients after raltegravir withdrawal.

  Antiviral therapy 20110101

• Successful tacrolimus treatment following renal transplant in a HIV-infected patient with raltegravir previously treated with a protease inhibitor based regimen.

  Drug metabolism and drug interactions 20110101

• Comparative effectiveness of efavirenz, protease inhibitors, and raltegravir-based regimens as first-line treatment for HIV-infected adults: a mixed treatment comparison.

  HIV clinical trials 20110101

• Implications of integrase inhibitors for HIV-infected transplantation recipients: raltegravir and dolutegravir (S/GSK 1349572).

  Bioscience trends 20110101

• Pharmacokinetics of antiretroviral drugs in anatomical sanctuary sites: the fetal compartment (placenta and amniotic fluid).

  Antiviral therapy 20110101

• Examination of noninferiority, safety, and tolerability of lopinavir/ritonavir and raltegravir compared with lopinavir/ritonavir and tenofovir/ emtricitabine in antiretroviral-naïve subjects: the progress study, 48-week results.

  HIV clinical trials 20110101

• Effect of raltegravir on the pharmacokinetics of methadone.

  Journal of clinical pharmacology 20101201

• The evaluation of catechins that contain a galloyl moiety as potential HIV-1 integrase inhibitors.

  Clinical immunology (Orlando, Fla.) 20101201

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  The Journal of antimicrobial chemotherapy 20101201

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  Antiviral research 20101201

• Exposure-related effects of atazanavir on the pharmacokinetics of raltegravir in HIV-1-infected patients.

  Therapeutic drug monitoring 20101201

• HIV-1 integrase sequence variability in antiretroviral naïve patients and in triple-class experienced patients subsequently treated with raltegravir.

  AIDS research and human retroviruses 20101201

• Emergence of raltegravir-resistant HIV-1 in the central nervous system.

  International journal of STD & AIDS 20101201

• Raltegravir-induced cerebellar ataxia.

  AIDS (London, England) 20101113

• HIV protease inhibitors elicit volume-sensitive Cl- current in cardiac myocytes via mitochondrial ROS.

  Journal of molecular and cellular cardiology 20101101

• Severe raltegravir-associated rhabdomyolysis: a case report and review of the literature.

  International journal of STD & AIDS 20101101

• First-line raltegravir. No evidence of comparative effectiveness.

  Prescrire international 20101101

• Effect of raltegravir-containing intensification on HIV burden and T-cell activation in multiple gut sites of HIV-positive adults on suppressive antiretroviral therapy.

  AIDS (London, England) 20101023

• Effect of raltegravir resistance mutations in HIV-1 integrase on viral fitness.

  Journal of acquired immune deficiency syndromes (1999) 20101001

• Design of a series of bicyclic HIV-1 integrase inhibitors. Part 1: selection of the scaffold.

  Bioorganic & medicinal chemistry letters 20101001

• Characterization of integrase region polymorphisms in HIV type 1 CRF06_cpx viruses in treatment-naive patients in Estonia.

  AIDS research and human retroviruses 20101001

• Physical trapping of HIV-1 synaptic complex by different structural classes of integrase strand transfer inhibitors.

  Biochemistry 20100928

• Time course of total HIV-1 DNA and 2-long-terminal repeat circles in patients with controlled plasma viremia switching to a raltegravir-containing regimen.

  AIDS (London, England) 20100924

• High neonatal concentrations of raltegravir following transplacental transfer in HIV-1 positive pregnant women.

  AIDS (London, England) 20100924

• HIV-1 subtype B and C integrase enzymes exhibit differential patterns of resistance to integrase inhibitors in biochemical assays.

  AIDS (London, England) 20100910

• Drug-drug interactions between raltegravir and pravastatin in healthy volunteers.

  Journal of acquired immune deficiency syndromes (1999) 20100901

• Raltegravir versus Efavirenz regimens in treatment-naive HIV-1-infected patients: 96-week efficacy, durability, subgroup, safety, and metabolic analyses.

  Journal of acquired immune deficiency syndromes (1999) 20100901

• Identification of novel mutations responsible for resistance to MK-2048, a second-generation HIV-1 integrase inhibitor.

  Journal of virology 20100901

• Rapid HIV-RNA decline following addition of raltegravir and tenofovir to ongoing highly active antiretroviral therapy in a woman presenting with high-level HIV viraemia at week 38 of pregnancy.

  The Journal of antimicrobial chemotherapy 20100901

• Long-term immunovirogical effect and tolerability of a maraviroc-containing regimen in routine clinical practice.

  Current HIV research 20100901

• Discovery of potent HIV integrase inhibitors active against raltegravir resistant viruses.

  Bioorganic & medicinal chemistry letters 20100901

• Raltegravir: a review of its pharmacokinetics, pharmacology and clinical studies.

  Expert opinion on drug metabolism & toxicology 20100901

• Novel integrase inhibitors for HIV.

  Expert opinion on investigational drugs 20100901

• [Genetic barrier to antiretroviral drug-resistance. Focus on raltegravir, the first integrase inhibitor].

  Medecine et maladies infectieuses 20100901

• Prevention of HIV protease inhibitor-induced dysregulation of hepatic lipid metabolism by raltegravir via endoplasmic reticulum stress signaling pathways.

  The Journal of pharmacology and experimental therapeutics 20100801

• The effect of raltegravir intensification on low-level residual viremia in HIV-infected patients on antiretroviral therapy: a randomized controlled trial.

  PLoS medicine 20100801

• Substitution of raltegravir for ritonavir-boosted protease inhibitors in HIV-infected patients: the SPIRAL study.

  AIDS (London, England) 20100717

• Postprandial lipid effects of low-dose ritonavir vs. raltegravir in HIV-uninfected adults.

  AIDS (London, England) 20100717

• Primary mutations selected in vitro with raltegravir confer large fold changes in susceptibility to first-generation integrase inhibitors, but minor fold changes to inhibitors with second-generation resistance profiles.

  Virology 20100705

• Raltegravir as functional monotherapy leads to virological failure and drug resistance in highly treatment-experienced HIV-infected patients.

  Scandinavian journal of infectious diseases 20100701

• Severe acute renal failure associated with rhabdomyolysis during treatment with raltegravir. A call for caution.

  The Journal of infection 20100701

• HIV-1 resistance patterns to integrase inhibitors in antiretroviral-experienced patients with virological failure on raltegravir-containing regimens.

  The Journal of antimicrobial chemotherapy 20100601

• Persistent prurigo nodularis responsive to initiation of combination therapy with raltegravir.

  Archives of dermatology 20100601

• Biochemical and pharmacological analyses of HIV-1 integrase flexible loop mutants resistant to raltegravir.

  Biochemistry 20100504

• Daily dosing of tacrolimus in patients treated with HIV-1 therapy containing a ritonavir-boosted protease inhibitor or raltegravir.

  The Journal of antimicrobial chemotherapy 20100501

• Clinical outcome in resistant HIV-2 infection treated with raltegravir and maraviroc.

  Antiviral research 20100501

• Raltegravir plasma concentrations in treatment-experienced patients receiving salvage regimens based on raltegravir with and without maraviroc coadministration.

  The Annals of pharmacotherapy 20100501

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  MMW Fortschritte der Medizin 20100429

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• Efficacy, safety, and tolerability of etravirine with and without darunavir/ritonavir or raltegravir in treatment-experienced patients: analysis of the etravirine early access program in the United States.

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• HIV-1 replication and immune dynamics are affected by raltegravir intensification of HAART-suppressed subjects.

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• Long-term efficacy and safety of the HIV integrase inhibitor raltegravir in patients with limited treatment options in a Phase II study.

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• A single-center cohort experience of raltegravir in salvage patients failing therapy.

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• Raltegravir penetration in the cerebrospinal fluid of HIV-positive patients.

  AIDS (London, England) 20100327

• A dynamic model of HIV integrase inhibition and drug resistance.

  Journal of molecular biology 20100326

• Raltegravir: in treatment-naive patients with HIV-1 infection.

  Drugs 20100326

• Short-course raltegravir intensification does not reduce persistent low-level viremia in patients with HIV-1 suppression during receipt of combination antiretroviral therapy.

  Clinical infectious diseases : an official publication of the Infectious Diseases Society of America 20100315

• Central nervous system T-cell lymphoma in acquired immunodeficiency syndrome.

  British journal of haematology 20100301

• Hepatic safety profile of raltegravir in HIV-infected patients with chronic hepatitis C.

  The Journal of antimicrobial chemotherapy 20100301

• Evolution of 2-long terminal repeat (2-LTR) episomal HIV-1 DNA in raltegravir-treated patients and in in vitro infected cells.

  The Journal of antimicrobial chemotherapy 20100301

• Genotypic/phenotypic patterns of HIV-1 integrase resistance to raltegravir.

  The Journal of antimicrobial chemotherapy 20100301

• Raltegravir: is a 400 mg once-daily dose enough?

  The Journal of antimicrobial chemotherapy 20100301

• HIV RNA suppression rates after 24 weeks of treatment with etravirine, darunavir/ritonavir and raltegravir in the etravirine early access programme.

  International journal of STD & AIDS 20100301

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  Nihon rinsho. Japanese journal of clinical medicine 20100301

• Long-term efficacy and safety of Raltegravir combined with optimized background therapy in treatment-experienced patients with drug-resistant HIV infection: week 96 results of the BENCHMRK 1 and 2 Phase III trials.

  Clinical infectious diseases : an official publication of the Infectious Diseases Society of America 20100215

• Quantification of raltegravir (MK0518) in human plasma by high-performance liquid chromatography with photodiode array detection.

  Journal of chromatography. B, Analytical technologies in the biomedical and life sciences 20100201

• New therapeutic strategies for raltegravir.

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• Raltegravir-based HAART regimen in a patient with large B-cell lymphoma.

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  Yao xue xue bao = Acta pharmaceutica Sinica 20100201

• Switch to a raltegravir-based regimen versus continuation of a lopinavir-ritonavir-based regimen in stable HIV-infected patients with suppressed viraemia (SWITCHMRK 1 and 2): two multicentre, double-blind, randomised controlled trials.

  Lancet (London, England) 20100130

• A case of rhabdomiolysis associated with raltegravir use.

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• LCMS using a hybrid quadrupole time of flight mass spectrometer for impurity identification during process chemical development of a novel integrase inhibitor.

  Journal of pharmaceutical and biomedical analysis 20100105

• The HIV-1 integrase genotype strongly predicts raltegravir susceptibility but not viral fitness of primary virus isolates.

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• Strand transfer inhibitors of HIV-1 integrase: bringing IN a new era of antiretroviral therapy.

  Antiviral research 20100101

• Quantifying the HIV-1 integrase inhibitor raltegravir in female genital tract secretions using high-performance liquid chromatography with ultraviolet detection.

  Journal of chromatography. B, Analytical technologies in the biomedical and life sciences 20100101

• Early emergence of raltegravir resistance mutations in patients receiving HAART salvage regimens.

  Journal of medical virology 20100101

• Integrase inhibitors: a novel class of antiretroviral agents.

  The Annals of pharmacotherapy 20100101

• Assessment of the pharmacokinetics of co-administered maraviroc and raltegravir.

  British journal of clinical pharmacology 20100101

• Antiretroviral intensification and valproic acid lack sustained effect on residual HIV-1 viremia or resting CD4+ cell infection.

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• Response of a simian immunodeficiency virus (SIVmac251) to raltegravir: a basis for a new treatment for simian AIDS and an animal model for studying lentiviral persistence during antiretroviral therapy.

  Retrovirology 20100101

• Raltegravir is a potent inhibitor of XMRV, a virus implicated in prostate cancer and chronic fatigue syndrome.

  PloS one 20100101

• The effects of a nucleoside-sparing antiretroviral regimen on the pharmacokinetics of ritonavir-boosted darunavir in HIV type-1-infected patients.

  Antiviral therapy 20100101

• The HIV-1 integrase mutations Y143C/R are an alternative pathway for resistance to Raltegravir and impact the enzyme functions.

  PloS one 20100101

• Raltegravir, tenofovir, and emtricitabine in an HIV-infected patient with HCV chronic hepatitis, NNRTI intolerance and protease inhibitors-induced severe liver toxicity.

  European journal of medical research 20100101

• Expression of Nef from unintegrated HIV-1 DNA downregulates cell surface CXCR4 and CCR5 on T-lymphocytes.

  Retrovirology 20100101

• ICAAC update. Three new drugs in development, plus Isentress with Reyataz.

  Positively aware : the monthly journal of the Test Positive Aware Network 20100101

• Use of newer antiretroviral agents, darunavir and etravirine with or without raltegravir, in pregnancy: a report of two cases.

  Antiviral therapy 20100101

• An examination of drug-drug interactions with raltegravir.

  HIV clinician 20100101

• From bench to clinic: accessing promising investigational medications for patients with HIV infection in an urban family health center.

  Journal of the American Board of Family Medicine : JABFM 20100101

• Simplification from protease inhibitors to once- or twice-daily raltegravir: the ODIS trial.

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• Raltegravir and unboosted atazanavir dual therapy in virologically suppressed antiretroviral treatment-experienced HIV patients.

  Antiviral therapy 20100101

• Polymorphisms of HIV-2 integrase and selection of resistance to raltegravir.

  Retrovirology 20100101

• A pilot study of abacavir/lamivudine and raltegravir in antiretroviral-naïve HIV-1-infected patients: 48-week results of the SHIELD trial.

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• Impact on health-related quality of life of a switch from enfuvirtide to raltegravir among multidrug-resistant HIV-1-infected patients: a randomized open-label trial (EASIER-ANRS 138).

  HIV clinical trials 20100101

• Pharmacokinetics and safety of twice-daily atazanavir 300 mg and raltegravir 400 mg in healthy individuals.

  Antiviral therapy 20100101

• Oral pre-exposure prophylaxis by anti-retrovirals raltegravir and maraviroc protects against HIV-1 vaginal transmission in a humanized mouse model.

  PloS one 20100101

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  Terapevticheskii arkhiv 20100101

• Switch from enfuvirtide to raltegravir in virologically suppressed HIV-1 infected patients: effects on level of residual viremia and quality of life.

  Journal of clinical virology : the official publication of the Pan American Society for Clinical Virology 20091201

• Validation of an electrospray ionization LC-MS/MS method for quantitative analysis of raltegravir, etravirine, and 9 other antiretroviral agents in human plasma samples.

  Therapeutic drug monitoring 20091201

• A new drug combination therapy for treatment-naive patients with HIV-1 infection, consisting of raltegravir, emtricitabine and tenofovir disoproxil fumarate.

  Expert opinion on pharmacotherapy 20091201

• The SWITCHMRK studies: substitution of lopinavir/ritonavir with raltegravir in HIV-positive individuals.

  Expert review of anti-infective therapy 20091201

• Raltegravir, etravirine and r-darunavir combination in adolescents with multidrug-resistant virus.

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• A combined genotypic and phenotypic human immunodeficiency virus type 1 recombinant virus assay for the reverse transcriptase and integrase genes.

  Journal of virological methods 20091101

• Sustained antiretroviral effect of raltegravir after 96 weeks of combination therapy in treatment-naive patients with HIV-1 infection.

  Journal of acquired immune deficiency syndromes (1999) 20091101

• Raltegravir has no residual antiviral activity in vivo against HIV-1 with resistance-associated mutations to this drug.

  The Journal of antimicrobial chemotherapy 20091101

• Lack of specificity for the analysis of raltegravir using online sample clean-up liquid chromatography-electrospray tandem mass spectrometry.

  Journal of chromatography. B, Analytical technologies in the biomedical and life sciences 20091101

• High rate of virologic suppression with raltegravir plus etravirine and darunavir/ritonavir among treatment-experienced patients infected with multidrug-resistant HIV: results of the ANRS 139 TRIO trial.

  Clinical infectious diseases : an official publication of the Infectious Diseases Society of America 20091101

• Maraviroc and raltegravir.

  British journal of clinical pharmacology 20091101

• The dynamics of appearance and disappearance of HIV-1 integrase mutations during and after withdrawal of raltegravir therapy.

  AIDS (London, England) 20091023

• Switch from enfuvirtide to raltegravir in virologically suppressed multidrug-resistant HIV-1-infected patients: a randomized open-label trial.

  Clinical infectious diseases : an official publication of the Infectious Diseases Society of America 20091015

• Mutation N155H in HIV-2 integrase confers high phenotypic resistance to raltegravir and impairs replication capacity.

  Journal of clinical virology : the official publication of the Pan American Society for Clinical Virology 20091001

• Lack of interaction between raltegravir and cyclosporin in an HIV-infected liver transplant recipient.

  The Journal of antimicrobial chemotherapy 20091001

• The effect of raltegravir on the glucuronidation of lamotrigine.

  Journal of clinical pharmacology 20091001

• Raltegravir: a new choice in HIV and new chances for research.

  Lancet (London, England) 20090905

• Safety and efficacy of raltegravir-based versus efavirenz-based combination therapy in treatment-naive patients with HIV-1 infection: a multicentre, double-blind randomised controlled trial.

  Lancet (London, England) 20090905

• Induced-fit docking approach provides insight into the binding mode and mechanism of action of HIV-1 integrase inhibitors.

  ChemMedChem 20090901

• Acute onset insomnia associated with the initiation of raltegravir: a report of two cases and literature review.

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• FDA notifications. FDA approves raltegravir for HIV-1 treatment-naive patients.

  AIDS alert 20090901

• A cascade approach to cyclic aminonitrones: reaction discovery, mechanism, and scope.

  Organic letters 20090806

• Virologic outcomes of changing enfuvirtide to raltegravir in HIV-1 patients well controlled on an enfuvirtide based regimen: 24-week results of the CHEER study.

  Journal of acquired immune deficiency syndromes (1999) 20090801

• Safety and efficacy of raltegravir in HIV-infected transplant patients cotreated with immunosuppressive drugs.

  American journal of transplantation : official journal of the American Society of Transplantation and the American Society of Transplant Surgeons 20090801

• N-(4-Fluorobenzyl)-3-hydroxy-9,9-dimethyl-4-oxo-6,7,8,9-tetrahydro-4H-pyrazino[1,2-a]pyrimidine-2-carboxamides a novel class of potent HIV-1 integrase inhibitors.

  Bioorganic & medicinal chemistry letters 20090801

• Dynamics of raltegravir resistance profile in an HIV type 2-infected patient.

  AIDS research and human retroviruses 20090801

• Raltegravir as effective as efavirenz in 144-week data.

  AIDS patient care and STDs 20090801

• FDA notifications. Raltegravir indication extended for treatment-naive patients.

  AIDS alert 20090801

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  AIDS (London, England) 20090731

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  The Journal of antimicrobial chemotherapy 20090701

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  AIDS research and human retroviruses 20090701

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  Journal of acquired immune deficiency syndromes (1999) 20090701

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  Clinical pharmacology and therapeutics 20090601

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  The Journal of antimicrobial chemotherapy 20090601

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  Drug metabolism and disposition: the biological fate of chemicals 20090401

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  The Journal of antimicrobial chemotherapy 20090301

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  Project Inform perspective 20090301

• Isentress equal to Sustiva in first line therapy.

  Project Inform perspective 20090301

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  Journal of pharmaceutical and biomedical analysis 20090220

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