Indinavir: Difference between revisions
imported>David E. Volk (New page: {{subpages}} right|thumb|250px|{{#ifexist:Template:Indinavir structure.jpg/credit|{{Indinavir structure.jpg/credit}}<br/>|}}Indinavir '''Indinavir''', a...) |
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[[Image:Indinavir structure.jpg| | |||
{{Chem infobox | |||
|align=right | |||
|image=[[Image:Indinavir structure.jpg|center|thumb|250px]] | |||
|width=250px | |||
|molname=indinavir | |||
|synonyms= compound J | |||
|molformula= C<sub>36</sub>H<sub>47</sub>N<sub>5</sub>O<sub>4</sub> | |||
|molmass= 613.7895 | |||
|uses=HIV | |||
|properties=protease inhibitor | |||
|hazards=see drug interactions | |||
|iupac= see chemistry section | |||
|casnumber=150378-17-9 | |||
}} | |||
'''Indinavir''', also called '''indinavir sulfate''' or '''Compound J''' and sold under the trade name '''Crixivan®''', is a [[protease inhibitor]] used to treat [[HIV]]/[[AIDS]]. The HIV-1 protease in required to cleave the viral gag-pol polyprotein into individual functional proteins to make an infectious mature viral particle. Indinavir binds to the HIV-1 protease, inhibiting its function and stopping the production of infectious viral particles. Protease inhibitors are usually used with two or more other anti-HIV medications. Symptoms of overdose include [[myocardial infarction|heart attack]] and [[angina pectoris|chest pain]]. | '''Indinavir''', also called '''indinavir sulfate''' or '''Compound J''' and sold under the trade name '''Crixivan®''', is a [[protease inhibitor]] used to treat [[HIV]]/[[AIDS]]. The HIV-1 protease in required to cleave the viral gag-pol polyprotein into individual functional proteins to make an infectious mature viral particle. Indinavir binds to the HIV-1 protease, inhibiting its function and stopping the production of infectious viral particles. Protease inhibitors are usually used with two or more other anti-HIV medications. Symptoms of overdose include [[myocardial infarction|heart attack]] and [[angina pectoris|chest pain]]. | ||
Its IUPAC chemical name is (2S)-N-tert-butyl-1-[(2S,4R)-2-hydroxy-5-[[(1S,2R)-2-hydroxy-2,3-dihydro-1H-inden-1-yl]amino]-5-oxo-4-(phenylmethyl)pentyl]-4-(pyridin-3-ylmethyl)piperazine-2-carboxamide and it has chemical formula C<sub>36</sub>H<sub>47</sub>N<sub>5</sub>O<sub>4</sub>. | Its IUPAC chemical name is (2S)-N-tert-butyl-1-[(2S,4R)-2-hydroxy-5-[[(1S,2R)-2-hydroxy-2,3-dihydro-1H-inden-1-yl]amino]-5-oxo-4-(phenylmethyl)pentyl]-4-(pyridin-3-ylmethyl)piperazine-2-carboxamide and it has chemical formula C<sub>36</sub>H<sub>47</sub>N<sub>5</sub>O<sub>4</sub>. | ||
== Drug interactions == | |||
The absorption of indinavir is decreased by [[St. John's Wort]], [[Vitamin C]], antacids, such as [[aluminium]], [[bismuth]], [[calcium]], [[magnesium]] and [[magnesium oxide]], by [[efavirenz]], [[omeprazole]] and related compounds ([[esomeprazole]], [[lansoprazole]], [[pantoprazole]] and [[rabeprazole]]) and by [[Rifampin]] and its derivitive [[Rifabutin]]. The effects of indinavir are increased when taken with [[clarithromycine]], [[delavirdine]] or [[ketoconazole]]. [[Saquinavir]], also a protease inhibitor, may be an agonist of indinavir. | |||
Indinavir increases the anticoagulant effect of [[anisindione]], [[acenocoumarol]], [[dicumarol]], and [[warfarin]] and also increases the effect of [[benzodiazepine]]. Benzodiazepine related drugs include [[Alprazolam]], [[Chlordiazepoxide]], [[Clonazepam]], [[Clorazepate]], [[Diazepam]], [[Estazolam]], [[Flurazepam]], [[Halazepam]], [[Midazolam]], [[Prazepam]], [[Quazepam]] and [[Triazolam]]. | |||
An increased risk of cardiotoxicity and [[arrhythmia]]s occurs when taken with [[astemizole]], [[cisapride]] or [[terfenadine]]. The effects and toxicity of [[amiodarone]], [[atorvastatin]], [[carbamazepine]], [[cyclosporine]], [[fentanyl]], [[fusidic acid]], [[pimozide]], [[sildenafil]], [[tacrolimus]] and [[Vardenafil]] are increased when taken with indinavir. The effect and toxicity of ergot derivatives, such as [[ergotamine]] and [[dihydroergotamine]], and [[erlotinib]], [[quinupristin]], [[ranolazine]] and [[trazodone]] are also increased. An increase in extrapyramidal symptoms may occur with [[risperidone]] and increased risks of [[hyperbilirubinemia]] are associated with [[atazanavir]] use. | |||
== External Links == | == External Links == | ||
{{ | {{CZMed}}[[Category:Suggestion Bot Tag]] | ||
Latest revision as of 16:00, 31 August 2024
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| indinavir | |||||||
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| Uses: | HIV | ||||||
| Properties: | protease inhibitor | ||||||
| Hazards: | see drug interactions | ||||||
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Indinavir, also called indinavir sulfate or Compound J and sold under the trade name Crixivan®, is a protease inhibitor used to treat HIV/AIDS. The HIV-1 protease in required to cleave the viral gag-pol polyprotein into individual functional proteins to make an infectious mature viral particle. Indinavir binds to the HIV-1 protease, inhibiting its function and stopping the production of infectious viral particles. Protease inhibitors are usually used with two or more other anti-HIV medications. Symptoms of overdose include heart attack and chest pain.
Its IUPAC chemical name is (2S)-N-tert-butyl-1-[(2S,4R)-2-hydroxy-5-[[(1S,2R)-2-hydroxy-2,3-dihydro-1H-inden-1-yl]amino]-5-oxo-4-(phenylmethyl)pentyl]-4-(pyridin-3-ylmethyl)piperazine-2-carboxamide and it has chemical formula C36H47N5O4.
Drug interactions
The absorption of indinavir is decreased by St. John's Wort, Vitamin C, antacids, such as aluminium, bismuth, calcium, magnesium and magnesium oxide, by efavirenz, omeprazole and related compounds (esomeprazole, lansoprazole, pantoprazole and rabeprazole) and by Rifampin and its derivitive Rifabutin. The effects of indinavir are increased when taken with clarithromycine, delavirdine or ketoconazole. Saquinavir, also a protease inhibitor, may be an agonist of indinavir.
Indinavir increases the anticoagulant effect of anisindione, acenocoumarol, dicumarol, and warfarin and also increases the effect of benzodiazepine. Benzodiazepine related drugs include Alprazolam, Chlordiazepoxide, Clonazepam, Clorazepate, Diazepam, Estazolam, Flurazepam, Halazepam, Midazolam, Prazepam, Quazepam and Triazolam.
An increased risk of cardiotoxicity and arrhythmias occurs when taken with astemizole, cisapride or terfenadine. The effects and toxicity of amiodarone, atorvastatin, carbamazepine, cyclosporine, fentanyl, fusidic acid, pimozide, sildenafil, tacrolimus and Vardenafil are increased when taken with indinavir. The effect and toxicity of ergot derivatives, such as ergotamine and dihydroergotamine, and erlotinib, quinupristin, ranolazine and trazodone are also increased. An increase in extrapyramidal symptoms may occur with risperidone and increased risks of hyperbilirubinemia are associated with atazanavir use.
External Links
The most up-to-date information about Indinavir and other drugs can be found at the following sites.
- Indinavir - FDA approved drug information (drug label) from DailyMed (U.S. National Library of Medicine).
- Indinavir - Drug information for consumers from MedlinePlus (U.S. National Library of Medicine).
- Indinavir - Detailed information from DrugBank.