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Encyclopedia > Atazanavir
Atazanavir
Systematic (IUPAC) name
methyl N-[(1S)-1-[[[(2S,3S)-2-hydroxy-3-[[(2S)-
2-(methoxycarbonylamino)-3,3-dimethyl-butanoyl]
amino]-4-phenyl-butyl]-[(4-pyridin-2-ylphenyl)
methyl]amino]carbamoyl]-2,2-dimethyl-propyl]
carbamate
Identifiers
CAS number 198904-31-3
ATC code J05AE08
PubChem 148192
DrugBank APRD00804
Chemical data
Formula C38H52N6O7 
Mol. mass 704.856 g/mol
Pharmacokinetic data
Bioavailability 60-68%
Protein binding 86%
Metabolism Hepatic (CYP3A4-mediated)
Half life 6.5 hours
Excretion Fecal and renal
Therapeutic considerations
Pregnancy cat.

B2(AU) B(US) Image File history File links No higher resolution available. ... IUPAC nomenclature is a system of naming chemical compounds and of describing the science of chemistry in general. ... CAS registry numbers are unique numerical identifiers for chemical compounds, polymers, biological sequences, mixtures and alloys. ... The Anatomical Therapeutic Chemical Classification System is used for the classification of drugs. ... A section of the Anatomical Therapeutic Chemical Classification System. ... PubChem is a database of chemical molecules. ... The DrugBank database available at the University of Alberta is a unique bioinformatics and cheminformatics resource that combines detailed drug (i. ... This article does not cite its references or sources. ... General Name, Symbol, Number carbon, C, 6 Chemical series nonmetals Group, Period, Block 14, 2, p Appearance black (graphite) colorless (diamond) Standard atomic weight 12. ... General Name, Symbol, Number hydrogen, H, 1 Chemical series nonmetals Group, Period, Block 1, 1, s Appearance colorless Atomic mass 1. ... General Name, Symbol, Number nitrogen, N, 7 Chemical series nonmetals Group, Period, Block 15, 2, p Appearance colorless gas Standard atomic weight 14. ... General Name, Symbol, Number oxygen, O, 8 Chemical series nonmetals, chalcogens Group, Period, Block 16, 2, p Appearance colorless (gas) very pale blue (liquid) Standard atomic weight 15. ... The molecular mass (abbreviated MM) of a substance, formerly also called molecular weight and abbreviated as MW, is the mass of one molecule of that substance, relative to the unified atomic mass unit u (equal to 1/12 the mass of one atom of carbon-12). ... In pharmacology, bioavailability is used to describe the fraction of an administered dose of unchanged drug that reaches the systemic circulation, one of the principal pharmacokinetic properties of drugs. ... A drugs efficacy may be affected by the degree to which it binds to the proteins within blood plasma. ... Drug metabolism is the metabolism of drugs, their biochemical modification or degradation, usually through specialized enzymatic systems. ... The liver is an organ present in vertebrates and some other animals. ... Cytochrome P450 3A4 (abbreviated CYP3A4) (EC 1. ... It has been suggested that Effective half-life be merged into this article or section. ... Excretion is the process of eliminating waste products of metabolism and other materials that are of no use. ... It has been suggested that Renal anomalies and Renal plasma threshold be merged into this article or section. ... The pregnancy category of a pharmaceutical agent is an assessment of the risk of fetal injury due to the pharmaceutical, if it is used as directed by the mother during pregnancy. ... Anthem Advance Australia Fair Royal anthem: God Save the Queen Capital Canberra Largest city Sydney Official languages English (de facto 1) Government Federal constitutional monarchy and parliamentary democracy  -  Queen Elizabeth II  -  Governor-General Michael Jeffery  -  Prime Minister John Howard Independence from the United Kingdom   -  Constitution 1 January 1901   -  Statute of... Motto: (Out Of Many, One) (traditional) In God We Trust (1956 to date) Anthem: The Star-Spangled Banner Capital Washington D.C. Largest city New York City None at federal level (English de facto) Government Federal constitutional republic  - President George Walker Bush (R)  - Vice President Dick Cheney (R) Independence from...

Legal status

POM(UK) -only(US) The regulation of therapeutic goods, that is drugs and therapeutic devices, varies by jurisdiction. ... A prescription drug is a licensed medicine that is regulated by legislation to require a prescription before it can be obtained. ... A prescription drug is a licensed medicine that is regulated by legislation to require a prescription before it can be obtained. ... Motto: (Out Of Many, One) (traditional) In God We Trust (1956 to date) Anthem: The Star-Spangled Banner Capital Washington D.C. Largest city New York City None at federal level (English de facto) Government Federal constitutional republic  - President George Walker Bush (R)  - Vice President Dick Cheney (R) Independence from...

Routes Oral

Atazanavir, trade name Reyataz®, (formerly known as BMS-232632) is an antiretroviral drug of the protease inhibitor (PI) class. Like other antiretrovirals, it is used to treat infection of human immunodeficiency virus (HIV). In pharmacology and toxicology, a route of administration is the path by which a drug, fluid, poison or other substance is brought into contact with the body 1. ... Antiretroviral drugs are medications for the treatment of infection by retroviruses, primarily HIV. Different classes of antiretroviral drugs act at different stages of the HIV life cycle. ... Protease inhibitors are a class of medication used to treat or prevent viral infections. ... Species Human immunodeficiency virus 1 Human immunodeficiency virus 2 Human immunodeficiency virus (HIV) is a retrovirus that causes acquired immunodeficiency syndrome (AIDS, a condition in humans in which the immune system begins to fail, leading to life-threatening opportunistic infections). ...

Two Reyataz 200 mg capsules
Two Reyataz 200 mg capsules

Atazanavir is distinguished from other PIs in that it can be given once-daily (rather than requiring multiple doses per day) and has lesser effects on the patient's lipid profile (the amounts of cholesterol and other fatty substances in the blood). Like other protease inhibitors, it is used only in combination with other HIV medications. Image File history File linksMetadata Download high resolution version (1267x1044, 257 KB) Summary Atazanavir Reyataz Licensing File links The following pages on the English Wikipedia link to this file (pages on other projects are not listed): Atazanavir AIDS Metadata This file contains additional information, probably added from the digital camera... Image File history File linksMetadata Download high resolution version (1267x1044, 257 KB) Summary Atazanavir Reyataz Licensing File links The following pages on the English Wikipedia link to this file (pages on other projects are not listed): Atazanavir AIDS Metadata This file contains additional information, probably added from the digital camera... Cholesterol is a sterol (a combination steroid and alcohol) and a lipid found in the cell membranes of all body tissues, and transported in the blood plasma of all animals. ...


The U.S. Food and Drug Administration (FDA) approved atazanavir on June 20, 2003. Atazanavir is the first PI approved for once-daily dosing, and also appears to be less likely to cause lipodystrophy and elevated cholesterol as side effects. It may also not be cross-resistant with other PIs. When boosted with ritonavir it is of equivalent potency to lopinavir for use in salvage therapy in patients with a degree of drug resistance; although boosting with ritonavir eliminates the metabolic advantages of atazanavir. FDA logo The Food and Drug Administration (FDA) is an agency of the United States Department of Health and Human Services and is responsible for regulating food, dietary supplements, drugs, biological medical products, blood products, medical devices, radiation-emitting devices, veterinary products, and cosmetics in the United States. ... June 20 is the 171st day of the year (172nd in leap years) in the Gregorian calendar, with 194 days remaining. ... 2003 (MMIII) was a common year starting on Wednesday of the Gregorian calendar. ... In medicine, lipodystrophy is a condition characterized by abnormal or degernative conditions of the bodys fat tissue. ... Cholesterol is a sterol (a combination steroid and alcohol) and a lipid found in the cell membranes of all body tissues, and transported in the blood plasma of all animals. ... Ritonavir is a drug from the protease inhibitor class used to treat AIDS. It is manufactured as Norvir® by Abbott Laboratories. ... Lopinavir (ABT-378) is an antiretroviral of the protease inhibitor class. ...


On October 20, 2006, the FDA approved a new formulation of atazanavir (300 mg capsules) to be taken as part of combination drug therapy.[1] This formulation should reduce pill burden, as one 300 mg capsule may replace two 150 mg capsules. Pill burden is a term that refers to the number of tablets, capsules or other medication forms that a patient takes on a regular schedule. ...


Adverse effects

Bilirubin levels in the blood are normally asymptomatically raised with atazanavir. A single case of torsades de pointes attributable to atazanavir therapy has been described.[2] Bilirubin is a yellow breakdown product of normal heme catabolism. ... Torsades de pointes or torsades is a French term that literally means twisting of the points. It refers to a specific variety of ventricular tachycardia and its name is derived from a maneuver in ballet. ...


References

  1. ^ "Bristol wins U.S. approval for single anti-HIV pill", Reuters, October 20, 2006. Retrieved on 2006-10-25. 
  2. ^ Ly T, Ruiz M (2007). "Prolonged QT interval and torsades de pointes associated with atazanavir therapy". Clin Infect Dis 44 (6): e67. 

  Results from FactBites:
 
TAG: Position Paper on atazanavir (BMS-232623), brand name Reyataz® (4357 words)
Atazanavir should be taken with a "light meal." It is available orally as 100mg, 150mg and 200mg capsules, and as a powder that can be mixed with juice or milk.
Atazanavir displays significant activity against laboratory and primary HIV-1 isolates in cell lines and primary peripheral blood mononuclear cells (PBMCs), and is non-genotoxic, and non-teratogenic in rats and rabbits.
Coadministration of atazanavir and clarithromycin resulted in a 1.9-fold increase in clarithromycin AUC and a 30% increase in atazanavir AUC; a dosage reduction of clarithromycin is recommended.
ATAZANAVIR (1070 words)
Atazanavir is used together with other antiretrovirals to delay the progression of HIV infection.
Atazanavir should not be taken at the same time as didanosine (Videxâä) or antacids such as TUMS®, Rolaids®ä, Maalox®, etc. If you need to take these drugs, take them 1 hour before or 2 hours after atazanavir.
Atazanavir should be stored in a cool (15 - 25°C) dry place, protected from light and well out of the reach of children.
  More results at FactBites »

 
 

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