Atorvastatin: Difference between revisions

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[[Image:Atorvastatin structure.jpg|right|thumb|200px|{{#ifexist:Template:Atorvastatin structure.jpg/credit|{{Atorvastatin structure.jpg/credit}}<br/>|}}Atorvastatin, a type II statin.]]  
[[Image:Atorvastatin structure.jpg|right|thumb|200px|{{#ifexist:Template:Atorvastatin structure.jpg/credit|{{Atorvastatin structure.jpg/credit}}<br/>|}}Atorvastatin, a type II statin.]]  


'''Atorvastatin''', commonly called '''Lipitor''', is a type II statin used to treat high cholesterol ([[hypercholesterolemia]]), prevent [[mycardial infarction|heart attacks]] and [[stroke]]s, and to lessen the formation of [[atherlosclerosis|artial plaque]].  It is a [[Hydroxymethylglutaryl-coenzyme A reductase inhibitor|HMG-CoA reductase inhibitor]] that decreases the synthesis of [[mevalonate]], a key chemical precursor of [[cholesterol]].  Although the structure is based on an indole ring, as are the other type II statins [[fluvastatin]] and [[rosuvastatin]], its longer half-life and specificity for the liver makes atorvastatin a better drug for lowering LDL-cholesterol levels. The metabolites of atorvastatin, ortho- and parahydroxylated derivatives and various beta-oxidation products, are equivalent HMG-CoA reductase inhibitors.  The drug should be taken with a low fat meal and alcohol and grapefruit juice should be avoided.  Atorvastatin can be toxic, leading to liver problems, rhabdomyolysis and eye hemorrhages.  
'''Atorvastatin''', commonly called '''Lipitor'''®, is a type II statin used to treat high cholesterol ([[hypercholesterolemia]]), prevent [[mycardial infarction|heart attacks]] and [[stroke]]s, and to lessen the formation of [[atherlosclerosis|artial plaque]].  It is a [[Hydroxymethylglutaryl-coenzyme A reductase inhibitor|HMG-CoA reductase inhibitor]] that decreases the synthesis of [[mevalonate]], a key chemical precursor of [[cholesterol]].  Although the structure is based on an indole ring, as are the other type II statins [[fluvastatin]] and [[rosuvastatin]], its longer half-life and specificity for the liver makes atorvastatin a better drug for lowering LDL-cholesterol levels. The metabolites of atorvastatin, ortho- and parahydroxylated derivatives and various beta-oxidation products, are equivalent HMG-CoA reductase inhibitors.  The drug should be taken with a low fat meal and alcohol and grapefruit juice should be avoided.  Atorvastatin can be toxic, leading to liver problems, rhabdomyolysis and eye hemorrhages.  


Its official IUPAC chemical name is (3R,5R)-7-[2-(4-fluorophenyl)-3-phenyl-4-(phenylcarbamoyl)-5-propan-2-ylpyrrol-1-yl]-3,5-dihydroxyheptanoic acid and it has chemical formula C<sub>33</sub>H<sub>35</sub>FN<sub>2</sub>O<sub>5</sub>.
Its official IUPAC chemical name is (3R,5R)-7-[2-(4-fluorophenyl)-3-phenyl-4-(phenylcarbamoyl)-5-propan-2-ylpyrrol-1-yl]-3,5-dihydroxyheptanoic acid and it has chemical formula C<sub>33</sub>H<sub>35</sub>FN<sub>2</sub>O<sub>5</sub>.


== brand names ==
== brand names ==
*Cardyl
*Cardyl®
*Lipitor
*Lipitor®
*Sotis
*Sotis®
*Torvast
*Torvast®
*Tozalip
*Tozalip®
*Xavator
*Xavator®
*Sortis
*Sortis®
*Torvacard
*Torvacard®
*Totalip
*Totalip®
*Tulip
*Tulip®
*Xarator
*Xarator®
*Atorpic
*Atorpic®
*Liprimar
*Liprimar®




== Drug interactions ==
== Drug interactions ==
The effects and/or toxicity of atorvastatin may be increased when taken in combination with [[amprenavir]], [[ataxanavir]], [[clarithromycin]], [[diltiazem]], [[erythromycin]], the NNRT inhibitors [[delavirdine]] [[eavirenz]] and [[nevirapine]], [[fosamprenavir]], [[imatinib]], [[indinavir]], [[josamycin]], [[nefazodone]], [[nelfinavir]], [[quinupristin]], [[ritonavir]], [[saquinavir]], [[tacrolimus]], [[telithromycin]] and  [[verapamil]].  The effects of atorvastatin may decrease when used in combination with [[bosentan]], [[carbamazepine]], [[rifabutin]] and [[rifampin]].  The risks of [[myopathy]] and/or  [[rhabdomyolysis]] increase when atorvastin is used with [[bezafibrate]], [[colchicine]], [[cyclosporine]], [[fenofibrate]], [[fluconazole]], [[gemfibrozil]], [[itraconazole]] and  [[ketoconazole]].


* [[Amprenavir]] can possibly increase the statin
* [[Atazanavir]] increases the effect and toxicity of the statin
* [[Bezafibrate]] increases the risk of [[myopathy]]/[[rhabdomyolysis]]
* [[Bosentan]] could decrease atorvastatin
* [[Carbamazepine]] decreases the effect of the statin
* [[Colchicine]] increases the risk of rhadbomyolysis with this combination
* [[Clarithromycin]] possibly increases the statin toxicity
* [[Cyclosporine]] may cause [[myopathy]] and [[rhabdomyolysis]]
* [[Delavirdine]] an [[NNRT inhibitor]] increases the effect and toxicity of the statin
* [[Diltiazem]] increases the effect and toxicity of atorvastatin
* [[Efavirenz]], an NNRT inhibitor, increases the effect and toxicity of the statin
* [[Erythromycin]] possibly increases the statin toxicity
* [[Fenofibrate]] Increasing risk of myopathy/rhabdomyolysis
* [[Fluconazole]] Increases the risk of myopathy/rhabdomyolysis
* [[Fosamprenavir]] Amprenavir can possibly increase the statin toxicity
* [[Gemfibrozil]] Increases the risk of myopathy/rhabdomyolysis
* [[Imatinib]] increases the effect and toxicity of atorvastatin
* [[Indinavir]] increases the effect and toxicity of atorvastatin
* [[Itraconazole]] Increases the risk of myopathy/rhabdomyolysis
* [[Josamycin]], a macrolide, possibly increases the statin toxicity
* [[Ketoconazole]] increases the risk of myopathy/rhabdomyolysis
* [[Nefazodone]] increases the effect and toxicity of the statin drug
* [[Nelfinavir]] increases the effect and toxicity of the statin
* [[Nevirapine]], an NNRT inhibitor, increases the effect and toxicity of the statin
* [[Quinupristin]] presents an increased risk of toxicity
* [[Rifabutin]], a [[rifamycin]], decreases the effect of the statin drug
* [[Rifampin]], a rifamycin, decreases the effect of the statin drug
* [[Ritonavir]] increases the effect and toxicity of the statin
* [[Saquinavir]] increases the effect and toxicity of atorvastatin
* [[Tacrolimus]] increases the effect and toxicity of the statin
* [[Telithromycin]] may possibly increase statin toxicity
* [[Verapamil]] increases the effect and toxicity of the statin


==External links==
==External links==
* {{DailyMed|6089|lipitor (atorvastatin calcium)}}
* {{DailyMed|6089|lipitor (atorvastatin calcium)}}
* Drug Bank at http://redpoll.pharmacy.ualberta.ca/drugbank/cgi-bin/getCard.cgi?CARD=APRD00055

Revision as of 15:22, 25 January 2008

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(CC) Image: David E. Volk
Atorvastatin, a type II statin.

Atorvastatin, commonly called Lipitor®, is a type II statin used to treat high cholesterol (hypercholesterolemia), prevent heart attacks and strokes, and to lessen the formation of artial plaque. It is a HMG-CoA reductase inhibitor that decreases the synthesis of mevalonate, a key chemical precursor of cholesterol. Although the structure is based on an indole ring, as are the other type II statins fluvastatin and rosuvastatin, its longer half-life and specificity for the liver makes atorvastatin a better drug for lowering LDL-cholesterol levels. The metabolites of atorvastatin, ortho- and parahydroxylated derivatives and various beta-oxidation products, are equivalent HMG-CoA reductase inhibitors. The drug should be taken with a low fat meal and alcohol and grapefruit juice should be avoided. Atorvastatin can be toxic, leading to liver problems, rhabdomyolysis and eye hemorrhages.

Its official IUPAC chemical name is (3R,5R)-7-[2-(4-fluorophenyl)-3-phenyl-4-(phenylcarbamoyl)-5-propan-2-ylpyrrol-1-yl]-3,5-dihydroxyheptanoic acid and it has chemical formula C33H35FN2O5.

brand names

  • Cardyl®
  • Lipitor®
  • Sotis®
  • Torvast®
  • Tozalip®
  • Xavator®
  • Sortis®
  • Torvacard®
  • Totalip®
  • Tulip®
  • Xarator®
  • Atorpic®
  • Liprimar®


Drug interactions

The effects and/or toxicity of atorvastatin may be increased when taken in combination with amprenavir, ataxanavir, clarithromycin, diltiazem, erythromycin, the NNRT inhibitors delavirdine eavirenz and nevirapine, fosamprenavir, imatinib, indinavir, josamycin, nefazodone, nelfinavir, quinupristin, ritonavir, saquinavir, tacrolimus, telithromycin and verapamil. The effects of atorvastatin may decrease when used in combination with bosentan, carbamazepine, rifabutin and rifampin. The risks of myopathy and/or rhabdomyolysis increase when atorvastin is used with bezafibrate, colchicine, cyclosporine, fenofibrate, fluconazole, gemfibrozil, itraconazole and ketoconazole.


External links