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Pravastatin sodium

Pravastatin sodium structure

CAS No:
81131-70-6
Formula:
C23H36O7.Na
Chemical Name:
Pravastatin sodium
Synonyms:
1-Naphthaleneheptanoic acid,1,2,6,7,8,8a-hexahydro-β,δ,6-trihydroxy-2-methyl-8-[(2S)-2-methyl-1-oxobutoxy]-,sodium salt (1:1),(βR,δR,1S,2S,6S,8S,8aR)-;1-Naphthaleneheptanoic acid,1,2,6,7,8,8a-hexahydro-β,δ,6-trihydroxy-2-methyl-8-(2-methyl-1-oxobutoxy)-,monosodium salt,[1S-[1α(βS*,δS*),2α,6α,8β(R*),8aα]]-;1-Naphthaleneheptanoic acid,1,2,6,7,8,8a-hexahydro-β,δ,6-trihydroxy-2-methyl-8-[(2S)-2-methyl-1-oxobutoxy]-,monosodium salt,(βR,δR,1S,2S,6S,8S,8aR)-;CS 514;SQ 31000;Epastatin sodium;Pravastatin sodium;Mevalotin;Pravachol;Sodium pravastatin;Pravastatin sodium salt;Pravacol;Vasten;Lipostat;Selektine;Elisor;Pravasine;Liprevil;Prava;Pravaselect;Pravasin;Selipran;Selectin;Lipidal;Oliprevin;3β-Hydroxycompactin sodium salt;Eptastatin sodium;Mevan;Pravator;Pravastin;115873-26-2;81131-73-9;85956-24-7;87098-76-8
Categories:
Active Pharmaceutical Ingredients > Circulatory System Drugs

Description

Pravastatin sodium is an HMG-CoA reductase inhibitor against sterol synthesis with IC50 of 5.6 μM.Target: HMG-CoA reductasePravastatin (marketed as Pravachol or Selektine) is a member of the drug class of statins, used in combination with diet, exercise, and weight-loss for lowering cholesterol and preventing cardiovascular disease.Pravastatin is primarily used for the treatment of dyslipidemia and the prevention of cardiovascular disease. It is recommended to be used only after other me

An antilipemic fungal metabolite isolated from cultures of Nocardia autotrophica. It acts as a competitive inhibitor of HMG CoA reductase (HYDROXYMETHYLGLUTARYL COA REDUCTASES).

Pravastatin sodium Basic Attributes

Molecular Weight：

447.52

Exact Mass：

446.228

EC Number：

1806241-263-5

DSSTox ID：

DTXSID6047525

HScode：

2932999099

Characteristics

PSA：

127

XLogP3：

-0.23 (LogP)

Appearance：

white powder

Melting Point：

181.5 °C

Boiling Point：

634.5°C at 760 mmHg

Flash Point：

213.2ºC

Water Solubility：

H2O: 19 mg/mL

Storage Conditions：

2-8°C

Safety Information

Packing level：

III

Hazard category：

Transport codes：

3077

wgk germany：

hazard class code：

11-34

safety instructions：

16-26-36/37/39-45

RTECS Number：

QJ7185000

Marks：

F,C

Precautionary statement(s)：

P201, P202, P261, P264, P270, P271, P273, P280, P281, P301+P312, P302+P352, P304+P312, P304+P340, P308+P313, P312, P322, P330, P363, P405, P501

Hazard Statements：

H302

GHS Classification：

|Danger|H315 (12.5%): Causes skin irritation [Warning Skin corrosion/irritation]|P201, P202, P260, P263, P264, P270, P273, P280, P281, P302+P352, P308+P313, P314, P321, P332+P313, P362, P391, P405, and P501|Aggregated GHS information provided by 8 companies from 7 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.|H302 (100%): Harmful if swallowed [Warning Acute toxicity, oral]|P201, P202, P261, P264, P270, P271, P273, P280, P281, P301+P312, P302+P352, P304+P312, P304+P340, P308+P313, P312, P322, P330, P363, P405, and P501|The GHS information provided by 1 company from 1 notification to the ECHA C&L Inventory.

Drug Information

Drug Indication：

Treatment of cardiovascular disease|Disorders of lipoprotein metabolism and other hyperlipidaemias|Prevention of cardiovascular events, Treatment of hypercholesterolaemia|Treatment of mixed hyperlipidaemia

MeSH：

Substances used to lower plasma cholesterol levels. (See all compounds classified as Anticholesteremic Agents.)|Compounds that inhibit HYDROXYMETHYLGLUTARYL COA REDUCTASES. They have been shown to directly lower CHOLESTEROL synthesis. (See all compounds classified as Hydroxymethylglutaryl-CoA Reductase Inhibitors.)

MeSH Entry Terms：

Apo Pravastatin

Pravastatin sodium Use and Manufacturing

Methods of Manufacturing

To a solution of 3, 5-Dihydroxy-7-[6-hydroxy-2-methyl-8-(2- METHYL-BUTYRYLOXY)-1, 2, 6, 7, 8, 8a-hexahydro-naphthalen-1-yl]- heptanoic acid (100. Kg, 236 mol) in butyl acetate (600 L), solid sodium carbonate (12.5 KG, 118 mol) was added and stirred for 3 hours. 1, 2, 6, 7, 8, 8a-hexahydro-beta, delta, 6-trihydroxy-2-methyl-8- [(2S)-2-methyl-1-oxobutoxy]-, (beta R, delta R, 1S, 2S, 6S, 8S, 8aR)- 1-NAPHTHALENEHEPTANOIC acid sodium salt was precipitated. The reaction mixture was filtered and cake was washed with butyl acetate to get free flowing crystals of 1, 2, 6, 7, 8, 8a-hexahydro- beta, delta, 6-trihydroxy-2-methyl-8-[(2S)-2-methyl-1-oxobutoxy]-, (beta R, delta R, IS, 2S, 6S, 8S, 8AR)- 1-NAPHTHALENEHEPTANOIC acid sodium (FORMULA I). Yield : 95 Kg, 90percentTo a solution of 3, 5-DIHYDROXY-7- [6-HYDROXY-2-METHYL-8- (2- methyl-butyryloxy)-1, 2, 6, 7, 8, 8A-HEXAHYDRO-NAPHTHALEN-1-YL]- heptanoic acid (70 G, 0. 165 mol) in ethyl acetate (500 ml), solid sodium carbonate (8. 76 g, 0.0825 mol) was added and stirred for 2 HOU RS. 1, 2, 6, 7, 8, 8a-hexahydro-beta, delta, 6-trihydroxy-2-methyl-8- [(2S)-2-methyl-1-oxobutoxy]-, (beta R, delta R, 1S, 2S, 6S, 8S, 8aR) - 1-NAPHTHALENEHEPTANOIC acid sodium salt was precipitated. The reaction mixture was filtered and cake was washed with ethyl acetate to get free flowing crystals of 1, 2, 6, 7, 8, 8a-hexahydro- beta, delta, 6-TRIHYDROXY-2-METHYL-8- [ (2S)-2-METHYL-L-OXOBUTOXY]-, (beta R, delta R, 1S, 2S, 6S, 8S, 8AR)- 1-NAPHTHALENEHEPTANOIC ACID sodium (FORMULA I). Yield : 65 g, 88percentTo a solution of 3, 5-Dihydroxy-7-[6-hydroxy-2-methyl-8-(2- METHYL-BUTYRYLOXY)-1, 2, 6, 7, 8, 8A-HEXAHYDRO-NAPHTHALEN-1-YL]- heptanoic acid (10 Kg, 23.6 mol) in isobutyl acetate (60 L), solid sodium carbonate (1.25 Kg, 11. 8 moi) was added and stirred for 3 hours1, 2, 6, 7, 8, 8a-hexahydro-beta, delta, 6-TRIHYDROXY-2-METHYL-8- [(2S)-2-METHYL-1-OXOBUTOXY]-, (beta R, delta R, IS, 2S, 6S, 8S, 8aR)- T-NAPHTHALENEHEPTANOIC acid sodium salt was precipitated. The reaction mixture was filtered and cake was washed with isobutyl acetate to get free flowing crystals of 1, 2, 6, 7, 8, 8a-hexahydro- beta, delta, 6-trihydroxy-2-methyl-8-[(2S)-2-methyl-1-oxobutoxy]-, (beta R, delta R, LS, 2S, 6S, 8S, 8AR)- 1-NAPHTHALENEHEPTANOIC acid sodium (FORMULA I). Yield : 9 KG, 85percent

Uses

An HMGCR inhibitor which blocks cholesterol synthesis

Use Classification：

Human Drugs -> EU pediatric investigation plans|Human Drugs -> FDA Approved Drug Products with Therapeutic Equivalence Evaluations (Orange Book) -> Active Ingredients

Computed Properties

Molecular Weight:447.5
Hydrogen Bond Donor Count:4
Hydrogen Bond Acceptor Count:7
Rotatable Bond Count:11
Exact Mass:447.23587277
Monoisotopic Mass:447.23587277
Topological Polar Surface Area:124
Heavy Atom Count:31
Complexity:656
Defined Atom Stereocenter Count:8
Covalently-Bonded Unit Count:2
Compound Is Canonicalized:Yes

Drug Function and Efficacy

It is a competitive inhibitor of 3-hydroxy 3-methylglutaryl coenzyme A reductase (HMG-CoA reductase). It reduces the amount of intracellular cholesterol by reversibly inhibiting the activity of HMG-CoA reductase, resulting in an increase in the number of low-density lipoprotein (LDL) receptors on the cell surface, thereby enhancing the receptor-mediated LDL catabolism and clearance of LDL in the blood; at the same time, it inhibits the production of low-density lipoprotein cholesterol (LDL-C) by inhibiting the synthesis of very low-density lipoprotein (VLDL-C) in the liver.

This ingredient has been used in drugs with the following functions (note: it does not mean that the ingredient itself has the following health functions)

Related Drugs

Pravastatin Sodium Tablets
Ingredients	Pravastatin sodium. The molecular formula is C23H35NaO7 and the molecular weight is 446.52.
Indication	When this product is given one hour before or four hours after taking cholestyramine or one hour before taking colestipol and a standard meal, its bioavailability and therapeutic effect are not significantly reduced clinically. If either of the above two drugs is taken at the same time, the bioavailability of this product decreases by 40% to 50%. When used in combination with antipyrine, it does not affect the clearance of antipyrine by the cytochrome P450 system. Since this product does not induce the action of liver drug metabolizing enzymes, it will not produce significant interactions with other drugs metabolized by the cytochrome P450 system (such as phenytoin sodium, quinidine). When used in combination with warfarin, the bioavailability parameters of this product at steady state do not change, and this product does not change the binding of warfarin to plasma proteins. Long-term use of these two drugs does not produce any changes in the anticoagulant effect of warfarin. In the study of interaction with aspirin, antacids (given one hour before taking this product), cimetidine, gemfibrozil, niacin or probucol, no significant difference was found in the bioavailability of this product. Taking antacids and cimetidine can change the blood concentration of this product, but it does not affect the efficacy. No obvious interaction was found when it was used in combination with diuretics, antihypertensive drugs, digitalis, converting enzyme inhibitors, calcium channel blockers, beta-receptor blockers or nitroglycerin.
Specifications	10mg
Manufacturer	Livzon (GROUP) Pharmaceutical FACTORY

Pravastatin Sodium Tablets
Ingredients	Pravastatin sodium. The molecular formula is C23H35NaO7 and the molecular weight is 446.52.
Indication	When this product is given one hour before or four hours after taking cholestyramine or one hour before taking colestipol and a standard meal, its bioavailability and therapeutic effect are not significantly reduced clinically. If either of the above two drugs is taken at the same time, the bioavailability of this product decreases by 40% to 50%. When used in combination with antipyrine, it does not affect the clearance of antipyrine by the cytochrome P450 system. Since this product does not induce the action of liver drug metabolizing enzymes, it will not produce significant interactions with other drugs metabolized by the cytochrome P450 system (such as phenytoin sodium, quinidine). When used in combination with warfarin, the bioavailability parameters of this product at steady state do not change, and this product does not change the binding of warfarin to plasma proteins. Long-term use of these two drugs does not produce any changes in the anticoagulant effect of warfarin. In the study of interaction with aspirin, antacids (given one hour before taking this product), cimetidine, gemfibrozil, niacin or probucol, no significant difference was found in the bioavailability of this product. Taking antacids and cimetidine can change the blood concentration of this product, but it does not affect the efficacy. No obvious interaction was found when it was used in combination with diuretics, antihypertensive drugs, digitalis, converting enzyme inhibitors, calcium channel blockers, beta-receptor blockers or nitroglycerin.
Specifications	10mg
Manufacturer	North China Pharmaceutical Company.Ltd

Pravastatin Sodium
Manufacturer	Shanghai Techwell Biopharmaceutical Co., Ltd.

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Registered Holders

Apotex pharmachem Inc

United States
Active
TAPI Hungary Industries Ltd.

Japan
Active
BIOCON LTD

United Kingdom
Active

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