ChemicalBook--->CAS DataBase List--->101314-97-0

101314-97-0

101314-97-0 Structure

101314-97-0 Structure
IdentificationBack Directory
[Name]

SIMVASTATIN, SODIUM SALT
[CAS]

101314-97-0
[Synonyms]

Simvastati
SIMVASTATIN, SODIUM SALT
FYSMQCWXGBXWLB-VMCZNHHFSA-M
Simvastatin Impurity 1(EP-A)
Simvastatin hydroxy acid sodium
Simvastatin Impurity as Sodium Salt
SIMVASTATIN HYDROXY ACID SODIUM SALT
Simvastatin EP Impurity A Sodium Salt
SiMvastatin IMp. A (EP) as SodiuM Salt
Simvastatin hydroxyl acid sodium salt-d6
Simvastatin Impurity 1(Simvastatin EP Impurity A)
sodium,(3R,5S)-7-[(1R,2R,6S,8S)-8-(2,2-dimethylbutanoyloxy)-2,6-dimethyl-1,2,6,7,8,8a-hexahydronaphthalen-1-yl]-3,5-dihydroxyheptanoate
Sodium (3R,5R)-7-{(1S,2S,6R,8S,8aR)-8-[(2,2-dimethylbutanoyl)oxy]-2,6-dimethyl-1,2,6,7,8,8a-hexahydro-1-naphthalenyl}-3,5-dihydroxyheptanoate
IMp. A (EP) as SodiuM Salt: (3R,5R)-7-[(1S,2S,6R,8S,8aR)-8-[(2,2-DiMethylbutanoyl)oxy]-2,6-diMethyl-1,2,6,7,8,8a-hexahydronaphthalen-1-yl]-3,5-dihydroxyheptanoic Acid SodiuM Salt (Tenivastatin SodiuM Salt
[Molecular Formula]

C25H39NaO6
[MDL Number]

MFCD04974206
[MOL File]

101314-97-0.mol
[Molecular Weight]

458.56
Chemical PropertiesBack Directory
[Melting point ]

>122°C (dec.)
[storage temp. ]

Hygroscopic, -20°C Freezer, Under inert atmosphere
[solubility ]

DMSO (Slightly), Methanol (Slightly), Water (Slightly)
[form ]

White powder solid.
[color ]

White to Pale Beige
[Stability:]

Hygroscopic
[InChIKey]

FYSMQCWXGBXWLB-AIZTUWQCNA-N
[SMILES]

O([C@H]1C[C@@H](C)C=C2C=C[C@H](C)[C@H](CC[C@@H](O)C[C@@H](O)CC(=O)O)[C@@]12[H])C(=O)C(C)(C)CC.[NaH] |&1:1,3,9,11,14,17,23,r|
Safety DataBack Directory
[Symbol(GHS) ]

Exclamation Mark (GHS07)Health Hazard (GHS08)
GHS07,GHS08
[Signal word ]

Warning
[Hazard statements ]

H303-H361
[Precautionary statements ]

P201-P202-P280-P312-P405-P501
[WGK Germany ]

WGK 2
[Storage Class]

12 - Non Combustible Liquids
Hazard InformationBack Directory
[Description]

Simvastatin is a competitive inhibitor of HMG-CoA reductase (Ki = 0.12 nM). Simvastatin reduces plasma cholesterol levels in rats and dogs when administered at doses of 1.2 and 8 mg/kg, respectively. Simvastatin suppresses TNF-induced NF-κB activation (IC50 = ~13 μM) and potentiates apoptosis in human myeloid leukemia cells. It also inhibits glutathione peroxidase 4 (GPX4) activity, increases malondialdehyde (MDA) levels, and induces ferroptosis in MDA-MB-231 and MCF-7 breast cancer cells. Formulations containing simvastatin have been used in the treatment of dyslipidemias.
[Uses]

Simvastatin Hydroxy Acid Sodium Salt is a metabolite of Simvastatin (S485000), a synthetic derivative of a fermentation product of Aspergillus terreus. A competitive inhibitor of HMG-CoA reductase. A synthetic analog of Lovastatin. Antilipemic. Simvastatin, the drug, is sold under the trade name Zocor.
[in vitro]

previous study found that simvastatin could inhibit the incorporation of 14c-acetate to 14c-sterol with an ic50 value of 15 nm in cultured hep g2 cells. in addition, simvastatin was found to be a potent inhibitor of cholesterol synthesis in cultured liver cells, whereas pravastatin inhibited cholesterol synthesis in liver cells only after these cells had been digested by collagenase [1].
[in vivo]

animal study showd that rats orally dosed with simvastatin had lower plasma cholesterol levels after 4 days of treatment. at the level of 0.02% of the diet, simvastatin lowered plasma cholesterol levels in rats by 64%. moreove, in dogs, simvastatin at a daily oral dosage of 8 mg/kg lower levels of plasma cholesterol. at this dosage, simvastatin was slightly more potent than lovastatin and the levels of plasma cholesterol in these dogs returned to pretreatment levels after stopping the treatment [1].
[References]

[1] chao, y. ,chen, j.s.,hunt, v.m., et al. lowering of plasma cholesterol levels in animals by lovastatin and simvastatin. european journal of clinical pharmacology 40, s11-s14 (1991).
[2] s martande s, kumari m, pradeep ar, pal singh s, kumar suke d. ncomparative evaluation of efficacy of subgingivally delivered 1.2% atorvastatin and 1.2% simvastatin in the treatment of intrabony defects in chronic periodontitis: a randomized controlled trial. j dent res dent clin dent prospects. 2017 winter;11(1):18-25.
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