Simvastatin

Iupac Name：[(1S,3R,7S,8S,8aR)-8-[2-[(2R,4R)-4-hydroxy-6-oxooxan-2-yl]ethyl]-3,
7-dimethyl-1,2,3,7,8,8a-hexahydronaphthalen-1-yl] 2,2-dimethylbutanoate

CAS No.: 79902-63-9

Molecular Weight：418.56622

Modify Date.: 2022-11-22 17:02

Introduction: Simvastatin is an once-daily hypolipemic, an analog of lovastatin indicated for thetreatment of atherosclerosis. In patients with Type IN or IIB hypercholesterolemia,simvastatin reportedly produces significant reductions in total serum cholesterol, LDL,mglycerides and apolipoprotein-B, while HDL and apolipoprotein-A levels are increased. View more+

Request For Quotation

1. Names and Identifiers

1.1 Name: Simvastatin
1.2 Synonyms: (1s-(1-alpha,3-dro-4-hydroxy-6-oxo-2h-pyran-2-yl)ethyl)-1-naphthalenyleste (1S,3R,7S,8S,8aR)-8-{2-[(2R,4R)-4-Hydroxy-6-oxotetrahydro-2H-pyran-2-yl]ethyl}-3,7-dimethyl-1,2,3,7,8,8a-hexahydro-1-naphthalenyl 2,2-dimethylbutanoate (1S,3R,7S,8S,8aR)-8-{2-[(2R,4R)-4-hydroxy-6-oxotetrahydro-2H-pyran-2-yl]ethyl}-3,7-dimethyl-1,2,3,7,8,8a-hexahydronaphthalen-1-yl 2,2-dimethylbutanoate [(1S,3R,7R,8S,8aR)-8-[2-[(2R,4R)-4-hydroxy-6-oxo-oxan-2-yl]ethyl]-3,7-dimethyl-1,2,3,7,8,8a-hexahydronaphthalen-1-yl] 2,2-dimethylbutanoat [1S-[1a,3a,7b,8b(2S*,4S*),8ab]]-2,2-Dimethylbutanoic Acid1,2,3,7,8,8a-Hexahydro-3,7-dimethyl-8-[2-(tetrahydro-4-hydroxy-6-oxo-2H-pyran-2-yl)ethyl]-1-naphthalenyl Ester [1S-[1α，3α，7β，8β(2S^^，4S^^)，8αβ]-2，2-Dimethylbutanoic acid 1，2，3，7，8，8α-hexahydro-3，7-dimethyl-8-[2-(tetrahydro-4-hydroxy-6-oxo-2H-pyran-2-y1)ethyl]-1-naphthyl ester [8-[2-(4-Hydroxy-6-oxo-tetrahydropyran-2-yl)ethyl]-3,7-dimethyl-1,2,3,7,8,8a-hexahydronaphthalen-1-yl]2,2-dimethylbutanoate 2,2-Dimethylbutanoic acid (1S)-1,2,3,7,8,8aα-hexahydro-3β,7α-dimethyl-8α-[2-[(2R,4R)-tetrahydro-4-hydroxy-6-oxo-2H-pyran-2-yl]ethyl]naphthalen-1β-yl ester 2,2-Dimethylbutanoic acid (1S,3R,7S,8S,8aR)-1,2,3,7,8,8a-hexahydro-3,7-dimethyl-8-[2-[(2R,4R)-tetrahydro-4-hydroxy-6-oxo-2H-pyran-2-yl]ethyl]-1-naphthalenyl ester 2,2-Dimethylbutyric Acid 8-Ester with (4R,6R)-6-[2-[(1S,2S,6R,8S,8aR)-1,2,6,7,8,8a-Hexahydro-8-hydroxy-2,6-dimethyl-1-naphthyl]ethyl]tetrahydro-4-hydroxy-2H-pyran-2-one 7-beta,8-beta(2s*,4s*),8a-beta))-alph Butanoic acid, 2,2-dimethyl-, (1S,3R,7S,8S,8aR)-1,2,3,7,8,8a-hexahydro-3,7-dimethyl-8-[2-[(2R,4R)-tetrahydro-4-hydroxy-6-oxo-2H-pyran-2-yl]ethyl]-1-naphthalenyl ester Butanoic acid, 2,2-dimethyl-, 1,2,3,7,8,8a-hexahydro-3,7-dimethyl-8-(2-(tetrahydro- 4-hydroxy-6-oxo-2H-pyran-2-yl)ethyl)-1-naphthalenyl ester, (1S-(1-alpha,3-alpha,7- beta,8-beta(2S*,4S*),8a-beta)) Cholestat Coledis Colemin Corolin Denan EINECS 404-520-2 Eucor Kolestevan Lipex Lipinorm Liponorm Lipovas Lodaiès MFCD00072007 Modutrol Nor-Vastina Rechol simcor simvasterol Simvotin Sivastin Valemia Velostatin ZOCOR Zocord

1.3 CAS No.: 79902-63-9

1.4 CID: 54454

1.5 EINECS(EC#): 404-520-2

1.6 Molecular Formula: C25H38O5 (isomer)

1.7 Inchi: InChI=1S/C25H38O5/c1-6-25(4,5)24(28)30-21-12-15(2)11-17-8-7-16(3)20(23(17)21)10-9-19-13-18(26)14-22(27)29-19/h7-8,11,15-16,18-21,23,26H,6,9-10,12-14H2,1-5H3/t15-,16-,18+,19+,20-,21-,23-/m0/s1

1.8 InChkey: RYMZZMVNJRMUDD-HGQWONQESA-N

1.9 Canonical Smiles: CCC(C)(C)C(=O)OC1CC(C=C2C1C(C(C=C2)C)CCC3CC(CC(=O)O3)O)C

1.10 Isomers Smiles: CCC(C)(C)C(=O)O[C@H]1C[C@H](C=C2[C@H]1[C@H]([C@H](C=C2)C)CC[C@@H]3C[C@H](CC(=O)O3)O)C

2. Properties

2.1 Density: 1.11 g/cm³

2.1 Melting point: 139 °C

2.1 Boiling point: 564.9 °C at 760 mmHg

2.1 Refractive index: 1.53

2.1 Flash Point: 184.8 °C

2.1 Precise Quality: 418.27200

2.1 PSA: 72.83000

2.1 logP: 4.58560

2.1 Solubility: DMSO: ≥20mg/mL

2.2 Appearance: white

2.3 Color/Form: Cryst.

2.4 pKa: 13.49±0.40(Predicted)

2.5 Water Solubility: H2O: Insoluble ;DMSO: ≥20mg/mL

2.6 Spectral Properties: UV max (acetonitrile): 231, 238, 247 nm (A(1% 1 cm) = 516, 604, 408, respectively)

2.7 Stability: Simvastatin tablets should be stored at 5-30 deg C. When stored under these conditions, the tablets are stable for 24 months after the date of manufacture. The fixed-combination preparation containing simvastatin and ezetimibe should be stored in well-closed containers at 20-25 deg C.

2.8 StorageTemp: 0-6°C

3. Use and Manufacturing

3.1 Definition: ChEBI: A carbobicyclic compound that is lovastatin in which the 2-methylbutyrate ester moiety has been replaced by a 2,2-dimethylbutyrate ester group. It is used as a cholesterol-lowering and anti-cardiovascular disease drug.

3.2 General Description: Simvastatin, 2,2-dimethyl butanoic acid,1,2,3,7,8,8a-hexahydro-3,7-dimethyl-8-[2-(tetrahydro-4-hydroxy-6-oxo-2-pyran-2-yl)ethyl]-1-naphthalenyl ester(Zocor), is an analog of lovastatin. These two drugs havemany similar properties. Both drugs, in the prodrug form,reach the liver unchanged after oral administration, wherethey undergo extensive metabolism to several open-ring hydroxyacids, including the active -hydroxy acids. They arealso highly bound to plasma proteins. These actions makethe bioavailability of simvastatin rather poor but better thanthat of lovastatin, which has been estimated to be 5%.

3.3 Usage: 1. HMG-CoA reductase inhibitors, can reduce the concentration of serum total cholesterol level, inhibit synthesis of cholesterol. For treatment of primary hypercholesterolemia with cholesterol levels greater than 7.8mmol/L which is invalid or not tolerated in other treatments.2. Has role in reducing cholesterol, low-density lipoprotein cholesterol and very low density lipoprotein cholesterol.

4. Safety and Handling

4.1 Hazard Codes: Xi

4.1 Risk Statements: R36/37/38

4.1 Safety Statements: 26-36

4.1 Exposure Standards and Regulations: The Approved Drug Products with Therapeutic Equivalence Evaluations List identifies currently marketed prescription drug products, incl simvastatin, approved on the basis of safety and effectiveness by FDA under sections 505 of the Federal Food, Drug, and Cosmetic Act.

4.2 Packing Group: III

4.2 Octanol/Water Partition Coefficient: log Kow = 4.68

4.3 Hazard Class: 9

4.3 Hazard Declaration: H315

4.3 DisposalMethods: SRP: The most favorable course of action is to use an alternative chemical product with less inherent propensity for occupational exposure or environmental contamination. Recycle any unused portion of the material for its approved use or return it to the manufacturer or supplier. Ultimate disposal of the chemical must consider: the material's impact on air quality; potential migration in soil or water; effects on animal, aquatic, and plant life; and conformance with environmental and public health regulations.

4.4 RIDADR: 3077

4.4 Caution Statement: P201, P202, P260, P263, P264, P270, P273, P280, P281, P302+P352, P305+P351+P338, P308+P313, P310, P314, P321, P332+P313, P362, P405, P501

4.4 Formulations/Preparations: Oral: Tablets, film coated: 5 mg Zocor (Merck); 10 mg Zocor (Merck); 20 mg Zocor (Merck); 40 mg Zocor (Merck); 80 mg Zocor (Merck).
Trade names: Denan, Liponorm, Lodales, Simovil, Sinvacor, Sivastin, Zocor, Zocord

4.5 WGK Germany: 2

4.5 RTECS: EK7798000

4.5 Safety: Safty information about Simvastatin (CAS NO.79902-63-9) is:
Hazard Codes:?Xi
Risk Statements: 36/37/38?
R36/37/38:Irritating to eyes, respiratory system and skin.
Safety Statements: 26-36?
S26: In case of contact with eyes, rinse immediately with plenty of water and seek medical advice.?
S36:Wear suitable protective clothing.
RIDADR: 3077
RTECS: EK7798000
HazardClass: 9
PackingGroup: III

4.6 Specification: ?Simvastatin , its cas register number is 79902-63-9. It also can be called?[(1S,3R,7R,8S,8aR)-8-[2-[(2R,4R)-4-hydroxy-6-oxo-oxan-2-yl]ethyl]-3,7-dimethyl-1,2,3,7,8,8a-hexahydronaphthalen-1-yl] 2,2-dimethylbutanoat ; Butanoic acid, 2,2-dimethyl-, 1,2,3,7,8,8a-hexahydro-3,7-dimethyl-8-(2-(tetrahydro- 4-hydroxy-6-oxo-2H-pyran-2-yl)ethyl)-1-naphthalenyl ester, (1S-(1-alpha,3-alpha,7- beta,8-beta(2S*,4S*),8a-beta)) ; L-644128-000U ; MK-0733 ; Zocor .It is a?white powder.

4.7 Toxicity: Oral-Rat? LD50: 4438 mg/kg; Oral-Mouse LD50: 3000 mg/kg

5. MSDS

2.Hazard identification

2.1 Classification of the substance or mixture

Skin irritation, Category 2

Hazardous to the aquatic environment, long-term (Chronic) - Category Chronic 2

2.2 GHS label elements, including precautionary statements

Pictogram(s)
Signal word	Warning
Hazard statement(s)	H315 Causes skin irritation H411 Toxic to aquatic life with long lasting effects
Precautionary statement(s)
Prevention	P264 Wash ... thoroughly after handling. P280 Wear protective gloves/protective clothing/eye protection/face protection. P273 Avoid release to the environment.
Response	P302+P352 IF ON SKIN: Wash with plenty of water/... P321 Specific treatment (see ... on this label). P332+P313 If skin irritation occurs: Get medical advice/attention. P362+P364 Take off contaminated clothing and wash it before reuse. P391 Collect spillage.
Storage	none
Disposal	P501 Dispose of contents/container to ...

2.3 Other hazards which do not result in classification

none

View all

6. NMR Spectrum

Mass spectrum (electron ionization)

7. Synthesis Route

79902-63-9Total: 31 Synthesis Route

595-37-9 144 Suppliers

79902-63-9 504 Suppliers

Literatures:
Journal of Medicinal Chemistry, , vol. 29, # 5 p. 849 - 852
Yield: null

5856-77-9 133 Suppliers

79902-63-9 504 Suppliers

Literatures:
Journal of Medicinal Chemistry, , vol. 29, # 5 p. 849 - 852
Yield: null

79902-59-3

79902-63-9 504 Suppliers

Literatures:
Journal of Medicinal Chemistry, , vol. 29, # 5 p. 849 - 852
Yield: null

View all

8. Precursor and Product

precursor:

479482-41-2

151006-15-4

81189-93-7

479482-40-1

851403-53-7

5856-77-9

595-37-9

851403-86-6

79902-59-3

75330-75-5

851402-85-2

479482-42-3

851403-19-5

479482-39-8

134970-31-3

134970-33-5

272456-97-0

151006-17-6

882025-44-7

121009-77-6

139893-43-9

145576-25-6

View all

product :

125175-64-6

101314-97-0

114883-29-3

210980-68-0

123852-10-8

121009-77-6

9. Other Information

9.0 Storage features: Warehouse low temperature, ventilated, dry; closed light

10. Computational chemical data

Molecular Weight: 418.56622g/mol
Molecular Formula: C₂₅H₃₈O₅
Compound Is Canonicalized: True
XLogP3-AA: null
Exact Mass: 418.27192431
Monoisotopic Mass: 418.27192431
Complexity: 706
Rotatable Bond Count: 7
Hydrogen Bond Donor Count: 1
Hydrogen Bond Acceptor Count: 5
Topological Polar Surface Area: 72.8
Heavy Atom Count: 30
Defined Atom Stereocenter Count: 7
Undefined Atom Stereocenter Count: 0
Defined Bond Stereocenter Count: 0
Undefined Bond Stereocenter Count: 0
Isotope Atom Count: 0
Covalently-Bonded Unit Count: 1
CACTVS Substructure Key Fingerprint: AAADcfB4OAAAAAAAAAAAAAAAAAAAAAAAAAAkQIAAAAAAAACAAAAAGgAACAAADxSggAICCAAABgCIAiDSCAAAAAAgAAAICAEAAAgIEBYAAQACQAAF4AAIgAOIzPDPgAAAAAAAAAAAAAAAAAAAAAAAAAAAAA==

11. Recommended Suppliers

Global490SuppliersView all >>

Hebei Zebo Biotechnology Co., LTD Diamond member

2YRS

Products:Organic intermediates, Organic solvents,Cosmetic raw materials ...
Tel:00-86-19930766203
Email:Julia@hbzebo.com

Hot Sale 99% Purity Simvastatin CAS Number 79902-63-9

Purity:99%Packing: 200kg/bag FOB
Price: 10 USD/kg
Time: 2023/05/30

Inquire

Hebei Crovell Biotech Co. Ltd Diamond member

3YRS

Products:Cosmetic Raw Materials,solvents,etc.
Tel:86-311-66562153
Email:spring@crovellbio.com

Simvastatin cas 79902-63-9

Purity:99%Packing: 200kg/bag FOB
Price: 20 USD/kilogram
Time: 2023/05/30

Inquire

Hebei Fanggan New Material Technology Co., LTD Diamond member

1YR

Products:chemicals
Tel:0311-18503114-031178503114
Email:mandy@rilonchem.com

Factory supply Simvastatin（79902-63-9）

Purity:99%Packing: 200kg/bag FOB
Price: 60 USD/kg
Time: 2023/05/30

Inquire

Qiaoxi Shengyou Chemical Co., LTD Diamond member

1YR

Products:pharmaceutical intermediates Organic raw materialsAnimal and plant extracts1.4BDO, Eutylone,4MMC, JWH ,SGT Peptide, Steroids, Benzos,Dissociatives
Tel:86-311-18849057872
Email:ceo66@hbainuodi.com

Chemical product Simvastatin