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Basic Information
CAS No.: 134523-03-8
Name: Atorvastatin calcium
Article Data: 75
Molecular Structure:
Molecular Structure of 134523-03-8 (Atorvastatin calcium)
Formula: C66H68CaF2N4O10
Molecular Weight: 1155.36
Synonyms: 1H-Pyrrole-1-heptanoic acid, 2-(4-fluorophenyl)-beta,delta-dihydroxy-5-(1-methylethyl)-3-phenyl-4-((phenylamino)carbonyl)-, (betaR,deltaR)-rel-;Atorvastatin calcium [USAN];Lipitor (TN);Atorvastatin Calcium (amorphous);calcium (3R,5R)-7-[2-(4-fluorophenyl)-3-phenyl-4-(phenylcarbamoyl)-5-propan-2-yl-pyrrol-1-yl]-3,5-dihydroxy-heptanoate;(3S,5S)-7-[2-(4-fluorophenyl)-3-phenyl-4-(phenylcarbamoyl)-5-propan-2-yl-pyrrol-1-yl]-3,5-dihydroxy-heptanoic acid;CI-981;(1betaR,deltaR)-2-(p-Fluorophenyl)-beta,delta-dihydroxy-5-isopropyl-3-phenyl-4-(phenylcarbamoyl)pyrrole-1-heptanoic acid;Atorvastatin (R*,R*);Calcium (betaR,deltaR)-2-(p-fluorophenyl)-beta,delta-dihydroxy-5-isopropyl-3-phenyl-4-(phenylcarbamoyl)pyrrole-1-heptanoate (1:2);Atrovastatin;(3R,5R)-7-[2-(4-Fluorophenyl)-5-Isopropyl-3-Phenyl-;
EINECS: 200-659-6
Melting Point: 176-178 °C
Boiling Point: 722.2 °C at 760 mmHg
Flash Point: 390.6 °C
Appearance: White Crystalline Powder
Hazard Symbols: HarmfulXn
Risk Codes: 20/21/22-36/37/38
Safety: 26-36
PSA: 229.24000
LogP: 10.10380
Synthetic route

atorvastatin lysine

Conditions
ConditionsYield
With calcium acetate In ethanol; water at 0 - 40℃;98%
With calcium acetate In water; acetone at 15 - 20℃; for 1h;88%
125971-95-1

tert-butyl (4R,6R)-6-{2-[2-(4-fluorophenyl)-5-isopropyl-3-phenyl-4-(phenylcarbamoyl)pyrrol-1-yl]ethyl}-2,2-dimethyl-1,3-dioxane-4-acetate

Conditions
ConditionsYield
Stage #1: tert-butyl (4R,6R)-6-{2-[2-(4-fluorophenyl)-5-isopropyl-3-phenyl-4-(phenylcarbamoyl)pyrrol-1-yl]ethyl}-2,2-dimethyl-1,3-dioxane-4-acetate With hydrogenchloride; methanol; water at 35℃; for 3h;
Stage #2: With calcium hydroxide In methanol; water; toluene at 70℃; for 2h;
Stage #3: In methanol; water at 20 - 78℃; for 24.25h;
96%
Stage #1: tert-butyl (4R,6R)-6-{2-[2-(4-fluorophenyl)-5-isopropyl-3-phenyl-4-(phenylcarbamoyl)pyrrol-1-yl]ethyl}-2,2-dimethyl-1,3-dioxane-4-acetate With hydrogenchloride; water In methanol at 15 - 30℃; for 12h;
Stage #2: With sodium hydroxide In methanol; water at 25 - 30℃; for 6h; pH=12;
Stage #3: With hydrogenchloride; calcium acetate Product distribution / selectivity; more than 3 stages;
93.94%
Stage #1: tert-butyl (4R,6R)-6-{2-[2-(4-fluorophenyl)-5-isopropyl-3-phenyl-4-(phenylcarbamoyl)pyrrol-1-yl]ethyl}-2,2-dimethyl-1,3-dioxane-4-acetate With hydrogenchloride; water In methanol at 15 - 30℃; for 10 - 12h;
Stage #2: With sodium hydroxide In methanol; water at 25 - 30℃; for 4 - 6h; pH=~ 12;
Stage #3: With hydrogenchloride; calcium acetate Product distribution / selectivity; more than 3 stages;
86.5%
125995-03-1

atorvastatin lactone

Conditions
ConditionsYield
Stage #1: atorvastatin lactone With calcium hydroxide In tetrahydrofuran; water at 45 - 50℃; for 2h;
Stage #2: In dichloromethane; di-isopropyl ether at 10 - 15℃; for 0.25h; Product distribution / selectivity;
95.1%
Stage #1: atorvastatin lactone With sodium hydroxide In methanol; water at 25 - 50℃; for 2h;
Stage #2: With hydrogenchloride In water pH=7.8 - 8.2;
Stage #3: With calcium acetate In methanol; water at 25 - 30℃; Product distribution / selectivity;
92.21%
Stage #1: atorvastatin lactone With calcium hydroxide In tetrahydrofuran; water at 45 - 50℃; for 2h;
Stage #2: In methanol at 40 - 45℃; Product distribution / selectivity;
91.82%
1035205-25-4

(3R,5R)-isopropyl 7-[2-(4-fluorophenyl)-5-(1-methylethyl)-3-phenyl-4-[(phenylamino)carbonyl]-1H-pyrrol-1-yl]-3,5-dihydroxyheptanoate

Conditions
ConditionsYield
Stage #1: (3R,5R)-isopropyl 7-[2-(4-fluorophenyl)-5-(1-methylethyl)-3-phenyl-4-[(phenylamino)carbonyl]-1H-pyrrol-1-yl]-3,5-dihydroxyheptanoate With sodium hydroxide In methanol; water at 50℃; for 1h;
Stage #2: With calcium chloride monohydrate In methanol; water at 20℃; for 1h;
94%
Stage #1: (3R,5R)-isopropyl 7-[2-(4-fluorophenyl)-5-(1-methylethyl)-3-phenyl-4-[(phenylamino)carbonyl]-1H-pyrrol-1-yl]-3,5-dihydroxyheptanoate With sodium hydroxide In methanol; water at 20℃; for 1h;
Stage #2: With calcium chloride In methanol; water at 20℃; for 1h;
90%
134523-01-6

atorvastatin sodium

Conditions
ConditionsYield
With calcium acetate In water at 20℃; for 2h;93%
With calcium acetate In methanol; water at 60 - 65℃; for 2h; Industrial scale;85.4%
With calcium acetate In water at 13 - 63℃;

C33H34FN2O5(1-)*Li(1+)

Conditions
ConditionsYield
With calcium acetate In water at 52℃; for 17h; Reagent/catalyst; Solvent;92%
345891-62-5

(3R,5R)-methyl 7-(2-(4-fluorophenyl)-5-isopropyl-3-phenyl-4-(phenylcarbamoyl)-1H-pyrrol-1-yl)-3,5-dihydroxyheptanoate

Conditions
ConditionsYield
Stage #1: (3R,5R)-methyl 7-(2-(4-fluorophenyl)-5-isopropyl-3-phenyl-4-(phenylcarbamoyl)-1H-pyrrol-1-yl)-3,5-dihydroxyheptanoate With sodium hydroxide In methanol at 0℃; for 0.5h;
Stage #2: With calcium acetate In methanol at 0℃; for 1h;
91%

2C33H32FN2O4(1-)*Ca(2+)

Conditions
ConditionsYield
With calcium hydroxide In water; acetone at 20 - 50℃; Product distribution / selectivity;90%
1112262-71-1

2-((4R,6R)-6-(2-(3-(phenylcarbamoyl)-5-(4-fluorophenyl)-2-isopropyl-4-phenyl-1H-pyrrol-1-yl)ethyl)-2,2-dimethyl-1,3-dioxan-4-yl)acetic acid isopropyl ester

Conditions
ConditionsYield
Stage #1: 2-((4R,6R)-6-(2-(3-(phenylcarbamoyl)-5-(4-fluorophenyl)-2-isopropyl-4-phenyl-1H-pyrrol-1-yl)ethyl)-2,2-dimethyl-1,3-dioxan-4-yl)acetic acid isopropyl ester With hydrogenchloride In methanol; water at 25℃; for 3h;
Stage #2: With sodium hydroxide In methanol; water at 25 - 38℃;
Stage #3: With calcium acetate In water at 58℃; for 1h; Product distribution / selectivity;
90%
Stage #1: 2-((4R,6R)-6-(2-(3-(phenylcarbamoyl)-5-(4-fluorophenyl)-2-isopropyl-4-phenyl-1H-pyrrol-1-yl)ethyl)-2,2-dimethyl-1,3-dioxan-4-yl)acetic acid isopropyl ester With hydrogenchloride In methanol; water at 25 - 37℃;
Stage #2: With sodium hydroxide In methanol; water at 25 - 30℃; pH=> 12; Product distribution / selectivity;
Stage #1: 2-((4R,6R)-6-(2-(3-(phenylcarbamoyl)-5-(4-fluorophenyl)-2-isopropyl-4-phenyl-1H-pyrrol-1-yl)ethyl)-2,2-dimethyl-1,3-dioxan-4-yl)acetic acid isopropyl ester With hydrogenchloride In methanol; water at 25 - 37℃;
Stage #2: With sodium hydroxide In methanol; water at 30℃; for 2h; pH=12.2;
Stage #3: With calcium acetate In tert-butyl methyl ether; water at 45 - 58℃; pH=8.6 - 8.8; Product distribution / selectivity;
Stage #1: 2-((4R,6R)-6-(2-(3-(phenylcarbamoyl)-5-(4-fluorophenyl)-2-isopropyl-4-phenyl-1H-pyrrol-1-yl)ethyl)-2,2-dimethyl-1,3-dioxan-4-yl)acetic acid isopropyl ester With hydrogenchloride; methanol; water at 25 - 27℃; for 2h;
Stage #2: With sodium hydroxide In methanol; water at 25 - 30℃; for 2h; pH=< 12; Further stages;
134523-02-7

[R-(R*,R*)]-2-(4-fluorophenyl)-β,δ-dihydroxy-5-(1-methylethyl)-3-phenyl-4-[(phenylamino)carbonyl]-1H-pyrrole-1-heptanoic acid potassium

Conditions
ConditionsYield
With calcium acetate In water at 20℃; for 2h;89%
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    Product Name:Atorvastatin Calcium CAS:134523-03-8 Appearance :White powder Molecular formula: C66H68Ca2F2N4O10 Molecular weight :1195.42 Melting Point:176-178 °C Boiling Point:722.2 °C at 760 mmHg Flash Point:390.6 °

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Specification

The Atorvastatin calcium, with the CAS registry number 134523-03-8, is also known as CI 981. It belongs to the product categories of Active Pharmaceutical Ingredients; Inhibitors; Intermediates & Fine Chemicals; Pharmaceuticals; Atorvastatin. This chemical's molecular formula is C66H68CaF2N4O10 and molecular weight is 1155.341726. Its IUPAC name is called calcium (3R,5R)-7-[2-(4-fluorophenyl)-3-phenyl-4-(phenylcarbamoyl)-5-propan-2-ylpyrrol-1-yl]-3,5-dihydroxyheptanoate. This chemical's classification codes are Antihyperlipidemic; Inhibitor [HMG-CoA reductase]; Reproductive Effect.

Physical properties of Atorvastatin calcium are: (1)ACD/LogP: 4.01; (2)# of Rule of 5 Violations: 1; (3)ACD/LogD (pH 5.5): 2.67; (4)ACD/LogD (pH 7.4): 0.9; (5)ACD/BCF (pH 5.5): 30.22; (6)ACD/BCF (pH 7.4): 1; (7)ACD/KOC (pH 5.5): 166.79 ; (8)ACD/KOC (pH 7.4): 2.83; (9)#H bond acceptors: 7; (10)#H bond donors: 4; (11)#Freely Rotating Bonds: 14; (12)Flash Point: 390.6 °C; (13)Enthalpy of Vaporization: 110.74 kJ/mol; (14)Boiling Point: 722.2 °C at 760 mmHg; (15)Vapour Pressue: 6.84E-22 mmHg at 25°C.

When you are using Atorvastatin calcium, please be cautious about it as the following:
Atorvastatin calcium may cause damage to health. It is harmful by inhalation, in contact with skin and if swallowed. It is irritating to eyes, respiratory system and skin. In case of contact with eyes, you should rinse immediately with plenty of water and seek medical advice. Whenever you will contact it, please wear suitable protective clothing.

You can still convert the following datas into molecular structure:
(1)SMILES: [Ca+2].[O-]C(=O)C[C@H](O)C[C@H](O)CCn4c(c(C(=O)Nc1ccccc1)c(c2ccccc2)c4c3ccc(F)cc3)C(C)C.[O-]C(=O)C[C@H](O)C[C@H](O)CCn2c(c(c(c2c1ccc(F)cc1)c3ccccc3)C(=O)Nc4ccccc4)C(C)C
(2)InChI: InChI=1/2C33H35FN2O5.Ca/c2*1-21(2)31-30(33(41)35-25-11-7-4-8-12-25)29(22-9-5-3-6-10-22)32(23-13-15-24(34)16-14-23)36(31)18-17-26(37)19-27(38)20-28(39)40;/h2*3-16,21,26-27,37-38H,17-20H2,1-2H3,(H,35,41)(H,39,40);/q;;+2/p-2/t2*26-,27-;/m11./s1
(3)InChIKey: FQCKMBLVYCEXJB-GMSHLEBUBW