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(S)-Amlodipine

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Name

(S)-Amlodipine

EINECS 1592732-453-0
CAS No. 103129-82-4 Density 1.227 g/cm3
PSA 99.88000 LogP 3.29540
Solubility N/A Melting Point 102-104°C
Formula C20H25ClN2O5 Boiling Point 527.2 °C at 760 mmHg
Molecular Weight 408.882 Flash Point 272.6 °C
Transport Information N/A Appearance white crystal powder
Safety Risk Codes N/A
Molecular Structure Molecular Structure of 103129-82-4 ((S)-Amlodipine) Hazard Symbols N/A
Synonyms

3,5-Pyridinedicarboxylicacid, 2-[(2-aminoethoxy)methyl]-4-(2-chlorophenyl)-1,4-dihydro-6-methyl-,3-ethyl 5-methyl ester, (S)-;(-)-Amlodipine;(S)-(-)-Amlodipine;Levamlodipine;Levoamlodipine;Lodien;l-Amlodipine;

Article Data 25

(S)-Amlodipine Synthetic route

S-(-)-amlodipine-hemi-D-tartrate mono-dimethylsulfoxide solvate

103129-82-4

amlodipine

Conditions
ConditionsYield
With sodium hydroxide In dichloromethane; water at 20℃; for 0.666667h;93.9%

2C20H25ClN2O5*C24H17NO10

103129-82-4

amlodipine

Conditions
ConditionsYield
With sodium hydroxide In dichloromethane; water at 20℃; for 0.5h;93%

S(-) amlodipine-hemi L(+)-tartarate mono DMSO solvate

103129-82-4

amlodipine

Conditions
ConditionsYield
With ammonia; water In dichloromethane for 0.5h; Product distribution / selectivity;92%
88150-42-9

2-[(2-aminoethoxy)methyl]-4-(2-chlorophenyl)-3-ethoxycarbonyl-5-methoxycarbonyl-6-methyl-1,4-dihydropyridine

103129-82-4

amlodipine

Conditions
ConditionsYield
Stage #1: 2-[(2-aminoethoxy)methyl]-4-(2-chlorophenyl)-3-ethoxycarbonyl-5-methoxycarbonyl-6-methyl-1,4-dihydropyridine With D-(+)-camphoric acid In isopropyl alcohol at 20℃; for 12.5h;
Stage #2: With sodium hydroxide In dichloromethane; water for 1h; Reagent/catalyst;
90.5%
With D-tartaric acid In dimethyl sulfoxide; acetone at 20 - 60℃; for 1.5h; Reagent/catalyst; Solvent;45.2%
Stage #1: 2-[(2-aminoethoxy)methyl]-4-(2-chlorophenyl)-3-ethoxycarbonyl-5-methoxycarbonyl-6-methyl-1,4-dihydropyridine With L-Tartaric acid In ISOPROPYLAMIDE at 5℃; for 2h; Resolution of racemate;
Stage #2: With sodium hydroxide In dichloromethane; water for 0.666667h;
n/a
Multi-step reaction with 2 steps
1: water; iso-butanol / 1 h / 50 °C
2: sodium hydroxide / dichloromethane; water / pH 9
View Scheme

S-(-)-amlodipine D-(-)-tartrate urea complex

103129-82-4

amlodipine

Conditions
ConditionsYield
With sodium hydroxide In dichloromethane; water pH=9;90%
With sodium hydroxide In dichloromethane; water pH=9;90%

S(-) amlodipine-hemi-L-(+) tartarate monohydrate

103129-82-4

amlodipine

Conditions
ConditionsYield
With ammonia; water In dichloromethane for 0.5h; Product distribution / selectivity;82%
147-71-7

D-tartaric acid

88150-42-9

2-[(2-aminoethoxy)methyl]-4-(2-chlorophenyl)-3-ethoxycarbonyl-5-methoxycarbonyl-6-methyl-1,4-dihydropyridine

68-12-2, 33513-42-7

N,N-dimethyl-formamide

A

(R)-amlodipine-D-hemitartrate dimethylformamide solvate

B

103129-82-4

amlodipine

Conditions
ConditionsYield
In water at 20℃; for 4.5h; Product distribution / selectivity;A 78.38%
B n/a

(S)-(-)-amlodipine-hemi-L-tartrate

103129-82-4

amlodipine

Conditions
ConditionsYield
With sodium hydrogencarbonate In dichloromethane; water at 5℃; for 0.333333h;69%
143191-87-1

(-)-2-<<2-<(tert-butoxycarbonyl)amino>ethoxy>-methyl>-4-(2-chlorophenyl)-3-(ethoxycarbonyl)-5-(methoxycarbonyl)-6-methyl-1,4-dihydropyridine

103129-82-4

amlodipine

Conditions
ConditionsYield
With hydrogenchloride In 1,4-dioxane; acetonitrile for 1h;64%
125711-60-6

2-<(2-azidoethoxy)methyl>-4(S)-(2-chlorophenyl)-3-ethoxycarbonyl-5-methoxycarbonyl-1,4-dihydropyridine

103129-82-4

amlodipine

Conditions
ConditionsYield
With hydrogen; Lindlar's catalyst In ethanol under 775.7 Torr; Yield given;
With sodium tetrahydroborate; nickel dichloride In ethanol Ambient temperature; Yield given;

(S)-Amlodipine Chemical Properties

Product Name: Levamlodipine besylate (CAS NO.103129-82-4)


Molecular Formula: C20H25N2O5Cl
Molecular Weight: 408.88g/mol
Index of Refraction: 1.546 
Molar Refractivity: 105.419 cm3 
Molar Volume: 333.02 cm3 
Surface Tension: 44.445 dyne/cm 
Density: 1.228 g/cm3 
Flash Point: 272.617 °C 
Enthalpy of Vaporization: 80.168 kJ/mol
Product Categories: Pharmaceutical material and intermeidates

(S)-Amlodipine Uses

 Levamlodipine besylate (CAS NO.103129-82-4) is mainly used as anti-cardiovascular drugs.

(S)-Amlodipine Analytical Methods

Quality standards and key quality indicators: WS1-(X-019)-2002Z

(S)-Amlodipine Specification

 Levamlodipine besylate (CAS NO.103129-82-4) is also named as (S)-Amlodipine;3,5-Pyridinedicarboxylic acid, 2-[(2-aminoethoxy)methyl]-4-(2-chlorophenyl)-1,4-dihydro-6-methyl-, 3-ethyl 5-methyl ester, (4S)- ; 3,5-Pyridinedicarboxylic acid, 2-[(2-aminoethoxy)methyl]-4-(2-chlorophenyl)-1,4-dihydro-6-methyl-, 3-ethyl 5-methyl ester, (S)- and so on. 

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