(S)-Amlodipine supplier | CasNO.103129-82-4

Name
(S)-Amlodipine
EINECS 1592732-453-0
CAS No. 103129-82-4
Article Data25
CAS DataBase
Density 1.227 g/cm³
Solubility
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
Appearance white crystal powder
Safety
Risk Codes
Molecular Structure
Hazard Symbols
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;
PSA 99.88000
LogP 3.29540

Synthetic route

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

: 103129-82-4
amlodipine

Conditions

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

: 2C20H25ClN2O5*C24H17NO10

: 103129-82-4
amlodipine

Conditions

Conditions	Yield
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

Conditions	Yield
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

Conditions	Yield
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

Conditions	Yield
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

Conditions	Yield
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

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

...Expand

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

: 103129-82-4
amlodipine

Conditions

Conditions	Yield
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

Conditions	Yield
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

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

: (1R,3S)-camphoric acid salt of S-amlodipine

A: 103129-81-3
(R)-2-[(2-aminoethoxy)methyl]4-(2-chlorophenyl)-1,4-dihydro-6-methyl-3,5-pyridinedicarboxylic acid 3-ethyl 5-methyl ester

B: 103129-82-4
amlodipine

Conditions

Conditions	Yield
With sodium hydroxide; water In dichloromethane

: S(-) amlodipine hemi D(-) tartarate

: 103129-82-4
amlodipine

Conditions

Conditions	Yield
With sodium hydroxide In tert-butyl methyl ether at 20 - 25℃; for 0.5h;

: 103069-49-4
2-<(2-azidoethoxy)methyl>-4-(2-chlorophenyl)-5-methoxycarbonyl-6-methyl-1,4-dihydropyridine

: 103129-82-4
amlodipine

Conditions

Conditions	Yield
Multi-step reaction with 3 steps 1: 1.) carbonyldiimidazole / 1.) CH2Cl2, reflux, 2.) THF, RT, 1 h 2: NaOEt / bis-(2-methoxy-ethyl) ether / 1 h / Heating 3: H2 / 5percent Pd/CaCO3 / ethanol / 775.7 Torr View Scheme
Multi-step reaction with 3 steps 1: 1.) carbonyldiimidazole 2: ethanol / 1 h / Heating 3: 6percent nickel chloride, sodium borohydride / ethanol / Ambient temperature View Scheme

: 103094-34-4
(+)-2-<(2-azidoethoxy)methyl>-4-(2-chlorophenyl)-5-(methoxycarbonyl)-3-<(2(S)-methoxy-2-phenethoxy)carbonyl>-6-methyl-1,4-dihydropyridine

: 103129-82-4
amlodipine

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1: NaOEt / bis-(2-methoxy-ethyl) ether / 1 h / Heating 2: H2 / 5percent Pd/CaCO3 / ethanol / 775.7 Torr View Scheme
Multi-step reaction with 2 steps 1: ethanol / 1 h / Heating 2: 6percent nickel chloride, sodium borohydride / ethanol / Ambient temperature View Scheme

: 103069-47-2
2-cyanoethyl 4-(2-azidoethoxy)-3-oxobutanoate

: 103129-82-4
amlodipine

Conditions

Conditions	Yield
Multi-step reaction with 5 steps 1: 41 percent / ethanol / 2 h / Heating 2: 74 percent / aq. NaOH / bis-(2-methoxy-ethyl) ether / 2 h / Ambient temperature 3: 1.) carbonyldiimidazole / 1.) CH2Cl2, reflux, 2.) THF, RT, 1 h 4: NaOEt / bis-(2-methoxy-ethyl) ether / 1 h / Heating 5: H2 / 5percent Pd/CaCO3 / ethanol / 775.7 Torr View Scheme

: 103069-48-3
2-<(2-azidoethoxy)methyl>-4-(2-chlorophenyl)-3-(2-cyanoethoxycarbonyl)-5-methoxycarbonyl-6-methyl-1,4-dihydropyridine

: 103129-82-4
amlodipine

Conditions

Conditions	Yield
Multi-step reaction with 4 steps 1: 74 percent / aq. NaOH / bis-(2-methoxy-ethyl) ether / 2 h / Ambient temperature 2: 1.) carbonyldiimidazole / 1.) CH2Cl2, reflux, 2.) THF, RT, 1 h 3: NaOEt / bis-(2-methoxy-ethyl) ether / 1 h / Heating 4: H2 / 5percent Pd/CaCO3 / ethanol / 775.7 Torr View Scheme

: 143290-24-8
2-<<2-<(tert-butoxycarbonyl)amino>ethoxy>-methyl>-4-(2-chlorophenyl)-3-(ethoxycarbonyl)-5-(methoxycarbonyl)-6-methyl-1,4-dihydropyridine

: 103129-82-4
amlodipine

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 2: 64 percent / 6.7 M HCl / acetonitrile; dioxane / 1 h View Scheme

: (S)-amlodipine-hemi-D-tartrate

: 103129-82-4
amlodipine

Conditions

Conditions	Yield
With sodium hydroxide In tert-butyl methyl ether; water; isopropyl alcohol
With sodium hydroxide In tert-butyl methyl ether; water at 20 - 25℃; for 0.333333 - 0.5h;
With sodium hydroxide In n-heptane; tert-butyl methyl ether; water at 20 - 40℃; for 2.5 - 3.5h;

: L-(+)-tartaric acid

: 88150-42-9
2-[(2-aminoethoxy)methyl]-4-(2-chlorophenyl)-3-ethoxycarbonyl-5-methoxycarbonyl-6-methyl-1,4-dihydropyridine

: 103129-82-4
amlodipine

Conditions

Conditions	Yield
Stage #1: L-(+)-tartaric acid; 2-[(2-aminoethoxy)methyl]-4-(2-chlorophenyl)-3-ethoxycarbonyl-5-methoxycarbonyl-6-methyl-1,4-dihydropyridine With sodium hydroxide In water; butanone at 20℃; for 1h; Stage #2: With sodium hydroxide In dichloromethane; water for 0.5h;	n/a
Stage #1: L-(+)-tartaric acid; 2-[(2-aminoethoxy)methyl]-4-(2-chlorophenyl)-3-ethoxycarbonyl-5-methoxycarbonyl-6-methyl-1,4-dihydropyridine With sodium hydroxide In dichloromethane; butanone at 20℃; for 1h; Stage #2: With sodium hydroxide In dichloromethane; water for 0.5h;	n/a
Stage #1: L-(+)-tartaric acid; 2-[(2-aminoethoxy)methyl]-4-(2-chlorophenyl)-3-ethoxycarbonyl-5-methoxycarbonyl-6-methyl-1,4-dihydropyridine With sodium hydroxide In ethyl acetate; butanone at 20℃; for 1h; Stage #2: With sodium hydroxide In dichloromethane; water for 0.5h;	n/a
Stage #1: L-(+)-tartaric acid; 2-[(2-aminoethoxy)methyl]-4-(2-chlorophenyl)-3-ethoxycarbonyl-5-methoxycarbonyl-6-methyl-1,4-dihydropyridine With sodium hydroxide In ethanol; butanone at 20℃; for 1h; Stage #2: With sodium hydroxide In dichloromethane; water for 0.5h;	n/a
Stage #1: L-(+)-tartaric acid; 2-[(2-aminoethoxy)methyl]-4-(2-chlorophenyl)-3-ethoxycarbonyl-5-methoxycarbonyl-6-methyl-1,4-dihydropyridine With sodium hydroxide In acetone; butanone at 20℃; for 1h; Stage #2: With sodium hydroxide In dichloromethane; water for 0.5h;	n/a

: (S)-(-)-amlodipine L-(+)-tartrate

: 103129-82-4
amlodipine

Conditions

Conditions	Yield
With sodium hydroxide In dichloromethane; water for 0.5h;	n/a

: 88150-42-9
2-[(2-aminoethoxy)methyl]-4-(2-chlorophenyl)-3-ethoxycarbonyl-5-methoxycarbonyl-6-methyl-1,4-dihydropyridine

A: 103129-81-3
(R)-2-[(2-aminoethoxy)methyl]4-(2-chlorophenyl)-1,4-dihydro-6-methyl-3,5-pyridinedicarboxylic acid 3-ethyl 5-methyl ester

B: 103129-82-4
amlodipine

Conditions

Conditions	Yield
With chiral stationary phase including isopropyl-functionalized CF6 In methanol; acetic acid; triethylamine; acetonitrile at 0℃; Purification / work up;
With isopropylamine; trifluoroacetic acid In methanol; isopropyl alcohol at 35℃; under 103432 Torr; Resolution of racemate; Supercritical conditions;
With acetic acid; triethylamine In methanol at 5℃; Reagent/catalyst; Concentration; Temperature; Resolution of racemate;
With L-glutamate based immobilized chiral ionic liquid on SBA-15 In methanol Resolution of racemate;

: 103129-81-3
(R)-2-[(2-aminoethoxy)methyl]4-(2-chlorophenyl)-1,4-dihydro-6-methyl-3,5-pyridinedicarboxylic acid 3-ethyl 5-methyl ester

: 103129-82-4
amlodipine

Conditions

Conditions	Yield
Multi-step reaction with 3 steps 1: calcium hypochlorite / ethyl acetate; water / 20 - 30 °C 2: acetic acid; sodium cyanoborohydride / 2 h / 15 - 25 °C 3: D-tartaric acid / dimethyl sulfoxide; acetone / 1.5 h / 20 - 60 °C View Scheme

: 97-67-6
(S)-Malic acid

: 103129-82-4
amlodipine

: (S)-(-)-amlodipine L-malate salt

Conditions

Conditions	Yield
In tert-butyl methyl ether; water; isopropyl alcohol at 0 - 50℃; for 4.5 - 5h;	98.1%
In tert-butyl methyl ether; water; isopropyl alcohol at 50℃; for 1h; Product distribution / selectivity;	98.1%
In tert-butyl methyl ether; water; isopropyl alcohol at 0 - 50℃; for 4h; Product distribution / selectivity;	98.1%

: 103129-82-4
amlodipine

: 98-79-3
L-Pyroglutamic acid

: 851447-24-0
(S)-(-)-amlodipine pidolate salt

Conditions

Conditions	Yield
In ethanol at 20℃; for 1h;	97%

: 141-82-2
malonic acid

: 103129-82-4
amlodipine

: 851447-25-1
(S)-(-)-amlodipine malonate salt

Conditions

Conditions	Yield
In ethanol at 20℃; for 1h;	96%

: 681-57-2
2,2-dimethylglutaric acid

: 103129-82-4
amlodipine

: (S)-(-)-amlodipin 2,2-dimethylglutarate salt

Conditions

Conditions	Yield
In ethanol at 20℃; for 1h;	96%

: 110-15-6
succinic acid

: 103129-82-4
amlodipine

: S(-) amlodipine succinate

Conditions

Conditions	Yield
In ethanol; water	93%

: 103129-82-4
amlodipine

: 110-16-7
maleic acid

: 135969-53-8
(-)-Amlodipine maleate

Conditions

Conditions	Yield
In ethanol at 25℃; for 2h; Product distribution / selectivity;	91%
In water at 25℃; for 2h; Product distribution / selectivity;	89%
In ethanol; water	82.88%

: 124-04-9
Adipic acid

: 103129-82-4
amlodipine

: S-(-)-amlodipine adipic acid salt

Conditions

Conditions	Yield
In ethanol; isopropyl alcohol at 25℃; for 2h; Product distribution / selectivity;	91%
In ethanol; isopropyl alcohol at 25℃; for 2h; Product distribution / selectivity;	91%
In water for 5h; Product distribution / selectivity;	89%

: 144-62-7
oxalic acid

: 103129-82-4
amlodipine

: S(-) amlodipine oxalate

Conditions

Conditions	Yield
In ethanol; water	89.2%

: 103129-82-4
amlodipine

: 98-11-3
benzenesulfonic acid

: 150566-71-5
(-)-Amlodipine besylate

Conditions

Conditions	Yield
In water; isopropyl alcohol at 20℃; for 0.5h; Product distribution / selectivity;	89%
In ethanol; water at 0 - 20℃;	85%
In ethanol; water Product distribution / selectivity;	82.88%
In ethanol; water at 20℃; for 24h;	80.2%

: 3144-16-9
(1S)-10-camphorsulfonic acid

: 103129-82-4
amlodipine

: (S)-amlodipine (1S)-(+)-10-camsylate hydrate

Conditions

Conditions	Yield
With water In isopropyl alcohol at 20℃; for 1h;	88%

: 3144-16-9
(1S)-10-camphorsulfonic acid

: 103129-82-4
amlodipine

: S-(-)-amlodipine (1S)-(+)-camphorsulfonate

Conditions

Conditions	Yield
In water; isopropyl alcohol at 40℃; Product distribution / selectivity;	88%
In tert-butyl methyl ether; isopropyl alcohol at 25℃; for 2h; Product distribution / selectivity;	84%
In water at 25℃; for 2h; Product distribution / selectivity;	83%
In hexane; tert-butyl methyl ether; isopropyl alcohol at 20℃; for 2h;	81.5%

: 3144-16-9
(1S)-10-camphorsulfonic acid

: 103129-82-4
amlodipine

: S-(-)-amlodipine (1S)-(+)-10-camphorsulfonate

Conditions

Conditions	Yield
In water; isopropyl alcohol at 40℃;	88%

: 76-26-6, 3144-16-9, 5872-08-2, 35963-20-3
camphor-10-sulfonic acid

: 103129-82-4
amlodipine

: (S)-amlodipine (+/-)-10-camsylate hydrate

Conditions

Conditions	Yield
With water In isopropyl alcohol at 15 - 20℃; for 5h;	87.4%

: 65-86-1
orotic acid

: 103129-82-4
amlodipine

: 1040924-28-4
S-(-)-amlodipine orotate

Conditions

Conditions	Yield
In methanol at 25℃; for 2h; Product distribution / selectivity;	85%
In water at 20 - 25℃; for 2h; Product distribution / selectivity;	85%

: 35963-20-3
(R)-10-camphorsulfonic acid

: 103129-82-4
amlodipine

: S-(-)-amlopidine (1R)-(-)-10-camsylate

Conditions

Conditions	Yield
In tert-butyl methyl ether; isopropyl alcohol at 25℃; for 2h; Product distribution / selectivity;	84%
In water at 25℃; for 2h; Product distribution / selectivity;	83%
In water; isopropyl alcohol at 15 - 20℃;	62.3%

: 18069-17-5
2-methylglutaric acid

: 103129-82-4
amlodipine

: (S)-(-)-amlodipine hemi-2-methylglutarate salt

Conditions

Conditions	Yield
In ethanol at 20℃; for 1h;	84%

: 104-15-4
toluene-4-sulfonic acid

: 103129-82-4
amlodipine

: S(-) amlodipine tosylate

Conditions

Conditions	Yield
In ethanol; water	82.88%

: 59-67-6
nicotinic acid

: 103129-82-4
amlodipine

: 675605-61-5
(S)-(-)-amlodipine nicotinate

Conditions

Conditions	Yield
In Petroleum ether for 5h; Heating / reflux;	79.3%

: 125995-03-1
atorvastatin lactone

: 103129-82-4
amlodipine

: (S)-3-ethyl-5-methyl-2-{[2-({7-[(3-anilinocarbonyl)-5-(4-fluorophenyl)-2-isopropyl-4-phenyl-1H-pyrrol-1-yl]-3,5-dihydroxyheptanoyl}amino)ethoxy]methyl}-4-(2-chlorophenyl)-6-methyl-1,4-dihydro-3,5-pyridinedicarboxylate

Conditions

Conditions	Yield
In ethanol for 18h; Heating / reflux;	64%

: 39637-74-6
(1S)-(-)-camphanic chloride

: 103129-82-4
amlodipine

: 143191-86-0
(-)-2-<<2-(camphanoylamino)ethoxy>methyl>-4-(2-chlorophenyl)-3-(ethoxycarbonyl)-5-(methoxycarbonyl)-6-methyl-1,4-dihydropyridine

Conditions

Conditions	Yield
With pyridine In dichloromethane for 2h; Ambient temperature; Yields of byproduct 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.

Product Name

(S)-Amlodipine

Synthetic route

(S)-Amlodipine Chemical Properties

(S)-Amlodipine Uses

(S)-Amlodipine Analytical Methods

(S)-Amlodipine Specification

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