Amlodipine besylate supplier | CasNO.111470-99-6

Name
Amlodipine besylate
EINECS 1312995-182-4
CAS No. 111470-99-6
Article Data20
CAS DataBase
Density 1.227 g/cm³
Solubility Slightly soluble in water; sparingly soluble in ethanol
Melting Point 199-201 ºC
Formula C₂₀H₂₅ClN₂O₅^.C₆H₆O₃S
Boiling Point 527.2 ºC at 760 mmHg
Molecular Weight 567.06
Flash Point 272.6 ºC
Transport Information
Appearance White powder
Safety 26-36
Risk Codes 22-36/37/38-20/21/22
Molecular Structure
Hazard Symbols Xn
Synonyms Amlodipine benzenesulfonate;Monopina;Amlodin;Norvas;3,5-Pyridinedicarboxylic acid,2-[(2-aminoethoxy)methyl]-4-(2-chlorophenyl)- 1,4-dihydro-6-methyl-,3-ethyl 5-methyl ester,monobenzenesulfonate;3,5-Pyridinedicarboxylic acid, 2-((2-aminoethoxy)methyl)-4-(2-chlorophenyl)-1,4-dihydro-6-methyl-, 3-ethyl-5-methyl ester, monobenzenesulfonate;Myodura;Amcard;Tensivask;Norvasc (TN);3,5-Pyridinedicarboxylic acid, 2-((2-aminoethoxy)methyl)-4-(2-chlorophenyl)-1,4-dihydro-6-methyl-, 3-ethyl 5-methyl ester, (+-)-, monobenzenesulfonate;Amdipin;Amlogard;Norvask;Antacal;3-Ethyl 5-methyl (+-)-2-((2-aminoethoxy)methyl)-4-(o-chlorophenyl)-1,4-dihydro-6-methyl-3,5-pyridinedicarboxylate, monobenzenesulfonate;Terloc;Astudar;benzenesulfonic acid; ethyl methyl 2-(2-aminoethoxymethyl)-4-(2-chlorophenyl)-6-methyl-1,4-dihydropyridine-3,5-dicarboxylate;Norvasc;Cordarene;Cardiorex;
PSA 162.63000
LogP 5.30950

Synthetic route

: 88150-62-3
4-(2-chlorophenyl)-3-ethoxycarbonyl-5-methoxycarbonyl-6-methyl-2-[2-phthalimidoethoxymethyl]-1,4-dihydropyridine

: 98-11-3
benzenesulfonic acid

: 111470-99-6
amlodipine besylate

Conditions

Conditions	Yield
Stage #1: 4-(2-chlorophenyl)-3-ethoxycarbonyl-5-methoxycarbonyl-6-methyl-2-[2-phthalimidoethoxymethyl]-1,4-dihydropyridine With methylamine at 25℃; Large scale; Stage #2: benzenesulfonic acid In water at 30℃; Temperature; Large scale;	91.6%
Stage #1: 4-(2-chlorophenyl)-3-ethoxycarbonyl-5-methoxycarbonyl-6-methyl-2-[2-phthalimidoethoxymethyl]-1,4-dihydropyridine With methylamine In water at 20 - 45℃; for 4.5h; Stage #2: benzenesulfonic acid In water at 20℃; for 4.5h; pH=1 - 2; Product distribution / selectivity;
Stage #1: 4-(2-chlorophenyl)-3-ethoxycarbonyl-5-methoxycarbonyl-6-methyl-2-[2-phthalimidoethoxymethyl]-1,4-dihydropyridine With hydrazine In methanol; ethyl acetate at 34 - 37℃; for 0.05h; Inert atmosphere; Stage #2: benzenesulfonic acid In isopropyl alcohol at 5 - 30℃; for 2h;
Stage #1: 4-(2-chlorophenyl)-3-ethoxycarbonyl-5-methoxycarbonyl-6-methyl-2-[2-phthalimidoethoxymethyl]-1,4-dihydropyridine With methylamine In dichloromethane at 25℃; for 4h; Stage #2: benzenesulfonic acid In dichloromethane at 25℃;	48 g

: 246852-08-4
amlodipine formate

: 515-42-4
sodium phenylsulfonate

: 111470-99-6
amlodipine besylate

Conditions

Conditions	Yield
In water at 5 - 20℃; for 0.333333h; Product distribution / selectivity;	90%

: 246852-11-9
amlodipine chloroacetate

: 515-42-4
sodium phenylsulfonate

: 111470-99-6
amlodipine besylate

Conditions

Conditions	Yield
Product distribution / selectivity;	89%

: amlodipine Hydrochloride

: 515-42-4
sodium phenylsulfonate

: 111470-99-6
amlodipine besylate

Conditions

Conditions	Yield
In water at 10 - 20℃; for 0.833333h; Product distribution / selectivity;	88%

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

: 98-11-3
benzenesulfonic acid

: 111470-99-6
amlodipine besylate

Conditions

Conditions	Yield
In methanol; toluene at 0 - 20℃; for 2h;	87%
for 3h;
In isopropyl alcohol at 0 - 30℃; for 2 - 2.25h; Product distribution / selectivity;

: 246852-10-8
amlodipine acetate

: 515-42-4
sodium phenylsulfonate

: 111470-99-6
amlodipine besylate

Conditions

Conditions	Yield
In ethanol; water at 5 - 20℃; for 0.5h; Product distribution / selectivity;	83%

: 246852-13-1
amlodipine nitrate

: 515-42-4
sodium phenylsulfonate

: 111470-99-6
amlodipine besylate

Conditions

Conditions	Yield
Product distribution / selectivity;	83%

: amlodipine mesylate

: 515-42-4
sodium phenylsulfonate

: 111470-99-6
amlodipine besylate

Conditions

Conditions	Yield
Product distribution / selectivity;	81%

: 156366-27-7
N-tritylamlodipine

: 98-11-3
benzenesulfonic acid

: 111470-99-6
amlodipine besylate

Conditions

Conditions	Yield
With ethanol for 4.66667h; Heating / reflux;
With methanol at 45℃; Kinetics; Reagent/catalyst; Temperature; Large scale reaction;

: 156366-27-7
N-tritylamlodipine

: 98-11-3
benzenesulfonic acid

A: 331258-31-2
diethyl 2,6-bis[(2-aminoethoxy)methyl]-4-(2-chlorophenyl)-1,4-dihydro-3,5-pyridinedicarboxylate

B: 140171-66-0
dimethyl 2-[(2-aminoethoxy)methyl]-4-(2-chlorophenyl)-1,4-dihydro-6-methyl-3,5-pyridinedicarboxylate

C: 111470-99-6
amlodipine besylate

Conditions

Conditions	Yield
In methanol for 2h; Heating / reflux;
In methanol for 2h; Heating / reflux;

...Expand

: 246852-09-5
amlodipine hydrobromide

: 515-42-4
sodium phenylsulfonate

: 111470-99-6
amlodipine besylate

Conditions

Conditions	Yield
In water for 0.333333h; Product distribution / selectivity;

: 88150-75-8
ethyl 4-[2-(phthalimido)ethoxy]acetoacetate

: 111470-99-6
amlodipine besylate

Conditions

Conditions	Yield
Multi-step reaction with 3 steps 1.1: piperidine / toluene / 35 - 65 °C / Large scale 2.1: acetic acid / 25 °C / Large scale 3.1: methylamine / 25 °C / Large scale 3.2: 30 °C / Large scale View Scheme

: C27H29ClN2O5

: 98-11-3
benzenesulfonic acid

: 111470-99-6
amlodipine besylate

Conditions

Conditions	Yield
In cyclohexane; water at 0 - 60℃; Temperature;	2.51 g

: 75-75-2
methanesulfonic acid

: 111470-99-6
amlodipine besylate

: amlodipine mesylate

Conditions

Conditions	Yield
Stage #1: amlodipine besylate With sodium hydroxide In water; ethyl acetate for 0.666667h; Stage #2: methanesulfonic acid In water; ethyl acetate at 0 - 5℃;	90%

: 111470-99-6
amlodipine besylate

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

Conditions

Conditions	Yield
With sodium hydroxide In water for 0.5h; Heating / reflux;	88.6%
With sodium hydroxide In tert-butyl methyl ether; water
With sodium hydroxide In methanol; water
With sodium hydroxide In water for 1h; Reagent/catalyst; Reflux;

: 32315-10-9
bis(trichloromethyl) carbonate

: 1345092-27-4
(Z)-1-chloroethyl 4-hydroxybut-2-enyl carbonate

: 111470-99-6
amlodipine besylate

: 1345092-43-4
(Z)-3-ethyl 5-methyl 2-(15-chloro-6,13-dioxo-2,7,12,14-tetraoxa-5-azahexadec-9-enyl)-4-(2-chlorophenyl)-6-methyl-1,4-dihydropyridine-3,5-dicarboxylate

Conditions

Conditions	Yield
Stage #1: bis(trichloromethyl) carbonate; amlodipine besylate With triethylamine In dichloromethane at 20℃; for 1.5h; Stage #2: (Z)-1-chloroethyl 4-hydroxybut-2-enyl carbonate In dichloromethane at 20℃; for 12h;	47%

...Expand

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

: 111470-99-6
amlodipine besylate

: 852990-75-1
amlodipine p-toluene sulfonate

Conditions

Conditions	Yield
In methanol at 23℃; for 3h;

: 111470-99-6
amlodipine besylate

: amlodipine Hydrochloride

Conditions

Conditions	Yield
With hydrogenchloride In methanol; water at 23℃; for 3h;

: 147-71-7
D-tartaric acid

: 111470-99-6
amlodipine besylate

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

Conditions

Conditions	Yield
Stage #1: amlodipine besylate With sodium hydroxide In tert-butyl methyl ether; water for 0.333333 - 0.5h; Stage #2: D-tartaric acid In tert-butyl methyl ether; ISOPROPYLAMIDE at 30 - 72℃; for 2.16667h; Resolution of racemate;
With sodium hydroxide In tert-butyl methyl ether; ISOPROPYLAMIDE; water at 20 - 72℃; for 5.66667 - 6.41667h; Resolution of racemate;

: 147-71-7
D-tartaric acid

: 111470-99-6
amlodipine besylate

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

Conditions

Conditions	Yield
Stage #1: amlodipine besylate With sodium hydroxide In tert-butyl methyl ether; water Stage #2: D-tartaric acid In tert-butyl methyl ether; N,N-dimethyl acetamide at 20 - 72℃;

: heptakis(6-(2-hydroxypropyl))-β-cyclodextrin

: 111470-99-6
amlodipine besylate

: C6H6O3S*C20H25ClN2O5*C63H112O42

Conditions

Conditions	Yield
In water at 20℃; for 24h; Darkness;

: 7585-39-9
β‐cyclodextrin

: 111470-99-6
amlodipine besylate

: 156570-65-9
C6H6O3S*C20H25ClN2O5*C42H70O35

Conditions

Conditions	Yield
In water at 20℃; for 24h; Darkness;

: 111470-99-6
amlodipine besylate

: amlodipine besylate

Conditions

Conditions	Yield
In potassium bromide for 192h; Irradiation;

: 111470-99-6
amlodipine besylate

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

B: 828247-64-9
(+)-Amlodipine besylate

Conditions

Conditions	Yield
With sodium dihydrogenphosphate; phosphoric acid In methanol; water pH=2.75; Reagent/catalyst; Ionic liquid; Resolution of racemate;

: 111470-99-6
amlodipine besylate

: [Mg(2-[(2-aminoethoxy)-methyl]-4-(2-chlorophenyl)-1,4-dihydro-6-methyl-3,5-pyridine dicarboxylic acid 3-ethyl-5-methyl esterbenzene sulfonate)(Cl)2(H2O)]

Conditions

Conditions	Yield
With magnesium(II) chloride hexahydrate In methanol; water at 75℃; for 3h;

: 111470-99-6
amlodipine besylate

: [Sr(2-[(2-aminoethoxy)-methyl]-4-(2-chlorophenyl)-1,4-dihydro-6-methyl-3,5-pyridine dicarboxylic acid 3-ethyl-5-methyl esterbenzene sulfonate)(Cl)2(H2O)]*2H2O

Conditions

Conditions	Yield
With strontium (III) chloride hexahydrate In methanol; water at 75℃; for 3h;

: 111470-99-6
amlodipine besylate

: [Ba(2-[(2-aminoethoxy)-methyl]-4-(2-chlorophenyl)-1,4-dihydro-6-methyl-3,5-pyridine dicarboxylic acid 3-ethyl-5-methyl esterbenzene sulfonate)(Cl)2(H2O)]

Conditions

Conditions	Yield
With barium(II) chloride dihydrate In methanol; water at 75℃; for 3h;

: 111470-99-6
amlodipine besylate

: [Ca(2-[(2-aminoethoxy)-methyl]-4-(2-chlorophenyl)-1,4-dihydro-6-methyl-3,5-pyridine dicarboxylic acid 3-ethyl-5-methyl esterbenzene sulfonate)(Cl)2(H2O)]

Conditions

Conditions	Yield
With water; calcium chloride In methanol at 75℃; for 3h;

: palladium dichloride

: 111470-99-6
amlodipine besylate

: [Pd(2-[(2-aminoethoxy)-methyl]-4-(2-chlorophenyl)-1,4-dihydro-6-methyl-3,5-pyridine dicarboxylic acid 3-ethyl-5-methyl esterbenzene sulfonate)2]Cl2

Conditions

Conditions	Yield
In methanol; water at 75℃; for 3h;

: manganese(II) chloride tetrahydrate

: 7732-18-5
water

: 111470-99-6
amlodipine besylate

: [Mn(2-[(2-aminoethoxy)-methyl]-4-(2-chlorophenyl)-1,4-dihydro-6-methyl-3,5-pyridine dicarboxylic acid 3-ethyl-5-methyl esterbenzene sulfonate)(Cl)2(H2O)]

Conditions

Conditions	Yield
In methanol at 75℃; for 3h;

...Expand

Amlodipine besylate Specification

1.Introduction of Amlodipine besylate

The Amlodipine besylate, with its CAS NO.111470-99-6, is a kind of white powder. It has synonyms of -Ethyl 5-methyl (+-)-2-((2-aminoethoxy)methyl)-4-(o-chlorophenyl)-1,4-dihydro-6-methyl-3,5-pyridinedicarboxylate, monobenzenesulfonate ; Amcard ; Amdepin ; Amdipin ; Amlodin ; Amlodipine benzenesulfonate ; Amlodipine besilate and ,5-Pyridinedicarboxylic acid, 2-((2-aminoethoxy)methyl)-4-(2-chlorophenyl)-1,4-dihydro-6-methyl-, 3-ethyl 5-methyl ester, (+-)-, monobenzenesulfonate. Amlodipine besylate should be stored in shady and cool warehouse and mainly used as pharmaceutical Intermediates.

2.Properties of Amlodipine besylate

(1) Melting Point: 199-201 °C (2) solubility: DMSO: 20 mg/mL (3) Flash Point: 272.6 °C
(4) Enthalpy of Vaporization: 80.17 kJ/mol (5) Boiling Point: 527.2 °C at 760 mmHg
(6) Vapour Pressure of Amlodipine besylate:3.34E-11 mmHg at 25 °C

3.Structure descriptors of Amlodipine besylate

IUPAC Name: benzenesulfonic acid; 3-O-ethyl 5-O-methyl
2-(2-aminoethoxymethyl)-4-(2-chlorophenyl)-6-methyl-1,
4-dihydropyridine-3,5-dicarboxylate

InChI: InChI=1S/C20H25ClN2O5.C6H6O3S/c1-4-28-20(25)18-15(11-27-10-9-22)23-12(2)
16(19(24)26-3)17(18)13-7-5-6-8-14(13)21;7-10(8,9)6-4-2-1-3-5-6/h5-8,17,
23H,4,9-11,22H2,1-3H3;1-5H,(H,7,8,9)

InChIKey: ZPBWCRDSRKPIDG-UHFFFAOYSA-N

Canonical SMILES : CCOC(=O)C1=C(NC(=C(C1C2=CC=CC=C2Cl)C(=O)OC)C)COCCN.C1=CC=C(C=C1)S(=O)(=
O)O

4.Safety data of Amlodipine besylate

Hazard Codes: Harmful Xn
Risk Statements: 22-36/37/38-20/21/22
R22:Harmful if swallowed.
R36/37/38:Irritating to eyes, respiratory system and skin.
R20/21/22:Harmful by inhalation, in contact with skin and if swallowed.
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.
WGK Germany: 3
RTECS of Amlodipine besylate (CAS NO.111470-99-6): US7967700

5.Toxity data of Amlodipine besylate

Organism	Test Type	Route	Reported Dose (Normalized Dose)	Effect	Source
dog	LDLo	oral	10mg/kg (10mg/kg)	SENSE ORGANS AND SPECIAL SENSES: OTHER: EYE BEHAVIORAL: SOMNOLENCE (GENERAL DEPRESSED ACTIVITY) GASTROINTESTINAL: NAUSEA OR VOMITING	Gekkan Yakuji. Pharmaceuticals Monthly. Vol. 36, Pg. 1169, 1994.
man	TDLo	oral	1429ug/kg (1.429mg/kg)	VASCULAR: SHOCK KIDNEY, URETER, AND BLADDER: "CHANGES IN TUBULES (INCLUDING ACUTE RENAL FAILURE, ACUTE TUBULAR NECROSIS)" LUNGS, THORAX, OR RESPIRATION: ACUTE PULMONARY EDEMA	American Journal of Emergency Medicine. Vol. 16, Pg. 527, 1998.
mouse	LD50	intraperitoneal	31mg/kg (31mg/kg)		Drugs in Japan Vol. -, Pg. 71, 1995.
mouse	LD50	oral	37mg/kg (37mg/kg)		Drugs in Japan Vol. -, Pg. 71, 1995.
mouse	LD50	subcutaneous	36mg/kg (36mg/kg)		Drugs in Japan Vol. -, Pg. 71, 1995.
rat	LD50	intraperitoneal	42mg/kg (42mg/kg)		Drugs in Japan Vol. -, Pg. 71, 1995.
rat	LD50	oral	393mg/kg (393mg/kg)	SENSE ORGANS AND SPECIAL SENSES: PTOSIS: EYE LUNGS, THORAX, OR RESPIRATION: RESPIRATORY DEPRESSION BLOOD: OTHER CHANGES	Oyo Yakuri. Pharmacometrics. Vol. 42, Pg. 177, 1991.
rat	LD50	subcutaneous	678mg/kg (678mg/kg)		Drugs in Japan Vol. -, Pg. 71, 1995.
women	TDLo	oral	1mg/kg (1mg/kg)	CARDIAC: ARRHYTHMIAS (INCLUDING CHANGES IN CONDUCTION) CARDIAC: PULSE RATE INCREASE WITHOUT FALL IN BP KIDNEY, URETER, AND BLADDER: OTHER CHANGES IN URINE COMPOSITION	Annals of Pharmacotherpy. Vol. 31, Pg. 853, 1997.
women	TDLo	unreported	6mg/kg/60D-I (6mg/kg)	SENSE ORGANS AND SPECIAL SENSES: OTHER CHANGES: OLFACTION	Lancet. Vol. 341, Pg. 1102, 1993.

Product Name

Amlodipine besylate

Synthetic route

Amlodipine besylate Specification

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