- Amlodipine
- Amlodipine besylate
- Amlodipine maleate
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Cas Database |
| Name |
Amlodipine besylate |
EINECS | 1312995-182-4 |
| CAS No. | 111470-99-6 | Density | 1.227 g/cm3 |
| PSA | 162.63000 | LogP | 5.30950 |
| 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 | N/A | 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; |
Article Data | 20 |
Amlodipine besylate 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 | 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 |
| Conditions | Yield |
|---|---|
| In water at 5 - 20℃; for 0.333333h; Product distribution / selectivity; | 90% |
| Conditions | Yield |
|---|---|
| Product distribution / selectivity; | 89% |
| 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 | 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; |
| Conditions | Yield |
|---|---|
| In ethanol; water at 5 - 20℃; for 0.5h; Product distribution / selectivity; | 83% |
| Conditions | Yield |
|---|---|
| Product distribution / selectivity; | 83% |
| Conditions | Yield |
|---|---|
| Product distribution / selectivity; | 81% |
| 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 | Yield |
|---|---|
| In methanol for 2h; Heating / reflux; | |
| In methanol for 2h; Heating / reflux; |
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:
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. |
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