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| CAS No.: | 72509-76-3 |
|---|---|
| Name: | Felodipine |
| Molecular Structure: | |
|
|
|
| Formula: | C18H19Cl2NO4 |
| Molecular Weight: | 384.259 |
| Synonyms: | Hydac;Munobal;Plendil;Prevex;Splendil;dl-Felodipine;3,5-Pyridinedicarboxylicacid, 4-(2,3-dichlorophenyl)-1,4-dihydro-2,6-dimethyl-, ethyl methyl ester(9CI);Agon;Delmuno;Feloday;Flodil;H 154/82; |
| EINECS: | 620-472-7 |
| Density: | 1.277 g/cm3 |
| Melting Point: | 142-145 °C |
| Boiling Point: | 471.5 °C at 760 mmHg |
| Flash Point: | 239 °C |
| Solubility: | insoluble in water |
| Appearance: | White or light yellow crystalline powder |
| Hazard Symbols: |
 Xn
|
| Risk Codes: | 22 |
| Safety: | 36 |
| PSA: | 64.63000 |
| LogP: | 4.29310 |
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- 90221-55-92-bromo-5-methylbenzaldehyde
- 885590-99-82,3-DIFLUORO-4-IODOBENZALDEHYDE
- 68064-64-2, 94739-24-9, 68064-63-1
2-<(2,3-dichlorophenyl)methylene>-3-oxobutanoic acid ethyl ester
- 21731-17-9
methyl 3-aminocrotonate
- 72509-76-3
ethyl methyl 1,4-dihydro-2,6-dimethyl-4(2,3-dichlorophenyl)-3,5-pyridinedicarboxylate
| Conditions | Yield |
|---|---|
| In ethanol for 0.075h; Irradiation; Teflon vessel, microwave oven; | 96% |
- 626-34-6
ethyl 3-aminobut-2-enoate
- 105-45-3
acetoacetic acid methyl ester
- 6334-18-5
2,3-dichlorobenzylaldehyde
- 72509-76-3
ethyl methyl 1,4-dihydro-2,6-dimethyl-4(2,3-dichlorophenyl)-3,5-pyridinedicarboxylate
| Conditions | Yield |
|---|---|
| Stage #1: ethyl 3-aminobut-2-enoate; acetoacetic acid methyl ester; 2,3-dichlorobenzylaldehyde With piperidine; pyridine In neat (no solvent) at 75 - 80℃; for 9h; Stage #2: With ethanol for 1h; Reagent/catalyst; Solvent; Reflux; | 94.3% |
- 68064-69-7
(Z)-methyl 2-(2,3-dichlorobenzylidene)-3-oxobutanoate
- 72509-76-3
ethyl methyl 1,4-dihydro-2,6-dimethyl-4(2,3-dichlorophenyl)-3,5-pyridinedicarboxylate
| Conditions | Yield |
|---|---|
| In isopropyl alcohol for 12h; Heating / reflux; | 86% |
- 1352187-23-5
C33H34Cl2N2O7S
- 124-41-4
sodium methylate
- 72509-76-3
ethyl methyl 1,4-dihydro-2,6-dimethyl-4(2,3-dichlorophenyl)-3,5-pyridinedicarboxylate
| Conditions | Yield |
|---|---|
| In methanol chemoselective reaction; | 84% |
- 68064-64-2, 94739-24-9, 68064-63-1
2-<(2,3-dichlorophenyl)methylene>-3-oxobutanoic acid ethyl ester
- 81777-30-2
1,1,1-Triphenyl-3-methyl-4-(methoxycarbonyl)-2-aza-1λ5-phosphabuta-1,3-diene
- 72509-76-3
ethyl methyl 1,4-dihydro-2,6-dimethyl-4(2,3-dichlorophenyl)-3,5-pyridinedicarboxylate
| Conditions | Yield |
|---|---|
| In dichloromethane at 40℃; for 24h; | 82% |
- 74-88-4
methyl iodide
- 72509-76-3
ethyl methyl 1,4-dihydro-2,6-dimethyl-4(2,3-dichlorophenyl)-3,5-pyridinedicarboxylate
| Conditions | Yield |
|---|---|
| With potassium carbonate In N,N-dimethyl-formamide at 25℃; for 24h; | 70% |
- 105-45-3
acetoacetic acid methyl ester
- 6334-18-5
2,3-dichlorobenzylaldehyde
A
- 72509-76-3
ethyl methyl 1,4-dihydro-2,6-dimethyl-4(2,3-dichlorophenyl)-3,5-pyridinedicarboxylate
B
- 91189-59-2
4-(-2,3-dichlorophenyl)-1,4-dihydro-2,6-dimethyl-3,5-pyridinedicarboxylic acid methyl ester
C
- 79925-38-5
4-(2,3-dichloro-phenyl)-2,6-dimethyl-1,4-dihydro-pyridine-3,5-dicarboxylic acid diethyl ester
| Conditions | Yield |
|---|---|
| Stage #1: acetoacetic acid methyl ester; 2,3-dichlorobenzylaldehyde; piperidine; 2-Picolinic acid In isopropyl alcohol at 40 - 45℃; for 6h; Stage #2: ethyl aminocrotonate In isopropyl alcohol for 4h; Heating / reflux; | A 66% B n/a C n/a |
- 626-34-6
ethyl 3-aminobut-2-enoate
- 6334-18-5
2,3-dichlorobenzylaldehyde
- 72509-76-3
ethyl methyl 1,4-dihydro-2,6-dimethyl-4(2,3-dichlorophenyl)-3,5-pyridinedicarboxylate
| Conditions | Yield |
|---|---|
| In hexane; isopropyl alcohol | 62% |
- 94739-24-9
ethyl 2-(2,3-dichlorobenzylidene)-3-oxobutanoate
- 72509-76-3
ethyl methyl 1,4-dihydro-2,6-dimethyl-4(2,3-dichlorophenyl)-3,5-pyridinedicarboxylate
| Conditions | Yield |
|---|---|
| Multi-step reaction with 3 steps 1: 71 percent / 2-methyl-propan-2-ol / 96 h / 25 °C 2: 72.7 percent / DBU / methanol / 48 h / 25 °C 3: 70 percent / K2CO3 / dimethylformamide / 24 h / 25 °C View Scheme |
- 175688-78-5
4-(2,3-Dichloro-phenyl)-2,6-dimethyl-1,4-dihydro-pyridine-3,5-dicarboxylic acid 3-(2-cyano-ethyl) ester 5-ethyl ester
- 72509-76-3
ethyl methyl 1,4-dihydro-2,6-dimethyl-4(2,3-dichlorophenyl)-3,5-pyridinedicarboxylate
| Conditions | Yield |
|---|---|
| Multi-step reaction with 2 steps 1: 72.7 percent / DBU / methanol / 48 h / 25 °C 2: 70 percent / K2CO3 / dimethylformamide / 24 h / 25 °C View Scheme |
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Chemistry
Molecular Structure:
Molecular Formula: C18H19Cl2NO4
Molecular Weight: 384.2538
IUPAC Name: 3-O-Ethyl 5-O-methyl 4-(2,3-dichlorophenyl)-2,6-dimethyl-1,4-dihydropyridine-3,5-dicarboxylate
Synonyms of Felodipine (CAS NO.72509-76-3): (+-)-Ethyl methyl 4-(2,3-dichlorophenyl)-1,4-dihydro-2,6-dimethyl-3,5-pyridinedicarboxylate ; AGON SR ; Agon ; BRN 4331472 ; Feloday ; Felodipina ; Felodipina [INN-Spanish] ; Felodipinum ; Felodipinum [INN-Latin] ; Felodur ER ; Felogard ; Flodil ; H 154/82 ; Hydac ; Modip ; Munobal ; Munobal Retard ; Plendil Depottab ; Plendil ER ; Plendil Retard ; Preslow ; Prevex ; Renedil ; Splendil ; UNII-OL961R6O2C ; dl-Felodipine ; 3,5-Pyridinedicarboxylic acid, 1,4-dihydro-4-(2,3-dichlorophenyl)-2,6-dimethyl-, ethyl methyl ester ; 3,5-Pyridinedicarboxylic acid, 4-(2,3-dichlorophenyl)-1,4-dihydro-2,6-dimethyl-, ethyl methyl ester, (+-)-
CAS NO: 72509-76-3
Classification Code: Anti-arrhythmia agents ; Antihypertensive agents ; Calcium channel blockers ; Cardiovascular Agents ; Drug / Therapeutic Agent ; Human Data ; Membrane Transport Modulators ; Reproductive Effect ; Vasodilator ; Vasodilator agents
Melting point: 142-145°C
Index of Refraction: 1.549
Molar Refractivity: 95.78 cm3
Molar Volume: 300.8 cm3
Surface Tension: 42.1 dyne/cm
Density: 1.277 g/cm3
Flash Point: 239 °C
Enthalpy of Vaporization: 73.43 kJ/mol
Boiling Point: 471.5 °C at 760 mmHg
Vapour Pressure: 4.62E-09 mmHg at 25°C
Uses
Felodipine (CAS NO.72509-76-3) is a CALCIUM channel blocker, a drug used to control hypertension, or with other antihypertensives, chronic angina pectoris.
Toxicity Data With Reference
| Organism | Test Type | Route | Reported Dose (Normalized Dose) | Effect | Source |
|---|---|---|---|---|---|
| dog | LDLo | oral | 200mg/kg (200mg/kg) | LUNGS, THORAX, OR RESPIRATION: RESPIRATORY DEPRESSION GASTROINTESTINAL: NAUSEA OR VOMITING BLOOD: CHANGES IN SPLEEN | Yakuri to Chiryo. Pharmacology and Therapeutics. Vol. 20, Pg. 2963, 1992. |
| mouse | LD50 | intraperitoneal | 76mg/kg (76mg/kg) | Iyakuhin Kenkyu. Study of Medical Supplies. Vol. 26, Pg. 239, 1995. | |
| mouse | LD50 | intravenous | 3100ug/kg (3.1mg/kg) | Iyakuhin Kenkyu. Study of Medical Supplies. Vol. 26, Pg. 239, 1995. | |
| mouse | LD50 | oral | 250mg/kg (250mg/kg) | Cardiovascular Drug Reviews. Vol. 11, Pg. 126, 1993. | |
| mouse | LD50 | subcutaneous | 205mg/kg (205mg/kg) | Iyakuhin Kenkyu. Study of Medical Supplies. Vol. 26, Pg. 239, 1995. | |
| rat | LD50 | intraperitoneal | 23mg/kg (23mg/kg) | Iyakuhin Kenkyu. Study of Medical Supplies. Vol. 26, Pg. 239, 1995. | |
| rat | LD50 | intravenous | 5400ug/kg (5.4mg/kg) | Iyakuhin Kenkyu. Study of Medical Supplies. Vol. 26, Pg. 239, 1995. | |
| rat | LD50 | oral | 1050mg/kg (1050mg/kg) | Iyakuhin Kenkyu. Study of Medical Supplies. Vol. 26, Pg. 239, 1995. | |
| rat | LD50 | subcutaneous | > 600mg/kg (600mg/kg) | Iyakuhin Kenkyu. Study of Medical Supplies. Vol. 26, Pg. 239, 1995. |
Safety Profile
Hazard Codes of of Felodipine (CAS NO.72509-76-3): 
Xn
Risk Statements: 22
R22: Harmful if swallowed.
Safety Statements: 36
S36: Wear suitable protective clothing.
WGK Germany: 3
RTECS: US7968700
Specification
Interactions:
Recent findings have suggested that felodipine in combination with grapefruit juice will make toxic effects. Oral administration of felodipine is first metabolized in the gastrointestinal tract and liver by the enzyme CYP3A4. Grapefruit juice contains bergamottin that is found to have an inhibiting effect over this enzyme, so as a result the bioavailability of the drug increases, raising the risk for abnormal side effects.