Felodipine supplier | CasNO.72509-76-3

Name
Felodipine
EINECS 620-472-7
CAS No. 72509-76-3
Article Data21
CAS DataBase
Density 1.277 g/cm³
Solubility insoluble in water
Melting Point 142-145 °C
Formula C₁₈H₁₉Cl₂NO₄
Boiling Point 471.5 °C at 760 mmHg
Molecular Weight 384.259
Flash Point 239 °C
Transport Information
Appearance White or light yellow crystalline powder
Safety 36
Risk Codes 22
Molecular Structure
Hazard Symbols Xn
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;
PSA 64.63000
LogP 4.29310

Synthetic route

: 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

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

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%

...Expand

: ethyl aminocrotonate

: 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

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

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

Conditions	Yield
In dichloromethane at 40℃; for 24h;	82%

: 4-(2,3-Dichloro-phenyl)-2,6-dimethyl-1,4-dihydro-pyridine-3,5-dicarboxylic acid monoethyl ester

: 74-88-4
methyl iodide

: 72509-76-3
ethyl methyl 1,4-dihydro-2,6-dimethyl-4(2,3-dichlorophenyl)-3,5-pyridinedicarboxylate

Conditions

Conditions	Yield
With potassium carbonate In N,N-dimethyl-formamide at 25℃; for 24h;	70%

: ethyl aminocrotonate

: 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

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

...Expand

: dimethyl dihydropyridine

: diethyl dihydropyridine

: 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

Conditions	Yield
In hexane; isopropyl alcohol	62%

...Expand

: 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

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

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

: 1215080-80-0
C32H33Cl2NO7S

: 72509-76-3
ethyl methyl 1,4-dihydro-2,6-dimethyl-4(2,3-dichlorophenyl)-3,5-pyridinedicarboxylate

Conditions

Conditions	Yield
Multi-step reaction with 3 steps 1: pyridine / 4 h / Reflux 2: toluene-4-sulfonic acid / ethanol; water / 2 h / 20 °C / Inert atmosphere 3: methanol View Scheme

: 1215080-81-1
C38H42Cl2N2O8S

: 72509-76-3
ethyl methyl 1,4-dihydro-2,6-dimethyl-4(2,3-dichlorophenyl)-3,5-pyridinedicarboxylate

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1: toluene-4-sulfonic acid / ethanol; water / 2 h / 20 °C / Inert atmosphere 2: methanol View Scheme

: 626-34-6
ethyl 3-aminobut-2-enoate

: 72509-76-3
ethyl methyl 1,4-dihydro-2,6-dimethyl-4(2,3-dichlorophenyl)-3,5-pyridinedicarboxylate

Conditions

Conditions	Yield
Multi-step reaction with 3 steps 1: pyridine / 4 h / Reflux 2: toluene-4-sulfonic acid / ethanol; water / 2 h / 20 °C / Inert atmosphere 3: methanol View Scheme

ethyl cellulose: ethyl cellulose

: 107-21-1
ethylene glycol

: 72509-76-3
ethyl methyl 1,4-dihydro-2,6-dimethyl-4(2,3-dichlorophenyl)-3,5-pyridinedicarboxylate

ethyl cellulose: ethyl cellulose

: 88-12-0
1-ethenyl-2-pyrrolidinone

: 72509-76-3
ethyl methyl 1,4-dihydro-2,6-dimethyl-4(2,3-dichlorophenyl)-3,5-pyridinedicarboxylate

: 626-34-6, 7318-00-5, 41867-20-3
ethyl aminocrotonate

: 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

Conditions	Yield
at 25 - 30℃; for 11h; Product distribution / selectivity;

: 141-97-9
ethyl acetoacetate

: 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

Conditions	Yield
With ammonium acetate In ethanol at 80℃; for 2h; Hantzsch Pyridine Synthesis;

...Expand

: 74073-22-6
(E/Z)-methyl 2-(2,3-dichlorobenzylidene)acetoacetate

: 626-34-6, 7318-00-5, 41867-20-3
ethyl aminocrotonate

: 72509-76-3
ethyl methyl 1,4-dihydro-2,6-dimethyl-4(2,3-dichlorophenyl)-3,5-pyridinedicarboxylate

Conditions

Conditions	Yield
at 90℃; for 0.15h; Microwave irradiation;

: 72509-76-3
ethyl methyl 1,4-dihydro-2,6-dimethyl-4(2,3-dichlorophenyl)-3,5-pyridinedicarboxylate

: 96382-71-7
Dehydrofelodipine

Conditions

Conditions	Yield
With potassium carbonate; eosin Y bis(tetrabutyl ammonium salt) In methanol; water at 20℃; for 12h; Irradiation; Green chemistry;	83%
With potassium carbonate In ethanol; water at 20℃; for 12h;	83.1%
Stage #1: ethyl methyl 1,4-dihydro-2,6-dimethyl-4(2,3-dichlorophenyl)-3,5-pyridinedicarboxylate With hydrogenchloride In water Stage #2: With nickel In water at 20℃; for 4h;	72.4%
With potassium phosphate; ethylenediaminetetraacetic acid; Emulgen 911; human liver cytochrome b5; human liver HL 39 lipid extract; rabbit liver NADPH-P-450 reductase; yeast P-450 IIIA4; magnesium chloride In water Rate constant; other human liver enzymes;

: 72509-76-3
ethyl methyl 1,4-dihydro-2,6-dimethyl-4(2,3-dichlorophenyl)-3,5-pyridinedicarboxylate

A: 119945-59-4
(R)-Felodipine

B: 105618-03-9
(S)-Felodipine

Conditions

Conditions	Yield
With α1-acid glycoprotein HPLC column resolution of racemate;
With Chiralpak IC In ethanol; hexane; isopropyl alcohol Reagent/catalyst; Solvent; Resolution of racemate;

: 280-57-9
1,4-diaza-bicyclo[2.2.2]octane

: 72509-76-3
ethyl methyl 1,4-dihydro-2,6-dimethyl-4(2,3-dichlorophenyl)-3,5-pyridinedicarboxylate

: C18H19Cl2NO4*C6H12N2

Conditions

Conditions	Yield
In ethanol at 20℃;

: 127-19-5
N,N-dimethyl acetamide

: 72509-76-3
ethyl methyl 1,4-dihydro-2,6-dimethyl-4(2,3-dichlorophenyl)-3,5-pyridinedicarboxylate

: felodipine

Conditions

Conditions	Yield
at 50℃;

: 80-73-9
1,3-dimethyl-2-imidazolidinone

: 72509-76-3
ethyl methyl 1,4-dihydro-2,6-dimethyl-4(2,3-dichlorophenyl)-3,5-pyridinedicarboxylate

: felodipine

Conditions

Conditions	Yield
at 50℃;

: 72509-76-3
ethyl methyl 1,4-dihydro-2,6-dimethyl-4(2,3-dichlorophenyl)-3,5-pyridinedicarboxylate

: 632-22-4
tetramethylurea

: felodipine

Conditions

Conditions	Yield
at 50℃;

: 553-26-4
4,4'-bipyridine

: 72509-76-3
ethyl methyl 1,4-dihydro-2,6-dimethyl-4(2,3-dichlorophenyl)-3,5-pyridinedicarboxylate

: felodipine

Conditions

Conditions	Yield
In acetone at 20℃; Solvent;

: 553-26-4
4,4'-bipyridine

: 72509-76-3
ethyl methyl 1,4-dihydro-2,6-dimethyl-4(2,3-dichlorophenyl)-3,5-pyridinedicarboxylate

: felodipine

Conditions

Conditions	Yield
In acetone at 20℃;

: 288-32-4
1H-imidazole

: 72509-76-3
ethyl methyl 1,4-dihydro-2,6-dimethyl-4(2,3-dichlorophenyl)-3,5-pyridinedicarboxylate

: C18H19Cl2NO4*C3H4N2

Conditions

Conditions	Yield
In methanol for 0.5h;

Felodipine Chemical Properties

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

Felodipine 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.

Felodipine 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.

Felodipine Safety Profile

Hazard Codes of of Felodipine (CAS NO.72509-76-3): Harmful Xn
Risk Statements: 22
R22: Harmful if swallowed.
Safety Statements: 36
S36: Wear suitable protective clothing.
WGK Germany: 3
RTECS: US7968700

Felodipine 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.

Product Name

Felodipine

Synthetic route

Felodipine Chemical Properties

Felodipine Uses

Felodipine Toxicity Data With Reference

Felodipine Safety Profile

Felodipine Specification

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