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Home> Encyclopedia >Agrochemical Intermediates>Cardiovascular Agents>Pharmaceutical Intermediates
Felodipine structure
Felodipine structure

Felodipine

Iupac Name:5-O-ethyl 3-O-methyl 4-(2,3-dichlorophenyl)-2,6-dimethyl-1,4-dihydropyridine-3,5-dicarboxylate
CAS No.: 72509-76-3
Molecular Weight:384.26
Modify Date.: 2022-11-08 02:44
Introduction: Felodipine is a vasodilatory calcium antagonist with a high degree of vascular selectivity.It is currently indicated for use only in hypertension, either as monotherapy or inconjunction with diuretics or beta blockers. View more+
1. Names and Identifiers
1.1 Name
Felodipine
1.2 Synonyms

(±)-Felodipine (RS)-Felodipine ,ethylmethylester 3,5-Pyridinedicarboxylic acid, 4-(2,3-dichlorophenyl)-1,4-dihydro-2,6-dimethyl-, 3-ethyl 5-methyl ester 3,5-Pyridinedicarboxylic acid, 4-(2,3-dichlorophenyl)-1,4-dihydro-2,6-dimethyl-, ethyl methyl ester 3-Ethyl 5-methyl 4-(2,3-dichlorophenyl)-2,6-dimethyl-1,4-dihydropyridine-3,5-dicarboxylate 4-(2,3-Dichlorophenyl)-1,4-dihydro-2,6-dimethyl-3,5-pyridinedicarboxylic Acid Ethyl Methyl Ester 4-(2,3-Dichlorophenyl)-1,4-dihydro-2,6-dimethyl-5-methoxycarbonyl-3-pyridinecarboxylic acid ethyl ester Agon CGH-869 Delmuno dl-Felodipine Ethyl Methyl 4-(2,3-Dichlorophenyl)-1,4-dihydro-2,6-dimethyl-3,5-pyridinedicarboxylate ethylmethyl4-(2,3-dichlorophenyl)-1,4-dihydro-2,6-dimethyl-3,5-pyridinedica Feloday Flodil H 154/82 Hydac Munobal P|endil Plendil Prevex Spendil Splendil

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1.3 CAS No.
72509-76-3
1.4 CID
3333
1.5 Molecular Formula
C18H19Cl2NO4 (isomer)
1.6 Inchi
InChI=1S/C18H19Cl2NO4/c1-5-25-18(23)14-10(3)21-9(2)13(17(22)24-4)15(14)11-7-6-8-12(19)16(11)20/h6-8,15,21H,5H2,1-4H3
1.7 InChIkey
RZTAMFZIAATZDJ-UHFFFAOYSA-N
1.8 Canonical Smiles
CCOC(=O)C1=C(NC(=C(C1C2=C(C(=CC=C2)Cl)Cl)C(=O)OC)C)C
1.9 Isomers Smiles
CCOC(=O)C1=C(NC(=C(C1C2=C(C(=CC=C2)Cl)Cl)C(=O)OC)C)C
2. Properties
2.1 Density
1.277
2.1 Melting point
142-145℃
2.1 Boiling point
471.5°C at 760 mmHg
2.1 Refractive index
1.549
2.1 Flash Point
239°C
2.1 PSA
64.63000
2.1 logP
4.29310
2.1 Solubility
DMSO: 28?mg/mL
2.2 Appearance
White to Light yellow powder to crystal
2.3 Storage
Keep Cold.
2.4 Chemical Properties
White or Light Yellow Crystalline Powder
2.5 Color/Form
Yellow powder
2.6 pKa
2.73±0.70(Predicted)
2.7 Water Solubility
insoluble
2.8 StorageTemp
Store at +4°C
3. Use and Manufacturing
3.1 Definition
ChEBI: The mixed (methyl, ethyl) diester of 4-(2,3-dichlorophenyl)-2,6-dimethyl-1,4-dihydropyridine-3,5-dicarboxylic acid. A calcium-channel blocker, it lowers blood pressure by reducing peripheral vascular resistance through a highly selective action on smooth mscle in arteriolar resistance vessels. It is used in the management of hypertension and angina pectoris.
3.2 General Description
Felodipine, 4-(2,3-dichlorophenyl)-1,4-dihydro-2,6-dimethyl-3,5-pyridinedicarboxylic acid ethylmethyl ester (Plendil), is a second-generation dihydropyridinechannel blocker of the nifedipine type. It is more selectivefor vascular smooth muscle than for myocardial tissueand serves as an effective vasodilator.
3.3 Usage
vasodilator, Ca channel blocker
4. Safety and Handling
4.1 Hazard Codes
Xn;
4.1 Risk Statements
R22
4.1 Safety Statements
S36
4.1 WGK Germany
3
4.1 RTECS
US7968700
5. MSDS

2.Hazard identification

2.1 Classification of the substance or mixture

Acute toxicity - Oral, Category 4

2.2 GHS label elements, including precautionary statements

Pictogram(s)
Signal word

Warning

Hazard statement(s)

H302 Harmful if swallowed

Precautionary statement(s)
Prevention

P264 Wash ... thoroughly after handling.

P270 Do not eat, drink or smoke when using this product.

Response

P301+P312 IF SWALLOWED: Call a POISON CENTER/doctor/\u2026if you feel unwell.

P330 Rinse mouth.

Storage

none

Disposal

P501 Dispose of contents/container to ...

2.3 Other hazards which do not result in classification

none

9. Other Information
9.0 Usage
Felodipine is used as a dihydropyridine calcium channel blocker. It displays high vascular selectivity; lowers arterial blood pressure without altering cardiac contractility. Antihypertensive.
10. Computational chemical data
  • Molecular Weight: 384.26g/mol
  • Molecular Formula: C18H19Cl2NO4
  • Compound Is Canonicalized: True
  • XLogP3-AA: null
  • Exact Mass: 383.0691135
  • Monoisotopic Mass: 383.0691135
  • Complexity: 614
  • Rotatable Bond Count: 6
  • Hydrogen Bond Donor Count: 1
  • Hydrogen Bond Acceptor Count: 5
  • Topological Polar Surface Area: 64.6
  • Heavy Atom Count: 25
  • Defined Atom Stereocenter Count: 0
  • Undefined Atom Stereocenter Count: 1
  • Defined Bond Stereocenter Count: 0
  • Undefined Bond Stereocenter Count: 0
  • Isotope Atom Count: 0
  • Covalently-Bonded Unit Count: 1
  • CACTVS Substructure Key Fingerprint: AAADceB6OAAGAAAAAAAAAAAAAAAAAAAAAAAwQAAAAAAAAAABAAAAHgIQAAAADQqhmCIyCILABACIAiTSSAACAAAgBQAIikEAAsgIJDKBMxCCMAAkkACIqUeI7uiOgAAAIAABAAQAAABAAAIACAAAAAAAAA==
11. Question & Answer
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