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72509-76-3 (Felodipine)

1

Identification

Felodipine Felodipine
Name Felodipine
Formula C18H19Cl2NO4
MW 384.25
CAS No. 72509-76-3
EINECS
Smiles O=C(C1=C(C)NC(C)=C(C(OC)=O)C1C2=CC=CC(Cl)=C2Cl)OCC
Synonyms Plendil;Renedil;Feloday; 3-ethyl 5-methyl 4-(2,3-dichlorophenyl)-2,6-dimethyl-1,4-dihydropyridine-3,5-dicarboxylate
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
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Introduction

Felodipine is a long-acting 1,4-dihydropyridine calcium channel blocker. Target: Calcium Channel Felodipine is a long-acting 1,4-dihydropyridine calcium channel blocker (CCB)b.

Background Information

Felodipine is an L-type (CaV1), voltage-gated Ca2+ channels are plasma membrane protein.Felodipine is a DHP that acts as L-type, voltage-gated Ca2+ channel blocker that is selective over N-, R-, P/Q- and T-type channels. ......by Affix Scientific
Felodipine is a selective L-type Ca2+ channel blocker with IC50 of 0.15 nM. ......by BOC Sciences
Felodipine is a long-acting 1,4-dihydropyridine calcium channel blocker. Target: Calcium Channel Felodipine is a long-acting 1,4-dihydropyridine calcium channel blocker (CCB)b. It acts primarily on vascular smooth muscle cells by stabilizing voltage-gated L-type calcium channels in their inactive conformation. Felodipine significantly relaxes KCl-contracted porcine coronary segments by blocking the Ca2+ channels, displaying ~50 times more potent than nifedipine (IC50 of ~8 nM) and ~430 times than verapamil (IC50 of ~65 nM) [1]. Felodipine significantly induces the transcription and secretion of IL-6 and IL-8 with ED50 values of 5.8 nM and 5.3 nM in primary human VSMC and lung fibroblasts, respectively, while propranolol or furosemide fails to affect the expression of the two IL genes [2]. Felodipine blocks the muscarinic receptor-mediated (carbachol) Ca2+-dependent contraction of guinea pig ileum longitudinal smooth muscle (GPILSM) with an IC50 of 1.45 nM [3]. ......by MedChemexpress Co., Ltd.
Felodipine is a selective L-type Ca2+ channel blocker with IC50 of 0.15 nM. ......by Selleck Chemicals LLC
A dihydropyridine calcium antagonist with positive inotropic effects. It lowers blood pressure by reducing peripheral vascular resistance through a highly selective action on smooth muscle in arteriolar resistance vessels. ......by Target Molecule Corp.
L-type Ca2+ channel blocker that is selective over N-, R-, P/Q- and T-type channels. Displays high vascular selectivity; lowers arterial blood pressure without altering cardiac contractility. Antihypertensive. ......by Tocris Bioscience Inc.
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Protocol(Only for Reference)

Cell Experiment

Animal Experiment

Animal Models Male Sprague-Dawley rats with approximately 5/6 renal ablation
Dosage 1 g/kg/day
Formulation Dissolved in DMSO, and diluted in saline
Administration Orally
Source Selleck Chemicals LLC
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Physical and Chemical Properties

Appearance:Light yellow to yellow Solid EBNumber:EB000012560

Storage condition

Up to one week at 4°C or six months at -20°C. by Affix Scientific
Store at +4°C by Tocris Bioscience Inc.

Solubility

DMSO 77 mg/mL; Water <1 mg/mL by MedChemexpress Co., Ltd.
(25°C) * In vitro DMSO 77 mg/mL (200.39 mM); Ethanol72 mg/mL (187.37 mM); Water<1 mg/mL (<1 mM) by Selleck Chemicals LLC
Soluble to 100 mM in DMSO and to 100 mM in ethanol by Tocris Bioscience Inc.
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Mechanism and Indication

Signaling Pathways Membrane Transporter/Ion Channel
Target Calcium Channel
Research Area Cardiovascular Disease
Indications
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Clinical Information

Product Name Sponsor & Collaborators Indications Start Date End Date Phase
Felodipine - Launched
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Safety Data of Felodipine

Hazard Symbols : Xn
Risk Statements : 22
Safety Statements : 36
RTECS : US7968700
WGKGermany : 3
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Spectral Information

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Suppliers List

Company Price and Availability Country/Region
Affix Scientific 1g/USD1660(In stock) USA
Anhui Modern Chem-Pharm Co., Ltd. China
BOC Sciences 5g/USD298(In stock)
CHEMSCENE, LLC USA
Changzhou Hengfeng Chemical Plant China
Changzhou Ruiming Pharmaceutical Co., Ltd. China
MedChemexpress Co., Ltd. 10mg/USD71(In stock);50mg/USD174(In stock) USA
Selleck Chemicals LLC 10mg/USD97(In stock);10mM/1mLIn DMSO/USD130(In stock);50mg/USD310(In stock) USA
Shanghai Haoyuan Chemexpress Co., Ltd. 10mg/USD71(Get quote);50mg/USD174(Get quote) China
Target Molecule Corp. 2mg/USD36();10mg/USD65();50mg/USD165();100mg/USD268() USA
Tocris Bioscience Inc. USA
Zhejiang Wonderful Pharma & Chem Co., Ltd. China
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Related Products

Other Forms of 72509-76-3

Name CAS No Formula MW

Recommended Compounds in Calcium Channel

Name CAS No Formula MW
Lercanidipine (hydrochloride) 132866-11-6 C36H42ClN3O6 648.19
Amlodipine maleate 88150-47-4 C24H29ClN2O9 524.95
Lercanidipine 100427-26-7 C36H41N3O6 611.73
Neomycin (sulfate) 1405-10-3 C23H48N6O17S 712.72
Tetracaine (hydrochloride) 136-47-0 C15H25ClN2O2 300.82
Nitrendipine 39562-70-4 C18H20N2O6 360.36
Manidipine 89226-50-6 C35H38N4O6 610.7
Chlorpromazine (hydrochloride) 69-09-0 C17H20Cl2N2S 355.33
Ibutilide (fumarate) 122647-32-9 C44H76N4O10S2 885.23
Flunarizine (dihydrochloride) 30484-77-6 C26H28Cl2F2N2 477.42
Lacidipine 103890-78-4 C26H33NO6 455.54
Cromolyn (sodium) 15826-37-6 C23H14Na2O11 512.33
Amlodipine 88150-42-9 C20H25ClN2O5 408.88
Nifedipine 21829-25-4 C17H18N2O6 346.33
Acetylcholine chloride 60-31-1 C7H16ClNO2 181.66
Ranolazine 95635-55-5 C24H33N3O4 427.54
Nimodipine 66085-59-4 C21H26N2O7 418.44
Isradipine 75695-93-1 C19H21N3O5 371.39
Zonisamide (sodium) 68291-98-5 C8H7N2NaO3S 234.21
Zonisamide 68291-97-4 C8H8N2O3S 212.23

Recommended Compounds in Same Indication

Name CAS No Formula MW
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Route of Synthesis

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References

[1]. Johnson, J.D. and D.A. Fugman, Calcium and calmodulin antagonists binding to calmodulin and relaxation of coronary segments. J Pharmacol Exp Ther, 1983. 226(2): p. 330-4.

[2]. Rodler, S., et al., Ca(2+)-channel blockers modulate the expression of interleukin-6 and interleukin-8 genes in human vascular smooth muscle cells. J Mol Cell Cardiol, 1995. 27(10): p. 2295-302.

[3]. Yiu, S. and E.E. Knaus, Synthesis, biological evaluation, calcium channel antagonist activity, and anticonvulsant activity of felodipine coupled to a dihydropyridine-pyridinium salt redox chemical delivery system. J Med Chem, 1996. 39(23): p. 4576-82.

Protocol Reference

Ljung (1990) Vascular selectivity of felodipine: experimental pharmacology. J.Cardiovasc.Pharmacol. 15 S11. PMID: 1693715.

Furukawa et al (1999) Selectivities of dihydropyridine derivatives in blocking Ca2+ channel subtypes expressed in Xenopus oocytes. J.Pharmacol.Exp.Ther. 291 464. PMID: 10525060.

Furukawa et al (2005) Differential blocking action of dihydropyridine Ca2+ antagonists on a T-type Ca2+ channel (α1G) expressed in Xenopus oocytes. J.Cardiovasc.Pharmacol. 45 241. PMID: