CAS 116644-53-2

Mibefradil

Description:

Mibefradil is a chemical compound classified as a calcium channel blocker, primarily used in the treatment of hypertension and certain types of angina. It functions by inhibiting specific calcium channels, leading to vasodilation and reduced cardiac workload. Mibefradil is characterized by its unique structure, which includes a thiazole ring and a tertiary amine, contributing to its pharmacological properties. The substance has a moderate lipophilicity, allowing it to penetrate biological membranes effectively. Its mechanism of action involves selective inhibition of T-type calcium channels, which differentiates it from other calcium channel blockers that primarily target L-type channels. Mibefradil was once marketed for clinical use but was withdrawn due to safety concerns related to drug interactions and adverse effects. Its pharmacokinetics indicate a relatively short half-life, necessitating careful dosing considerations. Overall, while Mibefradil has notable therapeutic potential, its clinical application is limited due to the aforementioned safety issues.

Formula: C₂₉H₃₈FN₃O₃

InChI: InChI=1S/C29H38FN3O3/c1-20(2)28-23-12-11-22(30)18-21(23)13-14-29(28,36-27(34)19-35-4)15-17-33(3)16-7-10-26-31-24-8-5-6-9-25(24)32-26/h5-6,8-9,11-12,18,20,28H,7,10,13-17,19H2,1-4H3,(H,31,32)/t28-,29-/m0/s1

InChI key: InChIKey=HBNPJJILLOYFJU-VMPREFPWSA-N

SMILES: C(CN(CCCC=1NC=2C(N1)=CC=CC2)C)[C@]3(OC(COC)=O)[C@@H]([C@@H](C)C)C=4C(CC3)=CC(F)=CC4

Synonyms:

• (1S,2S)-2-(2-{[3-(1H-benzimidazol-2-yl)propyl](methyl)amino}ethyl)-6-fluoro-1-(propan-2-yl)-1,2,3,4-tetrahydronaphthalen-2-yl methoxyacetate
• (1S,2S)-2-[2-[[3-(1H-Benzimidazol-2-yl)propyl]methylamino]ethyl]-6-fluoro-1-isopropyl-1,2,3,4-tetrahydronaphthalen-2-yl methoxyacetate
• (1S,2S)-2-[2-[[3-(1H-Benzimidazol-2Yl)Propyl]Methylamino]Ethyl]-6-Fluoro-1,2,3,4-Tetrahydro-1-(1-Methylethyl)-2-Naphthalenyl Methoxyacetoacetate Dihydrochloride
• (1S,2S)-2-[2-[[3-(2-Benzimidazolyl)propyl]methylamino]ethyl]-6-fluoro-1,2,3,4-tetrahydro-1-isopropyl-2-naphthyl methoxyacetate
• (1S,2S)-2-[2[[3-(2-Benzimidazolylpropyl]Methylamino]Ethyl]-6-Fluoro-1,2,3,4-Tetrahydro-1-Isopropyl-2-Naphthyl Methoxyacetate Dihydrochloride
• Acetic acid, methoxy-, (1S,2S)-2-[2-[[3-(1H-benzimidazol-2-yl)propyl]methylamino]ethyl]-6-fluoro-1,2,3,4-tetrahydro-1-(1-methylethyl)-2-naphthalenyl ester
• Acetic acid, methoxy-, 2-[2-[[3-(1H-benzimidazol-2-yl)propyl]methylamino]ethyl]-6-fluoro-1,2,3,4-tetrahydro-1-(1-methylethyl)-2-naphthalenyl ester, (1S-cis)-
• Mibefradil
• Ro 40-5967

Mibefradil

CAS: 116644-53-2

Formula: C₂₉H₃₈FN₃O₃

Color and Shape: Solid

Molecular weight: 495.6287

Ref: IN-DA000CWR

Mibefradil

CAS: 116644-53-2

Mibefradil is a drug that blocks the L-type calcium channel. It is used to treat acute coronary syndrome and chronic stable angina. Mibefradil has been shown to have cardiac effects including prolongation of the QT interval, which can lead to ventricular tachycardia and ventricular fibrillation. The drug is also a potent antihypertensive agent, which may be due to its ability to block potassium channels. Mibefradil has been shown to cause tubulointerstitial injury in experimental animals treated with this drug, as well as papillary muscle dysfunction and cardiomyopathy. This drug has been shown to be effective in treating hypertension, although it can cause cardiac problems such as myocardial infarcts and arrhythmias.

Formula: C₂₉H₃₈FN₃O₃

Purity: Min. 95%

Molecular weight: 495.63 g/mol

Ref: 3D-FM178653

Mibefradil

CAS: 116644-53-2

Mibefradil is a calcium channel blocker with moderate selectivity for T-type Ca2+ channels (IC50s: 2.7 μM and 18.6 μM for T-type and L-type currents).

Formula: C₂₉H₃₈FN₃O₃

Purity: 98%

Color and Shape: Solid

Molecular weight: 495.63

Ref: TM-TQ0153