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Merck

M5441

Mibefradil dihydrochloride hydrate

≥98% (HPLC), powder, T-type Ca²⁺ channel blocker

Synonym(s):

(1S,2S)-2-[2[[3-(2-Benzimidazolyl)propyl]methylamino]ethyl]-6-fluoro-1,2,3,4-tetrahydro-1-isopropyl-2-naphthyl methoxyacetate dihydrochloride hydrate, Ro 40-5967 hydrate

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About This Item

Empirical Formula (Hill Notation):
C29H38FN3O3 · 2HCl · xH2O
CAS Number:
116666-63-8
Molecular Weight:
568.55 (anhydrous basis)
UNSPSC Code:
12352200
PubChem Substance ID:
24278558
NACRES:
NA.77
MDL number:
MFCD11044451

Product Name

Mibefradil dihydrochloride hydrate, ≥98% (HPLC), powder

SMILES string

O.Cl.Cl.COCC(=O)O[C@]3(CCN(C)CCCc1nc2ccccc2[nH]1)CCc4cc(F)ccc4[C@@H]3C(C)C

InChI key

IZSWBBGKLWFDOC-YKXHUFBBSA-N

InChI

1S/C29H38FN3O3.2ClH.H2O/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);2*1H;1H2/t28-,29-;;;/m0.../s1

assay

≥98% (HPLC)

form

powder

storage condition

desiccated

color

white

solubility

H2O: soluble >20 mg/mL
absolute ethanol: insoluble

originator

Roche

Quality Level

100

Related Categories

Application

Mibefradil has been used as a T-type calcium channel blocker in various cells. It has also been used to reduce apoptosis of retinal ganglion cells (RGC) in EphB2-Fc.

Biochem/physiol Actions

Mibefradil is a tetralol derivative and nondihydropyridine calcium channel blocker. It blocks long-type (L-type) calcium channels. It blocks mildly the Purkinje-type (P-type) calcium channels in Purkinje neurons.
Ro 40-5967 is a T-type Ca2+ channel blocker; antihypertensive.

Features and Benefits

This compound was developed by Roche. To browse the list of other pharma-developed compounds and Approved Drugs/Drug Candidates, click here.

pictograms

Exclamation mark
GHS07

signalword

Warning

hcodes

H302

Hazard Classifications

Acute Tox. 4 Oral

Storage Class

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Gloves, type N95 (US)

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Certificates of Analysis (COA)

Lot/Batch Number
0000436339
0000120000
0000120000
0000436339
0000104592

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Mibefradil inhibition of T-type calcium channels in cerebellar purkinje neurons
McDonough S I and Bean B P
Molecular Pharmacology, 54(6), 1080-1087 (1998)
Mibefradil block of cloned T-type calcium channels
Martin R L, et al.
Journal of Pharmacology and Experimental Therapeutics, 295(1), 302-308 (2000)
Bobbi-Jo Lowie et al.
American journal of physiology. Gastrointestinal and liver physiology, 301(5), G835-G845 (2011-08-13)
Interstitial cells of Cajal associated with the myenteric plexus (ICC-MP) are pacemaker cells of the small intestine, producing the characteristic omnipresent electrical slow waves, which orchestrate peristaltic motor activity and are associated with rhythmic intracellular calcium oscillations. Our objective was
Calcium channels are involved in EphB/ephrinB reverse signaling-induced apoptosis in a rat chronic ocular hypertension model
Dong L, et al.
Molecular Medicine Reports, 17(2), 2465-2471 (2018)
Christoph Brenker et al.
The EMBO journal, 31(7), 1654-1665 (2012-02-23)
The sperm-specific CatSper channel controls the intracellular Ca(2+) concentration ([Ca(2+)](i)) and, thereby, the swimming behaviour of sperm. In humans, CatSper is directly activated by progesterone and prostaglandins-female factors that stimulate Ca(2+) influx. Other factors including neurotransmitters, chemokines, and odorants also
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