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M5441

Sigma-Aldrich

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)
MDL number:
MFCD11044451
UNSPSC Code:
12352200
PubChem Substance ID:
24278558
NACRES:
NA.77

product name

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

assay

≥98% (HPLC)

form

powder

storage condition

desiccated

color

white

solubility

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

originator

Roche

SMILES string

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

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

InChI key

IZSWBBGKLWFDOC-YKXHUFBBSA-N

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_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Gloves, type N95 (US)

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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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
Life-threatening interaction of mibefradil and beta-blockers with dihydropyridine calcium channel blockers
Mullins M E, et al.
JAMA : The Journal of the American Medical Association, 280(2), 157-158 (1998)
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)
Nicholas C K Valerie et al.
Biochemical pharmacology, 85(7), 888-897 (2013-01-05)
Glioblastoma multiforme (GBM) are brain tumors that are exceptionally resistant to both radio- and chemotherapy regimens and novel approaches to treatment are needed. T-type calcium channels are one type of low voltage-gated channel (LVCC) involved in embryonic cell proliferation and
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