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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

Signal Word

Warning

Hazard Statements

H302

Precautionary Statements

P264 - P270 - P301 + P312 - P501

Hazard Classifications

Acute Tox. 4 Oral

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

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 inhibition of T-type calcium channels in cerebellar purkinje neurons
McDonough S I and Bean B P
Molecular Pharmacology, 54(6), 1080-1087 (1998)
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
Mibefradil block of cloned T-type calcium channels
Martin R L, et al.
Journal of Pharmacology and Experimental Therapeutics, 295(1), 302-308 (2000)
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)
Cornelia Kopp-Scheinpflug et al.
Neuron, 71(5), 911-925 (2011-09-10)
Offset responses upon termination of a stimulus are crucial for perceptual grouping and gap detection. These gaps are key features of vocal communication, but an ionic mechanism capable of generating fast offsets from auditory stimuli has proven elusive. Offset firing
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