M5644
(±)-Methoxyverapamil hydrochloride
≥98%
Synonym(s):
(±)-α-[3-[(2-(3,4-Dimethoxyphenyl)ethyl)methylamino]propyl]-3,4,5-trimethoxy-α-(1-methylethyl)benzeneacetonitrile hydrochloride, D 600, Gallopamil
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About This Item
Empirical Formula (Hill Notation):
C28H40N2O5 · HCl
CAS Number:
Molecular Weight:
521.09
NACRES:
NA.77
PubChem Substance ID:
UNSPSC Code:
12352200
MDL number:
Assay:
≥98%
Quality level:
Quality Level
assay
≥98%
SMILES string
Cl[H].COc1ccc(CCN(C)CCCC(C#N)(C(C)C)c2cc(OC)c(OC)c(OC)c2)cc1OC
InChI
1S/C28H40N2O5.ClH/c1-20(2)28(19-29,22-17-25(33-6)27(35-8)26(18-22)34-7)13-9-14-30(3)15-12-21-10-11-23(31-4)24(16-21)32-5;/h10-11,16-18,20H,9,12-15H2,1-8H3;1H
InChI key
OKCRIUNHEQSXFD-UHFFFAOYSA-N
General description
Methoxyverapamil is a calmodulin antagonist. It controls flagellar glycoprotein redistribution by modulating calcium signalling. Methoxyverapamil impacts the effect of intracellular calcium levels and affects the sperm capacitation function.
Application
(±)-Methoxyverapamil hydrochloride has been used:
- as calcium channel antagonist in Schistosoma mansoni parasite
- as calcium entry blocker in cultured macrophages
- in the inhibition of L-type voltage gated Ca2+-channels
Biochem/physiol Actions
Blocks L-type Ca2+ channels
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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Product Information Sheet
Inhibition of cholesteryl ester deposition in macrophages by calcium entry blockers: an effect dissociable from calcium entry blockade
Daugherty A, et al.
British Journal of Pharmacology, 91(1), 113-118 (1987)
Beatrice Pöschel et al.
Neuropharmacology, 52(1), 46-54 (2006-08-11)
Hippocampal long-term depression (LTD) comprises a persistent reduction of synaptic strength that is typically induced by low frequency stimulation (LFS). Although LTD has been described for the dentate gyrus in vitro, this phenomenon in the dentate gyrus of the intact
Calcium influx regulates antibody-induced glycoprotein movements within the Chlamydomonas flagellar membrane
Bloodgood RA and Salomonsky NL
Journal of Cell Science, 96(1), 27-33 (1990)
Global Trade Item Number
| SKU | GTIN |
|---|---|
| M5644-50MG | 04061834060147 |
| M5644-250MG | 04061834060130 |