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208665

Sigma-Aldrich

Calmidazolium Chloride

A cell-permeable calmodulin antagonist.

Synonym(s):

Calmidazolium Chloride, Compound R 24571

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About This Item

Empirical Formula (Hill Notation):
C31H23Cl7N2O
CAS Number:
Molecular Weight:
687.70
MDL number:
UNSPSC Code:
12352200

Quality Level

assay

≥95% (HPLC)

form

solid

manufacturer/tradename

Calbiochem®

storage condition

OK to freeze

color

white

solubility

DMSO: 10 mg/mL
ethanol: 10 mg/mL

shipped in

ambient

storage temp.

−20°C

InChI

1S/C31H24Cl6N2O.Cl/c32-23-6-1-20(2-7-23)31(21-3-8-24(33)9-4-21)39-14-13-38(19-39)17-30(27-12-11-26(35)16-29(27)37)40-18-22-5-10-25(34)15-28(22)36;/h1-16,30-31H,17-19H2;

InChI key

LBFGPQFQXRJXDI-UHFFFAOYSA-N

General description

A cell-permeable calmodulin antagonist. An analog of sepazonium that is at least 150 times more potent than Trifluoperazine (Cat. No. 642150) as an inhibitor of brain Ca2+-calmodulin-dependent phosphodiesterase (IC50 = 10 nM). Inhibits voltage-gated Ca2+ channels and stimulates the release of nitric oxide in neuroblastoma cells. Also, acts as a strong inhibitor of calcium-dependent Ca2+-ATPase in erythrocytes. Known to prolong cardiac refractory period in vivo.
A cell-permeable calmodulin antagonist. At least 150 times more potent than Trifluoperazine (Cat. No. 642150) as an inhibitor of brain calmodulin-dependent phosphodiesterase (IC50 = 10 nM). An inhibitor of voltage-gated Ca2+ channels. Stimulates the release of nitric oxide in neuroblastoma cells. Also acts as a strong non-competitive inhibitor of skeletal muscle sarcoplasmic reticulum Ca2+-ATPase (Ki = 60 nM). Known to prolong cardiac refractoriness in vivo.
Note: easily adheres to glass in aqueous solution.

Biochem/physiol Actions

Cell permeable: yes
Primary Target
brain calmodulin-dependent phosphodiesterase
Product does not compete with ATP.
Reversible: no
Target IC50: 10 nM against brain calmodulin-dependent phosphodiesterase

Caution

readily adheres to glass in aqueous solution.

Warning

Toxicity: Standard Handling (A)

Reconstitution

Following reconstitution, aliquot and freeze (-20°C) for long term storage or refrigerate (4°C) for short-term storage. DMSO stock solutions are stable for up to 2 months -20°C.

Other Notes

Hu, J., and El-Fakahany, E.E. 1993. NeuroReport. 4, 198.
Nakazawa, K., et al. 1993. Br. J. Pharmacol. 109, 137.
Yuasa, T., and Muto, S. 1992. Arch. Biochem. Biophys.296, 175.
Ichikawa, M., et al. 1991. J. Membrane Biol.120, 211.
Silver, P.J., et al. 1989. Cardiovasc. Drug Ther. 3, 675.
Anderson, K.W., et al. 1984. J. Biol. Chem.259, 11487.
Gietzen, L., et al. 1982. Biochem. J. 207, 541.
Van Belle, H. 1981. Cell Calcium2, 483.
Levin, R.N., and Weiss, B. 1979. J. Pharmacol. Exp. Therap.208, 454.

Legal Information

CALBIOCHEM is a registered trademark of Merck KGaA, Darmstadt, Germany

Storage Class

11 - Combustible Solids

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable


Certificates of Analysis (COA)

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