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C3930

Sigma-Aldrich

Calmidazolium chloride

solid

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Synonym(s):
1-[Bis(4-chlorophenyl)methyl]-3-[2,4-dichloro-β-(2,4-dichlorobenzyloxy)phenethyl]imidazolium chloride, 1-[bis(4-Chlorophenyl)methyl]-3-[2-(2,4-dichlorophenyl)-2-(2,4-dichlorobenzyloxy)ethyl]-1H-imidazolium chloride, R 24571
Empirical Formula (Hill Notation):
C31H23Cl7N2O
CAS Number:
57265-65-3
Molecular Weight:
687.70
Beilstein:
6470244
MDL number:
MFCD00077679
PubChem Substance ID:
24278023
NACRES:
NA.77

form

solid

Quality Level

200

color

white

storage temp.

2-8°C

SMILES string

[Cl-].Clc1ccc(cc1)C(c2ccc(Cl)cc2)[n+]3ccn(CC(OCc4ccc(Cl)cc4Cl)c5ccc(Cl)cc5Cl)c3

InChI

1S/C31H23Cl6N2O.ClH/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;/h1-16,19,30-31H,17-18H2;1H/q+1;/p-1

InChI key

YGEIMSMISRCBFF-UHFFFAOYSA-M

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Biochem/physiol Actions

Inhibitor of calmodulin-regulated enzymes. It is also believed to directly block calcium channels in smooth muscle cells.

Caution

Binds to glass surfaces in aqueous solutions.

Reconstitution

Stock solutions may be prepared in DMSO at 5 mM then diluted to 0.01 mM with buffer. DMSO solutions may be stored for several weeks.

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

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Mohamad Sabbah et al.
Bioorganic & medicinal chemistry, 19(16), 4868-4875 (2011-07-26)
Thirty N,N'-disubstituted imidazolium salts have been synthesized and evaluated as LuxR antagonists. Substitution on one of the imidazolium nitrogen atoms includes benzhydryl, fluorenyl or cyclopentyl substituent, and alkyl chains of various lengths on the second one. Most of these compounds
Qi Xi et al.
American journal of physiology. Heart and circulatory physiology, 301(2), H428-H433 (2011-05-17)
Glutamate-stimulated, astrocyte-derived carbon monoxide (CO) causes cerebral arteriole dilation by activating smooth muscle cell large-conductance Ca(2+)-activated K(+) channels. Here, we examined the hypothesis that glutamate activates heme oxygenase (HO)-2 and CO production via the intracellular Ca(2+) concentration ([Ca(2+)](i))/Ca(2+)-calmodulin signaling pathway
Shi-Hong Gu et al.
Journal of insect physiology, 56(1), 93-101 (2009-10-06)
Our previous studies showed that the prothoracicotropic hormone (PTTH) stimulated extracellular signal-regulated kinase (ERK) phosphorylation in prothoracic glands of Bombyx mori both in vitro and in vivo. In the present study, the signaling pathway by which PTTH activates ERK phosphorylation
Ming Lu et al.
The Journal of endocrinology, 208(1), 31-39 (2010-10-27)
Intracellular calcium ([Ca(2+)](i)) is the most relevant modulator of parathyroid hormone (PTH) secretion. Uniquely, an increase in [Ca(2+)](i) results in an inhibition of PTH secretion, and it probably exerts its function via calcium-binding protein pathways. The ubiquitous calcium-binding proteins, calmodulin
Virender Singh et al.
Molecular pharmaceutics, 15(8), 3356-3368 (2018-07-07)
Huntington's disease (HD) is a genetic disorder caused by a CAG expansion mutation in Huntingtin gene leading to polyglutamine (polyQ) expansion in the N-terminus side of Huntingtin (Httex1) protein. Neurodegeneration in HD is linked to aggregates formed by Httex1 bearing
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