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C3930

Sigma-Aldrich

Calmidazolium chloride

solid

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

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About This Item

Empirical Formula (Hill Notation):
C31H23Cl7N2O
CAS Number:
57265-65-3
Molecular Weight:
687.70
Beilstein:
6470244
MDL number:
MFCD00077679
UNSPSC Code:
12352202
PubChem Substance ID:
24278023
NACRES:
NA.77
Pricing and availability is not currently available.

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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Certificates of Analysis (COA)

Lot/Batch Number
0000354418
0000303896
0000354418
0000303896
0000139378

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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
Helle Jensen et al.
Molecular immunology, 53(3), 255-264 (2012-09-12)
In this study we demonstrate that histone deacetylase (HDAC)-inhibitor mediated cell surface expression of the structural different NKG2D-ligands MICA/B and ULBP2 is calcium-dependent. Treatment with the calcium chelator EGTA inhibited constitutive as well as HDAC-inhibitor induced MICA/B and ULBP2 cell
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
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
Augusto C Montezano et al.
Circulation research, 106(8), 1363-1373 (2010-03-27)
Although Nox5 (Nox2 homolog) has been identified in the vasculature, its regulation and functional significance remain unclear. We sought to test whether vasoactive agents regulate Nox5 through Ca(2+)/calmodulin-dependent processes and whether Ca(2+)-sensitive Nox5, associated with Rac-1, generates superoxide (O(2)(*-)) and
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