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Merck

C3930

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
UNSPSC Code:
12352202
NACRES:
NA.77
PubChem Substance ID:
24278023
MDL number:
MFCD00077679
Beilstein/REAXYS Number:
6470244

Product Name

Calmidazolium chloride, solid

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

SMILES string

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

InChI key

YGEIMSMISRCBFF-UHFFFAOYSA-M

form

solid

color

white

storage temp.

2-8°C

Quality Level

200

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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.

Disclaimer

Binds to glass surfaces in aqueous solutions.

Preparation Note

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

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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Certificates of Analysis (COA)

Lot/Batch Number
0000354418
0000303896
0000354418
0000303896
0000139378

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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
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
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
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