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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/REAXYS Number:
6470244
MDL number:
MFCD00077679
UNSPSC Code:
12352202
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

11 - Combustible Solids

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Gloves, type N95 (US)

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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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
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
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
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