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Merck
CN

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

Key Documents

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Product Name

Calmidazolium chloride, solid

form

solid

color

white

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

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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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
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
Ryuichi Tatsumi et al.
American journal of physiology. Cell physiology, 296(4), C922-C929 (2009-01-23)
When skeletal muscle is stretched or injured, myogenic satellite cells are activated to enter the cell cycle. This process depends on nitric oxide (NO) production by NO synthase (NOS), matrix metalloproteinase activation, release of hepatocyte growth factor (HGF) from the
Gurpreet Kaur et al.
The Biochemical journal, 430(1), 39-48 (2010-06-10)
The HMG (high-mobility group)-box-containing chromatin-remodelling factor SRY (sex-determining region on the Y chromosome) plays a key role in sex determination. Its role in the nucleus is critically dependent on two NLSs (nuclear localization signals) that flank its HMG domain: the
Débora Mai N Eguti et al.
Cellular physiology and biochemistry : international journal of experimental cellular physiology, biochemistry, and pharmacology, 26(4-5), 541-552 (2010-11-11)
We examined the effect of Angiotensin II (Ang II) on the interaction between the Ca(2+)/CaM complex and hNHE1. Considering that calmodulin binds to NHE1 at two sites (A and B), amino acids at both sites were modified and two mutants
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