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Calhex 231

Product Name
Calhex 231
CAS No.
652973-93-8
Chemical Name
Calhex 231
Synonyms
Calhex 231;Calhex-231 (Calhex231);Calhex 231 hydrochloride;4-Chloro-N-[(1S,2S)-2-[[(1R)-1-(1-naphthalenyl)ethyl]amino]cyclohexyl]benzamide;Benzamide, 4-chloro-N-[(1S,2S)-2-[[(1R)-1-(1-naphthalenyl)ethyl]amino]cyclohexyl]-;4-Chloro-N-[(1S,2S)-2-[[(1R)-1-(1-naphthalenyl)ethyl]amino]cyclohexyl]-benzamide hydrochloride
CBNumber
CB21565173
Molecular Formula
C25H27ClN2O
Formula Weight
406.95
MOL File
652973-93-8.mol
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Calhex 231 Property

Melting point:
53-55°C
storage temp. 
-20°C Freezer
solubility 
DMSO: soluble15mg/mL, clear
form 
powder
color 
white to beige
CAS DataBase Reference
652973-93-8
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Safety

WGK Germany 
3
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Hazard and Precautionary Statements (GHS)

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N-Bromosuccinimide Price

Sigma-Aldrich
Product number
SML0668
Product name
Calhex 231 hydrochloride
Purity
≥98% (HPLC)
Packaging
5mg
Price
$152
Updated
2024/03/01
Sigma-Aldrich
Product number
SML0668
Product name
Calhex 231 hydrochloride
Purity
≥98% (HPLC)
Packaging
25mg
Price
$483
Updated
2024/03/01
Cayman Chemical
Product number
17268
Product name
Calhex 231
Purity
≥98%
Packaging
1mg
Price
$32
Updated
2024/03/01
Cayman Chemical
Product number
17268
Product name
Calhex 231
Purity
≥98%
Packaging
5mg
Price
$116
Updated
2024/03/01
Cayman Chemical
Product number
17268
Product name
Calhex 231
Purity
≥98%
Packaging
10mg
Price
$214
Updated
2024/03/01
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Calhex 231 Chemical Properties,Usage,Production

Chemical Properties

White Solid

Uses

A new calcium sensing receptor ligand demonstrating potent calcilytic activity.

Uses

Calhex 231 hydrochloride has been used:

  • as a calcium-sensing receptor (CaSR) antagonist: to test its impact on hearing in rats
  • to test its effect on blood pressure levels spontaneous hypertensive rats (SHRs)
  • to test its effect on acoustic response bias in zebrafish
  • in Caco-2 cells to test its effect on, overexpression of fibroblast growth factor-23 (FGF-23 )

Biological Activity

calhex 231 hydrochloride is a novel potent negative allosteric modulator of ca2+-sensing receptor (casr) with an ic50 value of 0.39 μm to the increase in [3h]inositol phosphates induced by transiently expressed human wild-type casr in hek293 cells [1].the casr belongs to g-protein-coupled receptor (gpcr) class 3. casr is activated by charged molecules including spermidine, spermine, β-amyloid peptides, and several antibiotics. casr is also activated by mg2+ and ca2+ present in the extracellular fluids [1].in hek293 cells transiently expressing human wt casr, increasing the concentration of extracellular ca2+ from 0.3 to 10 mm resulted in a 10-fold increase in [3h]ip accumulation, while no significant increase in [3h]ip accumulation was detected in cells transiently transfected with an empty control plasmid. the analysis of the dose-response curve resulted in an ec50 value of 3.4 ± 0.1 mm for ca2+. preincubation with calhex 231 concentration-dependently inhibited the ip response to 10 mm ca2+ in hek293 cells expressing the human wt casr. the analysis of the dose-response curve resulted in an ic50 value of 0.39 ± 0.08 μm for calhex 231 [1].calhex 231 produced significant myocyte depolarizations in segments of mesenteric arteries from both zucker diabetic fatty (zdf) and zucker lean (zl) rats. in the continuing presence of calhex 231, hyperpolarizations to the calcium-sensing receptor (car) activator calindol were significantly reduced [2].

Biochem/physiol Actions

Calhex 231 is a negative allosteric modulator of the calcium sensing receptor CaSR. Calhex 231 blocks calcium-induced accumulation of inositol phosphate with an IC50 of 0.36 μM.

References

[1]. petrel c, kessler a, maslah f, et al. modeling and mutagenesis of the binding site of calhex 231, a novel negative allosteric modulator of the extracellular ca2+-sensing receptor. journal of biological chemistry, 2003, 278(49): 49487-49494.
[2]. weston ah, absi m, harno e, et al. the expression and function of ca2+-sensing receptors in rat mesenteric artery; comparative studies using a model of type ii diabetes. british journal of pharmacology, 2008, 154(3): 652-662.

Calhex 231 Preparation Products And Raw materials

Raw materials

Preparation Products

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Calhex 231 Suppliers

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652973-93-8, Calhex 231Related Search:


  • 4-Chloro-N-[(1S,2S)-2-[[(1R)-1-(1-naphthalenyl)ethyl]amino]cyclohexyl]benzamide
  • Calhex 231
  • Calhex 231 hydrochloride
  • 4-Chloro-N-[(1S,2S)-2-[[(1R)-1-(1-naphthalenyl)ethyl]amino]cyclohexyl]-benzamide hydrochloride
  • Calhex-231 (Calhex231)
  • Benzamide, 4-chloro-N-[(1S,2S)-2-[[(1R)-1-(1-naphthalenyl)ethyl]amino]cyclohexyl]-
  • 652973-93-8
  • C25H27ClN2O
  • Chiral Reagents
  • Intermediates & Fine Chemicals
  • Pharmaceuticals