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Calhex 231 hydrochloride

Cat. No. 4387 2 Citations Submit a Review Datasheet / COA / SDS
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Cat.No. 4387 - Calhex 231 hydrochloride | C25H27ClN2O.HCl | CAS No. 652973-93-8
Description: Negative allosteric modulator of calcium-sensing receptor (CaSR)
Chemical Name: 4-Chloro-N-[(1S,2S)-2-[[(1R)-1-(1-naphthalenyl)ethyl]amino]cyclohexyl]-benzamide hydrochloride
Purity: ≥98% (HPLC)
Datasheet
Citations (2)
Reviews
Literature
Biological Activity Technical Data Solubility Calculators Datasheets References

Biological Activity

Negative allosteric modulator of the calcium sensing receptor (CaSR). Blocks increases in [3H]inositol phosphate levels elicited by wild-type hCasR activation (IC50= 0.39 μM in transiently transfected HEK293 cells).

Compound Libraries

Calhex 231 hydrochloride is also offered as part of the Tocriscreen Plus. Find out more about compound libraries available from Tocris.

Technical Data

M. Wt 443.41
Formula C25H27ClN2O.HCl
Storage Store at -20°C
Purity ≥98% (HPLC)
CAS Number 652973-93-8
PubChem ID 11849513
InChI Key KZPHZSFSFANQIS-GRFVZBLOSA-N
Smiles O=C(C4=CC=C(Cl)C=C4)N[C@@H](CCCC3)[C@H]3N[C@H](C)C1=C2C(C=CC=C2)=CC=C1.Cl

The technical data provided above is for guidance only. For batch specific data refer to the Certificate of Analysis.

All Tocris products are intended for laboratory research use only.

Solubility Data

Solvent Max Conc. mg/mL Max Conc. mM
Solubility
DMSO 22.17 50

Preparing Stock Solutions

The following data is based on the product molecular weight 443.41. Batch specific molecular weights may vary from batch to batch due to solvent of hydration, which will affect the solvent volumes required to prepare stock solutions.

Concentration / Solvent Volume / Mass 1 mg 5 mg 10 mg
0.5 mM 4.51 mL 22.55 mL 45.1 mL
2.5 mM 0.9 mL 4.51 mL 9.02 mL
5 mM 0.45 mL 2.26 mL 4.51 mL
25 mM 0.09 mL 0.45 mL 0.9 mL

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References

References are publications that support the biological activity of the product.

Petrel et al (2003) Modeling and mutagenesis of the binding site of Calhex 231, a novel negative allosteric modulator of the extracellular Ca2+-sensing receptor. J.Biol.Chem. 278 49487 PMID: 14506236

Kessler et al (2006) N1-Benzoyl-N2-[1-(1-naphthyl)ethyl]-trans-1,2-diaminocyclohexanes: Development of 4-chlorophenylcarboxamide (Calhex 231) as a new calcium sensing receptor ligand demonstrating potent calcilytic activity. J.Med.Chem. 49 5119 PMID: 16913701

Weston et al (2008) The expression and function of Ca2+-sensing receptors in rat mesenteric artery; comparative studies using a model of type II diabetes. Br.J.Pharmacol. 154 652 PMID: 18414396

If you know of a relevant reference for Calhex 231 hydrochloride, please let us know.

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2 Citations for Calhex 231 hydrochloride

Citations are publications that use Tocris products. Selected citations for Calhex 231 hydrochloride include:

Diakogiannaki et al (2013) Oligopeptides stimulate glucagon-like peptide-1 secretion in mice through proton-coupled uptake and the calcium-sensing receptor. Oncotarget 56 2688 PMID: 24045836

Yarova et al (2015) Calcium-sensing receptor antagonists abrogate airway hyperresponsiveness and inflammation in allergic asthma. Diabetologia 7 284ra60 PMID: 25904744

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