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Submit ReviewCalhex 231 hydrochloride
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)
Biological Activity for Calhex 231 hydrochloride
Calhex 231 hydrochloride is a 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 for Calhex 231 hydrochloride
Calhex 231 hydrochloride is also offered as part of the Tocriscreen 2.0 Max. Find out more about compound libraries available from Tocris.
Technical Data for Calhex 231 hydrochloride
| M. Wt | 443.41 |
| Formula | C25H27ClN2O.HCl |
| Storage | Store at -20°C |
| Purity | ≥98% (HPLC) |
| CAS Number | 2387505-78-2 |
| 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.
Tocris products are intended for laboratory research use only, unless stated otherwise.
Solubility Data for Calhex 231 hydrochloride
| Solvent | Max Conc. mg/mL | Max Conc. mM | |
|---|---|---|---|
| Solubility | |||
| DMSO | 22.17 | 50 |
Preparing Stock Solutions for Calhex 231 hydrochloride
The following data is based on the product molecular weight 443.41. Batch specific molecular weights may vary from batch to batch due to the degree 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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Product Datasheets for Calhex 231 hydrochloride
References for Calhex 231 hydrochloride
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
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Keywords: Calhex 231 hydrochloride, Calhex 231 hydrochloride supplier, Calhex231, calcilytics, hcasr, calcium-sensing, receptors, negative, allosteric, modulators, nams, Calcium-Sensing, Receptor, 4387, Tocris Bioscience
5 Citations for Calhex 231 hydrochloride
Citations are publications that use Tocris products. Selected citations for Calhex 231 hydrochloride include:
Ulf et al (2022) Macrophages in obesity are characterised by increased IL-1β response to calcium-sensing receptor signals. Int J Obes (Lond) 46 1883-1891 PMID: 35931812
Ian P et al (2023) Asymmetric dimethylarginine positively modulates calcium-sensing receptor signalling to promote lipid accumulation. Cell Signal 107 110676 PMID: 37028778
Yarova et al (2015) Calcium-sensing receptor antagonists abrogate airway hyperresponsiveness and inflammation in allergic asthma. Diabetologia 7 284ra60 PMID: 25904744
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
Mathias et al (2019) Sensory Axon Growth Requires Spatiotemporal Integration of CaSR and TrkB Signaling. J Neurosci 39 5842-5860 PMID: 31123102
Do you know of a great paper that uses Calhex 231 hydrochloride from Tocris? Please let us know.
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