| Identification | Back Directory | [Name]
Calindol Hydrochloride | [CAS]
729610-18-8 | [Synonyms]
Calindol Hydrochloride
(R)-2-[[[1-(1-Naphthyl)ethyl]aMino]Methyl]-1H-indole Hydrochloride
N-[(1R)-1-(1-Naphthalenyl)ethyl]-1H-indole-2-MethanaMine Hydrochloride | [Molecular Formula]
C21H20ClN2 | [MDL Number]
MFCD18382212 | [MOL File]
729610-18-8.mol | [Molecular Weight]
335.85 |
| Chemical Properties | Back Directory | [Melting point ]
208-210?C (dec.) | [storage temp. ]
Refrigerator | [solubility ]
Chloroform (Slightly), Methanol (Slightly) | [form ]
Solid | [color ]
Off-White to Light Pink |
| Hazard Information | Back Directory | [Description]
Calindol is a phenylalkylamine calcimimetic that facilitates the activation of the calcium-sensing receptor (CaSR), a G protein-coupled receptor that triggers phosphatidylinositol (PI)-intracellular calcium signaling and, in some cell types, cell proliferation. It potently stimulates PI hydrolysis and proliferation through human CaSR (pEC50 values are 6.9 and 7.4, respectively) in the presence of calcium. Calindol directly interacts with CaSR in transmembrane domains and triggers PI hydrolysis less effectively in the absence of calcium, indicating that it is an allosteric modulator that cooperates with calcium to activate the CaSR. Calindol is used to study the properties and distribution of CaSR in different types of cells and tissues. | [Chemical Properties]
Off-White Solid | [Uses]
A new calcimimetic acting at the calcium sensing receptor; a positive allosteric modulator of the human Ca2+ receptor, activates an extracellular ligand-binding domain-deleted Rhodopsin-like seven-transmembrane structure in the absence of Ca2+. | [in vitro]
previous study found that calindol could display improved calcimimetic activity compared to its n2-(2-chloro-(or 4-fluoro-)benzyl)-n1-(1-(1-naphthyl)ethyl)-3-phenylpropane-1,2-diamine analogs as well as stereoselectivity. in the presence of 2 mm ca(2+), calindol was able to stimulate [(3)h]inositol phosphates accumulation with an ec(50) of 1.0+/-0.1 or 0.31+/-0.05 μm in cells expressing the rat or the human casr, respectively. therefore, such calcimimetic activities of this novel compound were shown to be because of a specific interaction with the casr [1]. | [References]
[1] kessler, a. ,faure, h.,petrel, c., et al. n2-benzyl-n1-(1-(1-naphthyl)ethyl)-3-phenylpropane-1,2-diamines and conformationally restrained indole analogues: development of calindol as a new calcimimetic acting at the calcium sensing receptor. bioorganic & medicinal chemistry letters 14(12), 3345-3349 (2004). |
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