A calcimimetic and positive allosteric modulator of CaSR
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R-568

Item No. 17415

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
2-chloro-N-[(1R)-1-(3-methoxyphenyl)ethyl]-benzenepropanamine, monohydrochloride
CAS Number
177172-49-5
Synonyms
  • KRN 568
  • NPS R-568
  • Tecalcet
Molecular Formula
C18H22ClNO • HCl
Formula Weight
340.3
Purity
≥98%
Formulation
A crystalline solid
Solubility(Learn about Variance in Solubility)
DMF: 5 mg/mlDMSO: 10 mg/mlEthanol: 10 mg/mlPBS (pH 7.2): 5 mg/ml
λmax
213, 274 nm
SMILES
ClC1=C(CCCN[C@H](C)C2=CC=CC(OC)=C2)C=CC=C1.Cl
InChi Code
InChI=1S/C18H22ClNO.ClH/c1-14(16-8-5-10-17(13-16)21-2)20-12-6-9-15-7-3-4-11-18(15)19;/h3-5,7-8,10-11,13-14,20H,6,9,12H2,1-2H3;1H/t14-;/m1./s1
InChi Key
YJXUXANREVNZLH-PFEQFJNWSA-N
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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    1 mg

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    5 mg

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    10 mg

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    50 mg

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    Product Description

    R-568 is a calcimimetic and positive allosteric modulator of the calcium-sensing receptor (CaSR).1 It potentiates extracellular calcium-induced increases in intracellular calcium release and inhibits the secretion of parathyroid hormone (PTH; IC50 = 27 nM) in bovine parathyroid cells. R-568 decreases PTH and plasma calcium levels in rats (ED50s = 1.1 and 10.4 mg/kg, respectively).2 It suppresses parathyroid cell proliferation in a rat model of chronic renal insufficiency when administered at a dose of 15 mg/kg.3 Formulations containing R-568 have been used in the treatment of osteoporosis in post-menopausal women.

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Nemeth, E.F., Steffey, M.E., Hammerland, L.G., et al. Calcimimetics with potent and selective activity on the parathyroid calcium receptor. Proc. Natl. Acad. Sci. USA 95(7), 4040-4045 (1998).

    2. Fox, J., Lowe, S.H., Petty, B.A., et al. NPS R-568: A type II calcimimetic compound that acts on parathyroid cell calcium receptor of rats to reduce plasma levels of parathyroid hormone and calcium. J. Pharmacol. Exp. Ther. 290(2), 473-479 (1999).

    3. Wada, M., Furuya, Y., Sakiyama, J.i., et al. The calcimimetic compound NPS R-568 suppresses parathyroid cell proliferation in rats with renal insufficiency. Control of parathyroid cell growth via a calcium receptor. J. Clin. Invest. 100(12), 2977-2983 (1997).