(3AR,7AR)-OCTAHYDRO-2-[1-IMINO-2-(2-METHOXYPHENYL)ETHYL]-7,7-DIPHENYL-4H-ISOINDOL-4-ONE

  • CAT Number: M114601
  • CAS Number: 135911-02-3
  • Molecular Formula: C29H30N2O2
  • Molecular Weight: 438.571
  • Purity: ≥95%
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RP67580 is a potent and selective tachykinin NK1 receptor antagonist (Ki values are 2.9 nM and > 10 μM for rat NK1, and rat NK2 and NK3 receptors respectively). It displays higher affinity at rat and mouse than human receptors.

Catalog Number M114601
CAS Number 135911-02-3
Molecular Formula

C29H30N2O2

Purity 95%
Target Substance P/NK1 Receptor
Solubility Soluble in DMSO > 10 mM
Storage Store at -20C
IUPAC Name (3aR,7aR)-2-[2-(2-methoxyphenyl)ethanimidoyl]-7,7-diphenyl-1,3,3a,5,6,7a-hexahydroisoindol-4-one
InChI InChI=1S/C29H30N2O2/c1-33-27-15-9-8-10-21(27)18-28(30)31-19-24-25(20-31)29(17-16-26(24)32,22-11-4-2-5-12-22)23-13-6-3-7-14-23/h2-15,24-25,30H,16-20H2,1H3/t24-,25+/m0/s1
InChIKey VWBOQFANCXZMAU-LOSJGSFVSA-N
SMILES COC1=CC=CC=C1CC(=N)N2CC3C(C2)C(CCC3=O)(C4=CC=CC=C4)C5=CC=CC=C5
Reference

</br>1: Cardenas A, Lowe R, Oh S, Bodkin S, Kenney T, Lamorte WW, Afdhal NH. Hemodynamic effects of substance P and its receptor antagonist RP67580 in anesthetized rats with carbon tetrachloride-induced cirrhosis. Scand J Gastroenterol. 2008 Mar;43(3):328-33. PubMed PMID: 18938661.</br>2: Rupniak NM, Carlson EJ, Shepheard S, Bentley G, Williams AR, Hill A, Swain C, Mills SG, Di Salvo J, Kilburn R, Cascieri MA, Kurtz MM, Tsao KL, Gould SL, Chicchi GG. Comparison of the functional blockade of rat substance P (NK1) receptors by GR205171, RP67580, SR140333 and NKP-608. Neuropharmacology. 2003 Aug;45(2):231-41. PubMed PMID: 12842129.</br>3: Ma QP, Allchorne AJ, Woolf CJ. Morphine, the NMDA receptor antagonist MK801 and the tachykinin NK1 receptor antagonist RP67580 attenuate the development of inflammation-induced progressive tactile hypersensitivity. Pain. 1998 Jul;77(1):49-57. PubMed PMID: 9755018.</br>4: Westra-De Vlieger JF, Van Den Wijngaard PW, Koster AS, Wilting J, Leysen J, Van Heuven-Nolsen D, Nijkamp FP. The tachykinin NK1 receptor antagonist, RP67580, inhibits the bradykinin-induced rise in intracellular Ca2+ concentration in bovine pulmonary artery endothelial cells. Eur J Pharmacol. 1998 Jan 26;342(2-3):359-66. PubMed PMID: 9548409.</br>5: Ma QP, Woolf CJ. Tachykinin NK1 receptor antagonist RP67580 attenuates progressive hypersensitivity of flexor reflex during experimental inflammation in rats. Eur J Pharmacol. 1997 Mar 19;322(2-3):165-71. PubMed PMID: 9098683.</br>6: Ikeda K, Miyata K, Orita A, Kubota H, Yamada T, Tomioka K. RP67580, a neurokinin1 receptor antagonist, decreased restraint stress-induced defecation in rat. Neurosci Lett. 1995 Sep 29;198(2):103-6. PubMed PMID: 8592631.</br>7: Rupniak NM, Boyce S, Williams AR, Cook G, Longmore J, Seabrook GR, Caeser M, Iversen SD, Hill RG. Antinociceptive activity of NK1 receptor antagonists: non-specific effects of racemic RP67580. Br J Pharmacol. 1993 Dec;110(4):1607-13. PubMed PMID: 8306108; PubMed Central PMCID: PMC2175864.</br>8: Chapman V, Dickenson AH. The effect of intrathecal administration of RP67580, a potent neurokinin 1 antagonist on nociceptive transmission in the rat spinal cord. Neurosci Lett. 1993 Jul 23;157(2):149-52. PubMed PMID: 8233046.</br>9: Fong TM, Yu H, Strader CD. Molecular basis for the species selectivity of the neurokinin-1 receptor antagonists CP-96,345 and RP67580. J Biol Chem. 1992 Dec 25;267(36):25668-71. PubMed PMID: 1281470.</br></br>

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