Synonym
RPR100893; RPR 100893; RPR-100893; Erispant; Dapitant.
IUPAC/Chemical Name
(S)-1-((3aS,4S,7aS)-4-hydroxy-4-(2-methoxyphenyl)-7,7-diphenylhexahydro-1H-isoindol-2(3H)-yl)-2-(2-methoxyphenyl)propan-1-one
InChi Key
CCIWVEMVBWEMCY-RCFOMQFPSA-N
InChi Code
InChI=1S/C37H39NO4/c1-26(29-18-10-12-20-33(29)41-2)35(39)38-24-31-32(25-38)37(40,30-19-11-13-21-34(30)42-3)23-22-36(31,27-14-6-4-7-15-27)28-16-8-5-9-17-28/h4-21,26,31-32,40H,22-25H2,1-3H3/t26-,31-,32+,37+/m0/s1
SMILES Code
C[C@@H](C1=CC=CC=C1OC)C(N2C[C@]3([H])C(C4=CC=CC=C4)(C5=CC=CC=C5)CC[C@](C6=CC=CC=C6OC)(O)[C@]3([H])C2)=O
Appearance
white solid powder
Purity
>98% (or refer to the Certificate of Analysis)
Shipping Condition
Shipped under ambient temperature as non-hazardous chemical. This product is stable enough for a few weeks during ordinary shipping and time spent in Customs.
Storage Condition
Dry, dark and at 0 - 4 C for short term (days to weeks) or -20 C for long term (months to years).
Solubility
Soluble in DMSO, not in water
Shelf Life
>2 years if stored properly
Drug Formulation
This drug may be formulated in DMSO
Stock Solution Storage
0 - 4 C for short term (days to weeks), or -20 C for long term (months).
HS Tariff Code
2934.99.9001
Preparing Stock Solutions
The following data is based on the
product
molecular weight
561.71
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 |
| 1 mM |
1.15 mL |
5.76 mL |
11.51 mL |
| 5 mM |
0.23 mL |
1.15 mL |
2.3 mL |
| 10 mM |
0.12 mL |
0.58 mL |
1.15 mL |
| 50 mM |
0.02 mL |
0.12 mL |
0.23 mL |
1: Diener HC; RPR100893 Study Group. RPR100893, a substance-P antagonist, is not effective in the treatment of migraine attacks. Cephalalgia. 2003 Apr;23(3):183-5. PubMed PMID: 12662184.
2: Campbell EA, Gentry C, Patel S, Kidd B, Cruwys S, Fox AJ, Urban L. Oral anti-hyperalgesic and anti-inflammatory activity of NK(1) receptor antagonists in models of inflammatory hyperalgesia of the guinea-pig. Pain. 2000 Sep;87(3):253-63. PubMed PMID: 10963905.
3: Kerdelhué B, Williams RF, Lenoir V, Fardin V, Kolm P, Hodgen GD, Jones GS, Scholler R, Jones HW Jr. Variations in plasma levels of substance P and effects of a specific substance P antagonist of the NK(1) receptor on preovulatory LH and FSH surges and progesterone secretion in the cycling cynomolgus monkey. Neuroendocrinology. 2000 Apr;71(4):228-36. PubMed PMID: 10773742.
4: Dapitant. RPR 100893. Drugs R D. 1999 Dec;2(6):383-4. PubMed PMID: 10763446.
5: Kerr KP, Mitchelson F, Coupar IM. Tachykinins play a minor role in mediating the third phase of the contractile response to vagal nerve stimulation of the guinea-pig oesophagus. Neuropeptides. 2000 Feb;34(1):12-7. PubMed PMID: 10688963.
6: Campbell EA, Gentry CT, Patel S, Panesar MS, Walpole CS, Urban L. Selective neurokinin-1 receptor antagonists are anti-hyperalgesic in a model of neuropathic pain in the guinea-pig. Neuroscience. 1998 Dec;87(3):527-32. PubMed PMID: 9758219.
7: Alia S, Azérad J, Pollin B. Effects of RPR 100893, a potent NK1 antagonist, on the jaw-opening reflex in the guinea pig. Brain Res. 1998 Mar 16;787(1):99-106. PubMed PMID: 9518568.
8: Suzuki N. [Migraine and neurotransmitters]. Nihon Naika Gakkai Zasshi. 1998 Feb 10;87(2):365-72. Review. Japanese. PubMed PMID: 9549335.
9: Kerdelhué B, Gordon K, Williams R, Lenoir V, Fardin V, Chevalier P, Garret C, Duval P, Kolm P, Hodgen G, Jones H, Jones GS. Stimulatory effect of a specific substance P antagonist (RPR 100893) of the human NK1 receptor on the estradiol-induced LH and FSH surges in the ovariectomized cynomolgus monkey. J Neurosci Res. 1997 Oct 1;50(1):94-103. PubMed PMID: 9379497.
10: Floch A, Thiry C, Cavero I. Pharmacological evidence that NK-2 tachykinin receptors mediate hypotension in the guinea pig but not in the rat. Fundam Clin Pharmacol. 1996;10(4):337-43. PubMed PMID: 8871132.
