Revexepride

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MedKoo CAT#: 319701

CAS#: 219984-49-3 (free base)

Description: Revexepride, also known as SSP-002358, is a 5-HT4 receptor agonist and a novel prokinetic that stimulates gastrointestinal motility, which has been suggested as a continued cause of symptoms in these patients. Clinical trials showed that revexepride was no more effective than placebo in controlling regurgitation in patients with GERD symptoms partially responsive to PPIs. Revexepride was well tolerated.


Chemical Structure

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Revexepride
CAS# 219984-49-3 (free base)

Theoretical Analysis

MedKoo Cat#: 319701
Name: Revexepride
CAS#: 219984-49-3 (free base)
Chemical Formula: C21H32ClN3O4
Exact Mass: 425.21
Molecular Weight: 425.954
Elemental Analysis: C, 59.22; H, 7.57; Cl, 8.32; N, 9.87; O, 15.02

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Related CAS #: Revexepride HCl   219984-49-3 (free base)  

Synonym: SSP-002358; SSP 002358; SSP002358; Revexepride.

IUPAC/Chemical Name: 4-amino-5-chloro-N-(((3S,4S)-3-hydroxy-1-(3-methoxypropyl)piperidin-4-yl)methyl)-2,2-dimethyl-2,3-dihydrobenzofuran-7-carboxamide

InChi Key: FOUUNSGQVBGYQM-SUMWQHHRSA-N

InChi Code: InChI=1S/C21H32ClN3O4/c1-21(2)10-15-18(23)16(22)9-14(19(15)29-21)20(27)24-11-13-5-7-25(12-17(13)26)6-4-8-28-3/h9,13,17,26H,4-8,10-12,23H2,1-3H3,(H,24,27)/t13-,17+/m0/s1

SMILES Code: O=C(C1=CC(Cl)=C(N)C2=C1OC(C)(C)C2)NC[C@H]3[C@H](O)CN(CCCOC)CC3

Appearance: 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

More Info:

Biological target:
In vitro activity:
In vivo activity:

Preparing Stock Solutions

The following data is based on the product molecular weight 425.95 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.

Recalculate based on batch purity %
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
Formulation protocol:
In vitro protocol:
In vivo protocol:

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1: Pierce D, Corcoran M, Velinova M, Hossack S, Hoppenbrouwers M, Martin P. A
phase 1 randomized study evaluating the effect of omeprazole on the
pharmacokinetics of a novel 5-hydroxytryptamine receptor 4 agonist, revexepride
(SSP-002358), in healthy adults. Drug Des Devel Ther. 2015 Feb 27;9:1257-68. doi:
10.2147/DDDT.S64621. eCollection 2015. PubMed PMID: 25767373; PubMed Central
PMCID: PMC4354395.


2: Shaheen NJ, Adler J, Dedrie S, Johnson D, Malfertheiner P, Miner P, Meulemans
A, Poole L, Tack J, Thielemans L, Troy S, Vakil N, Zerbib F, Ruth M. Randomised
clinical trial: the 5-HT4 agonist revexepride in patients with gastro-oesophageal
reflux disease who have persistent symptoms despite PPI therapy. Aliment
Pharmacol Ther. 2015 Apr;41(7):649-61. doi: 10.1111/apt.13115. Epub 2015 Feb 19.
PubMed PMID: 25693609.


3: Tack J, Zerbib F, Blondeau K, des Varannes SB, Piessevaux H, Borovicka J, Mion
F, Fox M, Bredenoord AJ, Louis H, Dedrie S, Hoppenbrouwers M, Meulemans A, Rykx
A, Thielemans L, Ruth M. Randomized clinical trial: effect of the 5-HT4 receptor
agonist revexepride on reflux parameters in patients with persistent reflux
symptoms despite PPI treatment. Neurogastroenterol Motil. 2015 Feb;27(2):258-68.
doi: 10.1111/nmo.12484. Epub 2014 Dec 21. PubMed PMID: 25530111; PubMed Central
PMCID: PMC4681320.