MedKoo Cat#: 319701 | Name: Revexepride

Description:

WARNING: This product is for research use only, not for human or veterinary use.

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

Revexepride
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: 425.2081

Molecular Weight: 425.95

Elemental Analysis: C, 59.22; H, 7.57; Cl, 8.32; N, 9.87; O, 15.02

Price and Availability

This product is currently not in stock but may be available through custom synthesis. To ensure cost efficiency, the minimum order quantity is 1 gram. The estimated lead time is 2 to 4 months, with pricing dependent on the complexity of the synthesis (typically high for intricate chemistries). Quotes for quantities below 1 gram will not be provided. To request a quote, please click the button below. Note: If this product becomes available in stock in the future, pricing will be listed accordingly.
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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

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
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.