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194093-42-0

194093-42-0 Structure

194093-42-0 Structure
IdentificationBack Directory
[Name]

N-[(8R)-1-azabicyclo[2.2.2]oct-8-yl]-2-oxo-9-thia-5-azabicyclo[4.3.0]n ona-3,7,10-triene-3-carboxamide hydrochloride
[CAS]

194093-42-0
[Synonyms]

DDP733
Pumosetrag
MKC-733 >=98% (HPLC)
Pumosetrag hydrochloride
PuMosetrag hydrochloride MKC-733
7-Oxo-N-[3(R)-quinuclidinyl]-4,7-dihydrothieno[3,2-b]pyridine-6-carboxamide hydrochloride
N-(3R)-1-Azabicyclo[2.2.2]oct-3-yl-4,7-dihydro-7-oxo-thieno[3,2-b]pyridine-6-carboxamide hydrochloride
N-[(8R)-1-azabicyclo[2.2.2]oct-8-yl]-2-oxo-9-thia-5-azabicyclo[4.3.0]n ona-3,7,10-triene-3-carboxamide hydrochloride
[Molecular Formula]

C15H18ClN3O2S
[MDL Number]

MFCD00939557
[MOL File]

194093-42-0.mol
[Molecular Weight]

339.84
Chemical PropertiesBack Directory
[storage temp. ]

2-8°C
[solubility ]

H2O: soluble25mg/mL, clear
[form ]

powder
[color ]

white to beige
[Optical Rotation]

[α]/D -15 to -20°, c = 1 in H2O
[Water Solubility ]

H2O: 25mg/mL, clear
[InChI]

1S/C15H17N3O2S.ClH/c19-13-10(7-16-11-3-6-21-14(11)13)15(20)17-12-8-18-4-1-9(12)2-5-18;/h3,6-7,9,12H,1-2,4-5,8H2,(H,16,19)(H,17,20);1H/t12-;/m0./s1
[InChIKey]

XGVADZZDFADEOO-YDALLXLXSA-N
[SMILES]

O=C(C1=CNC(C=CS2)=C2C1=O)N[C@@H]3C4CCN(CC4)C3.Cl
Safety DataBack Directory
[WGK Germany ]

3
[Storage Class]

11 - Combustible Solids
Hazard InformationBack Directory
[Uses]

Pumosetrag Hydrochloride (MKC-733; DDP-733) is an orally available 5-HT3 partial agonist developed for the treatment of irritable bowel syndrome and gastroesophageal reflux disease.
[Biological Activity]

MKC-733 is a 5-HT3 specific agonist.
[in vivo]

Pumosetrag displays both regional and species specificities. Pumosetrag has a lower efficacy than 5-HT in the rat jejunum, ileum and distal colon; however, it has similar efficacy and potency to 5-HT in the rat proximal colon. The activity profile of Pumosetrag is different in the guinea pig intestine where it exhibits greater potency and efficacy than 5-HT in all regions. Pumosetrag shows little to no response in the regions of the mouse intestine. Responses to Pumosetrag in the rat and guinea pig tissues are inhibited by ondansetron, confirming its action on 5-HT(3) receptors[1]. Pumosetrag delays liquid gastric emptying in association with relaxation of the proximal stomach, stimulates fasting antroduodenal migrating motor complex activity and accelerates small intestinal transit[2].

[IC 50]

5-HT3 Receptor
[storage]

Store at -20°C
[References]

[1] Chetty N, et al. Effects of the novel 5-HT3 agonist MKC-733 on the rat, mouse and guinea pig digestive tract. Pharmacology. 2008;81(2):104-9. Epub 2007 Oct 19. DOI:10.1159/000109984
[2] Coleman NS, et al. Effect of a novel 5-HT3 receptor agonist MKC-733 on upper gastrointestinal motility in humans. Aliment Pharmacol Ther. 2003 Nov 15;18(10):1039-48. DOI:10.1046/j.1365-2036.2003.01797.x
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