81098-60-4
Product Name:
Cisapride
Formula:
C23H29ClFN3O4
Synonyms:
cis-4-Amino-5-chloro-N-[1-[3-(4-fluorophenoxy)propyl]-3-methoxy-4-piperidinyl]-2-methoxybenxamide monohydrate;Acenalin;Cipril;Cisapride monohydrate
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CHEMICAL AND PHYSICAL PROPERTIES
Physical Description | Solid |
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Color/Form | White to slightly biege powder |
Odor | Odorless |
Melting Point | 110 °C |
Solubility | 2.71 mg/L |
LogP | 3.3 |
Other Experimental Properties | Crystals from 2-propanol /monohydrate/ |
COMPUTED DESCRIPTORS
Molecular Weight | 465.9 g/mol |
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XLogP3 | 3.4 |
Hydrogen Bond Donor Count | 2 |
Hydrogen Bond Acceptor Count | 7 |
Rotatable Bond Count | 9 |
Exact Mass | 465.1830623 g/mol |
Monoisotopic Mass | 465.1830623 g/mol |
Topological Polar Surface Area | 86 Ų |
Heavy Atom Count | 32 |
Formal Charge | 0 |
Complexity | 581 |
Isotope Atom Count | 0 |
Defined Atom Stereocenter Count | 2 |
Undefined Atom Stereocenter Count | 0 |
Defined Bond Stereocenter Count | 0 |
Undefined Bond Stereocenter Count | 0 |
Covalently-Bonded Unit Count | 1 |
Compound Is Canonicalized | Yes |
PRODUCT INTRODUCTION
description
Cisapride is the amide resulting from formal condensation of 4-amino-5-chloro-2-methoxybenzoic acid with cis-1-[3-(4-fluorophenoxy)propyl]-3-methoxypiperidin-4-amine. It has been used (as its monohydrate or as its tartrate) for the treatment of gastro-oesophageal reflux disease and for non-ulcer dyspepsia, but its propensity to cause cardiac arrhythmias resulted in its complete withdrawal from many countries, including the U.K., and restrictions on its use elsewhere. It has a role as a serotonergic agonist, an anti-ulcer drug and a gastrointestinal drug. It is a member of piperidines, a member of benzamides, a member of monochlorobenzenes, a substituted aniline, an organofluorine compound and an aromatic ether.