CAS 83863-69-8

Norcisapride

Description:

Norcisapride is a chemical compound that belongs to the class of substituted benzamides and is primarily known for its role as a gastroprokinetic agent. It is a derivative of cisapride, which was used to treat gastrointestinal motility disorders. Norcisapride functions by enhancing the release of acetylcholine at the myenteric plexus, thereby increasing gastrointestinal motility. The compound is characterized by its ability to act as a serotonin receptor agonist, specifically targeting the 5-HT4 receptor, which plays a crucial role in gastrointestinal function. Norcisapride is typically administered in a pharmaceutical context, and its therapeutic effects are associated with improved gastric emptying and reduced symptoms of gastroesophageal reflux. However, like many medications, it may have side effects and contraindications, particularly concerning cardiac health, as it can influence cardiac rhythm. Due to safety concerns, the use of norcisapride has been restricted or withdrawn in several regions. Its chemical structure includes a piperidine ring and a benzamide moiety, contributing to its pharmacological properties.

Formula: C₁₄H₂₀ClN₃O₃

InChI: InChI=1/C14H20ClN3O3/c1-20-12-6-10(16)9(15)5-8(12)14(19)18-11-3-4-17-7-13(11)21-2/h5-6,11,13,17H,3-4,7,16H2,1-2H3,(H,18,19)/t11-,13+/s2

InChI key: InChIKey=OMLDMGPCWMBPAN-VEZULTJBNA-N

SMILES: C(N[C@H]1[C@@H](OC)CNCC1)(=O)C2=C(OC)C=C(N)C(Cl)=C2

Synonyms:

• (±)-Norcisapride
• 4-amino-5-chloro-2-methoxy-N-(3-methoxypiperidin-4-yl)benzamide
• Benzamide, 4-amino-5-chloro-2-methoxy-N-(3-methoxy-4-piperidinyl)-, cis-
• Benzamide, 4-amino-5-chloro-2-methoxy-N-[(3R,4S)-3-methoxy-4-piperidinyl]-, rel-
• Benzamide,4-amino-5-chloro-2-methoxy-N-[(3S,4R)-3-methoxy-4-piperidinyl]-, hydrochloride(1:1)
• Benzamide,4-amino-5-chloro-2-methoxy-N-[(3S,4R)-3-methoxy-4-piperidinyl]-,monohydrochloride
• Cis-4-Amino-5-Chloro-N-(3-Methoxy-4-Piperidinyl)-2-Methoxybenzamide
• R 149524
• Ticalopride hydrochloride
• rel-4-Amino-5-chloro-2-methoxy-N-[(3R,4S)-3-methoxy-4-piperidinyl]benzamide
• cis-4-Amino-5-chloro-2-methoxy-N-(3-methoxy-4-piperidyl)benzamide

Norcisapride

CAS: 83863-69-8

Formula: C₁₄H₂₀ClN₃O₃

Color and Shape: White To Off-White Solid

Molecular weight: 313.78

Ref: 4Z-C-187006

norcisapride

CAS: 83863-69-8

Norcisapride belongs to the class of organic compounds known as diphenylpyrroles. Norcisapride acts directly as a serotonin 5-HT4 receptor agonist and indirectly as a parasympathomimetic. Norcisapride is a metabolite of cisapride.

Formula: C₁₄H₂₀ClN₃O₃

Molecular weight: 313.78

Ref: TM-T68116