141196-99-8

Basic information

• Product Name: 4-amino-5-chloro-N-[(1S,7aS)-hexahydro-1H-pyrrolizin-1-ylmethyl]-2-methoxybenzamide
• Synonyms: benzamide, 4-amino-5-chloro-N-[[(1S,7aS)-hexahydro-1H-pyrrolizin-1-yl]methyl]-2-methoxy-
• CAS NO: 141196-99-8
• Molecular Formula: C₁₆H₂₂ClN₃O₂
• Molecular Weight: 323.8178
• Mol File: 141196-99-8.mol
• Article Data: 3

Chemical Properties

• Boiling Point: 468.4°C at 760 mmHg
• Flash Point: 237.1°C
• Density: 1.3g/cm³
• Vapor Pressure: 6E-09mmHg at 25°C
• Refractive Index: 1.614
• Storage Temp.: 2-8°C
• Solubility: H2O: soluble10mg/mL, clear
• CAS DataBase Reference: 4-amino-5-chloro-N-[(1S,7aS)-hexahydro-1H-pyrrolizin-1-ylmethyl]-2-methoxybenzamide(CAS DataBase Reference)
• NIST Chemistry Reference: 4-amino-5-chloro-N-[(1S,7aS)-hexahydro-1H-pyrrolizin-1-ylmethyl]-2-methoxybenzamide(141196-99-8)
• EPA Substance Registry System: 4-amino-5-chloro-N-[(1S,7aS)-hexahydro-1H-pyrrolizin-1-ylmethyl]-2-methoxybenzamide(141196-99-8)

Safety Data

• WGK Germany: 3
• Hazardous Substances Data: 141196-99-8(Hazardous Substances Data)

Upstream product

• 134202-39-4 (1R,7aR)-5-Oxo-hexahydro-pyrrolizine-1-carboxylic acid amide 
• 877309-50-7 methyl 5-oxo-hexahydro-1H-pyrrolizine-1-carboxylate 
• 24201-13-6 4-(acetylamino)-5-chloro-2-methoxybenzoic acid 
• 134202-41-8 endo-(pyrrolizidin-1-ylmethyl)amine 
• 134202-39-4 (1S,7aR)-5-Oxo-hexahydro-pyrrolizine-1-carboxylic acid amide 
• 134202-41-8 exo-(pyrrolizidin-1-ylmethyl)amine 
• 781658-59-1 2-Methyl-propane-2-sulfinic acid [(1S,2S)-2-aminomethyl-3-[1,3]dioxolan-2-yl-1-(2-[1,3]dioxolan-2-yl-ethyl)-propyl]-amide 
• 781658-58-0 2-Methyl-propane-2-sulfinic acid [(1S,2R)-2-cyano-3-[1,3]dioxolan-2-yl-1-(2-[1,3]dioxolan-2-yl-ethyl)-propyl]-amide 
• 526-64-7 laburnine 
• 111975-23-6 (S)-5-[(R)-3-Chloro-1-((S)-4-isopropyl-2-thioxo-thiazolidine-3-carbonyl)-propyl]-pyrrolidin-2-one 
• 141197-04-8 (1S,7aS)-hexahydro-1H-pyrrolizin-1-ylmethylamine 
• 141119-76-8 2-[(1S,7aS)-hexahydro-1H-pyrrolizin-1-ylmethyl]-1H-isoindole-1,3(2H)-dione 
• 781658-60-4 4-Amino-5-chloro-N-[(2S,3S)-5-[1,3]dioxolan-2-yl-2-[1,3]dioxolan-2-ylmethyl-3-((R)-2-methyl-propane-2-sulfinylamino)-pentyl]-2-methoxy-benzamide 

Relevant articles and documents

Pyrrolizidine esters and amides as 5-HT4 receptor agonists and antagonists

A series of pyrrolizidine esters, amides, and ureas was prepared and tested for 5-HT4 and 5-HT3 receptor binding, 5-HT4 receptor agonism in the rat tunica muscularis mucosae (TMM) assay, and for 5-HT3 receptor-mediated functional antagonism in the Bezold-Jarisch reflex assay. Several pyrrolizidine derivatives were identified with high affinity for the 5-HT4 receptor, including benzamide 12a (SC-53116), a potent and selective 5-HT4 partial agonist that exhibits efficacy in promoting antral contractions and activity in promoting gastric emptying in canine models. Also discovered were 5-HT4 receptor antagonists, including imidazopyridine amide 12h (SC-53606), which is a potent and selective 5-HT4 receptor antagonist with a pA2 value of 8.13 in the rat TMM assay. N-Methyl indole ester 13d was identified as a potent 5-HT 4 antagonist with a pA2 value of 8.93. High selectivity was observed for these pyrrolizidine derivatives versus other monoamine receptors, including 5-HT1, 5-HT2, D1, D 2, α1, α2, and β receptors. 2006 American Chemical Society.

SC-53116: The First Selective Agonist at the Newly Identified Serotonin 5-HT4 Receptor Subtype

-