N-[(1S,7aS)-hexahydro-1H-pyrrolizin-1-ylmethyl]-4-amino-5-chloro-2-methoxybenzamide hydrate hydrochloride

• ChemBase ID: 154741
• Molecular Formular: C16H25Cl2N3O3
• Molecular Mass: 378.294
• Monoisotopic Mass: 377.12729704
• SMILES: COc1cc(c(cc1C(=O)NC[C@@H]1CCN2[C@H]1CCC2)Cl)N.O.Cl
• Canonical SMILES: COc1cc(N)c(cc1C(=O)NC[C@@H]1CCN2[C@H]1CCC2)Cl.O.Cl
• InChI: InChI=1S/C16H22ClN3O2.ClH.H2O/c1-22-15-8-13(18)12(17)7-11(15)16(21)19-9-10-4-6-20-5-2-3-14(10)20;;/h7-8,10,14H,2-6,9,18H2,1H3,(H,19,21);1H;1H2/t10-,14-;;/m0../s1
• InChIKey: CZXMPKPHHWPFSI-UROSVOJDSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: N-[(1S,7aS)-hexahydro-1H-pyrrolizin-1-ylmethyl]-4-amino-5-chloro-2-methoxybenzamide hydrate hydrochloride
• IUPAC Traditional name: N-[(1S,7aS)-hexahydro-1H-pyrrolizin-1-ylmethyl]-4-amino-5-chloro-2-methoxybenzamide hydrate hydrochloride
• Synonyms: 4-Amino-5-chloro-N-[[(1S,7aS)-hexahydro-1H-pyrrolizin-1-yl]methyl]-2-methoxy-benzamide; SC 49518 hydrate; SC-53116 hydrochloride hydrate

Database IDs

• CAS Number: 141196-99-8(anhydrous)
• PubChem SID: 162248879
• PubChem CID: 71311957

CALCULATED PROPERTIES

• Acid pKa: 14.503774
• H Acceptors: 4
• H Donor: 2
• LogD (pH = 5.5): -2.244529
• LogD (pH = 7.4): -1.3304591
• Log P: 1.2149692
• Molar Refractivity: 88.782 cm^3
• Polarizability: 33.51238 Å^3
• Polar Surface Area: 67.59 Å^2
• Rotatable Bonds: 4
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: DMSO: ≥25 mg/mL
• Apperance: light yellow to brown powder

Safety Information

• German water hazard class: 3
• Storage Temperature: 2-8°C

Product Information

• Purity: ≥98% (HPLC)
• Empirical Formula (Hill Notation): C16H22ClN3O2 · HCl · xH2O

DETAILS

Sigma Aldrich - PZ0146

Legal Information
Sold for research purposes under agreement from Pfizer Inc.
Biochem/physiol Actions
SC-53116 is a 5-HT4 receptor partial agonist. SC-53116 has been shown to ameliorate scopolamine-induced impairment in learning in rats at a does of 10 μg/rat i.c.v and increase population spike amplitude in the CA1 and CA3 fields of the hippocampus at the same concentration.