2-(piperidin-1-yl)ethyl 4-amino-5-chloro-2-methoxybenzoate hydrochloride

• ChemBase ID: 174667
• Molecular Formular: C15H22Cl2N2O3
• Molecular Mass: 349.25278
• Monoisotopic Mass: 348.10074793
• SMILES: c1(c(cc(c(c1)Cl)N)OC)C(=O)OCCN1CCCCC1.Cl
• Canonical SMILES: COc1cc(N)c(cc1C(=O)OCCN1CCCCC1)Cl.Cl
• InChI: InChI=1S/C15H21ClN2O3.ClH/c1-20-14-10-13(17)12(16)9-11(14)15(19)21-8-7-18-5-3-2-4-6-18;/h9-10H,2-8,17H2,1H3;1H
• InChIKey: HBLRTSYSGOFQCK-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 2-(piperidin-1-yl)ethyl 4-amino-5-chloro-2-methoxybenzoate hydrochloride
• IUPAC Traditional name: 2-(piperidin-1-yl)ethyl 4-amino-5-chloro-2-methoxybenzoate hydrochloride
• Synonyms: 4-Amino-5-chloro-2-methoxybenzoic Acid 2-(1-Piperidinyl)ethyl Ester Hydrochloride; ML 10302 Hydrochloride

Database IDs

• CAS Number: 186826-17-5
• PubChem SID: 164230577
• PubChem CID: 56972230

CALCULATED PROPERTIES

• Acid pKa: 17.992693
• H Acceptors: 4
• H Donor: 1
• LogD (pH = 5.5): -0.068471
• LogD (pH = 7.4): 1.7017535
• Log P: 2.4631808
• Molar Refractivity: 84.2128 cm^3
• Polarizability: 32.151367 Å^3
• Polar Surface Area: 64.79 Å^2
• Rotatable Bonds: 6
• Lipinski's Rule of Five: true

DETAILS

Toronto Research Chemicals - M425050

Potent, selective 5-HT4 serotonin receptor agonist. New ester of 4-Amino-5-chloro-2-methoxybenzoic acid as potent agonist and antagonist for 5-HT4 receptors.

REFERENCES

• Cohen, M., et al.: J. Pharmacol. Exp. Ther., 254, 350 (1990)
• Candura, S., et al.: Br. J. Pharmacol., 118, 1965 (1990)
• Yang, D., et al.: J. Med. Chem., 40, 608 (1990)