methyl 13-chloro-2-[1-(ethoxycarbonyl)piperidin-4-ylidene]-4-azatricyclo[9.4.0.03,8]pentadeca-1(11),3(8),4,6,12,14-hexaene-5-carboxylate

• ChemBase ID: 172832
• Molecular Formular: C24H25ClN2O4
• Molecular Mass: 440.9193
• Monoisotopic Mass: 440.15028497
• SMILES: c12c(C(=C3CCN(CC3)C(=O)OCC)c3c(CC2)cc(cc3)Cl)nc(cc1)C(=O)OC
• Canonical SMILES: CCOC(=O)N1CCC(=C2c3ccc(cc3CCc3c2nc(cc3)C(=O)OC)Cl)CC1
• InChI: InChI=1S/C24H25ClN2O4/c1-3-31-24(29)27-12-10-15(11-13-27)21-19-8-7-18(25)14-17(19)5-4-16-6-9-20(23(28)30-2)26-22(16)21/h6-9,14H,3-5,10-13H2,1-2H3
• InChIKey: QCAINJLOQVFTKT-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: methyl 13-chloro-2-[1-(ethoxycarbonyl)piperidin-4-ylidene]-4-azatricyclo[9.4.0.0^3,^8]pentadeca-1(11),3(8),4,6,12,14-hexaene-5-carboxylate
• IUPAC Traditional name: methyl 13-chloro-2-[1-(ethoxycarbonyl)piperidin-4-ylidene]-4-azatricyclo[9.4.0.0^3,^8]pentadeca-1(11),3(8),4,6,12,14-hexaene-5-carboxylate
• Synonyms: 8-Chloro-11-[1-(ethoxycarbonyl)-4-piperidinylidene]-6,11-dihydro-5H-benzo[5,6]cyclohepta[1,2-b]pyridine-2-carboxylic Acid Methyl Ester; 2-Methoxycarbonyl Loratadine

Database IDs

• CAS Number: 860010-37-3
• PubChem SID: 164228742
• PubChem CID: 29983056

CALCULATED PROPERTIES

• H Acceptors: 3
• H Donor: 0
• LogD (pH = 5.5): 4.743869
• LogD (pH = 7.4): 4.743906
• Log P: 4.7439065
• Molar Refractivity: 128.6302 cm^3
• Polarizability: 45.708363 Å^3
• Polar Surface Area: 68.73 Å^2
• Rotatable Bonds: 4
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: Chloroform; Dichloromethane; Methanol
• Apperance: Tan Solid
• Melting Point: 145-148°C

Safety Information

• Storage Condition: Refrigerator

DETAILS

Toronto Research Chemicals - M261610

Intermediate for the synthesis of 2-Hydroxymethyl Loratadine.

REFERENCES

• Cerrada, V., et al.: ARKIVOC, 9, 200 (2005).