ethyl 4-{13-chloro-4-azatricyclo[9.4.0.03,8]pentadeca-1(11),3(8),4,6,12,14-hexaen-2-ylidene}(2,2,6,6-2H4)piperidine-1-carboxylate

• ChemBase ID: 172384
• Molecular Formular: C22H23ClN2O2
• Molecular Mass: 382.88322
• Monoisotopic Mass: 382.14480567
• SMILES: C1Cc2c(C(=C3CCN(CC3)C(=O)OCC)c3c1cccn3)ccc(c2)Cl
• Canonical SMILES: CCOC(=O)N1CCC(=C2c3ccc(cc3CCc3c2nccc3)Cl)CC1
• InChI: InChI=1S/C22H23ClN2O2/c1-2-27-22(26)25-12-9-15(10-13-25)20-19-8-7-18(23)14-17(19)6-5-16-4-3-11-24-21(16)20/h3-4,7-8,11,14H,2,5-6,9-10,12-13H2,1H3
• InChIKey: JCCNYMKQOSZNPW-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: ethyl 4-{13-chloro-4-azatricyclo[9.4.0.0^3,^8]pentadeca-1(11),3(8),4,6,12,14-hexaen-2-ylidene}(2,2,6,6-^2H₄)piperidine-1-carboxylate
• IUPAC Traditional name: ethyl 4-{13-chloro-4-azatricyclo[9.4.0.0^3,^8]pentadeca-1(11),3(8),4,6,12,14-hexaen-2-ylidene}(2,2,6,6-^2H₄)piperidine-1-carboxylate
• Synonyms: 4-(8-Chloro-5,6-dihydro-11H-benzo[5,6]cyclohepta[1,2-b]pyridin-11-ylidene)-1-piperidinecarboxylic Acid-d5, Ethyl Ester; Loratadine-d4

Database IDs

• PubChem SID: 164228294
• PubChem CID: 45039666

CALCULATED PROPERTIES

• H Acceptors: 2
• H Donor: 0
• LogD (pH = 5.5): 4.5269837
• LogD (pH = 7.4): 4.5542197
• Log P: 4.5545793
• Molar Refractivity: 116.9769 cm^3
• Polarizability: 41.25494 Å^3
• Polar Surface Area: 42.43 Å^2
• Rotatable Bonds: 2
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: Acetonitrile; Chloroform; Methanol
• Apperance: Off-White to Pale Brown Solid
• Melting Point: 134-136°C

Safety Information

• Storage Condition: -20°C Freezer

DETAILS

Toronto Research Chemicals - L469577

A labelled nonsedating-type histamine H1-receptor.

REFERENCES

• Bruttmann, G., et al.: J. Allergy Clin. Immunol., 83, 411 (1989)
• Haria, M., et al.: Drugs, 48, 617 (1994)