methyl({3-[(2Z)-9-thiatricyclo[9.4.0.03,8]pentadeca-1(11),3(8),4,6,12,14-hexaen-2-ylidene]propyl})amine

• ChemBase ID: 175719
• Molecular Formular: C18H19NS
• Molecular Mass: 281.41516
• Monoisotopic Mass: 281.12382061
• SMILES: C1Sc2c(/C(=C\CCNC)/c3c1cccc3)cccc2
• Canonical SMILES: CNCC/C=C/1\c2ccccc2SCc2c1cccc2
• InChI: InChI=1S/C18H19NS/c1-19-12-6-10-16-15-8-3-2-7-14(15)13-20-18-11-5-4-9-17(16)18/h2-5,7-11,19H,6,12-13H2,1H3/b16-10-
• InChIKey: FTELXJYVTOFJAI-YBEGLDIGSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: methyl({3-[(2Z)-9-thiatricyclo[9.4.0.0^3,^8]pentadeca-1(11),3(8),4,6,12,14-hexaen-2-ylidene]propyl})amine
• IUPAC Traditional name: methyl({3-[(2Z)-9-thiatricyclo[9.4.0.0^3,^8]pentadeca-1(11),3(8),4,6,12,14-hexaen-2-ylidene]propyl})amine
• Synonyms: 3-Dibenzo[b,e]thiepin-11(6H)-ylidene-N-methyl-1-propanamine; 11-(3-Methylaminopropylidene)-6,11-dihydrodibenz[b,e]thiepine; Nordosulepin; Nordothiepin; Northiadene; Northiaden

Database IDs

• CAS Number: 1154-09-2
• PubChem SID: 164231629
• PubChem CID: 1715125

CALCULATED PROPERTIES

• H Acceptors: 1
• H Donor: 1
• LogD (pH = 5.5): 0.90503055
• LogD (pH = 7.4): 1.2911887
• Log P: 4.1390367
• Molar Refractivity: 99.295 cm^3
• Polarizability: 34.738914 Å^3
• Polar Surface Area: 12.03 Å^2
• Rotatable Bonds: 3
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: Chloroform
• Apperance: Pale Yellow Solid
• Melting Point: 72-75°C

Safety Information

• Storage Condition: Refrigerator

DETAILS

Toronto Research Chemicals - N830050

A metabolite of Dothiepin.

REFERENCES

• Atkinson, H., et al.: Clin. Pharmacokin., 18, 151 (1990)
• Hagg, S., et al.: Br. J. Clin. Pharmacol., 49, 286 (1990)
• Fleishaker, J., et al.: Adv. Drug Deliv. Rev., 55, 643 (1990)
• Katritzky, A., et al.: Bioorg. Med. Chem., 12, 3027 (1990)