N,N-dimethyl-3-[(2Z)-tricyclo[9.4.0.03,8]pentadeca-1(11),3(8),4,6,9,12,14-heptaen-2-ylidene]propanamine oxide

• ChemBase ID: 165163
• Molecular Formular: C20H21NO
• Molecular Mass: 291.38684
• Monoisotopic Mass: 291.1623143
• SMILES: C\1(=C/CC[N+](C)([O-])C)/c2c(C=Cc3c1cccc3)cccc2
• Canonical SMILES: [O-][N+](CC/C=C/1\c2ccccc2C=Cc2c1cccc2)(C)C
• InChI: InChI=1S/C20H21NO/c1-21(2,22)15-7-12-20-18-10-5-3-8-16(18)13-14-17-9-4-6-11-19(17)20/h3-6,8-14H,7,15H2,1-2H3
• InChIKey: CWVULMRJHWMZLY-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: N,N-dimethyl-3-[(2Z)-tricyclo[9.4.0.0^3,^8]pentadeca-1(11),3(8),4,6,9,12,14-heptaen-2-ylidene]propanamine oxide
• IUPAC Traditional name: N,N-dimethyl-3-[(2Z)-tricyclo[9.4.0.0^3,^8]pentadeca-1(11),3(8),4,6,9,12,14-heptaen-2-ylidene]propanamine oxide
• Synonyms: 3-(5H-Dibenzo[a,d]cyclohepten-5-ylidene)-N,N-dimethyl-1-propanamine N-Oxide; Cyclobenzaprine N-Oxide

Database IDs

• CAS Number: 6682-26-4
• PubChem SID: 162259296
• PubChem CID: 6455374

CALCULATED PROPERTIES

• H Acceptors: 1
• H Donor: 0
• LogD (pH = 5.5): 3.486051
• LogD (pH = 7.4): 3.4886045
• Log P: 3.4886382
• Molar Refractivity: 104.6687 cm^3
• Polarizability: 35.379738 Å^3
• Polar Surface Area: 26.88 Å^2
• Rotatable Bonds: 3
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: Methanol
• Apperance: White to Off-White Solid
• Melting Point: 75-77°C

Safety Information

• Storage Condition: -20°C Freezer, Under Inert Atmosphere

DETAILS

Toronto Research Chemicals - C987760

A metabolite of Cyclobenzaprine hydrochloride.

REFERENCES

• Belvedere, G., et al.: Xenobiotica, 5, 765 (1975)
• Kitamura, S., et al.: Drug Metab. Disp., 27, 92 (1975)