dimethyl({3-[(2Z)-tricyclo[9.4.0.03,8]pentadeca-1(11),3(8),4,6,9,12,14-heptaen-2-ylidene]propyl})amine hydrochloride

• ChemBase ID: 133651
• Molecular Formular: C20H22ClN
• Molecular Mass: 311.84838
• Monoisotopic Mass: 311.14407739
• SMILES: CN(C)CC/C=C/1\c2ccccc2C=Cc2c1cccc2.Cl
• Canonical SMILES: CN(CC/C=C/1\c2ccccc2C=Cc2c1cccc2)C.Cl
• InChI: InChI=1S/C20H21N.ClH/c1-21(2)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;1H
• InChIKey: VXEAYBOGHINOKW-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: dimethyl({3-[(2Z)-tricyclo[9.4.0.0^3,^8]pentadeca-1(11),3(8),4,6,9,12,14-heptaen-2-ylidene]propyl})amine hydrochloride; dimethyl({3-[(2Z)-tricyclo[9.4.0.0^3,^8]pentadeca-1(11),3,5,7,9,12,14-heptaen-2-ylidene]propyl})amine hydrochloride
• IUPAC Traditional name: dimethyl({3-[(2Z)-tricyclo[9.4.0.0^3,^8]pentadeca-1(11),3(8),4,6,9,12,14-heptaen-2-ylidene]propyl})amine hydrochloride; dimethyl({3-[(2Z)-tricyclo[9.4.0.0^3,^8]pentadeca-1(11),3,5,7,9,12,14-heptaen-2-ylidene]propyl})amine hydrochloride
• Synonyms: 3-(5H-Dibenzo[a,d]cyclohepten-5-ylidene)-N,N-dimethyl-1-propanamine Hydrochloride; Flexeril; Flexiban; Cyclobenzaprine Hydrochloride; 5-(3-Dimethylaminopropylidene)dibenzo[a,e]cycloheptatriene hydrochloride; Cyclobenzaprine hydrochloride

Database IDs

• CAS Number: 6202-23-9
• EC Number: 228-264-4
• MDL Number: MFCD00079039
• PubChem SID: 24278315; 162227928
• PubChem CID: 22576

CALCULATED PROPERTIES

• H Acceptors: 1
• H Donor: 0
• LogD (pH = 5.5): 1.1812798
• LogD (pH = 7.4): 2.2807164
• Log P: 4.6130133
• Molar Refractivity: 102.6238 cm^3
• Polarizability: 35.348446 Å^3
• Polar Surface Area: 3.24 Å^2
• Rotatable Bonds: 3
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: Methanol; Water
• Apperance: White to Off-White Solid
• Melting Point: 214-216°C

Safety Information

• Storage Condition: -20°C Freezer
• RTECS: HP0875000
• European Hazard Symbols: Harmful (Xn)
• UN Number: 2811
• German water hazard class: 3
• Hazard Class: 6.1
• Packing Group: 3
• Risk Statements: 20/21/22
• Safety Statements: 36
• GHS Pictograms: GHS06
• GHS Signal Word: Danger
• GHS Hazard statements: H301-H312 + H332
• GHS Precautionary statements: P280-P301 + P310
• Personal Protective Equipment: dust mask type N95 (US), Eyeshields, Faceshields, Gloves
• RID/ADR: UN 2811 6.1/PG 3

Pharmacology Properties

• Gene Information: human ... HTR2A(3356), HTR2B(3357), HTR2C(3358)

DETAILS

Sigma Aldrich - C4542

Biochem/physiol Actions
Skeletal muscle relaxant; reduces muscle spasm by depression of brainstem neurons; 5-HT2 serotonin receptor antagonist.

Toronto Research Chemicals - C987750

Use as muscle relaxant (skeletal).

REFERENCES

• Cotton, M.L., et al.: Anal. Profiles Drug Subs., 17, 41 (1988)