Cyclobenzaprine hydrochlorideProduct ingredient for Cyclobenzaprine
- Name
- Cyclobenzaprine hydrochloride
- Drug Entry
- Cyclobenzaprine
Cyclobenzaprine, a centrally-acting muscle relaxant, was first synthesized in 196111 and has been available for human use since 1977.10 It was initially studied for use as antidepressant given its structural similarity to tricyclic antidepressants - it differs from Amitriptyline by only a single double bond.11,10 Since its approval, it has remained relatively popular as an adjunctive, short-term treatment for acute skeletal muscle spasms secondary to musculoskeletal injury.
- Accession Number
- DBSALT000479
- Structure
Structure for Cyclobenzaprine hydrochloride (DBSALT000479)
- Synonyms
- Cyclobenzaprine HCl
- UNII
- 0VE05JYS2P
- CAS Number
- 6202-23-9
- Weight
- Average: 311.848
Monoisotopic: 311.144077416 - Chemical Formula
- C20H22ClN
- InChI Key
- VXEAYBOGHINOKW-UHFFFAOYSA-N
- 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
- IUPAC Name
- dimethyl(3-{tricyclo[9.4.0.0^{3,8}]pentadeca-1(15),3,5,7,9,11,13-heptaen-2-ylidene}propyl)amine hydrochloride
- SMILES
- Cl.CN(C)CCC=C1C2=CC=CC=C2C=CC2=CC=CC=C12
- External Links
- PubChem Compound
- 22576
- ChemSpider
- 21168
- ChEBI
- 3997
- ChEMBL
- CHEMBL1200636
- Wikipedia
- Cyclobenzaprine
- Predicted Properties
Property Value Source Water Solubility 0.00689 mg/mL ALOGPS logP 4.73 ALOGPS logP 4.61 Chemaxon logS -4.6 ALOGPS pKa (Strongest Basic) 9.76 Chemaxon Physiological Charge 1 Chemaxon Hydrogen Acceptor Count 1 Chemaxon Hydrogen Donor Count 0 Chemaxon Polar Surface Area 3.24 Å2 Chemaxon Rotatable Bond Count 3 Chemaxon Refractivity 102.62 m3·mol-1 Chemaxon Polarizability 32.85 Å3 Chemaxon Number of Rings 3 Chemaxon Bioavailability 1 Chemaxon Rule of Five Yes Chemaxon Ghose Filter Yes Chemaxon Veber's Rule Yes Chemaxon MDDR-like Rule No Chemaxon