CHEBI:3996 - cyclobenzaprine

Main ChEBI Ontology Automatic Xrefs Reactions Pathways Models
ChEBI Name cyclobenzaprine
ChEBI ID CHEBI:3996
Definition 5-Methylidene-5H-dibenzo[a,d]cycloheptene in which one of the hydrogens of the methylidene group is substituted by a 2-(dimethylamino)ethyl group. A centrally acting skeletal muscle relaxant, it is used as its hydrochloride salt in the symptomatic treatment of painful muscle spasm.
Stars This entity has been manually annotated by the ChEBI Team.
Secondary ChEBI IDs CHEBI:128119
Supplier Information
Download Molfile XML SDF
Wikipedia License
Waiting for wikipedia content
Read full article at Wikipedia
Formula C20H21N
Net Charge 0
Average Mass 275.38740
Monoisotopic Mass 275.167
InChI InChI=1S/C20H21N/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
InChIKey JURKNVYFZMSNLP-UHFFFAOYSA-N
SMILES CN(C)CCC=C1c2ccccc2C=Cc2ccccc12
Roles Classification
Application(s): muscle relaxant
A drug used to produce muscle relaxation (excepting neuromuscular blocking agents). Its primary clinical and therapeutic use is the treatment of muscle spasm and immobility associated with strains, sprains, and injuries of the back and, to a lesser degree, injuries to the neck. Also used for the treatment of a variety of clinical conditions that have in common only the presence of skeletal muscle hyperactivity, for example, the muscle spasms that can occur in multiple sclerosis.
tranquilizing drug
A traditional grouping of drugs said to have a soothing or calming effect on mood, thought or behaviour.
antidepressant
Antidepressants are mood-stimulating drugs used primarily in the treatment of affective disorders and related conditions.
View more via ChEBI Ontology
ChEBI Ontology
Outgoing cyclobenzaprine (CHEBI:3996) has parent hydride dibenzo[a,d][7]annulene (CHEBI:35642)
cyclobenzaprine (CHEBI:3996) has role antidepressant (CHEBI:35469)
cyclobenzaprine (CHEBI:3996) has role muscle relaxant (CHEBI:51371)
cyclobenzaprine (CHEBI:3996) has role tranquilizing drug (CHEBI:35473)
cyclobenzaprine (CHEBI:3996) is a organic tricyclic compound (CHEBI:51959)
Incoming cyclobenzaprine hydrochloride (CHEBI:3997) has part cyclobenzaprine (CHEBI:3996)
IUPAC Names
3-(5H-dibenzo[a,d][7]annulen-5-ylidene)-N,N-dimethylpropan-1-amine
3-(5H-dibenzo[a,d]cyclohepten-5-ylidene)-N,N-dimethylpropan-1-amine
INNs Sources
ciclobenzaprina ChemIDplus
cyclobenzaprine ChemIDplus
cyclobenzaprinum ChemIDplus
Synonyms Sources
(3-Dibenzo[a,d]cyclohepten-5-ylidene-propyl)-dimethyl-amine ChEMBL
Cyclobenzaprine KEGG COMPOUND
N,N-dimethyl-5H-dibenzo(a,d)cycloheptene-Δ5,γ-propylamine NIST Chemistry WebBook
Manual Xrefs Databases
751 DrugCentral
C06931 KEGG COMPOUND
Cyclobenzaprine Wikipedia
D07758 KEGG DRUG
DB00924 DrugBank
GB858187 Patent
LSM-5537 LINCS
View more database links
Registry Numbers Types Sources
2126383 Beilstein Registry Number Beilstein
303-53-7 CAS Registry Number KEGG COMPOUND
303-53-7 CAS Registry Number NIST Chemistry WebBook
Citations Waiting for Citations Types Sources
17725338 PubMed citation ChEMBL
18027916 PubMed citation ChEMBL
Last Modified
22 February 2017