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Details

Stereochemistry ACHIRAL
Molecular Formula C19H19N
Molecular Weight 261.3609
Optical Activity NONE
Defined Stereocenters 0 / 0
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of NORCYCLOBENZAPRINE

SMILES

CNCCC=C1C2=C(C=CC=C2)C=CC3=C1C=CC=C3

InChI

InChIKey=XECQQDXTQRYYBH-UHFFFAOYSA-N
InChI=1S/C19H19N/c1-20-14-6-11-19-17-9-4-2-7-15(17)12-13-16-8-3-5-10-18(16)19/h2-5,7-13,20H,6,14H2,1H3

HIDE SMILES / InChI
Norcyclobenzaprine (aka desmethylcyclobenzaprine) is one of the major metabolites of cyclobenzaprine which is a muscle relaxant marketed under the brand name Flexeril. Both cyclobenzaprine and norcyclobenzaprine are known to be potent antagonists of the serotonin 2a receptor.

Approval Year

Targets

Targets

Primary TargetPharmacologyConditionPotency
Target ID: P28223
Gene ID: 3356.0
Gene Symbol: HTR2A
Target Organism: Homo sapiens (Human)
Conditions

Conditions

ConditionModalityTargetsHighest PhaseProduct
PubMed

PubMed

TitleDatePubMed
Metabolism of cyclobenzaprine in the dog.
1978 Mar-Apr
Potential interference of cyclobenzaprine and norcyclobenzaprine with HPLC measurement of amitriptyline and nortriptyline: resolution by GC-MS analysis.
1995 Jul-Aug
High-performance liquid chromatography-mass spectrometry for the quantification of nortriptyline and 10-hydroxynortriptyline in plasma.
1998 Sep 25
Patents

Patents

Sample Use Guides

In Vivo Use Guide
Unknown
Route of Administration: Unknown
In Vitro Use Guide
Unknown
Name Type Language
NORCYCLOBENZAPRINE
Common Name English
NORTRIPTYLINE HYDROCHLORIDE IMPURITY B [EP IMPURITY]
Common Name English
DESMETHYLCYCLOBENZAPRINE
Common Name English
5H-DIBENZO(A,D)CYCLOHEPTENE-.DELTA.5,.GAMMA.-PROPYLAMINE, N-METHYL-
Systematic Name English
NORPROHEPTATRIEN
Common Name English
G-38188
Code English
10,11-DEHYDRONORTRIPTYLINE
Common Name English
1-PROPANAMINE, 3-(5H-DIBENZO(A,D)CYCLOHEPTEN-5-YLIDENE)-N-METHYL-
Systematic Name English
Code System Code Type Description
FDA UNII
T6X8KQ83F4
Created by admin on Sat Dec 16 05:52:38 GMT 2023 , Edited by admin on Sat Dec 16 05:52:38 GMT 2023
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CAS
303-50-4
Created by admin on Sat Dec 16 05:52:38 GMT 2023 , Edited by admin on Sat Dec 16 05:52:38 GMT 2023
PRIMARY
PUBCHEM
9918
Created by admin on Sat Dec 16 05:52:38 GMT 2023 , Edited by admin on Sat Dec 16 05:52:38 GMT 2023
PRIMARY
EPA CompTox
DTXSID30952664
Created by admin on Sat Dec 16 05:52:38 GMT 2023 , Edited by admin on Sat Dec 16 05:52:38 GMT 2023
PRIMARY