CAS 6202-23-9|dimethyl({3-[(2Z)-tricyclo[9.4.0.0<sup>3</sup>,<sup>8</sup>]pentadeca-1(11),3,5,7,9,12,14-heptaen-2-ylidene]propyl})amine hydrochloride|Cyclobenzaprine hydrochloride|dimethyl({3-[(2Z)-...

General Information

Structure

Molecular Formula

C₂₀H₂₂ClN

Molecular Mass

311.84838

Exact Mass

311.14407739

Charge

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

Canonic Smiles

CN(CC/C=C/1\c2ccccc2C=Cc2c1cccc2)C.Cl

Isomeric Smiles

CN(C)CC/C=C/1\c2ccccc2C=Cc2c1cccc2.Cl

Calculated Properties

JChem

LogD (pH = 7.4)

2.28

LogD (pH = 5.5)

1.18

Log P

4.61

Rotatable Bonds

H Donor

H Acceptors

Lipinski's Rule of Five

true

Acid pKa

9.76

Polar Surface Area

3.24

Polarizability

33.11

Molar Refractivity

102.62

LOG S

-4.38

Data Source

Commercial Catalog

Academic Data

Data Source

Names and Identifiers

IUPAC name

dimethyl({3-[(2Z)-tricyclo[9.4.0.0³,⁸]pentadeca-1(11),3,5,7,9,12,14-heptaen-2-ylidene]propyl})amine hydrochloride 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 dimethyl(3-{tricyclo[9.4.0.0³,⁸]pentadeca-1(15),3,5,7,9,11,13-heptaen-2-ylidene}propyl)amine hydrochloride

Synonyms

Cyclobenzaprine hydrochloride5-(3-Dimethylaminopropylidene)dibenzo[a,e]cycloheptatriene hydrochloride3-(5H-Dibenzo[a,d]cyclohepten-5-ylidene)-N,N-dimethyl-1-propanamine HydrochlorideCyclobenzaprine HydrochlorideFlexibanFlexerilcyclobenzaprine hydrochlorideN,N-dimethyl-5H-dibenzo(a,d)cycloheptene-Delta(5,gamma)-propylamine hydrochloridecyclobenzaprine HCl

IUPAC Traditional name

dimethyl({3-[(2Z)-tricyclo[9.4.0.0³,⁸]pentadeca-1(11),3,5,7,9,12,14-heptaen-2-ylidene]propyl})amine hydrochloride 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 dimethyl(3-{tricyclo[9.4.0.0^{3,8}]pentadeca-1(15),3,5,7,9,11,13-heptaen-2-ylidene}propyl)amine hydrochloride

API Name

Cyclobenzaprine hydrochloride

Names and Identifiers

Registration numbers

CAS Number

6202-23-9

PubChem SID

2427831516222792896079583

EC Number

MDL Number

PubChem CID

DrugBank ID

ACToR Database

KEGG DRUG Database

SureChEMBL Database

CHEMBL

Beilstein Number

CompTox Database

Patent number

CHEBI ID

Registration numbers

Properties

Pharmacology Properties

Gene Information

human ... HTR2A(3356), HTR2B(3357), HTR2C(3358)

Physical Property

Apperance

White to Off-White Solid

Solubility

Methanol

Water

Melting Point

214-216°C

Product Information

Certificate of Analysis

Download link

Properties

Related Proteins

No Data Available

Click here to submit data

Molecular Spectra

No Data Available

Click here to submit data

Molecule Details

TRC

C987750

Use as muscle relaxant (skeletal).

Sigma Aldrich

C4542

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

ChEBI

CHEBI:3997

The hydrochloride salt of cyclobenzaprine. A centrally acting skeletal muscle relaxant, it is used in the symptomatic treatment of painful muscle spasm.

Molecule Details

References

PubChem Literature

From Data Sources

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

References

Bioactivity

PubChem BioAssay

Bioactivity

Data Source

Commercial Catalog

Academic Data

Names and Identifiers

IUPAC name

Synonyms

IUPAC Traditional name

dimethyl({3-[(2Z)-tricyclo[9.4.0.0³,⁸]pentadeca-1(11),3,5,7,9,12,14-heptaen-2-ylidene]propyl})amine hydrochloride 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 dimethyl(3-{tricyclo[9.4.0.0^{3,8}]pentadeca-1(15),3,5,7,9,11,13-heptaen-2-ylidene}propyl)amine hydrochloride

API Name

Cyclobenzaprine hydrochloride

Registration numbers

CAS Number

6202-23-9

PubChem SID

2427831516222792896079583

EC Number

MDL Number

PubChem CID

DrugBank ID

ACToR Database

KEGG DRUG Database

SureChEMBL Database

CHEMBL

Beilstein Number

CompTox Database

Patent number

CHEBI ID

Properties

Pharmacology Properties

Gene Information

human ... HTR2A(3356), HTR2B(3357), HTR2C(3358)

Physical Property

Apperance

White to Off-White Solid

Solubility

Methanol

Water

Melting Point

214-216°C

Product Information

Certificate of Analysis

Download link

Molecule Details

TRC

C987750

Use as muscle relaxant (skeletal).

Sigma Aldrich

C4542

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

ChEBI

CHEBI:3997

The hydrochloride salt of cyclobenzaprine. A centrally acting skeletal muscle relaxant, it is used in the symptomatic treatment of painful muscle spasm.

References

PubChem Literature

From Data Sources

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

Bioactivity

PubChem BioAssay

Molecule

ID:133651