CAS 894-71-3|methyl(3-{tricyclo[9.4.0.0^{3,8}]pentadeca-1(11),3(8),4,6,12,14-hexaen-2-ylidene}propyl)amine hydrochloride|NORTRIPTYLINE|3-(10,11-Dihydro-5H-dibenzo[a,d]-cyclohepten-5-ylidene)-N-methy...

General Information

Structure

Molecular Formula

C₁₉H₂₂ClN

Molecular Mass

299.83768

Exact Mass

299.14407739

Charge

InChI

InChI=1S/C19H21N.ClH/c1-20-14-6-11-19-17-9-4-2-7-15(17)12-13-16-8-3-5-10-18(16)19;/h2-5,7-11,20H,6,12-14H2,1H3;1H

InChIKey

SHAYBENGXDALFF-UHFFFAOYSA-N

Canonic Smiles

CNCC/C=C/1\c2ccccc2CCc2c1cccc2.Cl

Isomeric Smiles

Cl.CNCC/C=C\1/c2c(CCc3c1cccc3)cccc2

Calculated Properties

Provided by Enamine

CLogP

4.32

H Donor

Polar Surface Area

12.03

Rotatable Bonds

JChem

Polar Surface Area

12.03

H Donor

H Acceptors

Rotatable Bonds

Lipinski's Rule of Five

true

Log P

4.43

LogD (pH = 5.5)

1.19

LogD (pH = 7.4)

1.58

Molar Refractivity

96.21

Polarizability

33.33

LOG S

-4.16

Data Source

Names and Identifiers

IUPAC name

methyl(3-{tricyclo[9.4.0.0^{3,8}]pentadeca-1(11),3(8),4,6,12,14-hexaen-2-ylidene}propyl)amine hydrochloride methyl(3-{tricyclo[9.4.0.0³,⁸]pentadeca-1(11),3,5,7,12,14-hexaen-2-ylidene}propyl)amine hydrochloride methyl({3-[(2E)-tricyclo[9.4.0.0³,⁸]pentadeca-1(11),3(8),4,6,12,14-hexaen-2-ylidene]propyl})amine hydrochloride methyl({3-[(2Z)-tricyclo[9.4.0.0³,⁸]pentadeca-1(11),3(8),4,6,12,14-hexaen-2-ylidene]propyl})amine hydrochloride methyl(3-{tricyclo[9.4.0.0³,⁸]pentadeca-1(15),3,5,7,11,13-hexaen-2-ylidene}propyl)amine hydrochloride

Synonyms

NORTRIPTYLINE3-(10,11-Dihydro-5H-dibenzo[a,d]-cyclohepten-5-ylidene)-N-methyl-1-propanamine3-(10,11-Dihydro-5H-dibenzo[a,d]cyclohepten-5-ylidene)-N-methyl-1-propanamine hydrochlorideNortriptyline hydrochlorideDesmethylamitriptyline hydrochlorideNorzepineNortriptyline HydrochlorideNortrilenSensivalAcetexaAllegronVividylPamelorN-[3-(10,11-dihydro-5H-dibenzo[a,d][7]annulen-5-ylidene)propyl]-N-methylamine hydrochloride

IUPAC Traditional name

nortriptyline hydrochloride methyl(3-{tricyclo[9.4.0.0³,⁸]pentadeca-1(11),3,5,7,12,14-hexaen-2-ylidene}propyl)amine hydrochloride methyl({3-[(2E)-tricyclo[9.4.0.0³,⁸]pentadeca-1(11),3(8),4,6,12,14-hexaen-2-ylidene]propyl})amine hydrochloride methyl({3-[(2Z)-tricyclo[9.4.0.0³,⁸]pentadeca-1(11),3(8),4,6,12,14-hexaen-2-ylidene]propyl})amine hydrochloride methyl(3-{tricyclo[9.4.0.0^{3,8}]pentadeca-1(15),3,5,7,11,13-hexaen-2-ylidene}propyl)amine hydrochloride

API Name

Nortriptyline Hydrochloride

Names and Identifiers

Registration numbers

EC Number

CAS Number

PubChem SID

PubChem CID

MDL Number

DrugBank ID

Registration numbers

Properties

Product Information

Safety Information

Pharmacology Properties

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

Properties

Related Proteins

No Data Available

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Molecular Spectra

No Data Available

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Molecule Details

MP Biomedicals

02153555

Hydrochloride
A norepinephrine uptake inhibitor.

Sigma Aldrich

N7261

Features and Benefits
The powder is stable at least 5 years at room temperature.
Biochem/physiol Actions
Tricyclic antidepressant that is a more potent inhibitor of the norepinephrine transporter (Ki = 3.4 nM) than the serotonin transporter (Ki = 161 nM). 5-HT2 serotonin receptor antagonist.

TRC

N837000

Tricyclic antidepressant.

Molecule Details

References

PubChem Literature

From Data Sources

• Rubin, E.H., et al.: J. Clin. Psychiatry, 46, 418 (1972)

• Hale, J. L., et al.: Anal. Profiles Drug Subs., 1, 233 (1972)

References

Bioactivity

PubChem BioAssay