CAS 1229-29-4|CAS 1668-19-5|多虑平盐酸盐|dimethyl({3-[(2E)-9-oxatricyclo[9.4.0.0<sup>3</sup>,<sup>8</sup>]pentadeca-1(15),3(8),4,6,11,13-hexaen-2-ylidene]propyl})amine hydrochloride|Doxepin hydroch...

General Information

Structure

Molecular Formula

C₁₉H₂₂ClNO

Molecular Mass

315.83708

Exact Mass

315.13899201

Charge

InChI

InChI=1S/C19H21NO.ClH/c1-20(2)13-7-11-17-16-9-4-3-8-15(16)14-21-19-12-6-5-10-18(17)19;/h3-6,8-12H,7,13-14H2,1-2H3;1H/b17-11+;

InChIKey

MHNSPTUQQIYJOT-SJDTYFKWSA-N

Canonic Smiles

CN(CC/C=C\1/c2ccccc2OCc2c1cccc2)C.Cl

Isomeric Smiles

CN(C)CC/C=C/1\c2ccccc2COc2c1cccc2.Cl

Calculated Properties

Provided by Enamine

CLogP

4.09

H Donor

Polar Surface Area

12.47

Rotatable Bonds

JChem

Polar Surface Area

12.47

H Donor

H Acceptors

Rotatable Bonds

Lipinski's Rule of Five

true

Log P

3.84

LogD (pH = 5.5)

0.41

LogD (pH = 7.4)

1.51

Molar Refractivity

98.24

Polarizability

34.10

LOG S

-3.78

Data Source

Commercial Catalog

Academic Data

Data Source

Names and Identifiers

IUPAC Traditional name

dimethyl({3-[(2E)-9-oxatricyclo[9.4.0.0³,⁸]pentadeca-1(15),3(8),4,6,11,13-hexaen-2-ylidene]propyl})amine hydrochloride dimethyl(3-{9-oxatricyclo[9.4.0.0^{3,8}]pentadeca-1(15),3,5,7,11,13-hexaen-2-ylidene}propyl)amine hydrochloride

Synonyms

多虑平盐酸盐Doxepin hydrochloride11-(3-Dimethylaminopropylidene)-6,11-dihydrodibenz[b,e]oxepine hydrochloride

IUPAC name

dimethyl({3-[(2E)-9-oxatricyclo[9.4.0.0³,⁸]pentadeca-1(15),3(8),4,6,11,13-hexaen-2-ylidene]propyl})amine hydrochloride dimethyl(3-{9-oxatricyclo[9.4.0.0³,⁸]pentadeca-1(15),3,5,7,11,13-hexaen-2-ylidene}propyl)amine hydrochloride

API Name

Doxepin hydrochloride

Names and Identifiers

Registration numbers

PubChem SID

CAS Number

EC Number

MDL Number

PubChem CID

DrugBank ID

Registration numbers

Properties

Product Information

Purity

15% Z-isomer basis

~85% E-isomer basis

≥98% (GC)

Physical Property

Solubility

1 M HCl: soluble50 mg/mL

H2O: soluble

Apperance

white to off-white powder

Pharmacology Properties

Gene Information

human ... ADRA1A(148), ADRA1B(147), ADRA1D(146), CHRM1(1128), CHRM2(1129), CHRM3(1131), CHRM4(1132), CHRM5(1133), HRH1(3269), HTR1A(3350), HTR1B(3351), HTR1D(3352), HTR1E(3354), HTR1F(3355), HTR2A(3356), HTR2B(3357), HTR2C(3358), HTR3A(3359), HTR3B(9177), HTR3C(170572), HTR3D(200909), HTR3E(285242), HTR4(3360), HTR5A(3361), HTR5B(645694), HTR6(3362), HTR7(3363)

Properties

Related Proteins

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Molecular Spectra

No Data Available

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Molecule Details

Sigma Aldrich

D4526

Other Notes
Mixture of cis- and trans-isomers
Biochem/physiol Actions
Tricyclic antidepressant that is a more potent inhibitor of norepinephrine uptake than of serotonin uptake; antagonist at H1 histamine, muscarinic cholinergic, and α-adrenoreceptors.

Molecule Details

References

PubChem Literature

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References

Bioactivity

PubChem BioAssay

Bioactivity

Data Source

Commercial Catalog

Academic Data

Names and Identifiers

IUPAC Traditional name

Synonyms

多虑平盐酸盐Doxepin hydrochloride11-(3-Dimethylaminopropylidene)-6,11-dihydrodibenz[b,e]oxepine hydrochloride

IUPAC name

dimethyl({3-[(2E)-9-oxatricyclo[9.4.0.0³,⁸]pentadeca-1(15),3(8),4,6,11,13-hexaen-2-ylidene]propyl})amine hydrochloride dimethyl(3-{9-oxatricyclo[9.4.0.0³,⁸]pentadeca-1(15),3,5,7,11,13-hexaen-2-ylidene}propyl)amine hydrochloride

API Name

Doxepin hydrochloride

Registration numbers

PubChem SID

CAS Number

EC Number

MDL Number

PubChem CID