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Doxepin

CAT: 0013-GTR19187950-03Size: 100 mgDry Ice: NoHazardous: No
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CAT#:0013-GTR19187950-03Size:100 mg
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Description
Doxepin is a tricyclic antidepressant (TCA) that acts as a serotonin and norepinephrine reuptake inhibitor. It is utilized in research models of atopic dermatitis and chronic urticaria due to its anti-inflammatory and antioxidant properties, with studies exploring its potential neuroprotective and cognitive effects in vivo and in vitro.
CAS Number
1668-19-5
Field of Research
Pharmacology & Drug Discovery, Signal Transduction
Smiles
C (CCN (C) C) =C1C=2C (COC=3C1=CC=CC3) =CC=CC2
Molecular Formula
C19H21NO
Molecular Weight
279.38
Storage Conditions
-20°C
Notes
For research use only.

Chemical Information

Doxepin

Doxepin is a psychotropic agent with antidepressant and anxiolytic properties. It is a tertiary amine that can be presented as (E) and (Z) stereoisomers with the (Z) stereoisomer corresponding to [cidoxepin]. Doxepin commonly produces a 5:1 (E):(Z) racemic mixture. In a strict sense, doxepin is not a tricyclic antidepressant but it is commonly associated with the class since it shares a lot of properties with members of the drug family including [amitriptyline], [clomipramine], [desipramine], [imipramine], [nortriptyline], [protriptyline] and [trimipramine]. Doxepin was developed by Pfizer and FDA approved in 1969 as an antidepressant. However, in 2010 it was approved for the treatment of insomnia. The latter indication was presented by Pernix Therapeutics.

CAS Number1668-19-5
PubChem CID3158
IUPAC Name3-(6H-benzo[c][1]benzoxepin-11-ylidene)-N,N-dimethylpropan-1-amine
Molecular FormulaC19H21NO
Molecular Weight279.4
XLogP4.3
Topological Polar Surface Area12.5
Hydrogen Bond Donor Count0
Hydrogen Bond Acceptor Count2
Rotatable Bond Count3
Heavy Atom Count21
Formal Charge0
Complexity363
SMILES
CN(C)CCC=C1C2=CC=CC=C2COC3=CC=CC=C31
InChI
InChI=1S/C19H21NO/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
InChIKey
ODQWQRRAPPTVAG-UHFFFAOYSA-N
Chemical Structure
2D Structure
2D structure of Doxepin
CAS: 1668-19-5
CID: 3158
Formula: C19H21NO
MW: 279.4
Interactive 3D Structure
Loading 3D structure...
View on PubChemRaw 3D data
Computed Properties
PropertyValue
Molecular Weight279.4
XLogP34.3
Hydrogen Bond Donor Count0
Hydrogen Bond Acceptor Count2
Rotatable Bond Count3
Exact Mass279.162314293
Monoisotopic Mass279.162314293
Topological Polar Surface Area12.5 Ų
Heavy Atom Count21
Formal Charge0
Complexity363
Isotope Atom Count0
Defined Atom Stereocenter Count0
Undefined Atom Stereocenter Count0
Defined Bond Stereocenter Count0
Undefined Bond Stereocenter Count1
Covalently-Bonded Unit Count1
Compound Is CanonicalizedYes

Alternative Products

CatalogName
C04412Doxepin
CS-T-98733Doxepin d3
RM-D241600-01Doxepin Hcl
TRC-D550000-2.5GDoxepin Hydrochloride
AR-D08076-01Doxepin Epoxide
HY-B0725-01Doxepin (Hydrochloride)
447684Doxepin-13C3

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