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Central nervous system drugs

Doxepin

Also known as Doxepina, Doxepine, Sinepin

CAS 1668-19-5Formula C19H21NOMolar mass 279.38 g/mol
23 suppliers listed Drug substance
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Doxepin chemical structure, C19H21NO, CAS 1668-19-5
2D chemical structure

Key facts

What buyers check first

All properties
Appearance
Oily liquid consisting of a mixture of cis- & trans- isomers
Melting point
184 to 186 °C
Boiling point
154 to 157 °C
Solubility
WHITE CRYSTALLINE SUBSTANCE, 1 G SOL IN 1 ML WATER, 2 ML ALCOHOL, 10 ML CHLOROFORM /HYDR…
HS code
293299
Category
Central nervous system drugs
Illustrative photo, 200 litre blue HDPE drums of liquid in a warehouse
Typical packagingIllustrative packaging image, not the actual product

What is Doxepin?

Plain description, key identifiers and synonyms

Doxepin is a dibenzoxepin derivative and tricyclic antidepressant (TCA) with antipruritic, antidepressive and anxiolytic activities. Doxepin blocks the reuptake of norepinephrine and serotonin (5-HT) into presynaptic terminals thereby prolonging the availability of the monoaminergic neurotransmitters within the synaptic cleft and enhancing their neurotransmission. Doxepin also has antagonistic effects on histamine H1, 5-HT2, alpha-1 adrenergic, and muscarinic receptors. The antipruritic effect of this agent is mediated through inhibition of histamine receptors.

Identifiers

Registry numbers, names and line notations, tap to copy

IUPAC name
3-(6H-benzo[c][1]benzoxepin-11-ylidene)-N,N-dimethylpropan-1-amine
CAS number
1668-19-5 CAS number cross-checked
Molecular formula
C19H21NO
InChIKey
ODQWQRRAPPTVAG-UHFFFAOYSA-N
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
SMILES (canonical and isomeric)
CN(C)CCC=C1C2=CC=CC=C2COC3=CC=CC=C31

Synonyms

  • Doxepina
  • Doxepine
  • Sinepin
  • Doxepinum
  • 1-Propanamine, 3-dibenz[b,e]oxepin-11(6H)-ylidene-N,N-dimethyl-
  • 1-Propanamine, 3-dibenz(b,e)oxepin-11(6H)-ylidene-N,N-dimethyl-
  • Sinquan
  • ApoDoxepin
  • 11-(3-Dimethylamino-propyliden)-6,11-dihydro-dibenz(b,e)oxipin
  • N,N-Dimethyldibenz(b,e)oxepin-delta(11(6H),gamma)-propylamine
  • Novo Doxepin
  • Apo Doxepin
  • Doxepin RPh
  • 3-Dibenzo(b,E)oxepin-11(6H)-ylidene-N,N-dimethylpropan-1-amine
  • Dibenz(b,e)oxepin-delta(sup 11(6H)),gamma-propylamine, N,N-dimethyl-
  • dimethyl(3-(9-oxatricyclo(9.4.0.03,8)pentadeca-1(15),3,5,7,11,13-hexaen-2-ylidene)propyl)amine
  • Sinequan
  • 3-(Dibenzo[b,e]oxepin-11(6H)-ylidene)-N,N-dimethylpropan-1-amine
  • Zonalon
  • (E)-Doxepin-d3
  • Cidoxepin (free base)
  • DivK1c_000431
  • (E)-3-(Dibenzo[b,e]oxepin-11(6H)-ylidene)-N,N-dimethylpropan-1-amine
  • 3-(6H-benzo[c][1]benzoxepin-11-ylidene)-N,N-dimethylpropan-1-amine
  • 11-(3-dimethylamino-propylidene)-6,11-dihydrodibenzo-[b,e]-oxepine
Show all 28 synonyms
  • 3-(6,11-Dihydrodibenz[b,e]oxepin-11-yliden)-N,N-dimethylpropylamin
  • (3Z)-3-(Dibenzo[b,e]Oxepin-11(6H)-Ylidene)-N,N-Dimethyl-1-Propanamine
  • 11-(3-dimethylamino-propylidene)- 6,11-dihydrodibenzo- [b,e]-oxepine

Physical and chemical properties

Measured values and descriptors computed from the structure

Physical and chemical properties

Measured values, check the supplier specification for your grade

Appearance
Oily liquid consisting of a mixture of cis- & trans- isomersexp.
Odour
ODORLESSexp.
Taste
BITTERexp.
Melting point
184 to 186 °Cexp.
Boiling point
154 to 157 °Cexp.
Solubility
WHITE CRYSTALLINE SUBSTANCE, 1 G SOL IN 1 ML WATER, 2 ML ALCOHOL, 10 ML CHLOROFORM /HYDROCHLORIDE/exp.

Values vary by grade. Ask suppliers for the COA or TDS of the batch you buy.

Computed descriptors

Calculated from the structure, useful for screening and formulation

Molecular weight
279.38 g/molcalc.
Exact mass
279.1623 Dacalc.
LogP (octanol/water)
3.96calc.
Topological polar surface area
12.47 Ųcalc.
Hydrogen bond donors
0calc.
Hydrogen bond acceptors
2calc.
Rotatable bonds
3calc.
Heavy atoms
21calc.
Rings
3calc.
Aromatic rings
2calc.
Fraction sp3 carbons
0.26calc.
Formal charge
0calc.
Stereocentres
0calc.
Lipinski rule of five
Passes (0 violations)calc.

Calculated for screening. Confirm critical figures with the supplier.

Murcko scaffold

The ring system that remains when every side chain is removed

Murcko scaffold of this chemical, C=C1c2ccccc2COc2ccccc21

C=C1c2ccccc2COc2ccccc21

3 rings, 16 atoms.

93 other chemicals share this scaffold

Safety and hazards

GHS classification summary, not a safety data sheet

No GHS hazard classification is recorded for this substance yet. That does not mean it is harmless.

GHS classification summary, not a safety data sheet (SDS). Classifications can differ by supplier, grade and concentration. Always check the supplier's SDS.

Doxepin suppliers

Sponsored listings first, then the documented ranking: membership, verification, replies, completeness, freshness and ratings

All 23 suppliers
23 of 23 offers

Suppliers marked Unclaimed profile have not claimed their profile yet. They are not verified by CompoundList, their offers are price on request and details may have changed, so please confirm them with the supplier. Company representatives can claim a profile with a business email on the company's own website domain. Our team verifies each claim and sends the result by email.

Where suppliers are based

23 suppliers in 7 countries

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Doxepin price

Indicative price range per kg from live supplier offers

No published prices right now

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Uses and applications

What the substance is used for, by industry and function

Therapeutic category: Antidepressant, THERAP CAT (VET): Antipruritic.

Industries and functions

Pharmacological actions

  • Antidepressive Agents, Tricyclic
  • Histamine Antagonists
  • Sleep Aids, Pharmaceutical

Roles

  • antidepressant
  • central nervous system drug
  • pharmaceutical
  • psychotropic drug

Pharmacology

Doxepin is a Tricyclic Antidepressant.

How it is made

Prepn of mixture of cis- trans-isomers: K. Stach, F. Bickelhaupt, Monatsh 93, 896 (1962), F. Bickelhaupt et al. Monatsh 95, 485 (1964), Neth pat Appl 6,407,758, K Stach, U.S. pat 3,438,981 (1965, 1969 both to Boehringer Mann), and separation and activity of isomers: B.M. Bloom, J.R. Tretter, Belg pat 641,498, eidem, U.S. pat 3,420,851 (1964, 1969 both to Pfizer).

6,11-Dihydrodibenz[b,e]oxepin-11-one...prepared from phthalide & converted to 11-[3-(dimethylamino)propyl]-6h-dibenz[b,e]oxepin-11-ol thru grignard reaction with 3-(dimethylamino)propyl chloride.

Read more

Dehydration of the alcohol with mineral acid yields doxepin which is reacted with hcl. (Hydrochloride)

Methyl salicylate + benzyl chloride + 3-dimethylaminopropyl chloride hydrochloride (ether formation/cyclization/Grignard reagent formation/Grignard reaction/dehydration).

Regulatory status

Inventories, regulations and trade controls that list this substance

Health and food

  • Active ingredient in FDA approved drug labels

HS code and trade data

Customs classification and reported world trade statistics

Global trade

World import and export statistics for the HS code Doxepin is traded under.

HS 2932.99Indicative HS code

Heterocyclic compounds with oxygen hetero-atom(s) only, other

World exports in 2024
$3.81B
+10.3% vs 2023, imports $7.05B
2019 to 2024
Top exporters
  1. China28.9%
  2. Switzerland * partner reported12.7%
  3. Germany7.8%
Top importers
  1. United States49.7%
  2. China11.9%
  3. India * partner reported3.3%

* Partner reported figures, a lower bound.

Reported customs values in USD, not prices.Full trade data

The HS code shown for Doxepin is indicative (it was assigned by structure rules). Confirm the classification with your customs broker before shipping.

Frequently asked questions

Quick answers about Doxepin, based on the data on this page

What is Doxepin?

Doxepin is a dibenzoxepin derivative and tricyclic antidepressant (TCA) with antipruritic, antidepressive and anxiolytic activities.

What is the CAS number of Doxepin?

The CAS registry number of Doxepin is 1668-19-5.

What is the molecular formula and weight of Doxepin?

The molecular formula of Doxepin is C19H21NO and its molar mass is 279.38 g/mol.

What is Doxepin used for?

Therapeutic category: Antidepressant, THERAP CAT (VET): Antipruritic.

Is Doxepin hazardous?

No GHS hazard classification for Doxepin is recorded on CompoundList yet. That does not prove it is safe. Always read the supplier safety data sheet.

What is the HS code of Doxepin?

Doxepin is usually classified under HS code 293299 (Heterocyclic compounds with oxygen hetero-atom(s) only, other). This is indicative, confirm it with your customs broker before shipping.

Where can I buy Doxepin?

CompoundList lists 23 suppliers of Doxepin in China, India, United States, Switzerland and 3 more. Send one free request to get and compare quotes. Your contact details stay private until you accept a quote.

Where can I buy Doxepin in India?

5 suppliers in India list Doxepin on CompoundList. Filter the suppliers list by country and send a request to compare prices, grades and delivery times.

What is the price of Doxepin?

Suppliers quote Doxepin on request because prices depend on grade, purity, quantity and destination. A free request on CompoundList gets you several quotes to compare.

Guides for buyers

Practical guides that help when you source, ship or handle Doxepin

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Data last updated 7 Oct 2026. Details may have changed, please confirm them with the supplier. Report an error on this page
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