Doxepin Hydrochloride

Base Information

• Chemical Name: Doxepin Hydrochloride
• CAS No.: 4698-39-9
• Deprecated CAS: 20917-44-6,25197-84-6
• Molecular Formula: C21H26ClNO
• Molecular Weight: 315.8371
• European Community (EC) Number: 214-966-8
• UNII: CU61C5RH24
• DSSTox Substance ID: DTXSID8045145
• Wikidata: Q27275787
• NCI Thesaurus Code: C29006
• RXCUI: 203179
• ChEMBL ID: CHEMBL1200462
• Mol file: 4698-39-9.mol

Synonyms:Apo Doxepin;Apo-Doxepin;ApoDoxepin;Aponal;Deptran;Desidox;Doneurin;Doxepia;Doxepin;Doxepin beta;Doxepin Hydrochloride;Doxepin Hydrochloride, Cis-Trans Isomer Mixture (approximately 1:5);Doxepin RPh;Doxepin-RPh;Espadox;Hydrochloride, Doxepin;Mareen;Novo Doxepin;Novo-Doxepin;Prudoxin;Quitaxon;Sinequan;Sinquan;Xepin;Zonalon

Chemical Property of Doxepin Hydrochloride

Chemical Property:

• Vapor Pressure: 1.44E-07mmHg at 25°C
• Boiling Point: 413.3°Cat760mmHg
• Flash Point: 121.3°C
• PSA: 12.47000
• Density: g/cm³
• LogP: 4.76440
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 3
• Exact Mass: 315.1389920
• Heavy Atom Count: 22
• Complexity: 363

Purity/Quality:

98%Min ^*data from raw suppliers

(E)-DoxepinHydrochloride ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CN(C)CCC=C1C2=CC=CC=C2COC3=CC=CC=C31.Cl
• Isomeric SMILES: CN(C)CC/C=C/1\C2=CC=CC=C2COC3=CC=CC=C31.Cl
• Recent ClinicalTrials: Stigma and Efficacy of Zhizhu Kuanzhong Capsules
• Recent EU Clinical Trials: Pharmacovigilance in children and adolescents:

Technology Process of Doxepin Hydrochloride

There total 3 articles about Doxepin Hydrochloride which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 15.6%

doxepin (1668-19-5,3607-18-9,3607-34-9) → Doxepin hydrochloride (4698-39-9,25127-31-5) + doxepin hydrochloride (25127-31-5)

Guidance literature:

With hydrogenchloride; In ethyl acetate; at 25 ℃; for 1h; pH=1; pH-value; Temperature;

Reference yield:

3-(Dimethylamino)propyl chloride (109-54-6) → Doxepin hydrochloride (4698-39-9,25127-31-5) + doxepin hydrochloride (25127-31-5)

Guidance literature:

Multi-step reaction with 4 steps

1: methyl iodide; magnesium; iodine / toluene; tetrahydrofuran / 2 h / 55 °C

2: toluene / 1 h / 40 °C

3: hydrogenchloride / water / 5 h / 75 °C

4: hydrogenchloride / ethyl acetate / 1 h / 25 °C / pH 1

With hydrogenchloride; iodine; magnesium; methyl iodide; In tetrahydrofuran; water; ethyl acetate; toluene;

Reference yield:

3-Dimethylaminopropylmagnesium-chlorid → Doxepin hydrochloride (4698-39-9,25127-31-5) + doxepin hydrochloride (25127-31-5)

Guidance literature:

Multi-step reaction with 3 steps

1: toluene / 1 h / 40 °C

2: hydrogenchloride / water / 5 h / 75 °C

3: hydrogenchloride / ethyl acetate / 1 h / 25 °C / pH 1

With hydrogenchloride; In water; ethyl acetate; toluene;

upstream raw materials:

3-(Dimethylamino)propyl chloride

doxepin

Refernces