(E,Z)-3-(dibenzo[b,e]thiepin-11(6H)-ylidene)-N,N-dimethylpropan-1-amine

Base Information

• Chemical Name: (E,Z)-3-(dibenzo[b,e]thiepin-11(6H)-ylidene)-N,N-dimethylpropan-1-amine
• CAS No.: 113-53-1
• Molecular Formula: C₁₉H₂₁NS
• Molecular Weight: 295.448
• European Community (EC) Number: 204-031-2
• DSSTox Substance ID: DTXSID2022961
• Wikipedia: Dosulepin
• Metabolomics Workbench ID: 143591
• Mol file: 113-53-1.mol

Synonyms:Dosulepin;Dothiepin;Dothiepin Hydrochloride;Hydrochloride, Dothiepin;Prothiaden

Chemical Property of (E,Z)-3-(dibenzo[b,e]thiepin-11(6H)-ylidene)-N,N-dimethylpropan-1-amine

Chemical Property:

• Appearance/Colour: Pale yellow low melting solid
• Melting Point: 55-57°
• Refractive Index: 1.5300 (estimate)
• Boiling Point: 430.895 °C at 760 mmHg
• PKA: 9.35±0.28(Predicted)
• Flash Point: 214.398 °C
• PSA: 28.54000
• Density: 1.148 g/cm³
• LogP: 4.67570
• Storage Temp.: Refrigerator
• XLogP3: 4.5
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 3
• Exact Mass: 295.13947085
• Heavy Atom Count: 21
• Complexity: 363

Purity/Quality:

98%,99%, ^*data from raw suppliers

Dothiepin ^*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=C2CSC3=CC=CC=C31
• Recent ClinicalTrials: Study of the Effect of Antidepressant Drugs on Neurotrophic Factors in Patients With Depression
• Uses: A tricyclic antidepressant.
• Clinical Use: Dosulepin (also referred to as dothiepin) is a member of the TCA family and has similar clinical uses as amitrip- tyline, thus providing effective treatment of depression (Goldstein and Claghorn, 1980; Lancaster and Gonzales, 1989; Donovan et al., 1991) and also against pain (Feinmann et al., 1984; Caruso et al., 1987) and tinnitus. Like amitriptyline it has sedative properties, however its anti-muscarinic side-effects are less pronounced. Dosulepin is readily absorbed from the GI tract and extensively demethylated while undergoing a first-pass effect. Metabolic pathways include next to hydroxylation and N-oxidation steps, S-oxidation. Elimination half-lifes vary from 14 to 24 hours interindividually (Maguire et al., 1982; Yu et al., 1986; Ilett et al., 1993).

Technology Process of (E,Z)-3-(dibenzo[b,e]thiepin-11(6H)-ylidene)-N,N-dimethylpropan-1-amine

There total 2 articles about (E,Z)-3-(dibenzo[b,e]thiepin-11(6H)-ylidene)-N,N-dimethylpropan-1-amine 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:

11-oxo-11-(dimethylaminopropyl)-6,11-dihydrodibenz-(b,e)thiepin (1531-85-7) → dothiepin (113-53-1,25627-37-6,25627-38-7)

Guidance literature:

With sulfuric acid; In water; for 0.0833333h; Heating / reflux;

Reference yield:

→ dothiepin (113-53-1,25627-37-6,25627-38-7)

Guidance literature:

11-(3-Dimethylamino-propyl)-6,11-dihydro-dibenzothiepinol-(11), ethanol.HCl, Siedetemp.;

DOI:10.1007/BF00904459

Reference yield:

dothiepin (113-53-1,25627-37-6,25627-38-7) → dothiepin hydrochloride (897-15-4)

Guidance literature:

With hydrogenchloride; In diethyl ether; ethanol;

upstream raw materials:

11-oxo-11-(dimethylaminopropyl)-6,11-dihydrodibenz-(b,e)thiepin

Downstream raw materials:

dothiepin hydrochloride

Refernces