Dosulepin hydrochlorideProduct ingredient for Dosulepin
- Name
- Dosulepin hydrochloride
- Drug Entry
- Dosulepin
Dosulepin (INN, BAN) formerly known as dothiepin (USAN), is a tricyclic antidepressant with anxiolytic properties that is used in several European and South Asian countries, as well as Australia, South Africa, and New Zealand. It is not FDA-approved due to low therpeutic index and significant toxicity in overdose. Dosulepin inhibits the reuptake of biogenic amines, increasing available neurotransmitter levels at the synaptic cleft. The use of dosulepsin is only recommended in patients who are intolerant or unresponsive to alternative antidepressant therapies. Dosulepsin is a thio derivative of Amitriptyline with a similar efficacy to that of Amitriptyline, and also exhibits anticholinergic, antihistamine and central sedative properties 8. Its hydrochloride form is a common active ingredient in different drug formulations.
- Accession Number
- DBSALT001822
- Structure
- Synonyms
- Dosulepin HCl / Dothiepin HCl / Dothiepin hydrochloride
- UNII
- 3H0042311V
- CAS Number
- 897-15-4
- Weight
- Average: 331.9
Monoisotopic: 331.1161486 - Chemical Formula
- C19H22ClNS
- InChI Key
- XUPZAARQDNSRJB-SJDTYFKWSA-N
- InChI
- InChI=1S/C19H21NS.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+;
- IUPAC Name
- dimethyl({3-[(2E)-9-thiatricyclo[9.4.0.0³,⁸]pentadeca-1(15),3,5,7,11,13-hexaen-2-ylidene]propyl})amine hydrochloride
- SMILES
- Cl.[H]\C(CCN(C)C)=C1\C2=CC=CC=C2CSC2=CC=CC=C12
- External Links
- ChemSpider
- 4938932
- ChEBI
- 36805
- ChEMBL
- CHEMBL1711280
- Wikipedia
- Dosulepin
- Predicted Properties
Property Value Source Water Solubility 0.000572 mg/mL ALOGPS logP 4.98 ALOGPS logP 4.52 Chemaxon logS -5.7 ALOGPS pKa (Strongest Basic) 9.76 Chemaxon Physiological Charge 1 Chemaxon Hydrogen Acceptor Count 1 Chemaxon Hydrogen Donor Count 0 Chemaxon Polar Surface Area 3.24 Å2 Chemaxon Rotatable Bond Count 3 Chemaxon Refractivity 104.59 m3·mol-1 Chemaxon Polarizability 34.14 Å3 Chemaxon Number of Rings 3 Chemaxon Bioavailability 1 Chemaxon Rule of Five Yes Chemaxon Ghose Filter Yes Chemaxon Veber's Rule Yes Chemaxon MDDR-like Rule No Chemaxon