Dibenzo[b,e]thiepin-11(6H)-one, CAS No. 1531-77-7

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1531-77-7

Catalog No. EBD29457

CAS 1531-77-7

Name Dibenzo[b,e]thiepin-11(6H)-one

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Basic Information

Synonyms: dibenz[b,e]thiepin-11(6h)-one 11-oxo-6,11-dihydrodibenzo(b,e)thiepin 11-oxo-6,11-hydrodibenzo[b,c]thiepin 6,11-dihydrodibenz(b,e)thiepin-11-one dibenzo(b,e)thiepin-11(6h)-one dothiepinone 11-oxo-6,11-dihydrodibenzothiepin 6,11-Dihydrodibenzo[b,e]thiepin-11-one Dibenzo[b,e]thiepin-11(6H)-one 11-Oxo-6,11-dihydrodibenzo[b,e]thiepin 11-oxo-6,11-dihydrodibenzo{b,e}thiepin dihydrodibenzothiepin 6,11-dihydrodibenzo[b,e]sulepin-11-one 11-Oxo-6,11-dihydrodibenzo{b.e}thiepin doth

Molecular Formula: C14H10OS

Molecular Weight: 226.29

MDL Number: MFCD02093738

Categories: Medicinal Chemistry > APIs and Their Salts > Nervous System Drugs Medicinal Chemistry > Drug Impurities and Reference Standards > Impurity Standards

Product Description:

Dothiepin, also known as dosulepin, is a tricyclic antidepressant (TCA) of the dibenzothiepin class. It is chemically characterized by a sulfur-containing seven-membered central ring fused to two benzene rings, distinguishing it from other TCAs like amitriptyline. It is typically administered as its hydrochloride salt. The primary application of dothiepin is as an active pharmaceutical ingredient (API) for the treatment of major depressive disorder and anxiety disorders. Its mechanism of action involves the potent inhibition of serotonin and norepinephrine reuptake in the central nervous system, thereby increasing the synaptic concentrations of these neurotransmitters. Historically, it has been used for its sedative and anxiolytic properties, although its use has declined in many regions due to a higher toxicity profile in overdose compared to newer antidepressants. Dothiepin is also relevant in pharmaceutical analysis as a reference standard or impurity standard for quality control during the manufacturing and testing of related drug substances and formulations. Its metabolism involves N-demethylation to northiaden (desmethyldothiepin), the primary active metabolite. Important safety considerations include its significant anticholinergic side effects, cardiotoxicity, and a narrow therapeutic index.

Physical Properties

Melting Point: 86-88 °C(lit.)

Boiling Point: 175-180°C 1mm

Flash Point: 175-180°C/1mm

Density: 1.258 g/cm3

Analytical Data

Appearance: off-white crystalline powder