| Identification | Back Directory | [Name]
Dothiepin | [CAS]
113-53-1 | [Synonyms]
iz914
Dothep
IZ 914
dosulepin
Methiaden
DOTHIEPIN
Prothiaden
Dosulepine
Prothiadene
Dolsulepine
Prothiaden spofa
Dothiepin-d3 Maleate
Dothiepin (cis/trans)
CIS,TRANS-DOTHIEPIN,1.0MG/MLINMETHANOL
Dibenzo[b,e]thiepin, 1-propanamine deriv.
3-Dibenzo[b,e]thiepin-11(6H)-ylidene-N,N-diMethyl-
N,N-Dimethyl- dibenzo[b,e]thiepin-11(6H),-propylamine
3-Dibenzo[b,e]thiepin-11(6H)-ylidine-N,N-dimethyl-propanamine
3-Dibenzo(b,e)thiepin-11(6H)-ylidene-N,N-dimethyl-1-propamine
3-dibenzo(b,e)thiepin-11(6h)-ylidene-n,n-dimethyl-1-propanamin
11-(3-Dimethylaminopropylidene)-6,11-dihydrodibenzo(b,e)thiepin
3-Dibenzo[b,e]thiepin-11(6H)-ylidene-N,N-dimethyl-1-propanamine
3-DIBENZO[B,E] THIEPIN-11-(6H)-YLIDENE-N,N-DIMETHYL-PROPONAMINE
Dibenzo[b,e]thiepin-delta11(6H),gamma-propylamine, N,N-dimethyl-
1-Propanamine, 3-dibenzo[b,e]thiepin-11(6H)-ylidene-N,N-dimethyl-
3-(6,11-dihydrodibenzo(b,e)thiepin-11-ylidene)propyldimethylamine
N,N-Dimethyldibenzo(b,e)thiepin-delta-sup(11(6H),gamma)propylamine
(3E)-3-Dibenzo[b,E]thiepin-11(6H)-ylidene-N,N-dimethyl-1-propanamine
(E)-3-[Dibenzo[b,e]thiepin-11(6H)-ylidene]-N,N-dimethyl-1-propanamine
(E)-3-[Dibenzo[b,e]thiepin-11(6H)-ylidene]-N,N-dimethylpropane-1-amine
n,n-dimethyl-3-(dibenzo(b,e)thiepin-delta-sup(11(6h),gamma))-propylamin
DOTHIEPIN,3-DIBENZO[B,E] THIEPIN-11-(6H)-YLIDENE-N,N-DIMETHYL-PROPONAMINE
Propylamine, N,N-dimethyl-3-(dibenzo(b,e)thiepin-delta-sup(11(6H),gamma))- | [EINECS(EC#)]
204-031-2 | [Molecular Formula]
C19H21NS | [MDL Number]
MFCD00242922 | [MOL File]
113-53-1.mol | [Molecular Weight]
295.44 |
| Chemical Properties | Back Directory | [Melting point ]
55-57° | [Boiling point ]
bp0.05 171-172° | [density ]
1.1022 (rough estimate) | [refractive index ]
1.5300 (estimate) | [storage temp. ]
Refrigerator | [solubility ]
Chloroform (Slightly), Methanol (Slightly) | [form ]
Thick Oil to Low-Melting Solid | [pka]
9.35±0.28(Predicted) | [color ]
Off-White to Light Yellow |
| Hazard Information | Back Directory | [Chemical Properties]
Pale Yellow Low Melting Solid | [History]
Described in the 1960s by the Czech company Sdruzeni Podniku pro Zdravotnickon Vyrobu; SPOFA (Spofa, 1962) | [Uses]
A tricyclic antidepressant. | [Definition]
ChEBI:Dothiepin is a dibenzothiepine. It has a role as an antidepressant and an anticoronaviral agent. | [Synthesis Reference(s)]
Synthesis (Spofa, 1962): S-Benzylthiosalicylic acid is treated with polyphosphoric acid and the resulting cyclic ketone is reacted with 3-dimethylaminopropyl magnesium chloride to afford an alcohol which is dehydrated with sulfuric acid.
Synthesis of dosulepin | [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). |
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Energy Chemical
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