ChemicalBook > CAS DataBase List > Dothiepin

Dothiepin

Product Name
Dothiepin
CAS No.
113-53-1
Chemical Name
Dothiepin
Synonyms
iz914;Dothep;IZ 914;dosulepin;Methiaden;DOTHIEPIN;Dosulepine;Prothiaden;Prothiadene;Dolsulepine
CBNumber
CB0378413
Molecular Formula
C19H21NS
Formula Weight
295.44
MOL File
113-53-1.mol
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Dothiepin Property

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
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Safety

RIDADR 
3249
HazardClass 
6.1(b)
PackingGroup 
III
Hazardous Substances Data
113-53-1(Hazardous Substances Data)
Toxicity
LD50 oral in rat: 450mg/kg
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Hazard and Precautionary Statements (GHS)

Symbol(GHS)
Signal word
Warning
Hazard statements

H302Harmful if swallowed

H361Suspected of damaging fertility or the unborn child

H362May cause harm to breast-fed children

Precautionary statements

P201Obtain special instructions before use.

P260Do not breathe dust/fume/gas/mist/vapours/spray.

P263Avoid contact during pregnancy/while nursing.

P264Wash hands thoroughly after handling.

P264Wash skin thouroughly after handling.

P280Wear protective gloves/protective clothing/eye protection/face protection.

P308+P313IF exposed or concerned: Get medical advice/attention.

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N-Bromosuccinimide Price

Sigma-Aldrich
Product number
Y0001965
Product name
Dosulepin for system suitability
Purity
European Pharmacopoeia (EP) Reference Standard
Packaging
Y0001965
Price
$147
Updated
2023/01/07
TRC
Product number
D536500
Product name
Dothiepin
Packaging
50mg
Price
$1355
Updated
2021/12/16
American Custom Chemicals Corporation
Product number
API0007912
Product name
DOSULEPIN
Purity
95.00%
Packaging
2MG
Price
$300
Updated
2021/12/16
Medical Isotopes, Inc.
Product number
9808
Product name
Dothiepin
Packaging
5mg
Price
$490
Updated
2021/12/16
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Dothiepin Chemical Properties,Usage,Production

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).

Dothiepin Preparation Products And Raw materials

Raw materials

Preparation Products

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113-53-1, DothiepinRelated Search:


  • (3E)-3-Dibenzo[b,E]thiepin-11(6H)-ylidene-N,N-dimethyl-1-propanamine
  • 11-(3-Dimethylaminopropylidene)-6,11-dihydrodibenzo(b,e)thiepin
  • 1-Propanamine, 3-dibenzo[b,e]thiepin-11(6H)-ylidene-N,N-dimethyl-
  • 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
  • 3-Dibenzo[b,e]thiepin-11(6H)-ylidine-N,N-dimethyl-propanamine
  • Dibenzo[b,e]thiepin, 1-propanamine deriv.
  • Dibenzo[b,e]thiepin-delta11(6H),gamma-propylamine, N,N-dimethyl-
  • dosulepin
  • Dosulepine
  • Dothep
  • IZ 914
  • iz914
  • n,n-dimethyl-3-(dibenzo(b,e)thiepin-delta-sup(11(6h),gamma))-propylamin
  • N,N-Dimethyldibenzo(b,e)thiepin-delta-sup(11(6H),gamma)propylamine
  • Propylamine, N,N-dimethyl-3-(dibenzo(b,e)thiepin-delta-sup(11(6H),gamma))-
  • Prothiaden
  • Prothiaden spofa
  • Prothiadene
  • 3-DIBENZO[B,E] THIEPIN-11-(6H)-YLIDENE-N,N-DIMETHYL-PROPONAMINE
  • (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
  • Dothiepin (cis/trans)
  • 3-Dibenzo[b,e]thiepin-11(6H)-ylidene-N,N-diMethyl-
  • DOTHIEPIN,3-DIBENZO[B,E] THIEPIN-11-(6H)-YLIDENE-N,N-DIMETHYL-PROPONAMINE
  • Dolsulepine
  • Methiaden
  • CIS,TRANS-DOTHIEPIN,1.0MG/MLINMETHANOL
  • 3-Dibenzo[b,e]thiepin-11(6H)-ylidene-N,N-dimethyl-1-propanamine
  • N,N-Dimethyl- dibenzo[b,e]thiepin-11(6H),-propylamine
  • DOTHIEPIN
  • 3-(6,11-dihydrodibenzo(b,e)thiepin-11-ylidene)propyldimethylamine
  • Dothiepin-d3 Maleate
  • 113-53-1
  • Chemical Amines
  • Amines
  • Intermediates & Fine Chemicals
  • Pharmaceuticals
  • Sulfur & Selenium Compounds