(E)-Dosulepin

Modify Date: 2025-08-25 14:12:23

(E)-Dosulepin Structure
(E)-Dosulepin structure
Common Name (E)-Dosulepin
CAS Number 113-53-1 Molecular Weight 295.44
Density 1.1±0.1 g/cm3 Boiling Point 430.9±44.0 °C at 760 mmHg
Molecular Formula C19H21NS Melting Point 55-57ºC
MSDS N/A Flash Point 214.4±28.4 °C

 Use of (E)-Dosulepin


Dothiepin (Dosulepin; Dothep) is an antidepressant agent with sedative/anxiolytic activity. Dothiepin is an inhibitor preferring of noradrenaline uptake than serotonin uptake. Dothiepin facilitates noradrenergic neurotransmission via inhibiting the neuronal uptake. Dothiepin is also an antagonist of histamine H1-receptor without cardiotoxicity. Dothiepin exhibits significant analgesic activity in psychogenic facial pain,idiopathic fibromyalgia syndrome or rheumatoid arthritis[1].

 Names

Name dothiepin
Synonym More Synonyms

 (E)-Dosulepin Biological Activity

Description Dothiepin (Dosulepin; Dothep) is an antidepressant agent with sedative/anxiolytic activity. Dothiepin is an inhibitor preferring of noradrenaline uptake than serotonin uptake. Dothiepin facilitates noradrenergic neurotransmission via inhibiting the neuronal uptake. Dothiepin is also an antagonist of histamine H1-receptor without cardiotoxicity. Dothiepin exhibits significant analgesic activity in psychogenic facial pain,idiopathic fibromyalgia syndrome or rheumatoid arthritis[1].
Related Catalog
Target

Histamine H1-receptor, Noradrenaline uptake (α1-and α2-adrenoceptors and serotonin 5HT1 and 5HT2-receptors)[1]

References

[1]. Lancaster SG, et al. Dothiepin. A review of its pharmacodynamic and pharmacokinetic properties, and therapeutic efficacy in depressive illness. Drugs. 1989 Jul;38(1):123-47.  

 Chemical & Physical Properties

Density 1.1±0.1 g/cm3
Boiling Point 430.9±44.0 °C at 760 mmHg
Melting Point 55-57ºC
Molecular Formula C19H21NS
Molecular Weight 295.44
Flash Point 214.4±28.4 °C
Exact Mass 295.139465
PSA 28.54000
LogP 4.34
Vapour Pressure 0.0±1.0 mmHg at 25°C
Index of Refraction 1.661

 Toxicological Information

CHEMICAL IDENTIFICATION

RTECS NUMBER :
UI1555000
CHEMICAL NAME :
Propylamine, N,N-dimethyl-3-(dibenzo(b,e)thiepin-delta-sup(11(6H), gamma))-
CAS REGISTRY NUMBER :
113-53-1
LAST UPDATED :
199712
DATA ITEMS CITED :
9
MOLECULAR FORMULA :
C19-H21-N-S
MOLECULAR WEIGHT :
295.47
WISWESSER LINE NOTATION :
T C676 BY IS JHJ BU3N1&1

HEALTH HAZARD DATA

ACUTE TOXICITY DATA

TYPE OF TEST :
TDLo - Lowest published toxic dose
ROUTE OF EXPOSURE :
Oral
SPECIES OBSERVED :
Human - infant
DOSE/DURATION :
100 mg/kg
TOXIC EFFECTS :
Behavioral - convulsions or effect on seizure threshold Behavioral - coma Cardiac - arrhythmias (including changes in conduction)
TYPE OF TEST :
TDLo - Lowest published toxic dose
ROUTE OF EXPOSURE :
Oral
SPECIES OBSERVED :
Human - woman
DOSE/DURATION :
4500 ug/kg
TOXIC EFFECTS :
Behavioral - changes in motor activity (specific assay)
TYPE OF TEST :
TDLo - Lowest published toxic dose
ROUTE OF EXPOSURE :
Oral
SPECIES OBSERVED :
Human
DOSE/DURATION :
3214 ug/kg/12D-I
TOXIC EFFECTS :
Behavioral - changes in psychophysiological tests
TYPE OF TEST :
TDLo - Lowest published toxic dose
ROUTE OF EXPOSURE :
Oral
SPECIES OBSERVED :
Human
DOSE/DURATION :
2143 ug/kg/8D-I
TOXIC EFFECTS :
Behavioral - sleep Behavioral - hallucinations, distorted perceptions Behavioral - changes in psychophysiological tests
TYPE OF TEST :
LD50 - Lethal dose, 50 percent kill
ROUTE OF EXPOSURE :
Intravenous
SPECIES OBSERVED :
Rodent - mouse
DOSE/DURATION :
31 mg/kg
TOXIC EFFECTS :
Details of toxic effects not reported other than lethal dose value
TYPE OF TEST :
TDLo - Lowest published toxic dose
ROUTE OF EXPOSURE :
Intraperitoneal
DOSE :
150 mg/kg
SEX/DURATION :
male 6 day(s) pre-mating
TOXIC EFFECTS :
Reproductive - Fertility - pre-implantation mortality (e.g. reduction in number of implants per female; total number of implants per corpora lutea)
TYPE OF TEST :
Cytogenetic analysis

MUTATION DATA

TEST SYSTEM :
Rodent - mouse
DOSE/DURATION :
150 mg/kg
REFERENCE :
ACNSAX Activitas Nervosa Superior. (Avicenum, Malostranske nam. 28, Prague 1, Czechoslovakia) V.1- 1959- Volume(issue)/page/year: 15,114,1973

 Safety Information

RIDADR UN 3249
Packaging Group III
Hazard Class 6.1(b)

 Synthetic Route

~%

(E)-Dosulepin Structure

(E)-Dosulepin

CAS#:113-53-1

Literature: WO2007/136743 A2, ; Page/Page column 20-21 ;

 Precursor & DownStream

Precursor  1

DownStream  1

 Synonyms

1-Propanamine, 3-dibenzo[b,e]thiepin-11(6H)-ylidene-N,N-dimethyl-, (3E)-
11-(3-Dimethylamino-propyliden)-6,11-dihydro-dibenzo<b.e>thiepin
Methiaden
Dothiepin
Dolsulepine
Dosulepin
Prothiadene
Dosulepine
11-(3-Dimethylaminopropylidene)-6,11-dihydrodibenzo(b,e)thiepin
(3E)-3-(Dibenzo[b,e]thiepin-11(6H)-ylidene)-N,N-dimethyl-1-propanamine
досулепин
iz914
Dothep
trans-dothiepin
Prothiaden
11(16H)-(3-[dimethylamino]propylidene)dibenz[b,e]thiopine
EINECS 204-031-2
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