113-53-1

113-53-1 structure

Name: (E)-Dosulepin
Chemical Name: dothiepin
CAS Number: 113-53-1
Molecular Formula: C₁₉H₂₁NS
Molecular Weight: 295.44
Catalog: Signaling Pathways GPCR/G Protein 5-HT Receptor
Create Date: 2018-05-26 08:00:00
Modify Date: 2024-01-02 20:22:32
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].

Name	dothiepin
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

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	Signaling Pathways >> Immunology/Inflammation >> Histamine Receptor Research Areas >> Neurological Disease Signaling Pathways >> GPCR/G Protein >> 5-HT Receptor Signaling Pathways >> Neuronal Signaling >> 5-HT Receptor Signaling Pathways >> GPCR/G Protein >> Histamine Receptor
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.

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

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

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

1531-85-7

113-53-1

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

Precursor 1
1531-85-7
DownStream 1
897-15-4

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