U.S. Department of Health & Human Services Divider Arrow National Institutes of Health Divider Arrow NCATS

Details

Stereochemistry ACHIRAL
Molecular Formula C18H19NS
Molecular Weight 281.415
Optical Activity NONE
Defined Stereocenters 0 / 0
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of PROTHIXENE

SMILES

CN(C)CCC=C1C2=CC=CC=C2SC3=C1C=CC=C3

InChI

InChIKey=JJSMYTSEKDSFKK-UHFFFAOYSA-N
InChI=1S/C18H19NS/c1-19(2)13-7-10-14-15-8-3-5-11-17(15)20-18-12-6-4-9-16(14)18/h3-6,8-12H,7,13H2,1-2H3

HIDE SMILES / InChI

Molecular Formula C18H19NS
Molecular Weight 281.415
Charge 0
Count
Stereochemistry ACHIRAL
Additional Stereochemistry No
Defined Stereocenters 0 / 0
E/Z Centers 0
Optical Activity NONE

Prothixene is a thioxanthene derivative patented by Swiss multinational healthcare F. Hoffmann-La Roche & Co. as an antiemetic and neuroleptic agent. In preclinical models, prothixene shows patent antihistaminic activity. The central depressant activity of prothixene in the rotating rod test and the potentiation of thiopental narcosis and hypothermia in white mice (H strain) is one order lower than in the case of chlorprothixene. Prothixene has a higher protective effect in the supramaximal electric shock test with mice than promethazine and chlorprothixene. However, it has no effect on the reserpine ptosis in mice nor on the ulcerogenic action of reserpine in rats (Wistar strain). Its anti-serotonin activity is higher in vivo and in vitro than that of promethazine. The local irritation, tested on rabbits, is lower by 52% after prothixene application than after promethazine. Prothixene applied parenterally is more toxic to mice than promethazine. In oral administration, to mice, no differences in toxicity were found.

Approval Year

PubMed

PubMed

TitleDatePubMed
[Synthetic ataraxics. XII. Prothixene and analogues. A new synthesis of chlorprothixene].
1965 Aug
Patents

Patents

Substance Class Chemical
Created
by admin
on Fri Dec 15 16:36:47 GMT 2023
Edited
by admin
on Fri Dec 15 16:36:47 GMT 2023
Record UNII
2HX2OJH78L
Record Status Validated (UNII)
Record Version
  • Download
Name Type Language
PROTHIXENE
INN  
INN  
Official Name English
prothixene [INN]
Common Name English
CHLORPROTHIXENE HYDROCHLORIDE IMPURITY B [EP IMPURITY]
Common Name English
N,N-dimethyl-3-(9H-thioxanthen-9-ylidene)propan-1-amine
Common Name English
9-(3-Dimethylaminopropylidene)thioxanthene
Common Name English
1-Propanamine, N,N-dimethyl-3-(9H-thioxanthen-9-ylidene)-
Systematic Name English
Classification Tree Code System Code
NCI_THESAURUS C29756
Created by admin on Fri Dec 15 16:36:48 GMT 2023 , Edited by admin on Fri Dec 15 16:36:48 GMT 2023
Code System Code Type Description
ChEMBL
CHEMBL2107023
Created by admin on Fri Dec 15 16:36:47 GMT 2023 , Edited by admin on Fri Dec 15 16:36:47 GMT 2023
PRIMARY
PUBCHEM
71115
Created by admin on Fri Dec 15 16:36:48 GMT 2023 , Edited by admin on Fri Dec 15 16:36:48 GMT 2023
PRIMARY
FDA UNII
2HX2OJH78L
Created by admin on Fri Dec 15 16:36:47 GMT 2023 , Edited by admin on Fri Dec 15 16:36:47 GMT 2023
PRIMARY
MESH
C011337
Created by admin on Fri Dec 15 16:36:47 GMT 2023 , Edited by admin on Fri Dec 15 16:36:47 GMT 2023
PRIMARY
NCI_THESAURUS
C73249
Created by admin on Fri Dec 15 16:36:48 GMT 2023 , Edited by admin on Fri Dec 15 16:36:48 GMT 2023
PRIMARY
INN
887
Created by admin on Fri Dec 15 16:36:47 GMT 2023 , Edited by admin on Fri Dec 15 16:36:47 GMT 2023
PRIMARY
CAS
2622-24-4
Created by admin on Fri Dec 15 16:36:47 GMT 2023 , Edited by admin on Fri Dec 15 16:36:47 GMT 2023
PRIMARY
EVMPD
SUB10139MIG
Created by admin on Fri Dec 15 16:36:47 GMT 2023 , Edited by admin on Fri Dec 15 16:36:47 GMT 2023
PRIMARY
SMS_ID
100000080855
Created by admin on Fri Dec 15 16:36:48 GMT 2023 , Edited by admin on Fri Dec 15 16:36:48 GMT 2023
PRIMARY
EPA CompTox
DTXSID20180858
Created by admin on Fri Dec 15 16:36:47 GMT 2023 , Edited by admin on Fri Dec 15 16:36:47 GMT 2023
PRIMARY
Related Record Type Details
PARENT -> IMPURITY
Related Record Type Details
ACTIVE MOIETY