Trimetozine

[wungchow]

Saw this compound referenced in the Merck Index as an anxiolytic. Any clues as to its mode of action?

 

[Hammilton]

This might be useful:
Addiction
Volume 65 Issue 3, Pages 213 - 217
Published Online: 24 Jan 2006

DIGITAL OBJECT IDENTIFIER (DOI)
10.1111/j.1360-0443.1970.tb01155.x

"Facultative Drug Treatment of Neurotic Complaints in Alcoholics
A. VAJDA*
* Akos Vajda, M. D., Budapest, XIII., Robert Karoly st. 84, Hungary. "

 

[Hammilton]

It's also known as Trioxazine (confusing, I know). Guessing from the structure I'd be it's a GABAergic. Here we go: http://www.springerlink.com/content/x3066m0v31v2666t/fulltext.pdf?page=1

Trioxazine and meprobamate, effects on objective and subjective variables
Journal Psychopharmacology
Publisher Springer Berlin / Heidelberg
ISSN 0033-3158 (Print) 1432-2072 (Online)
Issue Volume 10, Number 3 / January, 1967
Category Original Investigations
DOI 10.1007/BF00401385
Pages 237-254
Subject Collection Biomedical and Life Sciences
SpringerLink Date Friday, December 03, 2004

Received: 6 September 1966
Summary The effects of trioxazine and meprobamate in 1200 mg and 1600 mg doses have been compared to each other and to placebo in a triple blind study on 12 healthy young males. Eight objective variables and a set of subjective ratings were used. The rating variables were factor analyzed and six of the rotated factors could be interpreted. In CFF both drugs have similar effects at the lower dose level. The effects are increased at the higher level and the effects of meprobamate exceed those of trioxazine at that level. In Apparent motion only 1600 mg meprobamate has a definite sedative effect. Both drugs lowered subjective working capacity and increased tiredness, trioxazine even at the lower dose.

 

[Hammilton]

Psychopharmacologia. 1967;10(3):237-54.

Trioxazine and meprobamate, effects on objective and subjective variables.

Jonsson CO, Sjöberg L, Vallbo S.

Publication Types:
* Clinical Trial
* Controlled Clinical Trial
PMID: 4871781 [PubMed - indexed for MEDLINE]

Trioxazine; its history and therapeutic use.

Kósa L.

Ther Hung. 1973;21(2):85-7. Review. No abstract available.

PMID: 4600840 [PubMed - indexed for MEDLINE]

Observations on the continuous use of trioxazine.
Haits G.
Ther Hung. 1976;24(4):145-7. No abstract available.
PMID: 13509 [PubMed - indexed for MEDLINE]

Hopefully those are in english.

 

[nuke]

You should really remove the synthesis.

 

[MurphyClox]

You should really remove the synthesis.

Yeah, synth discussion is not allowed. But wungchow's posted pic is chemically trivial... carboxylic acid chloride + secondary amine is not a real secret, don't ya think?

With regards to the question:
The mode of action was not discoverrd conclusively, to my best knowledge. But hints points toward the AcCh-system somehow:

"Tranquillizing effect and action of neuroleptics and tranquilizers on M- and N-cholinergic mechanisms of the brain."
Polevoi, L. G.; Kovaleva, I. A.
Sovremennye Psikhotropnye Sredstva 1970), No. 3, p.160

Abstract

A study was made of the effects of psychotropic drugs on the cholinergic mechanisms of the brain in mice. After treatment with these drugs, animals were challenged with an i.v. injection of either of the 2 tremor-inducing alkaloids arecoline and nicotine. On the basis of the changes induced by psychotropic drugs in the tremor thresholds produced by these alkaloids, the drugs were divided into 2 groups: one comprising aminazine (chlorpromazine), haloperidol, and trioxazine (trimetozine), the tranquilizing effects of which are accompanied by an increase of the M-cholinopos. properties and a redn. of the N-chlolinopos. properties, and a 2nd group comprising meprotan (meprobamate) and phenigam [b-(aminomethyl)-hydrocinnamic acid], the tranquilizing effects of which are accompanied by an increase of the N-cholinonergic. properties.

- Murphy

 

[Hammilton]

Phenigam is also known as phenibut, if anyone cares.

 

[Smyth]

http://www.nature.com/bjp/journal/v147/n1s/pdf/0706428a.pdf

http://en.wikipedia.org/wiki/Tolcapone

COMT inhibitor maybe?