Ketipramine

Ketipramine
Clinical data
Routes of; administration	Oral
ATC code	none;
Identifiers
	IUPAC name 5-[3-(dimethylamino)propyl]-5,11-dihydro-10H-dibenzo[b,f]azepin-10-one;
CAS Number	796-29-2 ; Fumarate salt: 17243-32-2 ;
PubChem CID	28424;
ChemSpider	26443;
UNII	U5C4H63K5U; Fumarate salt: 86490E9X8J ;
CompTox Dashboard (EPA)	DTXSID60229790 ;
Chemical and physical data
Formula	C19H22N2O
Molar mass	294.398 g·mol−1
3D model (JSmol)	Interactive image;
	SMILES O=C3c1c(cccc1)N(c2c(cccc2)C3)CCCN(C)C;

Ketipramine (G-35,259), also known as ketimipramine or ketoimipramine, is a tricyclic antidepressant (TCA) that was tested in clinical trials for the treatment of depression in the 1960s but was never marketed.^[1]^[2]^[3] It differs from imipramine in terms of chemical structure only by the addition of a ketone group, to the azepine ring, and is approximately equivalent in effectiveness as an antidepressant in comparison.^[4]

It was one of the drugs prescribed by Roland Kuhn in a series of unethical experiments to test drugs on children without informed consent and without proper approval at the psychiatric hospital in Münsterlingen, Switzerland.^[5]^[6]^[7]

References

^ Dictionary of organic compounds. London: Chapman & Hall. 1996. ISBN 0-412-54090-8.
^ Simeon J, Fuchs M, Nikolovski O, Bucci L (1970). "Ketipramine in the therapy of depression in outpatients". Psychosomatics. 11 (4): 342–6. doi:10.1016/S0033-3182(70)71634-4. PMID 5459338. Archived from the original on 2011-07-27.
^ Park S, Glick B, Floyd A, Gershon S (May 1971). "Ketipramine fumarate as compared to imipramine in depressed outpatients". Current Therapeutic Research, Clinical and Experimental. 13 (5): 322–5. PMID 4998396.
^ Author Unknown (1971). Ann Reports Medicinal Chem V6 (v. 6). Boston: Academic Press. ISBN 0-12-040506-7. {{cite book}}: |author= has generic name (help)
^ Die Experimente von Münsterlingen 20. November 2012. Tages-Anzeiger
^ Münsterlingen: Alles noch viel schlimmer
^ Simone Rau: Das Ausmass der Medi-Versuche in Münsterlingen ist weit grösser. In: Der Bund, 31. Oktober 2016.

[isbn0-412-54090-8-1] Dictionary of organic compounds. London: Chapman & Hall. 1996. ISBN 0-412-54090-8.

[pmid5459338-2] Simeon J, Fuchs M, Nikolovski O, Bucci L (1970). "Ketipramine in the therapy of depression in outpatients". Psychosomatics. 11 (4): 342–6. doi:10.1016/S0033-3182(70)71634-4. PMID 5459338. Archived from the original on 2011-07-27.

[pmid4998396-3] Park S, Glick B, Floyd A, Gershon S (May 1971). "Ketipramine fumarate as compared to imipramine in depressed outpatients". Current Therapeutic Research, Clinical and Experimental. 13 (5): 322–5. PMID 4998396.

[isbn0-12-040506-7-4] Author Unknown (1971). Ann Reports Medicinal Chem V6 (v. 6). Boston: Academic Press. ISBN 0-12-040506-7. {{cite book}}: |author= has generic name (help)

[5] Die Experimente von Münsterlingen 20. November 2012. Tages-Anzeiger

[6] Münsterlingen: Alles noch viel schlimmer

[7] Simone Rau: Das Ausmass der Medi-Versuche in Münsterlingen ist weit grösser. In: Der Bund, 31. Oktober 2016.

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Ketipramine

See also

References