Indalpine information

Indalpine
Clinical data
Trade names	Upstène
Identifiers
	IUPAC name 3-(2-Piperidin-4-ylethyl)-1H-indole;
CAS Number	63758-79-2 ;
PubChem CID	44668;
DrugBank	DB08953 ;
ChemSpider	40643 ;
UNII	V35562QSVT;
ChEMBL	ChEMBL276520 ;
CompTox Dashboard (EPA)	DTXSID80213196 ;
ECHA InfoCard	100.058.569
Chemical and physical data
Formula	C15H20N2
Molar mass	228.339 g·mol−1
3D model (JSmol)	Interactive image;
	SMILES c2(c1ccccc1[nH]c2)CCC3CCNCC3;
	InChI InChI=1S/C15H20N2/c1-2-4-15-14(3-1)13(11-17-15)6-5-12-7-9-16-10-8-12/h1-4,11-12,16-17H,5-10H2 ; Key:SADQVAVFGNTEOD-UHFFFAOYSA-N ;
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Indalpine (INN, BAN; brand name Upstène; developmental code name LM-5008) is a selective serotonin reuptake inhibitor (SSRI) class drug that was briefly marketed.^[1] It was discovered in 1977 by the pharmacologists Le Fur and Uzan at Pharmuka, a small French pharmaceutical firm, who credit Baron Shopsin and his colleagues at NYU-Bellevue/NYU School of Medicine in New York with providing the basis for their work. They were particularly influenced by the series of "synthesis inhibitor studies" carried out by Shopsin's team during the early to mid 1970s, and in particular, the clinical report by Shopsin et al. (1976)^[2] relating to PCPA's rapid reversal of antidepressant response to tranylcypromine in depressed patients. This led to an understanding of the role of the monoamine neurotransmitter serotonin (5-hydroxytryptamine, or 5HT) in the therapeutic effects of the available tricyclic and MAOI class antidepressants. The studies led to widespread recognition of a serotonin hypothesis of depression, contradicting theories that promoted the role of norepinephrine.

^ Elks J (14 November 2014). The Dictionary of Drugs: Chemical Data: Chemical Data, Structures and Bibliographies. Springer. pp. 988–. ISBN 978-1-4757-2085-3.
^ Shopsin B, Friedman E, Gershon S (July 1976). "Parachlorophenylalanine reversal of tranylcypromine effects in depressed patients". Archives of General Psychiatry. 33 (7): 811–819. doi:10.1001/archpsyc.1976.01770070041003. PMID 133650.

[Elks2014-1] Elks J (14 November 2014). The Dictionary of Drugs: Chemical Data: Chemical Data, Structures and Bibliographies. Springer. pp. 988–. ISBN 978-1-4757-2085-3.

[2] Shopsin B, Friedman E, Gershon S (July 1976). "Parachlorophenylalanine reversal of tranylcypromine effects in depressed patients". Archives of General Psychiatry. 33 (7): 811–819. doi:10.1001/archpsyc.1976.01770070041003. PMID 133650.

Indalpine information

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