SKF-89976A

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SKF-89976A
Names
Other names
N-(4,4-diphenyl-3-butenyl)-3-piperidinecarboxylic acid
Identifiers
3D model (JSmol)
ChEBI
ChEMBL
ChemSpider
UNII
  • InChI=1S/C22H25NO2/c24-22(25)20-13-7-15-23(17-20)16-8-14-21(18-9-3-1-4-10-18)19-11-5-2-6-12-19/h1-6,9-12,14,20H,7-8,13,15-17H2,(H,24,25)
    Key: TXQKSMSLZVKQBI-UHFFFAOYSA-N
  • C1CC(CN(C1)CCC=C(C2=CC=CC=C2)C3=CC=CC=C3)C(=O)O
Properties
C22H25NO2
Molar mass 335.447 g·mol−1
Pharmacology
Drug class GABA reuptake inhibitor; GABA transporter 1 (GAT-1) inhibitor; Anticonvulsant
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).

SKF-89976A is an anticonvulsant, acting as a GABA reuptake inhibitor via blockade of GAT-1.[1]

Synthesis:[2][3] Patent:[4][5]

Ex 1: Finkelstein Sn2 alkylation between 1,1-Diphenyl-4-bromobutene [6078-95-1] (1) & Ethyl nipecotate [5006-62-2] (2) gives [89203-62-3] (3). Optional saponification of the ester group gives the title amino-acid compound (4).

References

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