Structure via PubChem · Public domain (PubChem)
SKF89976A
Sign in to saveAlso known as SKF 89976A, SKF-89976A
SKF-89976A is an anticonvulsant, acting as a GABA reuptake inhibitor via blockade of GAT-1. ==Synthesis== thumb|center|500px|Synthesis: Patent: 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).
In the Vinony graph
Within Vinony's link graph, SKF89976A is referenced by 52 other articles, and connects out to valproic acid, γ-aminobutyric acid and enzyme.
It sits within the topics Anticonvulsants, Carboxylic acids and Chembox image size set.
Its subject is documented across 4 Wikipedia language editions.
Chemical data
- Formula
- C22H25NO2
- Molecular weight
- 335.4 g/mol
- IUPAC name
- 1-(4,4-diphenylbut-3-enyl)piperidine-3-carboxylic acid
- SMILES
- C1CC(CN(C1)CCC=C(C2=CC=CC=C2)C3=CC=CC=C3)C(=O)O
- InChIKey
- TXQKSMSLZVKQBI-UHFFFAOYSA-N
- XLogP
- 2.5
- Polar surface area
- 40.5 Ų
- H-bond donors
- 1
- H-bond acceptors
- 3
- Formal charge
- 0
via PubChem
Drug data · ChEMBL
- Molecule type
- Small molecule
via ChEMBL · EBI
Wikidata facts
- Subclass of
- chemical compound
- Mass
- 335.188529
Show 4 more facts
- chemical formula
- C₂₂H₂₅NO₂
- isomeric SMILES
- OC(=O)C1CCCN(C1)CC/C=C(\C2=CC=CC=C2)/C3=CC=CC=C3
- canonical SMILES
- C1CC(CN(C1)CCC=C(C2=CC=CC=C2)C3=CC=CC=C3)C(=O)O
- Commons category
- SKF-89976A
Sources (2)
via Wikidata · CC0
~1 min read
Encyclopedic overview
4 sectionsContents
- Synthesis
- Related compounds
- References
- External links
SKF-89976A is an anticonvulsant, acting as a GABA reuptake inhibitor via blockade of GAT-1. ==Synthesis== thumb|center|500px|Synthesis: Patent: 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).
==Related compounds== [[File:NNC-47-0011.svg|thumb|center|150px|NNC-47-0011: Patent:]]
Excerpted from Wikipedia’s “SKF89976A” article, available under the CC BY-SA 4.0 licence.