FGIN-143: Difference between revisions

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{{Short description|Chemical compound}}
{{Drugbox
{{Drugbox
| verifiedrevid = 424754979
| verifiedrevid = 451222498
| IUPAC_name = 2-[2-(4-chlorophenyl)-5-chloro-1H-indol-3-yl]-N,N-dihexylacetamide
| IUPAC_name = 2-[2-(4-chlorophenyl)-5-chloro-1H-indol-3-yl]-N,N-dihexylacetamide
| image = FGIN-143_structure.png
| image = FGIN-143_structure.png
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| DrugBank_Ref = {{drugbankcite|correct|drugbank}}
| DrugBank_Ref = {{drugbankcite|correct|drugbank}}
| DrugBank =
| DrugBank =
| ChemSpiderID = 3214029
| UNII_Ref = {{fdacite|correct|FDA}}
| UNII = C68RF62SNJ


<!--Chemical data-->
<!--Chemical data-->
| C=28 | H=36 | Cl=2 | N=2 | O=1
| C=28 | H=36 | Cl=2 | N=2 | O=1
| smiles = c3cc(Cl)ccc3-c2[nH]c1ccc(Cl)cc1c2CC(=O)N(CCCCCC)CCCCCC
| molecular_weight = 487.503 [[gram|g]]/[[mole (unit)|mol]]
| StdInChI = 1S/C28H36Cl2N2O/c1-3-5-7-9-17-32(18-10-8-6-4-2)27(33)20-25-24-19-23(30)15-16-26(24)31-28(25)21-11-13-22(29)14-12-21/h11-16,19,31H,3-10,17-18,20H2,1-2H3
| smiles = c3cc(Cl)ccc3-c2nc1ccc(Cl)cc1c2CC(=O)N(CCCCCC)CCCCCC
| StdInChIKey = XTZUPNNVXIMWAR-UHFFFAOYSA-N
}}
}}


'''FGIN-1-43''' is an [[anxiolytic]] drug which acts as a selective [[agonist]] at the [[TSPO (protein)|peripheral benzodiazepine receptor]], also known as the mitochondrial 18 kDa translocator protein or TSPO. It is thought to produce anxiolytic effects by stimulating [[steroidogenesis]] of [[neuroactive steroid]]s such as [[allopregnanolone]], and is several times more potent than the related drug [[FGIN-127]].<ref name="pmid1326631">{{cite journal |title=2-Aryl-3-indoleacetamides (FGIN-1): a new class of potent and specific ligands for the mitochondrial DBI receptor (MDR) |journal=The Journal of Pharmacology and Experimental Therapeutics |volume=262 |issue=3 |pages=971–8 |year=1992 |month=September |pmid=1326631 |doi= |url= |author1=Romeo E |author2=Auta J |author3=Kozikowski AP |author4=Ma D |author5=Papadopoulos V |author6=Puia G |author7=Costa E |author8=Guidotti A |author-separator=,}}</ref><ref name="pmid8411007">{{cite journal |title=Chemistry, binding affinities, and behavioral properties of a new class of "antineophobic" mitochondrial DBI receptor complex (mDRC) ligands |journal=Journal of Medicinal Chemistry |volume=36 |issue=20 |pages=2908–20 |year=1993 |month=October |pmid=8411007 |doi= 10.1021/jm00072a010|url= |author1=Kozikowski AP |author2=Ma D |author3=Brewer J |author4=Sun S |author5=Costa E |author6=Romeo E |author7=Guidotti A |author-separator=,}}</ref><ref name="pmid8043504">{{cite journal |title=The pharmacology of neurosteroidogenesis |journal=The Journal of Steroid Biochemistry and Molecular Biology |volume=49 |issue=4-6 |pages=385–9 |year=1994 |month=June |pmid=8043504 |doi= 10.1016/0960-0760(94)90284-4|url= |author1=Costa E |author2=Auta J |author3=Guidotti A |author4=Korneyev A |author5=Romeo E |author-separator=,}}</ref><ref name="pmid11732760">{{cite journal |title=Synthesis and preliminary behavioural evaluation in mice of new 3-aryl-3-pyrrol-1-ylpropanamides, analogues of FGIN-1-27 and FGIN-1-43 |journal=The Journal of Pharmacy and Pharmacology |volume=53 |issue=11 |pages=1561–8 |year=2001 |month=November |pmid=11732760 |doi= 10.1211/0022357011777945|url= |author1=Guillon J |author2=Boulouard M |author3=Lelong V |author4=Dallemagne P |author5=Rault S |author6=Jarry C |author-separator=,}}</ref>
'''FGIN-1-43''' is an [[anxiolytic]] drug which acts as a selective [[agonist]] at the [[TSPO (protein)|peripheral benzodiazepine receptor]], also known as the mitochondrial 18 kDa translocator protein or TSPO. It is thought to produce anxiolytic effects by stimulating [[steroidogenesis]] of [[neuroactive steroid]]s such as [[allopregnanolone]], and is several times more potent than the related drug [[FGIN-127]].<ref name="pmid1326631">{{cite journal | vauthors = Romeo E, Auta J, Kozikowski AP, Ma D, Papadopoulos V, Puia G, Costa E, Guidotti A | display-authors = 6 | title = 2-Aryl-3-indoleacetamides (FGIN-1): a new class of potent and specific ligands for the mitochondrial DBI receptor (MDR) | journal = The Journal of Pharmacology and Experimental Therapeutics | volume = 262 | issue = 3 | pages = 971–8 | date = September 1992 | pmid = 1326631 }}</ref><ref name="pmid8411007">{{cite journal | vauthors = Kozikowski AP, Ma D, Brewer J, Sun S, Costa E, Romeo E, Guidotti A | title = Chemistry, binding affinities, and behavioral properties of a new class of "antineophobic" mitochondrial DBI receptor complex (mDRC) ligands | journal = Journal of Medicinal Chemistry | volume = 36 | issue = 20 | pages = 2908–20 | date = October 1993 | pmid = 8411007 | doi = 10.1021/jm00072a010 }}</ref><ref name="pmid8043504">{{cite journal | vauthors = Costa E, Auta J, Guidotti A, Korneyev A, Romeo E | title = The pharmacology of neurosteroidogenesis | journal = The Journal of Steroid Biochemistry and Molecular Biology | volume = 49 | issue = 4–6 | pages = 385–9 | date = June 1994 | pmid = 8043504 | doi = 10.1016/0960-0760(94)90284-4 | s2cid = 33492066 | doi-access = free }}</ref><ref name="pmid11732760">{{cite journal | vauthors = Guillon J, Boulouard M, Lelong V, Dallemagne P, Rault S, Jarry C | title = Synthesis and preliminary behavioural evaluation in mice of new 3-aryl-3-pyrrol-1-ylpropanamides, analogues of FGIN-1-27 and FGIN-1-43 | journal = The Journal of Pharmacy and Pharmacology | volume = 53 | issue = 11 | pages = 1561–8 | date = November 2001 | pmid = 11732760 | doi = 10.1211/0022357011777945 | s2cid = 11838769 | doi-access = free }}</ref>



== References ==
== References ==
{{reflist}}
{{reflist}}



{{Anxiolytics}}
{{Anxiolytics}}
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[[Category:Anxiolytics]]
[[Category:Anxiolytics]]
[[Category:TSPO ligands]]
[[Category:TSPO ligands]]
[[Category:Organochlorides]]
[[Category:Chloroarenes]]



{{nervous-system-drug-stub}}
{{Anxiolytic-stub}}