U-93631

U-93631
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Names
	IUPAC name tert-butyl 4,4-dimethyl-5H-imidazo[1,5-a]quinoxaline-3-carboxylate
Identifiers
CAS Number	152273-12-6;
3D model (JSmol)	Interactive image;
ChemSpider	171075;
PubChem CID	197626;
CompTox Dashboard (EPA)	DTXSID90164988 ;
	InChI InChI=1S/C17H21N3O2/c1-16(2,3)22-15(21)13-14-17(4,5)19-11-8-6-7-9-12(11)20(14)10-18-13/h6-10,19H,1-5H3 Key: NXBSEJKZKXIYMD-UHFFFAOYSA-N;
	SMILES CC1(C2=C(N=CN2C3=CC=CC=C3N1)C(=O)OC(C)(C)C)C;
Properties
Chemical formula	C17H21N3O2
Molar mass	299.374 g·mol−1
	Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa). Infobox references

U-93631 is a GABA_A receptor antagonist.

Mechanism of action

The mechanism of action of this compound is not entirely clear, but research shows that it binds to the GABA_A receptor. Its binding site seems to be similar to the one of picrotoxin, a potent neurotoxin and convulsant.

The binding of U-93631 decreases the probability of the chloride channel opening and stabilizes the receptor in an inactivated state.¹

References

Dillon, G. H.; Im, W. B.; Pregenzer, J. F.; Carter, D. B.; Hamilton, B. J. (February 1995). "[4-Dimethyl-3-t-butylcarboxyl-4,5-dihydro (1,5-a) quinoxaline] is a novel ligand to the picrotoxin site on GABAA receptors, and decreases single-channel open probability". The Journal of Pharmacology and Experimental Therapeutics. 272 (2): 597–603. ISSN 0022-3565. PMID 7531762.

[1] Dillon, G. H.; Im, W. B.; Pregenzer, J. F.; Carter, D. B.; Hamilton, B. J. (February 1995). "[4-Dimethyl-3-t-butylcarboxyl-4,5-dihydro (1,5-a) quinoxaline] is a novel ligand to the picrotoxin site on GABAA receptors, and decreases single-channel open probability". The Journal of Pharmacology and Experimental Therapeutics. 272 (2): 597–603. ISSN 0022-3565. PMID 7531762.

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