U-90042

U-90042
Identifiers
	IUPAC name 11-Chloro-5-(5-cyclopropyl-1,2,4-oxadiazol-3-yl)-2,3-dihydrodiimidazo[1,2-c:1',5'-a]quinazoline;
CAS Number	134516-99-7 ;
PubChem CID	9928470;
ChemSpider	8104103 ;
CompTox Dashboard (EPA)	DTXSID40158771 ;
Chemical and physical data
Formula	C17H13ClN6O
Molar mass	352.78 g·mol−1
3D model (JSmol)	Interactive image;
	SMILES ClC1=CC2=C(C=C1)N3C=NC(C4=NOC(C5CC5)=N4)=C3N6C2=NCC6;
	InChI InChI=1S/C17H13ClN6O/c18-10-3-4-12-11(7-10)15-19-5-6-23(15)17-13(20-8-24(12)17)14-21-16(25-22-14)9-1-2-9/h3-4,7-9H,1-2,5-6H2 ; Key:CLPSAAPUJUVQPP-UHFFFAOYSA-N ;
	(what is this?) (verify)

U-90042 is a sedative and hypnotic drug used in scientific research. It has similar effects to sedative-hypnotic benzodiazepine drugs, but is structurally distinct and so is classed as a nonbenzodiazepine hypnotic.

U-90042 is a GABA_A agonist acting primarily at the α1, α3 and α6 subtypes, with a Ki of 7.8nM at α1, 9.5nM at α3 and 11.0nM at α6. It produces sedation and ataxia and prolongs sleeping time in mice, rats and monkeys, but does not produce amnesia and blocks the amnestic effect of diazepam, reflecting its different subtype affinity compared to benzodiazepine drugs.^[1] It was developed by a team at Novo Nordisk in the 1980s.^[2]

References

^ Tang AH, Smith MW, Carter DB, Im WB, VonVoigtlander PF (November 1995). "U-90042, a sedative/hypnotic compound that interacts differentially with the GABAA receptor subtypes". The Journal of Pharmacology and Experimental Therapeutics. 275 (2): 761–7. PMID 7473164.
^ US 5100895, "Heterocyclic compounds and their preparation and use"

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[1] Tang AH, Smith MW, Carter DB, Im WB, VonVoigtlander PF (November 1995). "U-90042, a sedative/hypnotic compound that interacts differentially with the GABAA receptor subtypes". The Journal of Pharmacology and Experimental Therapeutics. 275 (2): 761–7. PMID 7473164.

[2] US 5100895, "Heterocyclic compounds and their preparation and use"

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Identifiers

IUPAC name 11-Chloro-5-(5-cyclopropyl-1,2,4-oxadiazol-3-yl)-2,3-dihydrodiimidazo[1,2-c:1',5'-a]quinazoline
CAS Number	134516-99-7^Y
PubChem CID	9928470
ChemSpider	8104103^N
CompTox Dashboard (EPA)	DTXSID40158771
Chemical and physical data
Formula	C₁₇H₁₃ClN₆O
Molar mass	352.78 g·mol⁻¹
3D model (JSmol)	Interactive image
SMILES ClC1=CC2=C(C=C1)N3C=NC(C4=NOC(C5CC5)=N4)=C3N6C2=NCC6
InChI InChI=1S/C17H13ClN6O/c18-10-3-4-12-11(7-10)15-19-5-6-23(15)17-13(20-8-24(12)17)14-21-16(25-22-14)9-1-2-9/h3-4,7-9H,1-2,5-6H2^N Key:CLPSAAPUJUVQPP-UHFFFAOYSA-N^N
^NY (what is this?) (verify)