U-89843A

U-89843A (PNU-89843) is a sedative drug which acts as an agonist at GABAA receptors, specifically acting as a positive allosteric modulator selective for the α1, α3 and α6 subtypes.[1] It has sedative effects in animals but without causing ataxia, and also acts as an antioxidant and may have neuroprotective effects.[2] It was developed by a team at Upjohn in the 1990s.[3]

U-89843A
Legal status
Legal status
  • In general: legal
Identifiers
IUPAC name
  • 6,7-dimethyl-2,4-dipyrrolidin-1-yl-7H-pyrrolo[2,3-d]pyrimidine
CAS Number
PubChem CID
ChemSpider
UNII
CompTox Dashboard (EPA)
Chemical and physical data
FormulaC16H23N5
Molar mass285.395 g·mol−1
3D model (JSmol)
SMILES
  • CC1=CC2=C(N1C)N=C(N=C2N3CCCC3)N4CCCC4
InChI
  • InChI=1S/C16H23N5/c1-12-11-13-14(19(12)2)17-16(21-9-5-6-10-21)18-15(13)20-7-3-4-8-20/h11H,3-10H2,1-2H3
  • Key:UADIKEUOAMACNA-UHFFFAOYSA-N
  (verify)

References
  1. Im HK, Im WB, Pregenzer JF, Carter DB, Hamilton BJ (December 1995). "U-89843A is a novel allosteric modulator of gamma-aminobutyric acidA receptors". The Journal of Pharmacology and Experimental Therapeutics. 275 (3): 1390–5. PMID 8531107.
  2. Bundy GL, Ayer DE, Banitt LS, Belonga KL, Mizsak SA, Palmer JR, et al. (October 1995). "Synthesis of novel 2,4-diaminopyrrolo-[2,3-d]pyrimidines with antioxidant, neuroprotective, and antiasthma activity". Journal of Medicinal Chemistry. 38 (21): 4161–3. doi:10.1021/jm00021a004. PMID 7473542.
  3. US 5502187, "Pharmaceutically active bicyclic-heterocyclic amines"
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