Catalog Number
ACM720690733
Product Name
GSK-189254 free base
Description
GSK-189254 is a potent and selective H3-receptor inverse agonist. It has subnanomolar affinity for the H3 receptor and selectivity of over 10,000x for H3 over other histamine receptor subtypes. Animal studies have shown it to possess not only stimulant and nootropic effects, but also analgesic action suggesting a role for H3 receptors in pain processing in the spinal cord. GSK-189,254 and several other related drugs are currently being investigated as a treatment for Alzheimer's disease and other forms of dementia, as well as possible use in the treatment of conditions such as narcolepsy, or neuropathic pain which do not respond well to conventional analgesic drugs.
Synonyms
GSK189254; GSK-189254; GSK 189254; GSK-189254 free base
IUPAC Name
6-((3-cyclobutyl-2,3,4,5-tetrahydro-1H-benzo[d]azepin-7-yl)oxy)-N-methylnicotinamide
Molecular Formula
C21H25N3O2
Canonical SMILES
O=C(NC)C1=CN=C(OC2=CC=C3CCN(C4CCC4)CCC3=C2)C=C1
InChI
InChI=1S/C21H25N3O2/c1-22-21(25)17-6-8-20(23-14-17)26-19-7-5-15-9-11-24(18-3-2-4-18)12-10-16(15)13-19/h5-8,13-14,18H,2-4,9-12H2,1H3,(H,22,25)
InChI Key
WROHEWWOCPRMIA-UHFFFAOYSA-N
Solubility
Soluble in DMSO, not in water
Shelf Life
>5 years if stored properly
Storage
Dry, dark and at 0-4 °C for short term (days to weeks) or -20 °C for long term (months to years).
Alternative CAS
945493-87-8 (HCl); 720690-73-3 (free base)
Biological Target
GSK189254A (GSK189254) is a novel, potent and selective histamine H3 receptor antagonist with pKi values of 9.59-9.90 and 8.51-9.17 for human and rat H3, respectively.
Drug Formulation
This drug may be formulated in DMSO
Elemental Analysis
C, 71.77; H, 7.17; N, 11.96; O, 9.10
HS Tariff Code
2934.99.9001
In Vitro Activity
GSK189254 (3, 10, 30, and 100 nM) produced a dose-dependent rightward shift in the concentration-effect curve to imetit with a pA2 of 9.06 ± 0.02 (n = 3).
Reference: J Pharmacol Exp Ther. 2007 Jun;321(3):1032-45. https://pubmed.ncbi.nlm.nih.gov/17327487/
In Vivo Activity
Daily treatment with GSK189254 improved several behavioral measures in the Q175 mice including strengthening activity rhythms, cognitive performance and mood as measured by the tail suspension test. The treatment also reduced inappropriate activity during the normal sleep time.
Reference: Pharmacol Res Perspect. 2017 Oct;5(5):e00344. https://pubmed.ncbi.nlm.nih.gov/28971617/
Shipping
Shipped under ambient temperature as non-hazardous chemical. This product is stable enough for a few weeks during ordinary shipping and time spent in Customs.
Stock Solution Storage
0-4 °C for short term (days to weeks), or -20 °C for long term (months).
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