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MedKoo Biosciences/GSK-189254/500804/2g
GSK-189254 is a potent and selective H3-receptor inverse agonist developed by GlaxoSmithKline. It has subnanomolar affinity for the H3 receptor (Ki 0.2nM) 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 Alzheimers 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. (source: http://en.wikipedia.org/wiki/GSK-189,254).

MedKoo Cat#: 500804 Name: GSK-189254 CAS#: 945493-87-8 Chemical Formula: C21H25N3O2 Exact Mass: 351.19468 Molecular Weight: 351.44 Elemental Analysis: C, 71.77; H, 7.17; N, 11.96; O, 9.10

Synonym: GSK189254; GSK-189254; GSK 189254.

IUPAC/Chemical Name: 6-((3-cyclobutyl-2,3,4,5-tetrahydro-1H-benzo[d]azepin-7-yl)oxy)-N-methylnicotinamide

InChi Key: WROHEWWOCPRMIA-UHFFFAOYSA-N

InChi Code: 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)

SMILES Code: O=C(NC)C1=CN=C(OC2=CC=C3CCN(C4CCC4)CCC3=C2)C=C1

Technical Data

Appearance: solid powder

Purity: >98%

Shipping Condition: 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.

Storage Condition: Dry, dark and at 0 - 4 C for short term (days to weeks) or -20 C for long term (months to years).

Solubility: Soluble in DMSO, not in water

Shelf Life: >5 years if stored properly

Drug Formulation: This drug may be formulated in DMSO

Stock Solution Storage: 0 - 4 C for short term (days to weeks), or -20 C for long term (months).

Harmonized System Code: 293490

Additional Information

         

References

1: Regional Differential Effects of the Novel Histamine H3 Receptor Antagonist 6-[(3-Cyclobutyl-2,3,4,5-tetrahydro-1H-3-benzazepin-7-yl)oxy]-N-methyl-3-pyridinecarboxamide hydrochloride (GSK189254) on Histamine Release in the Central Nervous System of Freely Moving Rats Patrizia Giannoni, Andrew D. Medhurst, Maria Beatrice Passani, Maria Grazia Giovannini, Chiara Ballini, Laura Della Corte, Patrizio Blandina J Pharmacol Exp Ther. 2010 January; 332(1): 164–172. doi: 10.1124/jpet.109.158444 PMCID: PMC2802467

2: Differential effects of acute and repeat dosing with the H3 antagonist GSK189254 on the sleep–wake cycle and narcoleptic episodes in Ox−/− mice RX Guo, C Anaclet, JC Roberts, R Parmentier, M Zhang, G Guidon, C Buda, JP Sastre, JQ Feng, P Franco, SH Brown, N Upton, AD Medhurst, JS Lin Br J Pharmacol. 2009 May; 157(1): 104–117. doi: 10.1111/j.1476-5381.2009.00205.x PMCID: PMC2697793

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15: Spinal Astrocytic Activation Is Involved in a Virally-Induced Rat Model of Neuropathic Pain Gui-He Zhang, Miao-Miao Lv, Shuang Wang, Lei Chen, Nian-Song Qian, Yu Tang, Xu-Dong Zhang, Peng-Cheng Ren, Chang-Jun Gao, Xu-De Sun, Li-Xian Xu PLoS One. 2011; 6(9): e23059. Published online 2011 September 28. doi: 10.1371/journal.pone.0023059 PMCID: PMC3182161

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