GSK 189254 HCl | CAS#945493-87-8 | H3 receptor antagonist

MedKoo Cat#: 525179 | Name: GSK 189254 HCl

Description:

WARNING: This product is for research use only, not for human or veterinary use.

GSK 189254A is histamine H3 receptor antagonist for the treatment of narcolepsy. The compound may also be useful in the treatment of dementia and neuropathic pain. Histamine H3 receptor antagonists have been shown to increase the release of neurotransmitters in the brain and to enhance cognition in vivo.

Chemical Structure

GSK 189254 HCl

CAS#945493-87-8 (HCl)

Theoretical Analysis

MedKoo Cat#: 525179

Name: GSK 189254 HCl

CAS#: 945493-87-8 (HCl)

Chemical Formula: C21H26ClN3O2

Exact Mass: 351.1947

Molecular Weight: 387.91

Elemental Analysis: C, 65.02; H, 6.76; Cl, 9.14; N, 10.83; O, 8.25

Price and Availability

This product is currently not in stock but may be available through custom synthesis. To ensure cost efficiency, the minimum order quantity is 1 gram. The estimated lead time is 2 to 4 months, with pricing dependent on the complexity of the synthesis (typically high for intricate chemistries). Quotes for quantities below 1 gram will not be provided. To request a quote, please click the button below. Note: If this product becomes available in stock in the future, pricing will be listed accordingly.

Bulk Inquiry

Related CAS #

945493-87-8 (HCl) 720690-73-3 (free base)

Synonym

GSK 189254A; GSK189254A; GSK-189254A; GSK 189254 HCl; GSK 189254 hydrochloride

IUPAC/Chemical Name

3-Pyridinecarboxamide, 6-((3-Cyclobutyl-2,3,4,5-tetrahydro-1H-3-benzazepin-7-yl)oxy)-N-methyl- hydrochloride

InChi Key

GRQVZNMSXFEEHD-UHFFFAOYSA-N

InChi Code

InChI=1S/C21H25N3O2.ClH/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);1H

SMILES Code

O=C(C1=CC=C(OC2=CC=C3CCN(C4CCC4)CCC3=C2)N=C1)NC.[H]Cl

Appearance

Solid powder

Purity

>98% (or refer to the Certificate of Analysis)

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

Shelf Life

>2 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).

HS Tariff Code

2934.99.9001

More Info

Instruction

View handling instruction

Preparing Stock Solutions

The following data is based on the product molecular weight 387.91 Batch specific molecular weights may vary from batch to batch due to the degree of hydration, which will affect the solvent volumes required to prepare stock solutions.

Concentration / Solvent Volume / Mass	1 mg	5 mg	10 mg
1 mM	1.15 mL	5.76 mL	11.51 mL
5 mM	0.23 mL	1.15 mL	2.3 mL
10 mM	0.12 mL	0.58 mL	1.15 mL
50 mM	0.02 mL	0.12 mL	0.23 mL

1: Schou M, Varnäs K, Jureus A, Ahlgren C, Malmquist J, Häggkvist J, Tari L, Wesolowski SS, Throner SR, Brown DG, Nilsson M, Johnström P, Finnema SJ, Nakao R, Amini N, Takano A, Farde L. Discovery and Preclinical Validation of [(11)C]AZ13153556, a Novel Probe for the Histamine Type 3 Receptor. ACS Chem Neurosci. 2016 Feb 17;7(2):177-84. doi: 10.1021/acschemneuro.5b00268. Epub 2015 Nov 30. PubMed PMID: 26529287. 2: Gallezot JD, Planeta B, Nabulsi N, Palumbo D, Li X, Liu J, Rowinski C, Chidsey K, Labaree D, Ropchan J, Lin SF, Sawant-Basak A, McCarthy TJ, Schmidt AW, Huang Y, Carson RE. Determination of receptor occupancy in the presence of mass dose: [11C]GSK189254 PET imaging of histamine H3 receptor occupancy by PF-03654746. J Cereb Blood Flow Metab. 2016 May 20. pii: 0271678X16650697. [Epub ahead of print] PubMed PMID: 27207170. 3: Wang M, Gao M, Steele BL, Glick-Wilson BE, Brown-Proctor C, Shekhar A, Hutchins GD, Zheng QH. A new facile synthetic route to [11C]GSK189254, a selective PET radioligand for imaging of CNS histamine H3 receptor. Bioorg Med Chem Lett. 2012 Jul 15;22(14):4713-8. doi: 10.1016/j.bmcl.2012.05.076. Epub 2012 May 26. PubMed PMID: 22687746. 4: Logan J, Carruthers NI, Letavic MA, Sands S, Jiang X, Shea C, Muench L, Xu Y, Carter P, King P, Fowler JS. Blockade of the brain histamine H3 receptor by JNJ-39220675: preclinical PET studies with [¹¹C]GSK189254 in anesthetized baboon. Psychopharmacology (Berl). 2012 Oct;223(4):447-55. Epub 2012 May 22. PubMed PMID: 22614669; PubMed Central PMCID: PMC3456925. 5: Plisson C, Gunn RN, Cunningham VJ, Bender D, Salinas CA, Medhurst AD, Roberts JC, Laruelle M, Gee AD. 11C-GSK189254: a selective radioligand for in vivo central nervous system imaging of histamine H3 receptors by PET. J Nucl Med. 2009 Dec;50(12):2064-72. doi: 10.2967/jnumed.109.062919. Epub 2009 Nov 12. PubMed PMID: 19910432. 6: Ashworth S, Rabiner EA, Gunn RN, Plisson C, Wilson AA, Comley RA, Lai RY, Gee AD, Laruelle M, Cunningham VJ. Evaluation of 11C-GSK189254 as a novel radioligand for the H3 receptor in humans using PET. J Nucl Med. 2010 Jul;51(7):1021-9. doi: 10.2967/jnumed.109.071753. Epub 2010 Jun 16. PubMed PMID: 20554726.