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GSK 189254A

CAS No.:
720690-73-3
Catalog Number:
AG00FFST
Molecular Formula:
C21H25N3O2
Molecular Weight:
351.4421
Pack Size
Purity
Availability
Location
Price(USD)
Quantity
  
1mg
98%
1 week
United States
$140
- +
5mg
98%
1 week
United States
$196
- +
10mg
98%
1 week
United States
$265
- +
50mg
98%
1 week
United States
$682
- +
100mg
98%
1 week
United States
$960
- +
Product Description
Catalog Number:
AG00FFST
Chemical Name:
GSK 189254A
CAS Number:
720690-73-3
Molecular Formula:
C21H25N3O2
Molecular Weight:
351.4421
MDL Number:
MFCD16987635
IUPAC Name:
6-[(3-cyclobutyl-1,2,4,5-tetrahydro-3-benzazepin-7-yl)oxy]-N-methylpyridine-3-carboxamide
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
SMILES:
CNC(=O)c1ccc(nc1)Oc1ccc2c(c1)CCN(CC2)C1CCC1
UNII:
5T4TX6CO53
Properties
Complexity:
482  
Compound Is Canonicalized:
Yes
Covalently-Bonded Unit Count:
1  
Defined Atom Stereocenter Count:
0
Defined Bond Stereocenter Count:
0
Exact Mass:
351.195g/mol
Formal Charge:
0
Heavy Atom Count:
26  
Hydrogen Bond Acceptor Count:
4  
Hydrogen Bond Donor Count:
1  
Isotope Atom Count:
0
Molecular Weight:
351.45g/mol
Monoisotopic Mass:
351.195g/mol
Rotatable Bond Count:
4  
Topological Polar Surface Area:
54.5A^2
Undefined Atom Stereocenter Count:
0
Undefined Bond Stereocenter Count:
0
XLogP3:
3.2  
Literature
Title Journal
Blockade of the brain histamine H3 receptor by JNJ-39220675: preclinical PET studies with [¹¹C]GSK189254 in anesthetized baboon. Psychopharmacology 20121001
Antagonism of supraspinal histamine H3 receptors modulates spinal neuronal activity in neuropathic rats. The Journal of pharmacology and experimental therapeutics 20121001
A new facile synthetic route to [11C]GSK189254, a selective PET radioligand for imaging of CNS histamine H3 receptor. Bioorganic & medicinal chemistry letters 20120715
Histamine h3 receptor: a novel therapeutic target in alcohol dependence? Frontiers in systems neuroscience 20120101
Pharmacological characterization of GSK1004723, a novel, long-acting antagonist at histamine H(1) and H(3) receptors. British journal of pharmacology 20111101
Amine-constrained pyridazinone histamine H₃ receptor antagonists. Bioorganic & medicinal chemistry letters 20110915
Discovery and characterization of 6-{4-[3-(R)-2-methylpyrrolidin-1-yl)propoxy]phenyl}-2H-pyridazin-3-one (CEP-26401, irdabisant): a potent, selective histamine H3 receptor inverse agonist. Journal of medicinal chemistry 20110714
Histamine H3 receptor as a drug discovery target. Journal of medicinal chemistry 20110113
Discovery of histamine H3 antagonists for the treatment of cognitive disorders and Alzheimer's disease. The Journal of pharmacology and experimental therapeutics 20110101
Diaryldiamines with dual inhibition of the histamine H(3) receptor and the norepinephrine transporter and the efficacy of 4-(3-(methylamino)-1-phenylpropyl)-6-(2-(pyrrolidin-1-yl)ethoxy)naphthalen-1-ol in pain. Journal of medicinal chemistry 20101111
Antinociceptive effects of histamine H3 receptor antagonist in the preclinical models of pain in rats and the involvement of central noradrenergic systems. Brain research 20101001
Evaluation of 11C-GSK189254 as a novel radioligand for the H3 receptor in humans using PET. Journal of nuclear medicine : official publication, Society of Nuclear Medicine 20100701
When reversible ligands do not reverse, and other modelers' dilemmas. Journal of nuclear medicine : official publication, Society of Nuclear Medicine 20100701
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. The Journal of pharmacology and experimental therapeutics 20100101
11C-GSK189254: a selective radioligand for in vivo central nervous system imaging of histamine H3 receptors by PET. Journal of nuclear medicine : official publication, Society of Nuclear Medicine 20091201
H3 receptor antagonism enhances NCAM PSA-mediated plasticity and improves memory consolidation in odor discrimination and delayed match-to-position paradigms. Neuropsychopharmacology : official publication of the American College of Neuropsychopharmacology 20091101
5-hydroxyindole-2-carboxylic acid amides: novel histamine-3 receptor inverse agonists for the treatment of obesity. Journal of medicinal chemistry 20090709
Characterization of histamine H3 receptors in Alzheimer's Disease brain and amyloid over-expressing TASTPM mice. British journal of pharmacology 20090501
Differential effects of acute and repeat dosing with the H3 antagonist GSK189254 on the sleep-wake cycle and narcoleptic episodes in Ox-/- mice. British journal of pharmacology 20090501
Synthesis and evaluation of structurally constrained quinazolinone derivatives as potent and selective histamine H3 receptor inverse agonists. Journal of medicinal chemistry 20081113
Piperidine variations in search for non-imidazole histamine H(3) receptor ligands. Bioorganic & medicinal chemistry 20080915
Novel histamine H3 receptor antagonists GSK189254 and GSK334429 are efficacious in surgically-induced and virally-induced rat models of neuropathic pain. Pain 20080815
GSK189254, a novel H3 receptor antagonist that binds to histamine H3 receptors in Alzheimer's disease brain and improves cognitive performance in preclinical models. The Journal of pharmacology and experimental therapeutics 20070601
Soraprazan: setting new standards in inhibition of gastric acid secretion. The Journal of pharmacology and experimental therapeutics 20070601
Properties