149184-22-5

Basic information

• Product Name: CGP 55845
• Synonyms: CGP 55845;(2S)-3-[[(1S)-1-(3,4-DICHLOROPHENYL)ETHYL]AMINO-2-HYDROXYPROPYL](PHENYLMETHYL)PHOSPHINIC ACID;(2S)-3-[[(1S)-1-(3,4-Dichlorophenyl)ethyl]amino-2-hydroxypropyl](phenylmethyl)phosphinicacidhydrochloride;CGP 55845 hydrochloride
• CAS NO: 149184-22-5
• Molecular Formula: C18H22Cl2NO3P
• Molecular Weight: 402.25
• Product Categories: GABA/Glycine receptor
• Mol File: 149184-22-5.mol
• Article Data: 0

Chemical Properties

• Boiling Point: 647.9°C at 760 mmHg
• Flash Point: 345.6°C
• Appearance: white to beige/
• Density: 1.332g/cm³
• Vapor Pressure: 1.14E-17mmHg at 25°C
• Refractive Index: 1.591
• Storage Temp.: Store at RT
• Solubility: DMSO: soluble5mg/mL, clear (warmed)
• CAS DataBase Reference: CGP 55845(CAS DataBase Reference)
• NIST Chemistry Reference: CGP 55845(149184-22-5)
• EPA Substance Registry System: CGP 55845(149184-22-5)

Safety Data

• WGK Germany: 3
• RTECS: SZ4680000
• Hazardous Substances Data: 149184-22-5(Hazardous Substances Data)

Usage

Uses

CGP is a potent, selectie GABAB receptor antagonist.

Biological Activity

Potent, selective GABA B receptor antagonist (IC 50 = 5 nM) that prevents agonist binding (pK i = 8.35) and inhibits GABA and glutamate release (pEC 50 values are 8.08 and 7.85 respectively). Inhibits GABA B responses to baclofen (IC 50 = 130 nM in an isoproterenol assay) and potentiates the hypoglycemic response to glucose in vitro .

Biochem/physiol Actions

CGP 55845 is a potent selective GABA-B receptor antagonist with an IC50 of 5 nM.

in vitro

antagonist cgp 55845a of the gabab receptor in the presence of cnqx and d(2)-2-amino-5-phosphonovaleric acid prevented the inhibitory postsynaptic potential-b and paired-pulse depression. [3].

IC 50

5 nm

references

[1] waldmeier pc, wicki p, feldtrauer jj, mickel sj, bittiger h, baumann pa. gaba and glutamate release affected by gabab receptor antagonists with similar potency: no evidence for pharmacologically different presynaptic receptors. br j pharmacol. 1994 dec;113(4):1515-21.[2] cunningham md, enna sj. evidence for pharmacologically distinct gabab receptors associated with camp production in rat brain. brain res. 1996 may 13;720(1-2):220-4.[3] deisz ra. the gaba(b) receptor antagonist cgp 55845a reduces presynaptic gaba(b) actions in neocortical neurons of the rat in vitro. neuroscience. 1999;93(4):1241-9.[4] zhang m, buttigieg j, nurse ca. neurotransmitter mechanisms mediating low-glucose signalling in cocultures and fresh tissue slices of rat carotid body. j physiol. 2007 feb 1;578(pt 3):735-50. epub 2006 nov 23.[5] salah a, perkins kl. effects of subtype-selective group i mglur antagonists on synchronous activity induced by 4-aminopyridine/cgp 55845 in adult guinea pig hippocampal slices. neuropharmacology. 2008 jul;55(1):47-54. doi: 10.1016/j.neuropharm.2008.04.010. epub 2008 apr 23.

InChI:InChI=1/C18H22Cl2NO3P/c1-13(15-7-8-17(19)18(20)9-15)21-10-16(22)12-25(23,24)11-14-5-3-2-4-6-14/h2-9,13,16,21-22H,10-12H2,1H3,(H,23,24)/t13-,16-/m0/s1