3,5-BIS(1,1-DIMETHYLETHYL)-4-HYDROXY-B,B-DIMETHYL-BENZENEPROPANOL Chemical Properties

storage temp. 

Desiccate at RT

solubility 

DMSO: 22 mg/mL, soluble

form 

solid

color 

white

Safety Information

WGK Germany 

3

MSDS

• Language:English Provider:SigmaAldrich

3,5-BIS(1,1-DIMETHYLETHYL)-4-HYDROXY-B,B-DIMETHYL-BENZENEPROPANOL Usage And Synthesis

Description

CGP 7930 is a positive allosteric modulator of GABA_B receptors. It enhances GABA binding with a maximal effect of 143% compared to a GABA-only control in CHO cells membranes expressing the GABA_B(1b/2) receptor and enhances GABA binding to rat cortical membranes when used at a concentration of 30 μM. It is selective for GABA binding to heterodimeric GABA_B(1b/2) over monomeric GABA_B(1b) receptors. CGP 7930 potentiates the efficacy of the GABA_B receptor agonist baclofen in decreasing the spontaneous firing rate of dopaminergic neurons in the rat ventral tegmental area (VTA) in vitro (EC₅₀ = 0.27 μM). It also potentiates the sedative-reducing effects induced by the GABA_B receptor agonists baclofen and γ-hydroxybutyric acid (GHB) in rats when administered at doses ranging from 10 to 170 mg/kg, effects that can be blocked by the GABA_B receptor antagonist SCH 50911. CGP 7930 reduces self-administration of nicotine, alcohol, and cocaine in rodent models. It suppresses the acquisition of alcohol drinking behavior in alcohol-naïve Sardinian alcohol-preferring rats over a five-day period when administered at doses ranging from 25 to 100 mg/kg and transiently reduces the maintenance of alcohol drinking behavior in alcohol-experienced rats at a dose of 100 mg/kg.

Definition

ChEBI: 2,6-ditert-butyl-4-(3-hydroxy-2,2-dimethylpropyl)phenol is an alkylbenzene.

Biological Activity

Positive allosteric modulator of GABA B receptors. Increases the potency and efficacy of GABA at both native and recombinant GABA B receptors (EC 50 values are 5.37 and 4.60 μ M respectively) and enhances the inhibitory effect of the agonist L-baclofen in cultured cortical neurons. Reduces operant self-administration of ethanol in alcohol-preferring rats following i.p. administration.

storage

Desiccate at RT

References

[1] S. URWYLER. Positive allosteric modulation of native and recombinant gamma-aminobutyric acid(B) receptors by 2,6-Di-tert-butyl-4-(3-hydroxy-2,2-dimethyl-propyl)-phenol (CGP7930) and its aldehyde analog CGP13501.[J]. Molecular Pharmacology, 2001, 60 5 1: 963-971. DOI: 10.1124/mol.60.5.963
[2] YING CHEN. GABAB receptor modulators potentiate baclofen-induced depression of dopamine neuron activity in the rat ventral tegmental area[J]. British Journal of Pharmacology, 2009, 144 7: 926-932. DOI: 10.1038/sj.bjp.0706100
[3] MAURO A.M. CARAI . In vivo effectiveness of CGP7930, a positive allosteric modulator of the GABAB receptor[J]. European journal of pharmacology, 2004, 504 3: Pages 213-216. DOI: 10.1016/j.ejphar.2004.10.008
[4] C. L. ADAMS  A. J L. CGP7930: A Positive Allosteric Modulator of the GABAB Receptor[J]. CNS drug reviews, 2007, 13 3: 308-316. DOI: 10.1111/j.1527-3458.2007.00021.x
[5] ALESSANDRO ORRù . Reducing effect of the positive allosteric modulators of the GABAB receptor, CGP7930 and GS39783, on alcohol intake in alcohol-preferring rats[J]. European journal of pharmacology, 2005, 525 1: Pages 105-111. DOI: 10.1016/j.ejphar.2005.10.005

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