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MedKoo Cat#: 522379 | Name: GS39783
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Description:

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

GS-39783 is a novel positive allosteric modulators of the GABA(B) receptor, which is a compound used in scientific research which acts as a positive allosteric modulator at the GABAB receptor. It has been shown to produce anxiolytic effects in animal studies, and reduces self-administration of ethanol, cocaine and nicotine.

Chemical Structure

GS39783
GS39783
CAS#39069-52-8

Theoretical Analysis

MedKoo Cat#: 522379

Name: GS39783

CAS#: 39069-52-8

Chemical Formula: C15H23N5O2S

Exact Mass: 337.1573

Molecular Weight: 337.44

Elemental Analysis: C, 53.39; H, 6.87; N, 20.75; O, 9.48; S, 9.50

Price and Availability

Size Price Availability Quantity
10mg USD 350.00 2 Weeks
25mg USD 650.00 2 Weeks
50mg USD 1,050.00 2 Weeks
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Related CAS #
No Data
Synonym
GS39783; GS-39783; GS 39783.
IUPAC/Chemical Name
N4,N6-dicyclopentyl-2-(methylthio)-5-nitropyrimidine-4,6-diamine
InChi Key
GSGVDKOCBKBMGG-UHFFFAOYSA-N
InChi Code
InChI=1S/C15H23N5O2S/c1-23-15-18-13(16-10-6-2-3-7-10)12(20(21)22)14(19-15)17-11-8-4-5-9-11/h10-11H,2-9H2,1H3,(H2,16,17,18,19)
SMILES Code
O=[N+](C1=C(NC2CCCC2)N=C(SC)N=C1NC3CCCC3)[O-]
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, not in water
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
Product Data
Product Data
Instruction
View handling instruction
Biological target:
GS39783 is a positive allosteric modulator (PAM) of GABABR. Positive modulation of the GABABR can be used for the research of Nicotine addiction.
In vitro activity:
GS39783 applied orally at 100 mg/kg, without local R(–)-baclofen perfusion, failed to inhibit the 7β-forskolin-induced increase in cAMP levels (Fig. 3). However, when given at 10, 30 and 100 mg/kg together with a threshold concentration of R(–)-baclofen (1 µm) applied locally through the probe, GS39783 inhibited the extracellular cAMP levels in a dose-dependent fashion (significantly by 23% at the highest dose tested) (Fig. 4a). Reference: J Neurochem. 2006 Mar;96(5):1416-22. https://pubmed.ncbi.nlm.nih.gov/16441514/
In vivo activity:
However, after grouping the mice for their basal anxiety, GS39783 reduced anxiety-like behavior in the subgroup with highest basal anxiety. Moreover, GS39783 effects correlated with individual basal anxiety. Reference: Pharmaceuticals (Basel). 2022 Feb 16;15(2):233. https://pubmed.ncbi.nlm.nih.gov/35215345/
Solvent mg/mL mM
Solubility
DMSO 3.4 10.00
Ethanol 1.7 5.00
Note: There can be variations in solubility for the same chemical from different vendors or different batches from the same vendor. The following factors can affect the solubility of the same chemical: solvent used for crystallization, residual solvent content, polymorphism, salt versus free form, degree of hydration, solvent temperature. Please use the solubility data as a reference only. Warming and sonication will facilitate dissolving. Still have questions? Please contact our Technical Support scientists.

Preparing Stock Solutions

The following data is based on the product molecular weight 337.44 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.

Recalculate based on batch purity %
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
Formulation protocol:
1. Gjoni T, Desrayaud S, Imobersteg S, Urwyler S. The positive allosteric modulator GS39783 enhances GABA(B) receptor-mediated inhibition of cyclic AMP formation in rat striatum in vivo. J Neurochem. 2006 Mar;96(5):1416-22. doi: 10.1111/j.1471-4159.2006.03660.x. Epub 2006 Jan 25. PMID: 16441514. 2. Bicakci AO, Sarkar M, Chang YH, Kahl E, Ragazzi L, Moldes-Anaya A, Fendt M. Anxiolytic-like Effects of the Positive GABAB Receptor Modulator GS39783 Correlate with Mice's Individual Basal Anxiety and Stress Reactivity. Pharmaceuticals (Basel). 2022 Feb 16;15(2):233. doi: 10.3390/ph15020233. PMID: 35215345; PMCID: PMC8878184. 3. Kruse LC, Linsenbardt DN, Boehm SL 2nd. Positive allosteric modulation of the GABA(B) receptor by GS39783 attenuates the locomotor stimulant actions of ethanol and potentiates the induction of locomotor sensitization. Alcohol. 2012 Aug;46(5):455-62. doi: 10.1016/j.alcohol.2012.03.004. Epub 2012 May 2. PMID: 22560291; PMCID: PMC3389305.
In vitro protocol:
1. Gjoni T, Desrayaud S, Imobersteg S, Urwyler S. The positive allosteric modulator GS39783 enhances GABA(B) receptor-mediated inhibition of cyclic AMP formation in rat striatum in vivo. J Neurochem. 2006 Mar;96(5):1416-22. doi: 10.1111/j.1471-4159.2006.03660.x. Epub 2006 Jan 25. PMID: 16441514.
In vivo protocol:
1. Bicakci AO, Sarkar M, Chang YH, Kahl E, Ragazzi L, Moldes-Anaya A, Fendt M. Anxiolytic-like Effects of the Positive GABAB Receptor Modulator GS39783 Correlate with Mice's Individual Basal Anxiety and Stress Reactivity. Pharmaceuticals (Basel). 2022 Feb 16;15(2):233. doi: 10.3390/ph15020233. PMID: 35215345; PMCID: PMC8878184. 2. Kruse LC, Linsenbardt DN, Boehm SL 2nd. Positive allosteric modulation of the GABA(B) receptor by GS39783 attenuates the locomotor stimulant actions of ethanol and potentiates the induction of locomotor sensitization. Alcohol. 2012 Aug;46(5):455-62. doi: 10.1016/j.alcohol.2012.03.004. Epub 2012 May 2. PMID: 22560291; PMCID: PMC3389305.
1: Kruse LC, Linsenbardt DN, Boehm SL 2nd. Positive allosteric modulation of the GABA(B) receptor by GS39783 attenuates the locomotor stimulant actions of ethanol and potentiates the induction of locomotor sensitization. Alcohol. 2012 Aug;46(5):455-62. doi: 10.1016/j.alcohol.2012.03.004. Epub 2012 May 2. PubMed PMID: 22560291; PubMed Central PMCID: PMC3389305. 2: Maccioni P, Zaru A, Loi B, Lobina C, Carai MA, Gessa GL, Capra A, Mugnaini C, Pasquini S, Corelli F, Hyytiä P, Lumeng L, Colombo G. Comparison of the effect of the GABAΒ receptor agonist, baclofen, and the positive allosteric modulator of the GABAB receptor, GS39783, on alcohol self-administration in 3 different lines of alcohol-preferring rats. Alcohol Clin Exp Res. 2012 Oct;36(10):1748-66. doi: 10.1111/j.1530-0277.2012.01782.x. Epub 2012 Apr 6. PubMed PMID: 22486245; PubMed Central PMCID: PMC3396797. 3: Wierońska JM, Kusek M, Tokarski K, Wabno J, Froestl W, Pilc A. The GABA B receptor agonist CGP44532 and the positive modulator GS39783 reverse some behavioural changes related to positive syndromes of psychosis in mice. Br J Pharmacol. 2011 Jul;163(5):1034-47. doi: 10.1111/j.1476-5381.2011.01301.x. PubMed PMID: 21371011; PubMed Central PMCID: PMC3130949. 4: Halbout B, Quarta D, Valerio E, Heidbreder CA, Hutcheson DM. The GABA-B positive modulator GS39783 decreases psychostimulant conditioned-reinforcement and conditioned-reward. Addict Biol. 2011 Jul;16(3):416-27. doi: 10.1111/j.1369-1600.2010.00278.x. Epub 2011 Feb 11. PubMed PMID: 21309927. 5: Maccioni P, Flore P, Carai MA, Mugnaini C, Pasquini S, Corelli F, Gessa GL, Colombo G. Reduction by the Positive Allosteric Modulator of the GABA(B) Receptor, GS39783, of Alcohol Self-Administration in Sardinian Alcohol-Preferring Rats Exposed to the "Sipper" Procedure. Front Psychiatry. 2010 Jul 19;1:20. doi: 10.3389/fpsyt.2010.00020. eCollection 2010. PubMed PMID: 21423431; PubMed Central PMCID: PMC3059642. 6: Maccioni P, Fantini N, Froestl W, Carai MA, Gessa GL, Colombo G. Specific reduction of alcohol's motivational properties by the positive allosteric modulator of the GABAB receptor, GS39783--comparison with the effect of the GABAB receptor direct agonist, baclofen. Alcohol Clin Exp Res. 2008 Sep;32(9):1558-64. doi: 10.1111/j.1530-0277.2008.00725.x. Epub 2008 Jul 9. PubMed PMID: 18616673. 7: Guery S, Floersheim P, Kaupmann K, Froestl W. Syntheses and optimization of new GS39783 analogues as positive allosteric modulators of GABA B receptors. Bioorg Med Chem Lett. 2007 Nov 15;17(22):6206-11. Epub 2007 Sep 8. PubMed PMID: 17884493; PubMed Central PMCID: PMC2278029. 8: Dupuis DS, Relkovic D, Lhuillier L, Mosbacher J, Kaupmann K. Point mutations in the transmembrane region of GABAB2 facilitate activation by the positive modulator N,N'-dicyclopentyl-2-methylsulfanyl-5-nitro-pyrimidine-4,6-diamine (GS39783) in the absence of the GABAB1 subunit. Mol Pharmacol. 2006 Dec;70(6):2027-36. Epub 2006 Sep 11. PubMed PMID: 16966477. 9: Gjoni T, Desrayaud S, Imobersteg S, Urwyler S. The positive allosteric modulator GS39783 enhances GABA(B) receptor-mediated inhibition of cyclic AMP formation in rat striatum in vivo. J Neurochem. 2006 Mar;96(5):1416-22. Epub 2006 Jan 25. PubMed PMID: 16441514. 10: Orrù A, Lai P, Lobina C, Maccioni P, Piras P, Scanu L, Froestl W, Gessa GL, Carai MA, Colombo G. Reducing effect of the positive allosteric modulators of the GABA(B) receptor, CGP7930 and GS39783, on alcohol intake in alcohol-preferring rats. Eur J Pharmacol. 2005 Nov 21;525(1-3):105-11. Epub 2005 Nov 14. PubMed PMID: 16289452. 11: Slattery DA, Markou A, Froestl W, Cryan JF. The GABAB receptor-positive modulator GS39783 and the GABAB receptor agonist baclofen attenuate the reward-facilitating effects of cocaine: intracranial self-stimulation studies in the rat. Neuropsychopharmacology. 2005 Nov;30(11):2065-72. PubMed PMID: 15841108. 12: Urwyler S, Gjoni T, Koljatić J, Dupuis DS. Mechanisms of allosteric modulation at GABAB receptors by CGP7930 and GS39783: effects on affinities and efficacies of orthosteric ligands with distinct intrinsic properties. Neuropharmacology. 2005 Mar;48(3):343-53. Epub 2005 Jan 25. PubMed PMID: 15721166. 13: Cryan JF, Kelly PH, Chaperon F, Gentsch C, Mombereau C, Lingenhoehl K, Froestl W, Bettler B, Kaupmann K, Spooren WP. Behavioral characterization of the novel GABAB receptor-positive modulator GS39783 (N,N'-dicyclopentyl-2-methylsulfanyl-5-nitro-pyrimidine-4,6-diamine): anxiolytic-like activity without side effects associated with baclofen or benzodiazepines. J Pharmacol Exp Ther. 2004 Sep;310(3):952-63. Epub 2004 Apr 27. PubMed PMID: 15113848. 14: Urwyler S, Pozza MF, Lingenhoehl K, Mosbacher J, Lampert C, Froestl W, Koller M, Kaupmann K. N,N'-Dicyclopentyl-2-methylsulfanyl-5-nitro-pyrimidine-4,6-diamine (GS39783) and structurally related compounds: novel allosteric enhancers of gamma-aminobutyric acidB receptor function. J Pharmacol Exp Ther. 2003 Oct;307(1):322-30. Epub 2003 Sep 3. PubMed PMID: 12954816.