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MedKoo Cat#: 513672 | Name: CGP 44532

Description:

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

CGP 44532 a GABAB receptor agonist. CGP 44532 is hedonically neutral and reduces cocaine-induced enhancement of reward.

Chemical Structure

CGP 44532
CGP 44532
CAS#133345-68-3

Theoretical Analysis

MedKoo Cat#: 513672

Name: CGP 44532

CAS#: 133345-68-3

Chemical Formula: C4H12NO3P

Exact Mass: 153.0555

Molecular Weight: 153.12

Elemental Analysis: C, 31.38; H, 7.90; N, 9.15; O, 31.35; P, 20.23

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.
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Related CAS #
No Data
Synonym
CGP 44532; CGP44532; CGP-44532.
IUPAC/Chemical Name
[(2R)-3-amino-2-hydroxypropyl]-methylphosphinic acid
InChi Key
FUUPFUIGNBPCAY-SCSAIBSYSA-N
InChi Code
InChI=1S/C4H12NO3P/c1-9(7,8)3-4(6)2-5/h4,6H,2-3,5H2,1H3,(H,7,8)/t4-/m1/s1
SMILES Code
O=P(C)(C[C@H](O)CN)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
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

Preparing Stock Solutions

The following data is based on the product molecular weight 153.12 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
1: Li X, Kaczanowska K, Finn MG, Markou A, Risbrough VB. The GABA(B) receptor positive modulator BHF177 attenuated anxiety, but not conditioned fear, in rats. Neuropharmacology. 2015 Oct;97:357-64. doi: 10.1016/j.neuropharm.2015.05.001. PubMed PMID: 26002628; PubMed Central PMCID: PMC4537349. 2: 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. 3: Vlachou S, Paterson NE, Guery S, Kaupmann K, Froestl W, Banerjee D, Finn MG, Markou A. Both GABA(B) receptor activation and blockade exacerbated anhedonic aspects of nicotine withdrawal in rats. Eur J Pharmacol. 2011 Mar 25;655(1-3):52-8. doi: 10.1016/j.ejphar.2011.01.009. PubMed PMID: 21262222; PubMed Central PMCID: PMC3060559. 4: Partyka A, Kłodzińska A, Szewczyk B, Wierońska JM, Chojnacka-Wójcik E, Librowski T, Filipek B, Nowak G, Pilc A. Effects of GABAB receptor ligands in rodent tests of anxiety-like behavior. Pharmacol Rep. 2007 Nov-Dec;59(6):757-62. PubMed PMID: 18195467. 5: Hinton T, Chebib M, Johnston GA. Enantioselective actions of 4-amino-3-hydroxybutanoic acid and (3-amino-2-hydroxypropyl)methylphosphinic acid at recombinant GABA(C) receptors. Bioorg Med Chem Lett. 2008 Jan 1;18(1):402-4. PubMed PMID: 17981464. 6: Weerts EM, Froestl W, Kaminski BJ, Griffiths RR. Attenuation of cocaine-seeking by GABA B receptor agonists baclofen and CGP44532 but not the GABA reuptake inhibitor tiagabine in baboons. Drug Alcohol Depend. 2007 Jul 10;89(2-3):206-13. PubMed PMID: 17234367; PubMed Central PMCID: PMC1933605. 7: Enna SJ, McCarson KE. The role of GABA in the mediation and perception of pain. Adv Pharmacol. 2006;54:1-27. Review. PubMed PMID: 17175808. 8: Nowak G, Partyka A, Pałucha A, Szewczyk B, Wierońska JM, Dybała M, Metz M, Librowski T, Froestl W, Papp M, Pilc A. Antidepressant-like activity of CGP 36742 and CGP 51176, selective GABAB receptor antagonists, in rodents. Br J Pharmacol. 2006 Nov;149(5):581-90. PubMed PMID: 16921399; PubMed Central PMCID: PMC2014666. 9: Paterson NE, Froestl W, Markou A. Repeated administration of the GABAB receptor agonist CGP44532 decreased nicotine self-administration, and acute administration decreased cue-induced reinstatement of nicotine-seeking in rats. Neuropsychopharmacology. 2005 Jan;30(1):119-28. PubMed PMID: 15266350. 10: Parker DA, Ong J, Marino V, Kerr DI. Gabapentin activates presynaptic GABAB heteroreceptors in rat cortical slices. Eur J Pharmacol. 2004 Jul 14;495(2-3):137-43. PubMed PMID: 15249162. 11: Carai MA, Vacca G, Serra S, Colombo G, Froestl W, Gessa GL. Suppression of GABA(B) receptor function in vivo by disulfide reducing agent, DL-dithiothreitol (DTT). Psychopharmacology (Berl). 2004 Jul;174(2):283-90. PubMed PMID: 14760512. 12: Paterson NE, Froestl W, Markou A. The GABAB receptor agonists baclofen and CGP44532 decreased nicotine self-administration in the rat. Psychopharmacology (Berl). 2004 Mar;172(2):179-86. PubMed PMID: 14610636. 13: Colombo G, Serra S, Brunetti G, Atzori G, Pani M, Vacca G, Addolorato G, Froestl W, Carai MA, Gessa GL. The GABA(B) receptor agonists baclofen and CGP 44532 prevent acquisition of alcohol drinking behaviour in alcohol-preferring rats. Alcohol Alcohol. 2002 Sep-Oct;37(5):499-503. PubMed PMID: 12217946. 14: Lehmann A, Bremner-Danielsen M, Brändén L, Kärrberg L. Inhibitory effects of GABA(B) receptor agonists on swallowing in the dog. Eur J Pharmacol. 2002 Jul 12;448(1):67-70. PubMed PMID: 12126973. 15: Dobrovitsky V, Pimentel P, Duarte A, Froestl W, Stellar JR, Trzcińska M. CGP 44532, a GABAB receptor agonist, is hedonically neutral and reduces cocaine-induced enhancement of reward. Neuropharmacology. 2002 Apr;42(5):626-32. PubMed PMID: 11985820. 16: Macey DJ, Froestl W, Koob GF, Markou A. Both GABA(B) receptor agonist and antagonists decreased brain stimulation reward in the rat. Neuropharmacology. 2001 Apr;40(5):676-85. PubMed PMID: 11311895. 17: Ong J, Bexis S, Marino V, Parker DA, Kerr DI, Froestl W. Comparative activities of the enantiomeric GABA(B) receptor agonists CGP 44532 and 44533 in central and peripheral tissues. Eur J Pharmacol. 2001 Jan 19;412(1):27-37. PubMed PMID: 11166733. 18: Blum W, Aichholz R, Ramstein P, Kühnöl J, Froestl W, Desrayaud S. Determination of the GABA(B) receptor agonist CGP 44532 (3-amino-2-hydroxypropylmethylphosphinic acid) in rat plasma after pre-column derivatization by micro-high-performance liquid chromatography combined with negative electrospray tandem mass spectrometry. J Chromatogr B Biomed Sci Appl. 2000 Oct 10;748(2):349-59. PubMed PMID: 11087077. 19: Roberts DC, Brebner K. GABA modulation of cocaine self-administration. Ann N Y Acad Sci. 2000;909:145-58. Review. PubMed PMID: 10911928. 20: Brebner K, Froestl W, Andrews M, Phelan R, Roberts DC. The GABA(B) agonist CGP 44532 decreases cocaine self-administration in rats: demonstration using a progressive ratio and a discrete trials procedure. Neuropharmacology. 1999 Nov;38(11):1797-804. PubMed PMID: 10587095.

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Thymol carbonate

Thymol carbonate