2-Hydroxysaclofen

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

MedKoo CAT#: 526195

CAS#: 117354-64-0

Description: 2-Hydroxysaclofen is a GABA-B antagonist.


Price and Availability

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2-Hydroxysaclofen is not in stock, may be available through custom synthesis. For cost-effective reason, minimum 1 gram order is requested. The product will be characterized by NMR, HPLC and MS analysis. Purity (HPLC) is usually >98%. CoA, QC data, MSDS will be provided when product is successfully made. The estimated lead time is 2-3 months. Please send email to sales@medkoo.com to inquire quote.


Chemical Structure

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Theoretical Analysis

MedKoo Cat#: 526195
Name: 2-Hydroxysaclofen
CAS#: 117354-64-0
Chemical Formula: C9H12ClNO4S
Exact Mass: 265.0176
Molecular Weight: 265.708
Elemental Analysis: C, 40.68; H, 4.55; Cl, 13.34; N, 5.27; O, 24.09; S, 12.07


Synonym: 2-Hydroxysaclofen

IUPAC/Chemical Name: 3-Amino-2-(4-chlorophenyl)-2-hydroxypropane-1-sulfonic acid

InChi Key: WBSMZVIMANOCNX-UHFFFAOYSA-N

InChi Code: InChI=1S/C9H12ClNO4S/c10-8-3-1-7(2-4-8)9(12,5-11)6-16(13,14)15/h1-4,12H,5-6,11H2,(H,13,14,15)

SMILES Code: O=S(CC(O)(C1=CC=C(Cl)C=C1)CN)(O)=O


Technical Data

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).

Harmonized System Code:
293490


References

1: Varani AP, Pedrón VT, Aon AJ, Höcht C, Acosta GB, Bettler B, Balerio GN. Nicotine-induced molecular alterations are modulated by GABA(B) receptor activity. Addict Biol. 2017 Apr 17. doi: 10.1111/adb.12506. [Epub ahead of print] PubMed PMID: 28419642.

2: Jin W, Kim MS, Jang EY, Lee JY, Lee JG, Kim HY, Yoon SS, Lee BH, Chang S, Kim JH, Choi KH, Koo H, Gwak YS, Steffensen SC, Ryu YH, Kim HY, Yang CH. Acupuncture reduces relapse to cocaine-seeking behavior via activation of GABA neurons in the ventral tegmental area. Addict Biol. 2017 Mar 7. doi: 10.1111/adb.12499. [Epub ahead of print] PubMed PMID: 28271626.

3: Blacktop JM, Vranjkovic O, Mayer M, Van Hoof M, Baker DA, Mantsch JR. Antagonism of GABA-B but not GABA-A receptors in the VTA prevents stress- and intra-VTA CRF-induced reinstatement of extinguished cocaine seeking in rats. Neuropharmacology. 2016 Mar;102:197-206. doi: 10.1016/j.neuropharm.2015.11.013. Epub 2015 Nov 17. PubMed PMID: 26596556; PubMed Central PMCID: PMC4717150.

4: Stratton MS, Staros M, Budefeld T, Searcy BT, Nash C, Eitel C, Carbone D, Handa RJ, Majdic G, Tobet SA. Embryonic GABA(B) receptor blockade alters cell migration, adult hypothalamic structure, and anxiety- and depression-like behaviors sex specifically in mice. PLoS One. 2014 Aug 27;9(8):e106015. doi: 10.1371/journal.pone.0106015. eCollection 2014. PubMed PMID: 25162235; PubMed Central PMCID: PMC4146593.

5: Varani AP, Aso E, Maldonado R, Balerio GN. Baclofen and 2-hydroxysaclofen modify acute hypolocomotive and antinociceptive effects of nicotine. Eur J Pharmacol. 2014 Sep 5;738:200-5. doi: 10.1016/j.ejphar.2014.05.039. Epub 2014 Jun 2. PubMed PMID: 24886886.

6: Varani AP, Pedrón VT, Bettler B, Balerio GN. Involvement of GABAB receptors in biochemical alterations induced by anxiety-related responses to nicotine in mice: genetic and pharmacological approaches. Neuropharmacology. 2014 Jun;81:31-41. doi: 10.1016/j.neuropharm.2014.01.030. Epub 2014 Jan 30. PubMed PMID: 24486711.

7: Hinds K, Monaghan KP, Frølund B, McGeown JG, Curtis TM. GABAergic control of arteriolar diameter in the rat retina. Invest Ophthalmol Vis Sci. 2013 Oct 21;54(10):6798-805. doi: 10.1167/iovs.13-12362. PubMed PMID: 24045989.

8: Bosse KE, Jutkiewicz EM, Schultz-Kuszak KN, Mabrouk OS, Kennedy RT, Gnegy ME, Traynor JR. Synergistic activity between the delta-opioid agonist SNC80 and amphetamine occurs via a glutamatergic NMDA-receptor dependent mechanism. Neuropharmacology. 2014 Feb;77:19-27. doi: 10.1016/j.neuropharm.2013.08.027. Epub 2013 Sep 10. PubMed PMID: 24035916; PubMed Central PMCID: PMC3970824.

9: Kazmierska P, Konopacki J. Development of NMDA-induced theta rhythm in hippocampal formation slices. Brain Res Bull. 2013 Sep;98:93-101. doi: 10.1016/j.brainresbull.2013.07.010. Epub 2013 Jul 26. PubMed PMID: 23895769.

10: Kimura EH, De Oliveira LB, Menani JV, Callera JC. Baclofen into the lateral parabrachial nucleus induces hypertonic sodium chloride intake during cell dehydration. Behav Brain Funct. 2013 May 3;9:17. doi: 10.1186/1744-9081-9-17. PubMed PMID: 23642235; PubMed Central PMCID: PMC3679877.

11: Kowalczyk T, Konopacki J, Bocian R, Caban B. Theta-related gating cells in hippocampal formation: in vivo and in vitro study. Hippocampus. 2013 Jan;23(1):30-9. doi: 10.1002/hipo.22050. Epub 2012 Jun 26. PubMed PMID: 22733788.

12: Hillman R, Sinani J, Pendleton R. The role of the GABA(B) receptor and calcium channels in a Drosophila model of Parkinson's Disease. Neurosci Lett. 2012 May 16;516(2):167-70. doi: 10.1016/j.neulet.2012.03.034. Epub 2012 Mar 21. PubMed PMID: 22480689.

13: Hanafusa N, Okamoto K, Takatori S, Kawasaki H. Involvement of hypothalamic periventricular GABAergic nerves in the central pressor response to clonidine in freely-moving conscious rats. J Pharmacol Sci. 2012;118(3):382-90. PubMed PMID: 22450196.

14: Varani AP, Balerio GN. GABA(B) receptors involvement in the effects induced by nicotine on anxiety-related behaviour in mice. Pharmacol Res. 2012 May;65(5):507-13. doi: 10.1016/j.phrs.2012.03.001. Epub 2012 Mar 13. PubMed PMID: 22430317.

15: Bonaventura MM, Crivello M, Ferreira ML, Repetto M, Cymeryng C, Libertun C, Lux-Lantos VA. Effects of GABAB receptor agonists and antagonists on glycemia regulation in mice. Eur J Pharmacol. 2012 Feb 29;677(1-3):188-96. doi: 10.1016/j.ejphar.2011.12.013. Epub 2011 Dec 21. PubMed PMID: 22210053.

16: De Oliveira LB, Kimura EH, Callera JC, De Luca LA Jr, Colombari DS, Menani JV. Baclofen into the lateral parabrachial nucleus induces hypertonic sodium chloride and sucrose intake in rats. Neuroscience. 2011 Jun 2;183:160-70. doi: 10.1016/j.neuroscience.2011.02.019. Epub 2011 Mar 16. PubMed PMID: 21419196.

17: Miranda F, Jiménez JC, Cedillo LN, Sandoval-Sánchez A, Millán-Mejía P, Sánchez-Castillo H, Velázquez-Martínez DN. The GABA-B antagonist 2-hydroxysaclofen reverses the effects of baclofen on the discriminative stimulus effects of D-amphetamine in the conditioned taste aversion procedure. Pharmacol Biochem Behav. 2009 Jul;93(1):25-30. doi: 10.1016/j.pbb.2009.04.002. Epub 2009 Apr 8. PubMed PMID: 19361543.

18: Gjoni T, Urwyler S. Changes in the properties of allosteric and orthosteric GABAB receptor ligands after a continuous, desensitizing agonist pretreatment. Eur J Pharmacol. 2009 Jan 28;603(1-3):37-41. doi: 10.1016/j.ejphar.2008.12.014. Epub 2008 Dec 16. PubMed PMID: 19109945.

19: Xiao Q, Fu Y, Hu J, Gao H, Wang S. Gamma-aminobutyric acid and GABA(A) receptors are involved in directional selectivity of pretectal neurons in pigeons. Sci China C Life Sci. 2000 Jun;43(3):280-6. doi: 10.1007/BF02879287. PubMed PMID: 18726383.

20: Saigusa T, Aono Y, Mizoguchi N, Iwakami T, Takada K, Oi Y, Ueda K, Koshikawa N, Cools AR. Role of GABA B receptors in the endomorphin-1-, but not endomorphin-2-, induced dopamine efflux in the nucleus accumbens of freely moving rats. Eur J Pharmacol. 2008 Mar 10;581(3):276-82. doi: 10.1016/j.ejphar.2007.12.008. Epub 2007 Dec 23. PubMed PMID: 18206140.