LY487379 HCl | CAS#353229-59-1

MedKoo Cat#: 530679 | Name: LY487379 HCl

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Description:

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

LY-487379 is a drug used in scientific research that acts as a selective positive allosteric modulator for the metabotropic glutamate receptor group II subtype mGluR2. It is used to study the structure and function of this receptor subtype, and LY-487,379 along with various other mGluR2/3 agonists and positive modulators are being investigated as possible antipsychotic and anxiolytic drugs.

Chemical Structure

LY487379 HCl

CAS#353229-59-1 (HCl)

Theoretical Analysis

MedKoo Cat#: 530679

Name: LY487379 HCl

CAS#: 353229-59-1 (HCl)

Chemical Formula: C21H20ClF3N2O4S

Exact Mass: 0.0000

Molecular Weight: 488.91

Elemental Analysis: C, 51.59; H, 4.12; Cl, 7.25; F, 11.66; N, 5.73; O, 13.09; S, 6.56

Price and Availability

Size	Price	Availability	Quantity
10mg	USD 450.00	2 weeks

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Related CAS #

353229-59-1 (HCl)

Synonym

LY487379; LY-487379; LY 487379; LY-487,379; LY 487,379; LY487,379.

IUPAC/Chemical Name

2,2,2-Trifluoro-N-[4-(2-methoxyphenoxy)phenyl]-N-(3-pyridinylmethyl)ethanesulfonamide hydrochloride

InChi Key

LPWFRDWTOKLHJC-UHFFFAOYSA-N

InChi Code

InChI=1S/C21H19F3N2O4S.ClH/c1-29-19-6-2-3-7-20(19)30-18-10-8-17(9-11-18)26(14-16-5-4-12-25-13-16)31(27,28)15-21(22,23)24;/h2-13H,14-15H2,1H3;1H

SMILES Code

FC(F)(F)CS(=O)(N(C1=CC=C(OC2=CC=CC=C2OC)C=C1)CC3=CC=CN=C3)=O.[H]Cl

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

Product Data

Product Data

Instruction

View handling instruction

Biological target:

LY487379 hydrochloride is a selective human mGluR2 positive allosteric modulator (PAM).

In vitro activity:

However, LY487379 markedly potentiated glutamate-stimulated [35S]GTPgammaS binding in a concentration-dependent manner at hmGluR2, shifting the glutamate dose-response curve leftward by 3-fold and increasing the maximum levels of [35S]GTPgammaS stimulation. This effect of LY487479 was also observed to a greater extent on the concentration-response curves to selective hmGluR2/3 agonists. Reference: Mol Pharmacol. 2003 Oct;64(4):798-810. https://pubmed.ncbi.nlm.nih.gov/14500736/

In vivo activity:

Rats treated with LY487379 (30 mg/kg) required significantly fewer trials to criteria during the extradimensional shift phase of the ASST. LY487379 significantly enhanced extracellular norepinephrine and serotonin levels in the medial prefrontal cortex. In summary, the present study demonstrates that a mGluR2 PAM, LY487379, promotes cognitive flexibility and facilitates behavioral inhibition. Reference: J Pharmacol Exp Ther. 2010 Dec;335(3):665-73. https://pubmed.ncbi.nlm.nih.gov/20739457/

	Solvent	mg/mL	mM
Solubility
	Ethanol	24.5	50.00

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 488.91 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.

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. Schaffhauser H, Rowe BA, Morales S, Chavez-Noriega LE, Yin R, Jachec C, Rao SP, Bain G, Pinkerton AB, Vernier JM, Bristow LJ, Varney MA, Daggett LP. Pharmacological characterization and identification of amino acids involved in the positive modulation of metabotropic glutamate receptor subtype 2. Mol Pharmacol. 2003 Oct;64(4):798-810. doi: 10.1124/mol.64.4.798. PMID: 14500736. 2. Johnson MP, Baez M, Jagdmann GE Jr, Britton TC, Large TH, Callagaro DO, Tizzano JP, Monn JA, Schoepp DD. Discovery of allosteric potentiators for the metabotropic glutamate 2 receptor: synthesis and subtype selectivity of N-(4-(2-methoxyphenoxy)phenyl)-N-(2,2,2- trifluoroethylsulfonyl)pyrid-3-ylmethylamine. J Med Chem. 2003 Jul 17;46(15):3189-92. doi: 10.1021/jm034015u. PMID: 12852748. 3. Mao LM, Mathur N, Wang JQ. An allosteric potentiator of metabotropic glutamate (mGlu) 2 receptors reduces the cocaine-stimulated ERK1/2 phosphorylation in the mouse striatum. Neurosci Lett. 2023 Jan 31;795:137028. doi: 10.1016/j.neulet.2022.137028. Epub 2022 Dec 21. PMID: 36565803; PMCID: PMC9870709. 4. Nikiforuk A, Popik P, Drescher KU, van Gaalen M, Relo AL, Mezler M, Marek G, Schoemaker H, Gross G, Bespalov A. Effects of a positive allosteric modulator of group II metabotropic glutamate receptors, LY487379, on cognitive flexibility and impulsive-like responding in rats. J Pharmacol Exp Ther. 2010 Dec;335(3):665-73. doi: 10.1124/jpet.110.170506. Epub 2010 Aug 25. PMID: 20739457.

In vitro protocol:

In vivo protocol:

1. Mao LM, Mathur N, Wang JQ. An allosteric potentiator of metabotropic glutamate (mGlu) 2 receptors reduces the cocaine-stimulated ERK1/2 phosphorylation in the mouse striatum. Neurosci Lett. 2023 Jan 31;795:137028. doi: 10.1016/j.neulet.2022.137028. Epub 2022 Dec 21. PMID: 36565803; PMCID: PMC9870709. 2. Nikiforuk A, Popik P, Drescher KU, van Gaalen M, Relo AL, Mezler M, Marek G, Schoemaker H, Gross G, Bespalov A. Effects of a positive allosteric modulator of group II metabotropic glutamate receptors, LY487379, on cognitive flexibility and impulsive-like responding in rats. J Pharmacol Exp Ther. 2010 Dec;335(3):665-73. doi: 10.1124/jpet.110.170506. Epub 2010 Aug 25. PMID: 20739457.

1: Schaffhauser H, Rowe BA, Morales S, Chavez-Noriega LE, Yin R, Jachec C, Rao SP, Bain G, Pinkerton AB, Vernier JM, Bristow LJ, Varney MA, Daggett LP. Pharmacological characterization and identification of amino acids involved in the positive modulation of metabotropic glutamate receptor subtype 2. Mol Pharmacol. 2003 Oct;64(4):798-810. PubMed PMID: 14500736. 2: Nikiforuk A, Popik P, Drescher KU, van Gaalen M, Relo AL, Mezler M, Marek G, Schoemaker H, Gross G, Bespalov A. Effects of a positive allosteric modulator of group II metabotropic glutamate receptors, LY487379, on cognitive flexibility and impulsive-like responding in rats. J Pharmacol Exp Ther. 2010 Dec;335(3):665-73. doi: 10.1124/jpet.110.170506. Epub 2010 Aug 25. PubMed PMID: 20739457. 3: Wierońska JM, Stachowicz K, Brański P, Pałucha-Poniewiera A, Pilc A. On the mechanism of anti-hyperthermic effects of LY379268 and LY487379, group II mGlu receptors activators, in the stress-induced hyperthermia in singly housed mice. Neuropharmacology. 2012 Jan;62(1):322-31. doi: 10.1016/j.neuropharm.2011.07.042. Epub 2011 Aug 10. PubMed PMID: 21855555. 4: Lundström L, Bissantz C, Beck J, Dellenbach M, Woltering TJ, Wichmann J, Gatti S. Pharmacological and molecular characterization of the positive allosteric modulators of metabotropic glutamate receptor 2. Neuropharmacology. 2016 Dec;111:253-265. doi: 10.1016/j.neuropharm.2016.08.032. Epub 2016 Aug 30. Review. PubMed PMID: 27590915. 5: Asseri KA, Puil E, Schwarz SK, MacLeod BA. Group II metabotropic glutamate receptor antagonism prevents the antiallodynic effects of R-isovaline. Neuroscience. 2015 May 7;293:151-6. doi: 10.1016/j.neuroscience.2015.02.022. Epub 2015 Feb 18. PubMed PMID: 25701709. 6: Motolese M, Mastroiacovo F, Cannella M, Bucci D, Gaglione A, Riozzi B, Lütjens R, Poli SM, Celanire S, Bruno V, Battaglia G, Nicoletti F. Targeting type-2 metabotropic glutamate receptors to protect vulnerable hippocampal neurons against ischemic damage. Mol Brain. 2015 Oct 24;8(1):66. doi: 10.1186/s13041-015-0158-2. PubMed PMID: 26496940; PubMed Central PMCID: PMC4619332. 7: Odagaki Y, Kinoshita M, Toyoshima R. Functional coupling between metabotropic glutamate receptors and G-proteins in rat cerebral cortex assessed by guanosine-5'-O-(3-[(35)S]thio)triphosphate binding assay. Basic Clin Pharmacol Toxicol. 2011 Sep;109(3):175-85. doi: 10.1111/j.1742-7843.2011.00705.x. Epub 2011 May 5. PubMed PMID: 21443596. 8: Galici R, Echemendia NG, Rodriguez AL, Conn PJ. A selective allosteric potentiator of metabotropic glutamate (mGlu) 2 receptors has effects similar to an orthosteric mGlu2/3 receptor agonist in mouse models predictive of antipsychotic activity. J Pharmacol Exp Ther. 2005 Dec;315(3):1181-7. Epub 2005 Aug 25. PubMed PMID: 16123306. 9: Odagaki Y, Kinoshita M, Toyoshima R. Group II metabotropic glutamate receptor-mediated activation of G-proteins in rat hippocampal and striatal membranes. Neurosci Lett. 2013 Feb 28;539:22-6. doi: 10.1016/j.neulet.2013.01.033. Epub 2013 Feb 4. PubMed PMID: 23384570. 10: Copeland CS, Neale SA, Salt TE. Positive allosteric modulation reveals a specific role for mGlu2 receptors in sensory processing in the thalamus. J Physiol. 2012 Feb 15;590(4):937-51. doi: 10.1113/jphysiol.2011.218065. Epub 2011 Dec 23. PubMed PMID: 22199165; PubMed Central PMCID: PMC3381320. 11: Copeland CS, Wall TM, Sims RE, Neale SA, Nisenbaum E, Parri HR, Salt TE. Astrocytes modulate thalamic sensory processing via mGlu2 receptor activation. Neuropharmacology. 2017 Jul 15;121:100-110. doi: 10.1016/j.neuropharm.2017.04.019. Epub 2017 Apr 14. PubMed PMID: 28416443; PubMed Central PMCID: PMC5480778. 12: Hemstapat K, Da Costa H, Nong Y, Brady AE, Luo Q, Niswender CM, Tamagnan GD, Conn PJ. A novel family of potent negative allosteric modulators of group II metabotropic glutamate receptors. J Pharmacol Exp Ther. 2007 Jul;322(1):254-64. Epub 2007 Apr 6. PubMed PMID: 17416742. 13: Vales K, Svoboda J, Benkovicova K, Bubenikova-Valesova V, Stuchlik A. The difference in effect of mGlu2/3 and mGlu5 receptor agonists on cognitive impairment induced by MK-801. Eur J Pharmacol. 2010 Aug 10;639(1-3):91-8. doi: 10.1016/j.ejphar.2009.11.067. Epub 2010 Apr 2. PubMed PMID: 20371226. 14: Harich S, Gross G, Bespalov A. Stimulation of the metabotropic glutamate 2/3 receptor attenuates social novelty discrimination deficits induced by neonatal phencyclidine treatment. Psychopharmacology (Berl). 2007 Jul;192(4):511-9. Epub 2007 Feb 23. PubMed PMID: 17318501. 15: Lundström L, Bissantz C, Beck J, Dellenbach M, Woltering TJ, Wichmann J, Gatti S. Reprint of Pharmacological and molecular characterization of the positive allosteric modulators of metabotropic glutamate receptor 2. Neuropharmacology. 2017 Mar 15;115:115-127. doi: 10.1016/j.neuropharm.2016.08.040. Epub 2017 Feb 16. Review. PubMed PMID: 28216000.