BAY-36-7620

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

MedKoo CAT#: 524380

CAS#: 232605-26-4

Description: BAY-36-7620 is a selective mGlu1 receptor non-competitive antagonist with inverse agonist activity. It impairs classical conditioning and associated synaptic plasticity in hippocampal neurons. BAY-36-7620 exhibits neuroprotective and anticonvulsive effects in vivo following systemic administration.


Price and Availability

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BAY-36-7620, purity > 98%, 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#: 524380
Name: BAY-36-7620
CAS#: 232605-26-4
Chemical Formula: C19H18O2
Exact Mass: 278.13068
Molecular Weight: 278.35
Elemental Analysis: C, 81.99; H, 6.52; O, 11.50


Synonym: BAY-36-7620; BAY 36-7620; BAY367620; UNII-0P934RSF8B;

IUPAC/Chemical Name: 1H-Cyclopenta(C)furan-1-one, hexahydro-5-methylene-6a-(2-naphthalenylmethyl)-, (3aS,6aS)-

InChi Key: CVIRWLJKDBYYOG-MJGOQNOKSA-N

InChi Code: InChI=1S/C19H18O2/c1-13-8-17-12-21-18(20)19(17,10-13)11-14-6-7-15-4-2-3-5-16(15)9-14/h2-7,9,17H,1,8,10-12H2/t17-,19+/m1/s1

SMILES Code: C=C1C[C@@H]2COC(=O)[C@@]2(C1)Cc3ccc4ccccc4c3


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, 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).

Harmonized System Code:
293490


References

1: Sullivan KG, Levin M. Neurotransmitter signaling pathways required for normal

development in Xenopus laevis embryos: a pharmacological survey screen. J Anat. 2016 Apr 7. doi: 10.1111/joa.12467. [Epub ahead of print] PubMed PMID: 27060969.

2: Shim HG, Jang SS, Jang DC, Jin Y, Chang W, Park JM, Kim SJ. mGlu1 receptor mediates homeostatic control of intrinsic excitability through Ih in cerebellar Purkinje cells. J Neurophysiol. 2016 Feb 24:jn.00566.2015. doi: 10.1152/jn.00566.2015. [Epub ahead of print] PubMed PMID: 26912592.

3: Le MN, Chan JL, Rosenberg SA, Nabatian AS, Merrigan KT, Cohen-Solal KA, Goydos JS. The glutamate release inhibitor Riluzole decreases migration, invasion, and proliferation of melanoma cells. J Invest Dermatol. 2010 Sep;130(9):2240-9. doi:

10.1038/jid.2010.126. Epub 2010 May 27. PubMed PMID: 20505744; PubMed Central PMCID: PMC4004181.

4: Shin JH, Kim YS, Worley PF, Linden DJ. Depolarization-induced slow current in

cerebellar Purkinje cells does not require metabotropic glutamate receptor 1. Neuroscience. 2009 Sep 1;162(3):688-93. doi: 10.1016/j.neuroscience.2009.01.044.

Epub 2009 Jan 29. PubMed PMID: 19409231; PubMed Central PMCID: PMC2716407.

5: Schröder UH, Müller T, Schreiber R, Stolle A, Zuschratter W, Balschun D, Jork

R, Reymann KG. The potent non-competitive mGlu1 receptor antagonist BAY 36-7620 differentially affects synaptic plasticity in area cornu ammonis 1 of rat hippocampal slices and impairs acquisition in the water maze task in mice. Neuroscience. 2008 Nov 19;157(2):385-95. doi: 10.1016/j.neuroscience.2008.08.063. Epub 2008 Sep 9. PubMed PMID: 18832015.

6: Lavreysen H, Pereira SN, Leysen JE, Langlois X, Lesage AS. Metabotropic glutamate 1 receptor distribution and occupancy in the rat brain: a quantitative

autoradiographic study using [3H]R214127. Neuropharmacology. 2004 Apr;46(5):609-19. PubMed PMID: 14996538.

7: Lavreysen H, Janssen C, Bischoff F, Langlois X, Leysen JE, Lesage AS. [3H]R214127: a novel high-affinity radioligand for the mGlu1 receptor reveals a common binding site shared by multiple allosteric antagonists. Mol Pharmacol. 2003 May;63(5):1082-93. PubMed PMID: 12695537.

8: De Vry J, Horváth E, Schreiber R. Neuroprotective and behavioral effects of the selective metabotropic glutamate mGlu(1) receptor antagonist BAY 36-7620. Eur J Pharmacol. 2001 Oct 5;428(2):203-14. PubMed PMID: 11675037.

9: Bruno V, Battaglia G, Copani A, D'Onofrio M, Di Iorio P, De Blasi A, Melchiorri D, Flor PJ, Nicoletti F. Metabotropic glutamate receptor subtypes as targets for neuroprotective drugs. J Cereb Blood Flow Metab. 2001 Sep;21(9):1013-33. Review. PubMed PMID: 11524608.