ADX71743 | CAS#1431641-29-0 | mGlu7 modulator

MedKoo Cat#: 531407 | Name: ADX71743

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Description:

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

ADX71743 is a potent and selective negative allosteric modulator of metabotropic glutamate receptor 7. ADX71743 is a suitable compound to help unravel the physiologic role of mGlu(7) and to better understand its implication in central nervous system diseases. Few selective ligands are available for this receptor, and so ADX71743 has played an important role into scientific research into the role of this receptor in various processes such as memory formation, nociception, absence seizures and psychosis.

Chemical Structure

ADX71743

CAS#1431641-29-0

Theoretical Analysis

MedKoo Cat#: 531407

Name: ADX71743

CAS#: 1431641-29-0

Chemical Formula: C17H19NO2

Exact Mass: 269.1416

Molecular Weight: 269.34

Elemental Analysis: C, 75.81; H, 7.11; N, 5.20; O, 11.88

Price and Availability

Size	Price	Availability
10mg	USD 550.00	2 Weeks
25mg	USD 1,250.00	2 Weeks
50mg	USD 2,250.00	2 Weeks

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Related CAS #

No Data

Synonym

ADX71743; ADX-71743; ADX 71743;

IUPAC/Chemical Name

6-(2,4-dimethylphenyl)-2-ethyl-4,5,6,7-tetrahydro-1,3-benzoxazol-4-one

InChi Key

CPKZCQHJDFSOJT-UHFFFAOYSA-N

InChi Code

InChI=1S/C17H19NO2/c1-4-16-18-17-14(19)8-12(9-15(17)20-16)13-6-5-10(2)7-11(13)3/h5-7,12H,4,8-9H2,1-3H3

SMILES Code

O=C1CC(C2=CC=C(C)C=C2C)CC3=C1N=C(CC)O3

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

Metabotropic glutamate receptor 7 (mGlu(7)) has been suggested to be a promising novel target for treatment of a range of disorders, including anxiety, post-traumatic stress disorder, depression, drug abuse, and schizophrenia.

Instruction

View handling instruction

Preparing Stock Solutions

The following data is based on the product molecular weight 269.34 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

1: Lin X, Fisher NM, Dogra S, Senter RK, Reed CW, Kalbfleisch JJ, Lindsley CW, Asher WB, Xiang Z, Niswender CM, Javitch JA. Differential activity of mGlu7 allosteric modulators provides evidence for mGlu7/8 heterodimers at hippocampal Schaffer collateral-CA1 synapses. J Biol Chem. 2022 Oct;298(10):102458. doi: 10.1016/j.jbc.2022.102458. Epub 2022 Sep 5. PMID: 36063995; PMCID: PMC9531177. 2: Cieślik P, Woźniak M, Kaczorowska K, Brański P, Burnat G, Chocyk A, Bobula B, Gruca P, Litwa E, Pałucha-Poniewiera A, Wąsik A, Pilc A, Wierońska J. Negative Allosteric Modulators of mGlu7 Receptor as Putative Antipsychotic Drugs. Front Mol Neurosci. 2018 Sep 20;11:316. doi: 10.3389/fnmol.2018.00316. PMID: 30294258; PMCID: PMC6158327. 3: Marabese I, Boccella S, Iannotta M, Luongo L, de Novellis V, Guida F, Serra N, Farina A, Maione S, Palazzo E. Metabotropic glutamate receptor subtype 7 in the dorsal striatum oppositely modulates pain in sham and neuropathic rats. Neuropharmacology. 2018 Jun;135:86-99. doi: 10.1016/j.neuropharm.2018.03.003. Epub 2018 Mar 2. PMID: 29505788. 4: Fisher NM, Gogliotti RG, Vermudez SAD, Stansley BJ, Conn PJ, Niswender CM. Genetic Reduction or Negative Modulation of mGlu7 Does Not Impact Anxiety and Fear Learning Phenotypes in a Mouse Model of MECP2 Duplication Syndrome. ACS Chem Neurosci. 2018 Sep 19;9(9):2210-2217. doi: 10.1021/acschemneuro.7b00414. Epub 2017 Dec 14. PMID: 29227625; PMCID: PMC6002927. 5: Tassin V, Girard B, Chotte A, Fontanaud P, Rigault D, Kalinichev M, Perroy J, Acher F, Fagni L, Bertaso F. Phasic and Tonic mGlu7 Receptor Activity Modulates the Thalamocortical Network. Front Neural Circuits. 2016 Apr 25;10:31. doi: 10.3389/fncir.2016.00031. PMID: 27199672; PMCID: PMC4842779. 6: Moloney RD, Golubeva AV, O'Connor RM, Kalinichev M, Dinan TG, Cryan JF. Negative allosteric modulation of the mGlu7 receptor reduces visceral hypersensitivity in a stress-sensitive rat strain. Neurobiol Stress. 2015 Apr 4;2:28-33. doi: 10.1016/j.ynstr.2015.04.001. PMID: 26844237; PMCID: PMC4721404. 7: Klar R, Walker AG, Ghose D, Grueter BA, Engers DW, Hopkins CR, Lindsley CW, Xiang Z, Conn PJ, Niswender CM. Activation of Metabotropic Glutamate Receptor 7 Is Required for Induction of Long-Term Potentiation at SC-CA1 Synapses in the Hippocampus. J Neurosci. 2015 May 13;35(19):7600-15. doi: 10.1523/JNEUROSCI.4543-14.2015. PMID: 25972184; PMCID: PMC4429158. 8: Nickols HH, Conn PJ. Development of allosteric modulators of GPCRs for treatment of CNS disorders. Neurobiol Dis. 2014 Jan;61:55-71. doi: 10.1016/j.nbd.2013.09.013. Epub 2013 Sep 27. PMID: 24076101; PMCID: PMC3875303. 9: Kalinichev M, Rouillier M, Girard F, Royer-Urios I, Bournique B, Finn T, Charvin D, Campo B, Le Poul E, Mutel V, Poli S, Neale SA, Salt TE, Lütjens R. ADX71743, a potent and selective negative allosteric modulator of metabotropic glutamate receptor 7: in vitro and in vivo characterization. J Pharmacol Exp Ther. 2013 Mar;344(3):624-36. doi: 10.1124/jpet.112.200915. Epub 2012 Dec 20. Erratum in: J Pharmacol Exp Ther. 2013 May;345(2):328. PMID: 23257312.