Adx71743

ADX71743
Identifiers
	IUPAC name 6-(2,4-dimethylphenyl)-2-ethyl-4,5,6,7-tetrahydro-1,3-benzoxazol-4-one;
CAS Number	1431641-29-0 ;
PubChem CID	53391766;
IUPHAR/BPS	6217;
ChemSpider	34980747;
ChEMBL	ChEMBL4174742;
Chemical and physical data
Formula	C17H19NO2
Molar mass	269.344 g·mol−1
3D model ( JSmol)	Interactive image;
	SMILES CCC1=NC2=C(O1)CC(CC2=O)C3=C(C=C(C=C3)C)C;
	InChI 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; Key:CPKZCQHJDFSOJT-UHFFFAOYSA-N;

ADX71743 is a drug which acts as a potent and selective negative allosteric modulator of the metabotropic glutamate receptor 7.^[1] 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.^[2]^[3]^[4]^[5]

References

^ Kalinichev M, Rouillier M, Girard F, Royer-Urios I, Bournique B, Finn T, et al. (March 2013). "ADX71743, a potent and selective negative allosteric modulator of metabotropic glutamate receptor 7: in vitro and in vivo characterization". The Journal of Pharmacology and Experimental Therapeutics. 344 (3): 624–636. doi: 10.1124/jpet.112.200915. PMID 23257312. S2CID 5774001.
^ Klar R, Walker AG, Ghose D, Grueter BA, Engers DW, Hopkins CR, et al. (May 2015). "Activation of Metabotropic Glutamate Receptor 7 Is Required for Induction of Long-Term Potentiation at SC-CA1 Synapses in the Hippocampus". The Journal of Neuroscience. 35 (19): 7600–7615. doi: 10.1523/JNEUROSCI.4543-14.2015. PMC 4429158. PMID 25972184.
^ Moloney RD, Golubeva AV, O'Connor RM, Kalinichev M, Dinan TG, Cryan JF (2015). "Negative allosteric modulation of the mGlu7 receptor reduces visceral hypersensitivity in a stress-sensitive rat strain". Neurobiology of Stress. 2: 28–33. doi: 10.1016/j.ynstr.2015.04.001. PMC 4721404. PMID 26844237.
^ Tassin V, Girard B, Chotte A, Fontanaud P, Rigault D, Kalinichev M, et al. (2016). "Phasic and Tonic mGlu7 Receptor Activity Modulates the Thalamocortical Network". Frontiers in Neural Circuits. 10: 31. doi: 10.3389/fncir.2016.00031. PMC 4842779. PMID 27199672.
^ Cieślik P, Woźniak M, Kaczorowska K, Brański P, Burnat G, Chocyk A, et al. (2018). "Negative Allosteric Modulators of mGlu₇ Receptor as Putative Antipsychotic Drugs". Frontiers in Molecular Neuroscience. 11: 316. doi: 10.3389/fnmol.2018.00316. PMC 6158327. PMID 30294258.

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[1] Kalinichev M, Rouillier M, Girard F, Royer-Urios I, Bournique B, Finn T, et al. (March 2013). "ADX71743, a potent and selective negative allosteric modulator of metabotropic glutamate receptor 7: in vitro and in vivo characterization". The Journal of Pharmacology and Experimental Therapeutics. 344 (3): 624–636. doi: 10.1124/jpet.112.200915. PMID 23257312. S2CID 5774001.

[2] Klar R, Walker AG, Ghose D, Grueter BA, Engers DW, Hopkins CR, et al. (May 2015). "Activation of Metabotropic Glutamate Receptor 7 Is Required for Induction of Long-Term Potentiation at SC-CA1 Synapses in the Hippocampus". The Journal of Neuroscience. 35 (19): 7600–7615. doi: 10.1523/JNEUROSCI.4543-14.2015. PMC 4429158. PMID 25972184.

[3] Moloney RD, Golubeva AV, O'Connor RM, Kalinichev M, Dinan TG, Cryan JF (2015). "Negative allosteric modulation of the mGlu7 receptor reduces visceral hypersensitivity in a stress-sensitive rat strain". Neurobiology of Stress. 2: 28–33. doi: 10.1016/j.ynstr.2015.04.001. PMC 4721404. PMID 26844237.

[4] Tassin V, Girard B, Chotte A, Fontanaud P, Rigault D, Kalinichev M, et al. (2016). "Phasic and Tonic mGlu7 Receptor Activity Modulates the Thalamocortical Network". Frontiers in Neural Circuits. 10: 31. doi: 10.3389/fncir.2016.00031. PMC 4842779. PMID 27199672.

[5] Cieślik P, Woźniak M, Kaczorowska K, Brański P, Burnat G, Chocyk A, et al. (2018). "Negative Allosteric Modulators of mGlu₇ Receptor as Putative Antipsychotic Drugs". Frontiers in Molecular Neuroscience. 11: 316. doi: 10.3389/fnmol.2018.00316. PMC 6158327. PMID 30294258.

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Identifiers

IUPAC name 6-(2,4-dimethylphenyl)-2-ethyl-4,5,6,7-tetrahydro-1,3-benzoxazol-4-one
CAS Number	1431641-29-0^Y
PubChem CID	53391766
IUPHAR/BPS	6217
ChemSpider	34980747
ChEMBL	ChEMBL4174742
Chemical and physical data
Formula	C₁₇H₁₉NO₂
Molar mass	269.344 g·mol⁻¹
3D model ( JSmol)	Interactive image
SMILES CCC1=NC2=C(O1)CC(CC2=O)C3=C(C=C(C=C3)C)C
InChI 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 Key:CPKZCQHJDFSOJT-UHFFFAOYSA-N