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GL-II-73
(4R)-8-ethynyl-6-(2-fluorophenyl)-N,N,4-trimethyl-4H-benzo[f]imidazo[1,5-a] [1,4]diazepine-3-carboxamide
PubChem CID Formula C 23 H 19 F N 4 O Molar mass 386.430 g·mol−1 3D model (JSmol )
CN(C)C(=O)c4ncn2c4[C@@H](C)N=C(c1cc(C#C)ccc12)c3ccccc3F
InChI=1S/C23H19FN4O/c1-5-15-10-11-19-17(12-15)20(16-8-6-7-9-18(16)24)26-14(2)22-21(23(29)27(3)4)25-13-28(19)22/h1,6-14H,2-4H3/t14-/m1/s1
Key:LNPOWXXHIUMIKI-CQSZACIVSA-N
GL-II-73 (GL-ii-073 ) is a benzodiazepine derivative related in chemical structure to compounds such as midazolam , adinazolam and the active metabolite of rilmazafone . It is described as an α5 preferring positive allosteric modulator of the benzodiazepine site of GABAA receptors , with weaker activity at α2 and α3 and no significant affinity for the α1 subtype. In animal tests it was found to produce effects consistent with antidepressant , anxiolytic and nootropic actions.[1] [2] [3] [4]
See also [ ]
References [ ]
^ CA 3016491 , Cook JM, Li G, Poe M, Savic M, Sibille E, "Treatment of cognitive and mood symptoms in neurodegenerative and neuropsychiatric disorders with alpha5-containing gabaa receptor agonists.", published 21 September 2017, assigned to Centre for Addiction and Mental Health, Faculty Of Pharmacy, University of Belgrade and UWM Res Foundation Inc
^ Prevot TD, Li G, Vidojevic A, Misquitta KA, Fee C, Santrac A, et al. (January 2018). "Potential combined pro-cognitive, anxiolytic and antidepressant properties of novel GABAA receptor positive modulators with preferential efficacy at the α5-subunit" (PDF) . bioRxiv : 332908. doi :10.1101/332908 . S2CID 90987308 .
^ Prevot TD, Li G, Vidojevic A, Misquitta KA, Fee C, Santrac A, Knutson DE, Stephen MR, Kodali R, Zahn NM, Arnold LA, Scholze P, Fisher JL, Marković BD, Banasr M, Cook JM, Savic M, Sibille E (April 2019). "Novel Benzodiazepine-Like Ligands with Various Anxiolytic, Antidepressant, or Pro-Cognitive Profiles" . Molecular Neuropsychiatry . 5 (2): 84–97. doi :10.1159/000496086 . PMC 6528097 . PMID 31192221 .
^ Sibille E (February 2019). "Brain Inhibitory GABAergic Function and Cognitive Deficits: Mechanisms and Therapeutic Targeting" (PDF) . Presentation for AAAS .
Benzodiazepines
1,4-Benzodiazepines 1,5-Benzodiazepines 2,3-Benzodiazepines* Triazolobenzodiazepines Imidazobenzodiazepines
Bretazenil
Climazolam
EVT-201
FG-8205
Flumazenil
GL-II-73
Imidazenil
123 I-Iomazenil
L-655,708
Loprazolam
Midazolam
PWZ-029
Remimazolam
Ro15-4513
Ro48-6791
Ro48-8684
Ro4938581
Sarmazenil
SH-053-R-CH3-2′F
Oxazolobenzodiazepines Thienodiazepines Thienotriazolodiazepines Thienobenzodiazepines *Pyridodiazepines Pyridotriazolodiazepines Pyrazolodiazepines Pyrrolodiazepines Tetrahydroisoquinobenzodiazepines Pyrrolobenzodiazepines *Benzodiazepine prodrugs * atypical activity profile (not GABAA receptor ligands)
GABA A receptor positive modulatorsAlcohols
Butanol
Chloralodol
Chlorobutanol (cloretone)
Ethanol (alcohol) (alcoholic drink )
Ethchlorvynol
Isobutanol
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tert -Pentanol (2M2B)
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Org 25,435
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(e.g., sulfonmethane (sulfonal) , tetronal , trional )
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Unsorted benzodiazepine site positive modulators: α-Pinene
See also: Receptor/signaling modulators • GABA receptor modulators • GABA metabolism/transport modulators
Categories :
GABAA receptor positive allosteric modulators Imidazobenzodiazepines Nootropics Hidden categories:
Chemical articles without CAS registry number Articles without EBI source Chemical pages without ChemSpiderID Chemical pages without DrugBank identifier Articles without KEGG source Articles without UNII source Drugs missing an ATC code Drugs with no legal status Articles containing unverified chemical infoboxes