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SH-I-048A
(3S)-7-bromo-5-(2-fluorophenyl)-3-methyl-1H-benzo[e] [1,4]diazepin-2(3H)-one
CAS Number PubChem CID ChemSpider UNII Formula C 16 H 12 Br F N 2 O Molar mass 347.187 g·mol−1 3D model (JSmol )
Fc3ccccc3C2=N[C@@H](C)C(=O)Nc1ccc(Br)cc12
InChI=1S/C16H12BrFN2O/c1-9-16(21)20-14-7-6-10(17)8-12(14)15(19-9)11-4-2-3-5-13(11)18/h2-9H,1H3,(H,20,21)/t9-/m0/s1
Key:QEFZCKUXGLDPPT-VIFPVBQESA-N
SH-I-048A (SH-i-048A ) is a benzodiazepine derivative related in structure to compounds such as flubromazepam and meclonazepam . SH-I-048A is described as a non subtype selective superagonist at the benzodiazepine site of GABAA receptors ,[1] with a binding affinity of 0.77nM at the α1 subtype, 0.17nM at α2 , 0.38nM at α3 and 0.11nM at α5 .[2] It has been used to study the functional differences between the different subtypes of the GABAA receptor.[3] [4]
See also [ ]
References [ ]
^ Obradović AL, Joksimović S, Poe MM, Ramerstorfer J, Varagic Z, Namjoshi O, Batinić B, Radulović T, Marković B, Roth BL , Sieghart W, Cook JM, Savić MM. "Sh-I-048A, an in vitro non-selective super-agonist at the benzodiazepine site of GABAA receptors: the approximated activation of receptor subtypes may explain behavioral effects". Brain Research . 1554 .
^ Clayton T, Poe MM, Rallapalli S, Biawat P, Savić MM, Rowlett JK, et al. (2015). "A Review of the Updated Pharmacophore for the Alpha 5 GABA(A) Benzodiazepine Receptor Model" . International Journal of Medicinal Chemistry . 2015 : 430248. doi :10.1155/2015/430248 . PMC 4657098 . PMID 26682068 .
^ Obradović LA, Joksimović S, Poe MM, Timić T, Cook JM, Savić MM (June 2014). "Delayed Behavioral Effects of SH–I–048A, a Novel Nonselective Positive Modulator of Gabaa Receptors, After Peripheral Nerve Injury in Rats" . Acta Veterinaria . 64 (2): 189–99. doi :10.2478/acve-2014-0018 .
^ Elgarf AA, Siebert DC, Steudle F, Draxler A, Li G, Huang S, et al. (August 2018). "Different Benzodiazepines Bind With Distinct Binding Modes to GABAA Receptors" . ACS Chemical Biology . 13 (8): 2033–2039. doi :10.1021/acschembio.8b00144 . PMC 6102643 . PMID 29767950 .
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Ro15-4513
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SH-053-R-CH3-2′F
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See also: Receptor/signaling modulators • GABA receptor modulators • GABA metabolism/transport modulators
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Benzodiazepines GABAA receptor positive allosteric modulators Hidden categories:
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