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Compound

SH-I-048A

Original Wikipedia articleen.wikipedia.org/wiki/SH-I-048A revision used (24 October 2026)

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Overview

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, with a binding affinity of 0.77 nM at the α₁ subtype, 0.17 nM at α₂, 0.38 nM at α₃ and 0.11 nM at α₅. It has been used to study the functional differences between the different subtypes of the GABAA receptor.[1–4] WP

Chemistry

Formula
C16H12BrFN2O PC
CAS number
872874-11-8 PC
Molar mass (g/mol)
347.18 PC
IUPAC name (computed by PubChem)
(3S)-7-bromo-5-(2-fluorophenyl)-3-methyl-1,3-dihydro-1,4-benzodiazepin-2-one PC
SMILES
C[C@H]1C(=O)NC2=C(C=C(C=C2)Br)C(=N1)C3=CC=CC=C3F PC
InChIKey
QEFZCKUXGLDPPT-VIFPVBQESA-N PC
PubChem CID
49850464
IUPAC name
(3S)-7-bromo-5-(2-fluorophenyl)-3-methyl-1H-benzo WP

Harm reduction information

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Sources

  1. Journal / agency 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. 2014. doi:10.1016/j.brainres.2014.01.036 · PMID 24472579 · PMC3996760
  2. Journal / agency Clayton T, Poe MM, Rallapalli S, Biawat P, Savić MM, Rowlett JK, Gallos G, Emala CW, Kaczorowski CC, Stafford DC, Arnold LA, Cook JM. A Review of the Updated Pharmacophore for the Alpha 5 GABA(A) Benzodiazepine Receptor Model. International Journal of Medicinal Chemistry. 2015. doi:10.1155/2015/430248 · PMID 26682068 · PMC4657098
  3. Journal / agency Obradović LA, Joksimović S, Poe MM, Timić T, Cook JM, Savić MM. Delayed Behavioral Effects of SH–I–048A, a Novel Nonselective Positive Modulator of Gabaa Receptors, After Peripheral Nerve Injury in Rats. Acta Veterinaria. June 2014. doi:10.2478/acve-2014-0018
  4. Journal / agency Elgarf AA, Siebert DC, Steudle F, Draxler A, Li G, Huang S, Cook JM, Ernst M, Scholze P. Different Benzodiazepines Bind With Distinct Binding Modes to GABAA Receptors. ACS Chemical Biology. August 2018. doi:10.1021/acschembio.8b00144 · PMID 29767950 · PMC6102643

Text and values on this page are quoted from Wikipedia (CC BY-SA 4.0), PubChem (public domain). Each value links to the exact revision it came from.