Halicin

Not to be confused with Allicin, Halcion, or Helicina.
Halicin
Clinical data
Trade namesHalicin
Legal status
Legal status
Identifiers
  • 5-[(5-Nitro-1,3-thiazol-2-yl)sulfanyl]-1,3,4-thiadiazol-2-amine
CAS Number
PubChem CID
ChemSpider
UNII
ChEBI
ChEMBL
CompTox Dashboard (EPA)
Chemical and physical data
FormulaC5H3N5O2S3
Molar mass261.29 g·mol−1
3D model (JSmol)
  • C1=C(SC(=N1)SC2=NN=C(S2)N)[N+](=O)[O-]
  • InChI=1S/C5H3N5O2S3/c6-3-8-9-5(14-3)15-4-7-1-2(13-4)10(11)12/h1H,(H2,6,8)
  • Key:NQQBNZBOOHHVQP-UHFFFAOYSA-N

Halicin (SU-3327) is an experimental drug that acts as an enzyme inhibitor of c-Jun N-terminal kinase (JNK).[1][2][3] Originally, it was researched for the treatment of diabetes,[4] but development was discontinued for this application due to poor results in testing.[citation needed] In 2019, this molecule was found by an artificial intelligence (AI) model to show antibiotic properties against a number of bacteria.[5]

  1. ^ Augustine C, Cepinskas G, Fraser DD (August 2014). "Traumatic injury elicits JNK-mediated human astrocyte retraction in vitro". Neuroscience. 274: 1–10. doi:10.1016/j.neuroscience.2014.05.009. PMID 24838066. S2CID 9498486.
  2. ^ Jang S, Javadov S (2014). "Inhibition of JNK aggravates the recovery of rat hearts after global ischemia: the role of mitochondrial JNK". PLOS ONE. 9 (11): e113526. Bibcode:2014PLoSO...9k3526J. doi:10.1371/journal.pone.0113526. PMC 4244102. PMID 25423094.
  3. ^ Jang S, Yu LR, Abdelmegeed MA, Gao Y, Banerjee A, Song BJ (December 2015). "Critical role of c-jun N-terminal protein kinase in promoting mitochondrial dysfunction and acute liver injury". Redox Biology. 6: 552–564. doi:10.1016/j.redox.2015.09.040. PMC 4625008. PMID 26491845.
  4. ^ De SK, Stebbins JL, Chen LH, Riel-Mehan M, Machleidt T, Dahl R, et al. (April 2009). "Design, synthesis, and structure-activity relationship of substrate competitive, selective, and in vivo active triazole and thiadiazole inhibitors of the c-Jun N-terminal kinase". Journal of Medicinal Chemistry. 52 (7): 1943–52. doi:10.1021/jm801503n. PMC 2667321. PMID 19271755.
  5. ^ Cite error: The named reference MIT 2020 was invoked but never defined (see the help page).