Pifithrin

Pifithrin-α
Names
IUPAC name
2-amino-3-[2-(4-methylphenyl)-2-oxoethyl]-2,3,4,5,6,7-hexahydro-1,3-benzothiazol-2-ylium bromide
Identifiers
3D model (JSmol)
ChEBI
ChEMBL
ChemSpider
KEGG
UNII
  • InChI=1S/C16H18N2OS.BrH/c1-11-6-8-12(9-7-11)14(19)10-18-13-4-2-3-5-15(13)20-16(18)17;/h6-9,17H,2-5,10H2,1H3;1H checkY
    Key: HAGVCKULCLQGRF-UHFFFAOYSA-N checkY
  • α: InChI=1/C16H19N2OS.BrH/c1-11-6-8-12(9-7-11)14(19)10-18-13-4-2-3-5-15(13)20-16(18)17;/h6-9H,2-5,10,17H2,1H3;1H/q+1;/p-1
    Key: KXMMOFYVZLFBEG-REWHXWOFAW
  • β: InChI=1S/C16H16N2S/c1-11-6-8-12(9-7-11)13-10-18-14-4-2-3-5-15(14)19-16(18)17-13/h6-10H,2-5H2,1H3
  • α: CC1=CC=C(C=C1)C(=O)CN2C3=C(CCCC3)SC2=N
  • β: CC1=CC=C(C=C1)C2=CN3C4=C(CCCC4)SC3=N2
  • [Br-].Cc1ccc(cc1)C(=O)Cn2[c+](N)sc3CCCCc23
Properties
C16H19BrN2OS
Molar mass 367.30 g/mol
Melting point 192.1 °C (377.8 °F; 465.2 K)
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
☒N verify (what is checkY☒N ?)

Pifithrin-α (chemical name 2-(2-Imino-4,5,6,7-tetrahydrobenzothiazol-3-yl)-1-p-tolylethanone hydrobromide[1]) is a chemical compound which acts as an inhibitor of the tumour-suppressing and epileptogenic protein p53.[2][3] It has a molecular weight of 367.30 and is soluble in DMSO up to 20 mg/mL. Its melting point is 192.1-192.5 °C.

References

  1. ^ "sigmaaldrich.com". Merck.
  2. ^ George, SL; Parmar, V; Lorenzi, F; Marshall, LV; Jamin, Y; Poon, E; Angelini, P; Chesler, L (May 2020). "Novel therapeutic strategies targeting telomere maintenance mechanisms in high-risk neuroblastoma". J Exp Clin Cancer Res. 39 (1): 78. doi:10.1186/s13046-020-01582-2. PMC 7201617. PMID 32375866.
  3. ^ Gupta, V; Singh, S; Singh, TG (Nov 2024). "Pervasive expostulation of p53 gene promoting the precipitation of neurogenic convulsions: A journey in therapeutic advancements". Eur J Pharmacol. 983 176990. doi:10.1016/j.ejphar.2024.176990. PMID 39251181.
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