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
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
Y Key:
HAGVCKULCLQGRF-UHFFFAOYSA-N
Y 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
C16 H19 BrN2 OS
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).
Chemical compound
Pifithrin-α (chemical name 2-(2-Imino-4,5,6,7-tetrahydrobenzothiazol-3-yl)-1-p-tolylethanone hydrobromide) is a chemical compound which acts as an inhibitor of the tumour-suppressing and epileptogenic protein p53 . 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
↑ "sigmaaldrich.com" . Merck .
↑ 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 .
↑ 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 .