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SML2631

Sigma-Aldrich

IITZ-01

≥98% (HPLC)

Synonym(s):

N2-[4-(1H-Bbenzimidazol-2-yl)phenyl]-N4-(4-fluorophenyl)-6-(4-morpholinyl)-1,3,5-triazine-2,4-diamine

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$64.88
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$276.00

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5 MG
$64.88
25 MG
$276.00

About This Item

Empirical Formula (Hill Notation):
C26H23FN8O
CAS Number:
1807988-47-1
Molecular Weight:
482.51
MDL number:
MFCD31746904
UNSPSC Code:
12352200
NACRES:
NA.77

$64.88

List Price$68.30Save 5%
Web-Only Promotion

Available to ship onApril 29, 2025Details

Quality Level

100

assay

≥98% (HPLC)

form

powder

color

white to beige

solubility

DMSO: 2 mg/mL, clear

storage temp.

2-8°C

SMILES string

Fc1ccc(cc1)Nc2nc(nc(n2)Nc4ccc(cc4)c5[nH]c6c(n5)cccc6)N3CCOCC3

InChI

1S/C26H23FN8O/c27-18-7-11-20(12-8-18)29-25-32-24(33-26(34-25)35-13-15-36-16-14-35)28-19-9-5-17(6-10-19)23-30-21-3-1-2-4-22(21)31-23/h1-12H,13-16H2,(H,30,31)(H2,28,29,32,33,34)

InChI key

XGEDDGLPNSLBFE-UHFFFAOYSA-N

Related Categories

Biochem/physiol Actions

IITZ-01 is a cell penetrant and potent autophagy inhibitor in numerous cancer cells including breast, lung, and colon cancer cells. It significantly elevates LC3-II and SQSTM1 protein levels in starvation-induced autophagy conditions. IITZ-01 accumulates within lysosomes causing liposomal deacidification, impairment of lysosomal maturation and inhibition of lysosomal degradation. Additionally, IITZ-01 induces apoptosis through the mitochondria-mediated pathway in TNBC cells MDA-MB-231 and MDA-MB-453, while sparing normal mammary epithelial MCF10A cell.
cell penetrant and potent autophagy inhibitor in numerous cancer cells

Storage Class

11 - Combustible Solids

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

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Synthesis and characterization of new s-triazine bearing benzimidazole and benzothiazole derivatives as anticancer agents
Kumar GJ, Kumar SN, Thummuri D, Adari LBS, Naidu VGM, Srinivas K, Rao VJ
Medicinal Chemistry Research, 24, 3991-4001 (2015)
Lalita Guntuku et al.
Oncogene, 38(4), 581-595 (2018-09-01)
Autophagy is a homeostatic process that recycles damaged organelles and long-lived proteins by delivering them in double-membrane vesicles to lysosomes for degradation. Autophagy has a prominent role in survival, proliferation, and resistance of tumors in metabolic and chemotherapeutic stress conditions.

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