ONC-201, Catalog: B3075

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11-benzyl-7-[(2-methylphenyl)methyl]-2,5,7,11-tetrazatricyclo[7.4.0.02,6]trideca-1(9),5-dien-8-one; 7-Benzyl-4-(2-methylbenzyl)-1,2,6,7,8,9-hexahydroimidazo[1,2-A]pyrido[3,4-E]pyrimidin-5(4H)-one; 2,4,6,7,8,9-hexahydro-4-[(2-methylphenyl)methyl]-7-(phenylmethyl)-imidazo[1,2-a]pyrido[3,4-e]pyrimidin-5(1H)-one; TIC10; TRAIL-inducing compound 10

PRODUCT SUMMARY

Alternate Names 11-benzyl-7-[(2-methylphenyl)methyl]-2,5,7,11-tetrazatricyclo[7.4.0.02,6]trideca-1(9),5-dien-8-one; 7-Benzyl-4-(2-methylbenzyl)-1,2,6,7,8,9-hexahydroimidazo[1,2-A]pyrido[3,4-E]pyrimidin-5(4H)-one; 2,4,6,7,8,9-hexahydro-4-[(2-methylphenyl)methyl]-7-(phenylmethyl)-imidazo[1,2-a]pyrido[3,4-e]pyrimidin-5(1H)-one; TIC10; TRAIL-inducing compound 10

Appearance White to off-white powder

CAS # 1616632-77-9

Molecular Formula C₂₄H₂₆N₄O

Molecular Weight 386.49

Purity ≥ 98%

Solubility ~20 mg/ml in DMF, ~10 mg/ml in ethanol, ~1 mg/ml in DMSO

SMILES CC1=CC=CC=C1CN2C(=O)C3=C(CCN(C3)CC4=CC=CC=C4)N5C2=NCC5CC1=CC=CC=C1CN2C(=O)C3=C(CCN(C3)CC4=CC=CC=C4)N5C2=NCC5

InChi InChI=1S/C24H26N4O/c1-18-7-5-6-10-20(18)16-28-23(29)21-17-26(15-19-8-3-2-4-9-19)13-11-22(21)27-14-12-25-24(27)28/h2-10H,11-17H2,1H3

InChi Key VLULRUCCHYVXOH-UHFFFAOYSA-N

PubChem CID 73777259

MDL Number MFCD28118993

Storage Conditions -20ºC

Shipping Conditions RT

Usage For Research Use Only! Not For Use in Humans.

Handling Do not take it internally. Wear a glove and mask when handling the product. Protect from air and moisture.

DESCRIPTION

ONC-201 is an orally active transcriptional inducer of Tumor necrosis factor–related apoptosis-inducing ligand (TRAIL). It induces TRAIL in a p53-independent manner at concentrations of 1.25 μM-5 μM and crosses the blood-brain barrier. It inactivates kinases Akt and extracellular signal–regulated kinase (ERK), leading to the translocation of Foxo3a into the nucleus, where it binds to the TRAIL promoter to up-regulate gene transcription. It causes tumor regression in HCT116 p53−/− xenograft bearing mice.