7-benzyl-10-(2-Methylbenzyl)-2,6,7,8,9,10-hexahydroiMidazo[1,2-a]pyrido[4,3-d]pyriMidin-5(3H)-one
- Product Name
- 7-benzyl-10-(2-Methylbenzyl)-2,6,7,8,9,10-hexahydroiMidazo[1,2-a]pyrido[4,3-d]pyriMidin-5(3H)-one
- CAS No.
- 41276-02-2
- Chemical Name
- 7-benzyl-10-(2-Methylbenzyl)-2,6,7,8,9,10-hexahydroiMidazo[1,2-a]pyrido[4,3-d]pyriMidin-5(3H)-one
- Synonyms
- TIC-10;TIC 10;CS-826;NSC 350625;TIC10 isomer;ONC201 ISOMER;TIC10 Analogue;ONC201，NSC 350625;TIC-10 isomer TIC10;TIC-10; TIC 10; TIC10
- CBNumber
- CB82664783
- Molecular Formula
- C24H26N4O
- Formula Weight
- 386.49
- MOL File
- 41276-02-2.mol
7-benzyl-10-(2-Methylbenzyl)-2,6,7,8,9,10-hexahydroiMidazo[1,2-a]pyrido[4,3-d]pyriMidin-5(3H)-one Property
- Boiling point:
- 559.7±60.0 °C(Predicted)
- Density
- 1.24±0.1 g/cm3(Predicted)
- storage temp.
- 2-8°C
- solubility
- DMSO: soluble2mg/mL, clear (warmed)
- pka
- 6.38±0.20(Predicted)
- form
- solid
- color
- white to beige
N-Bromosuccinimide Price
- Product number
- H291055
- Product name
- 2,6,7,8,9,10-Hexahydro-10-[(2-methylphenyl)methyl]-7-(phenylmethyl)-imidazo[1,2-a]pyrido[4,3-d]pyrimidin-5(3H)-one
- Packaging
- 5mg
- Price
- $235
- Updated
- 2021/12/16
- Product number
- A8619
- Product name
- TIC10
- Packaging
- 50mg
- Price
- $252
- Updated
- 2021/12/16
- Product number
- A8619
- Product name
- TIC10
- Packaging
- 10mM(in 1mL DMSO)
- Price
- $80
- Updated
- 2021/12/16
- Product number
- A8619
- Product name
- TIC10
- Packaging
- 10mg
- Price
- $84
- Updated
- 2021/12/16
- Product number
- A8619
- Product name
- TIC10
- Packaging
- 100mg
- Price
- $420
- Updated
- 2021/12/16
7-benzyl-10-(2-Methylbenzyl)-2,6,7,8,9,10-hexahydroiMidazo[1,2-a]pyrido[4,3-d]pyriMidin-5(3H)-one Chemical Properties,Usage,Production
Uses
2,6,7,8,9,10-Hexahydro-10-[(2-methylphenyl)methyl]-7-(phenylmethyl)-imidazo[1,2-a]pyrido[4,3-d]pyrimidin-5(3H)-one is a small molecule TRAIL gene induction by normal and tumor cells as an anticancer therapy. The compound identified as NSC 350625 was assigned the structure above for many years. The compound is correctly characterized as B285480. The resolution of this issue was recently highlighted in Chemical and Engeneering News 92(23) 32 (2014).
Biological Activity
tic10 (trail-inducing compound 10) is a potent and stable small molecule that is orally active. it induces trail transcriptionally independent of p53 and crosses the blood-brain barrier. [1]tumor necrosis factor-related apoptosis-inducing ligand (trail) is an apoptosis inducer in a variety of human cancer cell lines. it also acts as a tumor suppressor during immune surveillance but the function is lost in cancer progression. [1]tic10 caused a prominent and long-lasting production of trail on cell surface of tumor cell.tic10 also led to trail-mediated apoptosis in hct116 p53-/- cells. in addition, tic10 inactivated akt and erk cooperatively lead to the nuclear translocation of foxo3a and ensuing trail up-regulation. [1]in mouse caner xenograft, tic10 showed trail-dependent antitumor effect. it caused tumor-specific cell death by rail-mediated direct and bystander effects. tic10 is also an effective antitumor agent for orthotopic human glioblastoma multiforme tumors. [1]
target
Akt
References
1. allen je, krigsfeld g, mayes pa et al. dual inactivation of akt and erk by tic10 signals foxo3a nuclear translocation, trail gene induction, and potent antitumor effects. sci transl med. 2013 feb 6;5(171):171ra17.