9-(6-Amino-3-pyridinyl)-1-[3-(trifluoromethyl)phenyl]benzo[h]-1,6-naphthyridin-2(1H)-one

ChemicalBook > CAS DataBase List > 9-(6-Amino-3-pyridinyl)-1-[3-(trifluoromethyl)phenyl]benzo[h]-1,6-naphthyridin-2(1H)-one

9-(6-Amino-3-pyridinyl)-1-[3-(trifluoromethyl)phenyl]benzo[h]-1,6-naphthyridin-2(1H)-one

Description In vitro In vivo

Product Name: 9-(6-Amino-3-pyridinyl)-1-[3-(trifluoromethyl)phenyl]benzo[h]-1,6-naphthyridin-2(1H)-one
CAS No.: 1223001-51-1
Chemical Name: 9-(6-Amino-3-pyridinyl)-1-[3-(trifluoromethyl)phenyl]benzo[h]-1,6-naphthyridin-2(1H)-one
Synonyms: Torin 2;CS-242;HMS3265O06;TORIN-2;TORIN 2;Torin 2, Free Base, >99%;9-(6-AMino-pyridin-3-yl)-...;Torin 2 mTOR inhibitor ab218607;9-(6-AMINOPYRIDIN-3-YL)-1-[3-(TRIFLUOROMETHYL)PHENYL]BENZO[H][1,6]NAPHTHYRIDIN-2-ONE;9-(6-AMino-pyridin-3-yl)-1-(3-trifluoroMethyl-phenyl)-1H-benzo[h][1,6]naphthyridin-2-one;9-(6-Amino-3-pyridinyl)-1-[3-(trifluoromethyl)phenyl]benzo[h]-1,6-naphthyridin-2(1H)-one
CBNumber: CB52534663
Molecular Formula: C24H15F3N4O
Formula Weight: 432.4
MOL File: 1223001-51-1.mol

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9-(6-Amino-3-pyridinyl)-1-[3-(trifluoromethyl)phenyl]benzo[h]-1,6-naphthyridin-2(1H)-one Property

Melting point:: >275° C (dec.)
Boiling point:: 623.7±55.0 °C(Predicted)
Density: 1.427
storage temp.: 2-8°C
solubility: Chloroform (Slightly), DMSO (Slightly), Methanol (Slightly, Heated)
pka: 5.66±0.26(Predicted)
form: powder
color: white to beige

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Hazard and Precautionary Statements (GHS)

Symbol(GHS)

Signal word

Warning

Hazard statements

H302Harmful if swallowed

H315Causes skin irritation

H319Causes serious eye irritation

H335May cause respiratory irritation

Precautionary statements

P261Avoid breathing dust/fume/gas/mist/vapours/spray.

P305+P351+P338IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.

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N-Bromosuccinimide Price

Sigma-Aldrich

Product number: SML1224
Product name: Torin2
Purity: ≥98% (HPLC)
Packaging: 5MG
Price: $142
Updated: 2023/06/20

Sigma-Aldrich

Product number: SML1224
Product name: Torin2
Purity: ≥98% (HPLC)
Packaging: 25MG
Price: $564
Updated: 2023/06/20

Cayman Chemical

Product number: 14185
Product name: Torin 2
Purity: ≥98%
Packaging: 5mg
Price: $86
Updated: 2024/03/01

Cayman Chemical

Product number: 14185
Product name: Torin 2
Purity: ≥98%
Packaging: 10mg
Price: $161
Updated: 2024/03/01

Cayman Chemical

Product number: 14185
Product name: Torin 2
Purity: ≥98%
Packaging: 25mg
Price: $336
Updated: 2024/03/01

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9-(6-Amino-3-pyridinyl)-1-[3-(trifluoromethyl)phenyl]benzo[h]-1,6-naphthyridin-2(1H)-one Chemical Properties,Usage,Production

Description

Torin 2 is a potent and selective mTOR inhibitor with IC50 of 0.25 nM in p53?/? MEFs cell line; 800-fold greater selectivity for mTOR than PI3K and improved pharmacokinetic properties. Inhibition of ATM/ATR/DNA-PK with EC50 of 28 nM/35 nM/118 nM,in PC3 cell lines respectively.

In vitro

Torin 2 has the same binding mode as PI3Kγ, V882 serves as a hinge binding point and in the inner hydrophobic pocket Y867, D841 and D964 provide three more hydrogen bonds with aminopyridine side chain analogous to Y2225, D2195 and D2357 of mTOR. Torin 2 inhibits mTORC1, thus activates TFEB by promoting its nuclear translocation with EC50 of 1.666 mM. Torin 2(< 50 nM) causes a significant reduction in viability of both MZ-CRC-1 and TT cells. Torin 2 (100 nM) exerts a significant reduction of migration of both MZ-CRC-1 and TT cells.

In vivo

Torin 2 exhibits >95% pharmacodynamic response and half-time of 11.7 min in the mouse liver microsome stability study. Torin 2 exhibits the best bioavailability (51%), short half-life (0.72 hours) and low clearance(19.6 mL/min/kg) in male Swiss albino mice following intravenous and oral administration. Torin 2(20mg/kg) ablates MYCN tumors with reduction in MYCN protein levels and induction of apoptosis in Th-MYCN mice.

Description

Torin 2 is a potent and selective inhibitor of cellular mTOR activity (EC₅₀ = 0.3 nM). It shows more than 800-fold selectivity for mTOR over PI3K (EC₅₀ = 200 nM) and greater than 100-fold binding selectivity relative to 440 other protein kinases. Torin 2 has significantly improved bioavailability (54%), metabolic stability, and plasma exposure compared to torin 1 .

Uses

Torin2 has been used:

to examine its effect on LC3B-II levels in BORCS5- KO cells
to determine its potent activity (IC₅₀?less than 1 μM) against A2780-cis ovarian cancer cells
in western blot analysis

Uses

Torin 2 is a potent, selective, and orally available mammalian target of rapamycin (mTOR) inhibitor for treatment of cancer.

Definition

ChEBI: Torin 2 is a member of the class of pyridoquinolines that is benzo[h][1,6]naphthyridin-2-one carrying additional 3-(trifluoromethyl)phenyl and 6-aminopyridin-3-yl substituents at positions 1 and 9 respectively. It is a potent inhibitor of mTOR and exhibits anti-cancer properties. It has a role as a mTOR inhibitor and an antineoplastic agent. It is an organofluorine compound, a pyridoquinoline, an aminopyridine and a primary amino compound.

Biochem/physiol Actions

Torin2 is a highly potent and selective ATP-competitive mTOR inhibitor. Torin2 has an IC50 of 0.25 nM and 800-fold greater selectivity for mTOR than PI3K.

storage

Store at +4°C

References

[1] liu q, wang j, kang s a, et al. discovery of 9-(6-aminopyridin-3-yl)-1-(3-(trifluoromethyl) phenyl) benzo [h][1, 6] naphthyridin-2 (1 h)-one (torin2) as a potent, selective, and orally available mammalian target of rapamycin (mtor) inhibitor for treatment of cancer. journal of medicinal chemistry, 2011, 54(5): 1473-1480.

9-(6-Amino-3-pyridinyl)-1-[3-(trifluoromethyl)phenyl]benzo[h]-1,6-naphthyridin-2(1H)-one Preparation Products And Raw materials

Raw materials

Preparation Products

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View Lastest Price from 9-(6-Amino-3-pyridinyl)-1-[3-(trifluoromethyl)phenyl]benzo[h]-1,6-naphthyridin-2(1H)-one manufacturers

Career Henan Chemical Co

Product: 9-(6-Amino-3-pyridinyl)-1-[3-(trifluoromethyl)phenyl]benzo[h]-1,6-naphthyridin-2(1H)-one 1223001-51-1
Price: US $7.00/KG
Min. Order: 1KG
Purity: 99%
Supply Ability: 200KG
Release date: 2019-07-01

1223001-51-1, 9-(6-Amino-3-pyridinyl)-1-[3-(trifluoromethyl)phenyl]benzo[h]-1,6-naphthyridin-2(1H)-oneRelated Search:

4-Cyanopyridine TPTZ 2-Amino-4-bromopyridine 2-Amino-4-(trifluoromethyl)pyridine PP242 Thiazovivin AZD-8055 Torin 1 CAL-101 Rapamycin

9-(6-Amino-3-pyridinyl)-1-[3-(trifluoromethyl)phenyl]benzo[h]-1,6-naphthyridin-2(1H)-one

Torin 2

9-(6-AMino-pyridin-3-yl)-...

9-(6-AMino-pyridin-3-yl)-1-(3-trifluoroMethyl-phenyl)-1H-benzo[h][1,6]naphthyridin-2-one

Torin 2, Free Base, >99%

Benzo[h]-1,6-naphthyridin-2(1H)-one, 9-(6-amino-3-pyridinyl)-1-[3-(trifluoromethyl)phenyl]-

9-(6-Amino-3-pyridinyl)-1-[3-(trifluoromethyl)phenyl]benzo[h]-1,6-naphthyridin-2(1H)-one Torin 2

Torin 2 9-(6-Amino-3-pyridinyl)-1-[3-(trifluoromethyl)phenyl]benzo[h]-1,6-naphthyridin-2(1H)-one

9-(6-AMINOPYRIDIN-3-YL)-1-[3-(TRIFLUOROMETHYL)PHENYL]BENZO[H][1,6]NAPHTHYRIDIN-2-ONE

CS-242

TORIN-2;TORIN 2

9-(6-Amino-3-pyridinyl)-1-[3-(trifluoromethyl)phenyl]benzo[h]-1,6-naphthyridin-2(1H)-one USP/EP/BP

HMS3265O06

Torin 2 mTOR inhibitor ab218607

1223001-51-1

PI3K/Akt/mTOR

Akt

mTOR

PI3K

Inhibitors