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ChemicalBook--->CAS DataBase List--->313516-66-4

313516-66-4

313516-66-4 Structure

313516-66-4 Structure
IdentificationBack Directory
[Name]

T0070907
[CAS]

313516-66-4
[Synonyms]

T 0070907
2-CHLORO-5-NITRO-N-4-PYRIDINYLBENZAMIDE
2-CHLORO-5-NITRO-N-(4-PYRIDYL)BENZAMIDE
N1-(4-PYRIDYL)-2-CHLORO-5-NITROBENZAMIDE
BenzaMide, 2-chloro-5-nitro-N-4-pyridinyl-
[Molecular Formula]

C12H8ClN3O3
[MDL Number]

MFCD00121849
[MOL File]

313516-66-4.mol
[Molecular Weight]

277.66
Chemical PropertiesBack Directory
[Appearance]

Off-White Solid
[Melting point ]

>184°C (dec.)
[density ]

1.498
[storage temp. ]

Store at RT
[solubility ]

DMSO: >10mg/mL
[form ]

White solid
[color ]

white
[Water Solubility ]

Soluble in DMSO at 10mg/ml. Insoluble in water.
[Sensitive ]

Light Sensitive
Hazard InformationBack Directory
[Chemical Properties]

Off-White Solid
[Uses]

A cell-permeable chloro-nitro-benzamido compound that acts as a potent, specific, irreversible, and high-affinity antagonist of PPAR with a Ki of 1 nM. Displays >800-fold greater selectivity for PPAR over PPARa and PPARd (Ki = 0.85 and 1.8 ,
[Biological Activity]

Potent and selective PPAR γ antagonist (IC 50 = 1 nM). Displays > 800-fold selectivity for PPAR γ over PPAR α and PPAR δ . In vitro, blocks transcriptional activity of PPAR γ and inhibits rosiglitazone-induced adipogenesis.
[Description]

The peroxisome proliferator-activated receptor-γ (PPARγ) is the nuclear receptor responsible for transducing the therapeutic activity of the thiazolidinediones (TZDs). TZDs are a group of structurally related synthetic PPARγ receptor agonists with antidiabetic actions in vivo. There are many PPARγ agonists, including 15-deoxy-Δ12,14-prostaglandin J2 and azelaoyl PAF, which are naturally derived. However, only a few antagonists have been reported. T0070907 is a potent and selective antagonist of the human PPARγ with an apparent IC50 of 1 nM for the binding inhibition of rosiglitazone, a reference TZD. T0070907 covalently binds to Cys313 of PPARγ, inducing conformational changes that block the recruitment of transcriptional cofactors to the PPARγ/RXR heterodimer.
[Definition]

ChEBI: 2-chloro-5-nitro-N-pyridin-4-ylbenzamide is a carbonyl compound and an organohalogen compound.
[General Description]

T0070907 has antimicrotubule, antitumor and radiosensitizing properties. It decreases tubulin protein levels, which is associated with cell cycle arrest, apoptosis and also reduces metastasis of colorectal carcinoma cells. T0070907 is used as a therapeutic target in breast cancer. It stimulates proteasome-dependent degradation of tubulin.
[Biochem/physiol Actions]

T0070907 is very similar in structure and activity to the PPAR-γ antagonist GW9662. T0070907 is more potent and has higher selectivity for PPAR-γ over all other subtypes (about 800-fold) whereas GW9662 has been reported to have some PPAR-α agonist activity.
[storage]

Store at RT
[References]

[1] lee g, elwood f, mcnally j, weiszmann j, lindstrom m, amaral k, nakamura m, miao s, cao p, learned rm, chen jl, li y. t0070907, a selective ligand for peroxisome proliferator-activated receptor gamma, functions as an antagonist of biochemical and cellular activities. j biol chem. 2002 may 31;277(22):19649-57.
Safety DataBack Directory
[Hazard Codes ]

Xn
[Risk Statements ]

22-36
[Safety Statements ]

26
[WGK Germany ]

2
[HS Code ]

29333990
Spectrum DetailBack Directory
[Spectrum Detail]

T0070907(313516-66-4)1HNMR
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