2-Chloro-5-nitro-N-4-pyridinylbenzamide

Base Information

• Chemical Name: 2-Chloro-5-nitro-N-4-pyridinylbenzamide
• CAS No.: 313516-66-4
• Molecular Formula: C12H8 Cl N3 O3
• Molecular Weight: 277.667
• Hs Code.: 29333990
• European Community (EC) Number: 631-142-7
• UNII: N2LK5944GW
• DSSTox Substance ID: DTXSID30380504
• Nikkaji Number: J1.766.928A
• Wikidata: Q27088905
• Pharos Ligand ID: RRM15J48LN11
• ChEMBL ID: CHEMBL510698
• Mol file: 313516-66-4.mol

Synonyms:T 0070907;T-0070907;T0070907

Chemical Property of 2-Chloro-5-nitro-N-4-pyridinylbenzamide

Chemical Property:

• Vapor Pressure: 4.98E-06mmHg at 25°C
• Refractive Index: 1.684
• Boiling Point: 381.7°Cat760mmHg
• Flash Point: 184.6°C
• PSA: 87.81000
• Density: 1.498g/cm³
• LogP: 3.49170
• Storage Temp.: Store at RT
• Sensitive.: Light Sensitive
• Solubility.: DMSO: >10mg/mL
• Water Solubility.: Soluble in DMSO at 10mg/ml. Insoluble in water.
• XLogP3: 2.3
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 2
• Exact Mass: 277.0254188
• Heavy Atom Count: 19
• Complexity: 342

Purity/Quality:

98%,99%, ^*data from raw suppliers

T 0070907 ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xn
• Hazard Codes: Xn
• Statements: 22-36
• Safety Statements: 26

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: C1=CC(=C(C=C1[N+](=O)[O-])C(=O)NC2=CC=NC=C2)Cl
• 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.
• 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 , T0070907 has been used to reduce peroxisome proliferator-activated receptor gamma (PPAR-γ) expression in lipopolysaccharide (LPS)-induced leukemia RAW264.7 cell line. It also has been used to evaluate the involvement of wogonin in alleviating EtOH (ethanol)-induced inflammation in RAW264.7 cell line.

Technology Process of 2-Chloro-5-nitro-N-4-pyridinylbenzamide

There total 3 articles about 2-Chloro-5-nitro-N-4-pyridinylbenzamide which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 58.0%

4-aminopyridine (504-24-5) + 2-chloro-5-nitrobenzoic acid (2516-96-3) → N-(4-Pyridyl)-(2-chloro-5-nitrophenyl)carboxamide (313516-66-4)

Guidance literature:

2-chloro-5-nitrobenzoic acid; With oxalyl dichloride; N,N-dimethyl-formamide; In dichloromethane; at 20 ℃; for 2h;

4-aminopyridine; With triethylamine; In dichloromethane; at 20 ℃; for 16h;

Reference yield:

4-aminopyridine (504-24-5) + 2-chloro-5-nitrobenzoylchloride (25784-91-2) → N-(4-Pyridyl)-(2-chloro-5-nitrophenyl)carboxamide (313516-66-4)

Guidance literature:

With 2,4-dichlorophenoxyacetic acid dimethylamine;

Reference yield:

→ N-(4-Pyridyl)-(2-chloro-5-nitrophenyl)carboxamide (313516-66-4)

Guidance literature:

upstream raw materials:

4-aminopyridine

2-chloro-5-nitrobenzoylchloride

2-chloro-5-nitrobenzoic acid

Refernces

• 1、 -. "PPAR-gamma modulator". . . Retrieved 2008/06/13.