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313516-66-4 molecular structure
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2-chloro-5-nitro-N-(pyridin-4-yl)benzamide

ChemBase ID: 81496
Molecular Formular: C12H8ClN3O3
Molecular Mass: 277.66322
Monoisotopic Mass: 277.02541881
SMILES and InChIs

SMILES:
[N+](=O)(c1cc(c(cc1)Cl)C(=O)Nc1ccncc1)[O-]
Canonical SMILES:
Clc1ccc(cc1C(=O)Nc1ccncc1)[N+](=O)[O-]
InChI:
InChI=1S/C12H8ClN3O3/c13-11-2-1-9(16(18)19)7-10(11)12(17)15-8-3-5-14-6-4-8/h1-7H,(H,14,15,17)
InChIKey:
FRPJSHKMZHWJBE-UHFFFAOYSA-N

Cite this record

CBID:81496 http://www.chembase.cn/molecule-81496.html

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NAMES AND DATABASE IDS

NAMES AND DATABASE IDS

Names Database IDs
IUPAC name
2-chloro-5-nitro-N-(pyridin-4-yl)benzamide
IUPAC Traditional name
2-chloro-5-nitro-N-(pyridin-4-yl)benzamide
Synonyms
T0070907
2-Chloro-5-nitro-N-4-pyridinylbenzamide
N1-(4-pyridyl)-2-chloro-5-nitrobenzamide
2-Chloro-5-nitro-N-4-pyridinyl-benzamide
Benzamide, 2-chloro-5-nitro-N-4-pyridinyl-
T0070907
T0070907
CAS Number
313516-66-4
MDL Number
MFCD00121849
PubChem SID
162068615
PubChem CID
2777391

CALCULATED PROPERTIES

CALCULATED PROPERTIES

JChem
Acid pKa 10.365898  H Acceptors
H Donor LogD (pH = 5.5) 2.084955 
LogD (pH = 7.4) 2.384497  Log P 2.3914871 
Molar Refractivity 70.5599 cm3 Polarizability 25.885471 Å3
Polar Surface Area 85.13 Å2 Rotatable Bonds
Lipinski's Rule of Five true 

PROPERTIES

PROPERTIES

Physical Property Safety Information Pharmacology Properties Product Information Bioassay(PubChem)
Solubility
DMSO expand Show data source
DMSO: >10 mg/mL expand Show data source
H2O: insoluble expand Show data source
Apperance
Off-White Solid expand Show data source
white powder expand Show data source
European Hazard Symbols
Harmful Harmful (Xn) expand Show data source
MSDS Link
Download expand Show data source
Download expand Show data source
German water hazard class
2 expand Show data source
Risk Statements
22-36 expand Show data source
Safety Statements
26 expand Show data source
GHS Pictograms
GHS07 expand Show data source
GHS Signal Word
Warning expand Show data source
GHS Hazard statements
H302-H319 expand Show data source
GHS Precautionary statements
P305 + P351 + P338 expand Show data source
Personal Protective Equipment
dust mask type N95 (US), Eyeshields, Gloves expand Show data source
Storage Temperature
2-8°C expand Show data source
Target
PPAR expand Show data source
Purity
≥98% (HPLC) expand Show data source
95+% expand Show data source
96% expand Show data source
Salt Data
Free Base expand Show data source
Certificate of Analysis
Download expand Show data source
Empirical Formula (Hill Notation)
C12H8ClN3O3 expand Show data source

DETAILS

DETAILS

Sigma Aldrich Sigma Aldrich TRC TRC
Sigma Aldrich - T8703 external link
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.
Toronto Research Chemicals - C374760 external link
A cell-permeable chloro-nitro-benzamido compound that acts as a potent, specific, irreversible, and high-affinity antagonist of PPARγ with a Ki of 1 nM. Displays >800-fold greater selectivity for PPARγ over PPARα and PPARδ (Ki = 0.85 μM and 1.8 μM, respectively). Blocks hormone- and agonist-induced adipogenesis in 3T3-L1 cells. It suppresses interactions between PPARγ and coactivator-derived peptides, while promotes the recruitment of corepressor-derived peptides. Shown to modulate the interaction of PPARγ2 with the cofactor proteins through covalent binding to Cys313 in its ligand-binding domain.

REFERENCES

REFERENCES

From Suppliers Google Scholar IconGoogle Scholar PubMed iconPubMed Google Books IconGoogle Books
  • • Lee, G., et al: J. Biol. Chem., 277, 19649 (2003)
  • • Schaefer, K.L., et al: Cancer Res., 65, 2251 (2003)
  • • Masuda, T., et al.: Clin. Cancer Res., 11, 4012 (2003)
  • • Raikwar, H.P., et al.: J. Neuroimmunol., 167, 99 (2005)
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PATENTS

PATENTS

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INTERNET

INTERNET

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