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313516-66-4,MFCD00121849
Catalog No.:AA00C08Z

313516-66-4 | 2-Chloro-5-nitro-N-4-pyridinylbenzamide

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1mg
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$20.00   $14.00
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5mg
≥98%
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$76.00   $53.00
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250mg
98%
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$95.00   $67.00
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1g
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5g
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10g
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  • Technical Information
  • Properties
  • Literature
Technical Information
Catalog Number:
AA00C08Z
Chemical Name:
2-Chloro-5-nitro-N-4-pyridinylbenzamide
CAS Number:
313516-66-4
Molecular Formula:
C12H8ClN3O3
Molecular Weight:
277.6632
MDL Number:
MFCD00121849
SMILES:
Clc1ccc(cc1C(=O)Nc1ccncc1)[N+](=O)[O-]
Properties
Computed Properties
 
Complexity:
342  
Covalently-Bonded Unit Count:
1  
Heavy Atom Count:
19  
Hydrogen Bond Acceptor Count:
4  
Hydrogen Bond Donor Count:
1  
Rotatable Bond Count:
2  
XLogP3:
2.3  

Literature

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Journal: Molecular and cellular endocrinology 20180824

Title: Regulation of the placental BCRP transporter by PPAR gamma.

Journal: Journal of biochemical and molecular toxicology 20170501

Title: Rosmarinic Acid Protects against Inflammation and Cardiomyocyte Apoptosis during Myocardial Ischemia/Reperfusion Injury by Activating Peroxisome Proliferator-Activated Receptor Gamma.

Journal: Frontiers in pharmacology 20170101

Title: Municipal wastewater affects adipose deposition in male mice and increases 3T3-L1 cell differentiation.

Journal: Toxicology and applied pharmacology 20160415

Title: CDK5-induced p-PPARγ(Ser 112) downregulates GFAP via PPREs in developing rat brain: effect of metal mixture and troglitazone in astrocytes.

Journal: Cell death & disease 20140101

Title: Peroxisome proliferator-activated receptor delta antagonists inhibit hepatitis C virus RNA replication.

Journal: Bioorganic & medicinal chemistry letters 20130901

Title: Evidence for a luteotropic role of peroxisome proliferator-activated receptor gamma: expression and in vitro effects on enzymatic and hormonal activities in corpora lutea of pseudopregnant rabbits.

Journal: Biology of reproduction 20130301

Title: Arsenic inhibits the adipogenic differentiation of mesenchymal stem cells by down-regulating peroxisome proliferator-activated receptor gamma and CCAAT enhancer-binding proteins.

Journal: Toxicology in vitro : an international journal published in association with BIBRA 20130201

Title: Adenosine A2A receptor modulates vascular response in soluble epoxide hydrolase-null mice through CYP-epoxygenases and PPARγ.

Journal: American journal of physiology. Regulatory, integrative and comparative physiology 20130101

Title: Evaluation of a screening system for obesogenic compounds: screening of endocrine disrupting compounds and evaluation of the PPAR dependency of the effect.

Journal: PloS one 20130101

Title: Triflumizole is an obesogen in mice that acts through peroxisome proliferator activated receptor gamma (PPARγ).

Journal: Environmental health perspectives 20121201

Title: Identification of UV-protective activators of nuclear factor erythroid-derived 2-related factor 2 (Nrf2) by combining a chemical library screen with computer-based virtual screening.

Journal: The Journal of biological chemistry 20120921

Title: 15-Deoxy-Δ¹²,¹⁴-prostaglandin J₂-glycerol, a putative metabolite of 2-arachidonyl glycerol and a peroxisome proliferator-activated receptor γ ligand, modulates nuclear factor of activated T cells.

Journal: The Journal of pharmacology and experimental therapeutics 20120901

Title: Daidzein has neuroprotective effects through ligand-binding-independent PPARγ activation.

Journal: Neurochemistry international 20120701

Title: The PPARγ agonist rosiglitazone prevents cognitive impairment by inhibiting astrocyte activation and oxidative stress following pilocarpine-induced status epilepticus.

Journal: Neurological sciences : official journal of the Italian Neurological Society and of the Italian Society of Clinical Neurophysiology 20120601

Title: 4-Hydroxynonenal differentially regulates adiponectin gene expression and secretion via activating PPARγ and accelerating ubiquitin-proteasome degradation.

Journal: Molecular and cellular endocrinology 20120226

Title: Telmisartan ameliorates lipopolysaccharide-induced innate immune response through peroxisome proliferator-activated receptor-γ activation in human monocytes.

Journal: Journal of hypertension 20120101

Title: Activation of peroxisome proliferators-activated receptor δ (PPARδ) promotes blastocyst hatching in mice.

Journal: Molecular human reproduction 20111001

Title: Stable reporter cell lines for peroxisome proliferator-activated receptor γ (PPARγ)-mediated modulation of gene expression.

Journal: Analytical biochemistry 20110701

Title: 15-Deoxy-delta12,14-prostaglandin J2-glycerol ester, a putative metabolite of 2-arachidonyl glycerol, activates peroxisome proliferator activated receptor gamma.

Journal: Molecular pharmacology 20110701

Title: The PPARgamma antagonist T0070907 suppresses breast cancer cell proliferation and motility via both PPARgamma-dependent and -independent mechanisms.

Journal: Anticancer research 20110301

Title: Combined treatment with the Cox-2 inhibitor niflumic acid and PPARγ ligand ciglitazone induces ER stress/caspase-8-mediated apoptosis in human lung cancer cells.

Journal: Cancer letters 20110128

Title: Clofibrate relaxes the longitudinal smooth muscle of the mouse distal colon through calcium-mediated desensitisation of contractile machinery.

Journal: Pharmacology 20110101

Title: The nuclear receptor PPARγ individually responds to serotonin- and fatty acid-metabolites.

Journal: The EMBO journal 20101006

Title: Oxidized low-density lipoprotein activates adipophilin through ERK1/2 signal pathway in RAW264.7 cells.

Journal: Acta biochimica et biophysica Sinica 20100901

Title: PPARgamma regulates LIF-induced growth and self-renewal of mouse ES cells through Tyk2-Stat3 pathway.

Journal: Cellular signalling 20100301

Title: Regulation of Immune Responses and Autoimmune Encephalomyelitis by PPARs.

Journal: PPAR research 20100101

Title: Peroxisome proliferator-activated receptor gamma antagonists decrease Na+ transport via the epithelial Na+ channel.

Journal: Molecular pharmacology 20091201

Title: (Arylthio)cyclopentenones derivatives prevent glutamate-induced HT22 cell death through a PPAR gamma-dependent pathway.

Journal: Brain research 20091103

Title: The microtubule-targeting agent T0070907 induces proteasomal degradation of tubulin.

Journal: Biochemical and biophysical research communications 20091016

Title: Role for PPARgamma in IL-2 inhibition in T cells by Echinacea-derived undeca-2E-ene-8,10-diynoic acid isobutylamide.

Journal: International immunopharmacology 20091001

Title: Apoptosis induced in HepG2 cells by the synthetic cannabinoid WIN: involvement of the transcription factor PPARgamma.

Journal: Biochimie 20090401

Title: Synthesis of lipoxin A4 by 5-lipoxygenase mediates PPARgamma-dependent, neuroprotective effects of rosiglitazone in experimental stroke.

Journal: The Journal of neuroscience : the official journal of the Society for Neuroscience 20090325

Title: Tryptophan-containing dipeptide derivatives as potent PPARgamma antagonists: design, synthesis, biological evaluation, and molecular modeling.

Journal: European journal of medicinal chemistry 20081201

Title: Inhibition of peroxisome proliferator-activated receptor gamma promotes tumorigenesis through activation of the beta-catenin / T cell factor (TCF) pathway in the mouse intestine.

Journal: Journal of pharmacological sciences 20081201

Title: A PPARs cross-talk concertedly commits C6 glioma cells to oligodendrocytes and induces enzymes involved in myelin synthesis.

Journal: Journal of cellular physiology 20081101

Title: Inhibition of peroxisome proliferator-activated receptor gamma activity suppresses pancreatic cancer cell motility.

Journal: Cancer science 20081001

Title: Peroxisome proliferator-activated receptor gamma agonist, rosiglitazone, suppresses CD40 expression and attenuates inflammatory responses after lithium pilocarpine-induced status epilepticus in rats.

Journal: International journal of developmental neuroscience : the official journal of the International Society for Developmental Neuroscience 20080801

Title: JNK- and IkappaB-dependent pathways regulate MCP-1 but not adiponectin release from artificially hypertrophied 3T3-L1 adipocytes preloaded with palmitate in vitro.

Journal: American journal of physiology. Endocrinology and metabolism 20080501

Title: Activation of cerebral peroxisome proliferator-activated receptors gamma exerts neuroprotection by inhibiting oxidative stress following pilocarpine-induced status epilepticus.

Journal: Brain research 20080320

Title: Conjugated linoleic acid isomers inhibit platelet-derived growth factor-induced NF-kappaB transactivation and collagen formation in human vascular smooth muscle cells.

Journal: European journal of nutrition 20080301

Title: Eicosapentaenoic acid inhibits interleukin-6 production in interleukin-1beta-stimulated C6 glioma cells through peroxisome proliferator-activated receptor-gamma.

Journal: Prostaglandins, leukotrienes, and essential fatty acids 20080101

Title: A peroxisome proliferator-activated receptor gamma antagonist induces vimentin cleavage and inhibits invasion in high-grade hepatocellular carcinoma.

Journal: Oncology reports 20071001

Title: Peroxisome proliferator-activated receptor gamma interacts with CIITA x RFX5 complex to repress type I collagen gene expression.

Journal: The Journal of biological chemistry 20070907

Title: Ischemic preconditioning reveals that GLT1/EAAT2 glutamate transporter is a novel PPARgamma target gene involved in neuroprotection.

Journal: Journal of cerebral blood flow and metabolism : official journal of the International Society of Cerebral Blood Flow and Metabolism 20070701

Title: Adiponectin secretion is regulated by SIRT1 and the endoplasmic reticulum oxidoreductase Ero1-L alpha.

Journal: Molecular and cellular biology 20070701

Title: Peroxisome proliferator-activated receptor-gamma antagonists exhibit potent antiproliferative effects versus many hematopoietic and epithelial cancer cell lines.

Journal: Anti-cancer drugs 20070601

Title: The role of PPARgamma on restoration of colonic homeostasis after experimental stress-induced inflammation and dysfunction.

Journal: Gastroenterology 20070501

Title: PPARgamma inhibitors reduce tubulin protein levels by a PPARgamma, PPARdelta and proteasome-independent mechanism, resulting in cell cycle arrest, apoptosis and reduced metastasis of colorectal carcinoma cells.

Journal: International journal of cancer 20070201

Title: Cannabinoids: a new group of agonists of PPARs.

Journal: PPAR research 20070101

Title: Synthesis and evaluation of a bromine-76-labeled PPARgamma antagonist 2-bromo-5-nitro-N-phenylbenzamide.

Journal: Nuclear medicine and biology 20061001

Title: Inhibition of peroxisome proliferator-activated receptor gamma activity in esophageal carcinoma cells results in a drastic decrease of invasive properties.

Journal: Cancer science 20060901

Title: PPARgamma antagonists reverse the inhibition of neural antigen-specific Th1 response and experimental allergic encephalomyelitis by Ciglitazone and 15-deoxy-Delta12,14-prostaglandin J2.

Journal: Journal of neuroimmunology 20060901

Title: Altered PPARgamma expression and activation after transient focal ischemia in rats.

Journal: The European journal of neuroscience 20060901

Title: [Effects of peroxisome proliferator-activated receptor-gamma ligand troglitazone on colon cancer cell growth].

Journal: Beijing da xue xue bao. Yi xue ban = Journal of Peking University. Health sciences 20060818

Title: PPARgamma-regulated tight junction development during human urothelial cytodifferentiation.

Journal: Journal of cellular physiology 20060801

Title: Interleukin-2 suppression by 2-arachidonyl glycerol is mediated through peroxisome proliferator-activated receptor gamma independently of cannabinoid receptors 1 and 2.

Journal: Molecular pharmacology 20060701

Title: Peroxisome proliferator-activated receptor-gamma antagonists GW9662 and T0070907 reduce the protective effects of lipopolysaccharide preconditioning against organ failure caused by endotoxemia.

Journal: Critical care medicine 20060401

Title: Activation of CCAAT/enhancer-binding protein (C/EBP) alpha expression by C/EBP beta during adipogenesis requires a peroxisome proliferator-activated receptor-gamma-associated repression of HDAC1 at the C/ebp alpha gene promoter.

Journal: The Journal of biological chemistry 20060324

Title: CLA isomers inhibit TNFalpha-induced eicosanoid release from human vascular smooth muscle cells via a PPARgamma ligand-like action.

Journal: Biochimica et biophysica acta 20060201

Title: PPARgamma antagonists exacerbate neural antigen-specific Th1 response and experimental allergic encephalomyelitis.

Journal: Journal of neuroimmunology 20051001

Title: Critical role of peroxisome proliferator-activated receptor gamma on anoikis and invasion of squamous cell carcinoma.

Journal: Clinical cancer research : an official journal of the American Association for Cancer Research 20050601

Title: Peroxisome proliferator-activated receptor gamma inhibition prevents adhesion to the extracellular matrix and induces anoikis in hepatocellular carcinoma cells.

Journal: Cancer research 20050315

Title: A cyclooxygenase metabolite of anandamide causes inhibition of interleukin-2 secretion in murine splenocytes.

Journal: The Journal of pharmacology and experimental therapeutics 20041101

Title: T0070907, a selective ligand for peroxisome proliferator-activated receptor gamma, functions as an antagonist of biochemical and cellular activities.

Journal: The Journal of biological chemistry 20020531

Title: An Z, et al. T0070907 inhibits repair of radiation-induced DNA damage by targeting RAD51. Toxicol In Vitro. 2016 Dec;37:1-8

Title: An Z, et al. T0070907, a PPAR γ inhibitor, induced G2/M arrest enhances the effect of radiation in human cervical cancer cells through mitotic catastrophe. Reprod Sci. 2014 Nov;21(11):1352-61.

Title: Kawahara A, et al. Peroxisome proliferator-activated receptor γ (PPARγ)-independent specific cytotoxicity against immature adipocytes induced by PPARγ antagonist T0070907. Biol Pharm Bull. 2013;36(9):1428-34

Title: Lee G, et al. 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. Epub 2002 Mar 4

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Tags:313516-66-4 Molecular Formula|313516-66-4 MDL|313516-66-4 SMILES|313516-66-4 2-Chloro-5-nitro-N-4-pyridinylbenzamide