478336-92-4,MFCD22376813
Catalog No.:AA00DB3M

478336-92-4 | ISO-1

Pack Size
Purity
Availability
Price(USD)
Quantity
  
1mg
98%
in stock  
$9.00   $7.00
- +
5mg
98%
in stock  
$21.00   $15.00
- +
10mg
98%
in stock  
$29.00   $21.00
- +
25mg
98%
in stock  
$50.00   $35.00
- +
50mg
98%
in stock  
$84.00   $59.00
- +
  • Technical Information
  • Properties
  • Upstream Synthesis Route
  • Downstream Synthesis Route
  • Literature
  • Request for Quotation
  • Download SDS
Technical Information
Catalog Number:
AA00DB3M
Chemical Name:
ISO-1
CAS Number:
478336-92-4
Molecular Formula:
C12H13NO4
Molecular Weight:
235.2359
MDL Number:
MFCD22376813
SMILES:
COC(=O)CC1ON=C(C1)c1ccc(cc1)O
Properties
Properties
 
Form:
Solid  
Storage:
Keep in dry area;-20 ℃;  

Computed Properties
 
Complexity:
308  
Covalently-Bonded Unit Count:
1  
Heavy Atom Count:
17  
Hydrogen Bond Acceptor Count:
5  
Hydrogen Bond Donor Count:
1  
Rotatable Bond Count:
4  
Undefined Atom Stereocenter Count:
1  
XLogP3:
1.3  

Upstream Synthesis Route

[1]JournalofHeterocyclicChemistry,2006,vol.43,#3,p.535-539

[1]JournalofHeterocyclicChemistry,2006,vol.43,#3,p.535-539

[1]JournalofHeterocyclicChemistry,2006,vol.43,#3,p.535-539

[2]JournalofHeterocyclicChemistry,2006,vol.43,#3,p.535-539

[1]JournalofHeterocyclicChemistry,2006,vol.43,#3,p.535-539

[2]JournalofHeterocyclicChemistry,2006,vol.43,#3,p.535-539

[1]JournalofHeterocyclicChemistry,2006,vol.43,#3,p.535-539

[2]JournalofHeterocyclicChemistry,2006,vol.43,#3,p.535-539

Downstream Synthesis Route

[1]Patent:WO2007/112036,2007,A2.Locationinpatent:Page/Pagecolumn15-16

[1]BioorganicandMedicinalChemistry,2011,vol.19,p.7365-7373

Literature

Title: Identification of Iguratimod as an Inhibitor of Macrophage Migration Inhibitory Factor (MIF) with Steroid-sparing Potential.

Journal: The Journal of biological chemistry 20161216

Title: Irregularities in enzyme assays: The case of macrophage migration inhibitory factor.

Journal: Bioorganic & medicinal chemistry letters 20160615

Title: Discovery of Novel Inhibitors of the Tautomerase Activity of Macrophage Migration Inhibitory Factor (MIF).

Journal: Journal of biomolecular screening 20160601

Title: Novel inhibitors of macrophage migration inhibitory factor prevent cytokine-induced beta cell death.

Journal: European journal of pharmacology 20141005

Title: CD74 and macrophage migration inhibitory factor as therapeutic targets in gastric cancer.

Journal: World journal of gastroenterology 20120514

Title: Macrophage migration inhibitory factor antagonist blocks the development of endometriosis in vivo.

Journal: PloS one 20120101

Title: A role for macrophage migration inhibitory factor in protective immunity against Aspergillus fumigatus.

Journal: Immunobiology 20110901

Title: Role of macrophage migration inhibitory factor in primary glioblastoma multiforme cells.

Journal: Journal of neuroscience research 20110501

Title: A small-molecule macrophage migration inhibitory factor antagonist protects against glomerulonephritis in lupus-prone NZB/NZW F1 and MRL/lpr mice.

Journal: Journal of immunology (Baltimore, Md. : 1950) 20110101

Title: Antagonism of macrophage migration inhibitory factor decreases cyclophosphamide cystitis in mice.

Journal: Neurourology and urodynamics 20101101

Title: Spinal macrophage migration inhibitory factor contributes to the pathogenesis of inflammatory hyperalgesia in rats.

Journal: Pain 20100201

Title: Migratory response of mesenchymal stem cells to macrophage migration inhibitory factor and its antagonist as a function of colony-forming efficiency.

Journal: Biotechnology letters 20100101

Title: The role of macrophage migration inhibitory factor in Alzheimer's disease.

Journal: Molecular medicine (Cambridge, Mass.) 20100101

Title: ISO-1, a macrophage migration inhibitory factor antagonist, inhibits airway remodeling in a murine model of chronic asthma.

Journal: Molecular medicine (Cambridge, Mass.) 20100101

Title: Macrophage migration inhibitory factor regulates interleukin-6 production by facilitating nuclear factor-kappa B activation during Vibrio vulnificus infection.

Journal: BMC immunology 20100101

Title: Small-molecule antagonist of macrophage migration inhibitory factor enhances migratory response of mesenchymal stem cells to bronchial epithelial cells.

Journal: Tissue engineering. Part A 20090901

Title: Novel derivatives of ISO-1 as potent inhibitors of MIF biological function.

Journal: Bioorganic & medicinal chemistry letters 20090815

Title: A fluorinated analog of ISO-1 blocks the recognition and biological function of MIF and is orally efficacious in a murine model of colitis.

Journal: European journal of pharmacology 20090401

Title: Macrophage migration inhibitory factor promotes colorectal cancer.

Journal: Molecular medicine (Cambridge, Mass.) 20090101

Title: Role of macrophage migration inhibitory factor in influenza H5N1 virus pneumonia.

Journal: Acta virologica 20090101

Title: A novel, macrophage migration inhibitory factor suicide substrate inhibits motility and growth of lung cancer cells.

Journal: Cancer research 20080915

Title: Differential and cell-type specific regulation of responses to Toll-like receptor agonists by ISO-1.

Journal: Immunology 20080901

Title: Macrophage migration inhibitory factor induces cardiomyocyte apoptosis.

Journal: Biochemical and biophysical research communications 20080627

Title: Hypoxia-inducible factor augments experimental colitis through an MIF-dependent inflammatory signaling cascade.

Journal: Gastroenterology 20080601

Title: Lung-derived macrophage migration inhibitory factor in sepsis induces cardio-circulatory depression.

Journal: Surgical infections 20070201

Title: Inhibition of macrophage migration inhibitory factor or its receptor (CD74) attenuates growth and invasion of DU-145 prostate cancer cells.

Journal: Journal of immunology (Baltimore, Md. : 1950) 20061215

Title: Critical modifications of the ISO-1 scaffold improve its potent inhibition of macrophage migration inhibitory factor (MIF) tautomerase activity.

Journal: Bioorganic & medicinal chemistry letters 20060701

Title: ISO-1 binding to the tautomerase active site of MIF inhibits its pro-inflammatory activity and increases survival in severe sepsis.

Journal: The Journal of biological chemistry 20051104

Title: Critical role of macrophage migration inhibitory factor activity in experimental autoimmune diabetes.

Journal: Endocrinology 20050701

Title: The tautomerase active site of macrophage migration inhibitory factor is a potential target for discovery of novel anti-inflammatory agents.

Journal: The Journal of biological chemistry 20020712

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Additional Info:
SDS
Related Products of 478336-92-4
Tags:478336-92-4 Molecular Formula|478336-92-4 MDL|478336-92-4 SMILES|478336-92-4 ISO-1
Catalog No.: AA00DB3M
478336-92-4,MFCD22376813
478336-92-4 | ISO-1
Pack Size: 1mg
Purity: 98%
in stock
$9.00 $7.00
Pack Size: 5mg
Purity: 98%
in stock
$21.00 $15.00
Pack Size: 10mg
Purity: 98%
in stock
$29.00 $21.00
Pack Size: 25mg
Purity: 98%
in stock
$50.00 $35.00
Pack Size: 50mg
Purity: 98%
in stock
$84.00 $59.00
Quantity
- +
Add to Card
Order Now
bulk Quotation Request
Technical Information
Catalog Number: AA00DB3M
Chemical Name: ISO-1
CAS Number: 478336-92-4
Molecular Formula: C12H13NO4
Molecular Weight: 235.2359
MDL Number: MFCD22376813
SMILES: COC(=O)CC1ON=C(C1)c1ccc(cc1)O
Properties
Form: Solid  
Storage: Keep in dry area;-20 ℃;  
Complexity: 308  
Covalently-Bonded Unit Count: 1  
Heavy Atom Count: 17  
Hydrogen Bond Acceptor Count: 5  
Hydrogen Bond Donor Count: 1  
Rotatable Bond Count: 4  
Undefined Atom Stereocenter Count: 1  
XLogP3: 1.3  
Upstream Synthesis Route
904672-55-5    478336-92-4 

[1]JournalofHeterocyclicChemistry,2006,vol.43,#3,p.535-539

67-56-1    201230-82-2    478336-92-4 

[1]JournalofHeterocyclicChemistry,2006,vol.43,#3,p.535-539

904672-63-5    478336-92-4 

[1]JournalofHeterocyclicChemistry,2006,vol.43,#3,p.535-539

[2]JournalofHeterocyclicChemistry,2006,vol.43,#3,p.535-539

904672-60-2    478336-92-4 

[1]JournalofHeterocyclicChemistry,2006,vol.43,#3,p.535-539

[2]JournalofHeterocyclicChemistry,2006,vol.43,#3,p.535-539

904672-50-0    478336-92-4 

[1]JournalofHeterocyclicChemistry,2006,vol.43,#3,p.535-539

[2]JournalofHeterocyclicChemistry,2006,vol.43,#3,p.535-539

Downstream Synthesis Route
478336-92-4    485-71-2    941680-10-0    941677-66-3 

[1]Patent:WO2007/112036,2007,A2.Locationinpatent:Page/Pagecolumn15-16

941674-32-4    67-56-1    478336-92-4 

[1]BioorganicandMedicinalChemistry,2011,vol.19,p.7365-7373

Literature fold

Title: Identification of Iguratimod as an Inhibitor of Macrophage Migration Inhibitory Factor (MIF) with Steroid-sparing Potential.

Journal: The Journal of biological chemistry20161216

Title: Irregularities in enzyme assays: The case of macrophage migration inhibitory factor.

Journal: Bioorganic & medicinal chemistry letters20160615

Title: Discovery of Novel Inhibitors of the Tautomerase Activity of Macrophage Migration Inhibitory Factor (MIF).

Journal: Journal of biomolecular screening20160601

Title: Novel inhibitors of macrophage migration inhibitory factor prevent cytokine-induced beta cell death.

Journal: European journal of pharmacology20141005

Title: CD74 and macrophage migration inhibitory factor as therapeutic targets in gastric cancer.

Journal: World journal of gastroenterology20120514

Title: Macrophage migration inhibitory factor antagonist blocks the development of endometriosis in vivo.

Journal: PloS one20120101

Title: A role for macrophage migration inhibitory factor in protective immunity against Aspergillus fumigatus.

Journal: Immunobiology20110901

Title: Role of macrophage migration inhibitory factor in primary glioblastoma multiforme cells.

Journal: Journal of neuroscience research20110501

Title: A small-molecule macrophage migration inhibitory factor antagonist protects against glomerulonephritis in lupus-prone NZB/NZW F1 and MRL/lpr mice.

Journal: Journal of immunology (Baltimore, Md. : 1950)20110101

Title: Antagonism of macrophage migration inhibitory factor decreases cyclophosphamide cystitis in mice.

Journal: Neurourology and urodynamics20101101

Title: Spinal macrophage migration inhibitory factor contributes to the pathogenesis of inflammatory hyperalgesia in rats.

Journal: Pain20100201

Title: Migratory response of mesenchymal stem cells to macrophage migration inhibitory factor and its antagonist as a function of colony-forming efficiency.

Journal: Biotechnology letters20100101

Title: The role of macrophage migration inhibitory factor in Alzheimer's disease.

Journal: Molecular medicine (Cambridge, Mass.)20100101

Title: ISO-1, a macrophage migration inhibitory factor antagonist, inhibits airway remodeling in a murine model of chronic asthma.

Journal: Molecular medicine (Cambridge, Mass.)20100101

Title: Macrophage migration inhibitory factor regulates interleukin-6 production by facilitating nuclear factor-kappa B activation during Vibrio vulnificus infection.

Journal: BMC immunology20100101

Title: Small-molecule antagonist of macrophage migration inhibitory factor enhances migratory response of mesenchymal stem cells to bronchial epithelial cells.

Journal: Tissue engineering. Part A20090901

Title: Novel derivatives of ISO-1 as potent inhibitors of MIF biological function.

Journal: Bioorganic & medicinal chemistry letters20090815

Title: A fluorinated analog of ISO-1 blocks the recognition and biological function of MIF and is orally efficacious in a murine model of colitis.

Journal: European journal of pharmacology20090401

Title: Macrophage migration inhibitory factor promotes colorectal cancer.

Journal: Molecular medicine (Cambridge, Mass.)20090101

Title: Role of macrophage migration inhibitory factor in influenza H5N1 virus pneumonia.

Journal: Acta virologica20090101

Title: A novel, macrophage migration inhibitory factor suicide substrate inhibits motility and growth of lung cancer cells.

Journal: Cancer research20080915

Title: Differential and cell-type specific regulation of responses to Toll-like receptor agonists by ISO-1.

Journal: Immunology20080901

Title: Macrophage migration inhibitory factor induces cardiomyocyte apoptosis.

Journal: Biochemical and biophysical research communications20080627

Title: Hypoxia-inducible factor augments experimental colitis through an MIF-dependent inflammatory signaling cascade.

Journal: Gastroenterology20080601

Title: Lung-derived macrophage migration inhibitory factor in sepsis induces cardio-circulatory depression.

Journal: Surgical infections20070201

Title: Inhibition of macrophage migration inhibitory factor or its receptor (CD74) attenuates growth and invasion of DU-145 prostate cancer cells.

Journal: Journal of immunology (Baltimore, Md. : 1950)20061215

Title: Critical modifications of the ISO-1 scaffold improve its potent inhibition of macrophage migration inhibitory factor (MIF) tautomerase activity.

Journal: Bioorganic & medicinal chemistry letters20060701

Title: ISO-1 binding to the tautomerase active site of MIF inhibits its pro-inflammatory activity and increases survival in severe sepsis.

Journal: The Journal of biological chemistry20051104

Title: Critical role of macrophage migration inhibitory factor activity in experimental autoimmune diabetes.

Journal: Endocrinology20050701

Title: The tautomerase active site of macrophage migration inhibitory factor is a potential target for discovery of novel anti-inflammatory agents.

Journal: The Journal of biological chemistry20020712

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