ChemicalBook--->CAS DataBase List--->478336-92-4

478336-92-4

478336-92-4 Structure

478336-92-4 Structure
IdentificationBack Directory
[Name]

MIF Antagonist, ISO-1
[CAS]

478336-92-4
[Synonyms]

ISO-1
CS-1195
ISO-1 (ISO 1
MIF Antagonist
MIF Antagonist, ISO-1
ISO-1, MIF Antagonist
ISO 1;ISO1;MIF ANTAGONIST
Methyl 2-(3-(4-hydroxyphenyl)-4,5-dihydroisoxazol-5-yl)acetate
4,5-Dihydro-3-(4-hydroxyphenyl)-5-isoxazoleacetic acid methyl ester
5-Isoxazoleacetic acid, 4,5-dihydro-3-(4-hydroxyphenyl)-, methyl ester
2-[3-(4-Hydroxyphenyl)-4,5-dihydroisoxazol-5-yl]acetic Acid Methyl Ester
[Molecular Formula]

C12H13NO4
[MDL Number]

MFCD22376813
[MOL File]

478336-92-4.mol
[Molecular Weight]

235.24
Chemical PropertiesBack Directory
[Melting point ]

114 °C
[Boiling point ]

365.0±48.0 °C(Predicted)
[density ]

1.30±0.1 g/cm3(Predicted)
[storage temp. ]

Keep in dark place,Sealed in dry,Store in freezer, under -20°C
[solubility ]

Soluble in DMSO.
[form ]

Light yellow crystalline solid.
[pka]

9.22±0.30(Predicted)
[color ]

Off-white
[Sensitive ]

Light Sensitive
[Stability:]

Stable for 2 years from date of purchase as supplied. Solutions in DMSO may be stored at -20°C for up to 2 months.
Hazard InformationBack Directory
[Description]

ISO-1 (478336-92-4) is an antagonist of macrophage migration inhibitory factor (MIF, a pro-inflammatory cytokine). Displays anti-inflammatory activity. Increases survival in severe sepsis.1 Inhibits airway remodeling in mouse asthma model.2 ISO-1 also blocks MIF-induced autophagy.3?Active in cellular and mouse models.
[Uses]

MIF Antagonist, ISO-1 inhibits MIF dopachrome tautomerase activity by binding to its catalytic active site (IC50 = 7 μM for D-dopachrome tautomerase) and suppresses the production of TNFα, PGE2 and COX-2 in human monocytes and arachidonic acid in RAW 264.7 macrophages. MIF Antagonist, ISO-1 has been shown to exhibit antidiabetogenic properties in immunoinflammatory diabetic mouse model.
[in vivo]

ISO-1 (injected intraperitoneally; 3.5-35 mg/kg; twice daily; 2 weeks) improves the survival rate from lethal endotoxemia and shows the anti-inflammatory effect[2]. ISO-1 (intraperitoneal injection; 35 mg/kg; twice daily; 3 days) causes a significant reduction in average implant size and decreases Flk1 expression in implants[3].

Animal Model: C57Bl/6 MIF+/+ and MIF–/– mice[2]
Dosage:3.5-35 mg/kg
Administration:Injected intraperitoneally; 3.5-35 mg/kg; twice a day ; 2 weeks
Result:Was protective against lethal sepsis.
Animal Model:Female C57BL/6-Tg(ACTB-EGFP)1Osb/J mice[3]
Dosage:35 mg/kg
Administration:Intraperitoneal injection; 35 mg/kg; twice daily; 3 days
Result:Reduced average endometriotic implant size.
[storage]

Store at +4°C
[References]

1) Al-Abed et al. (2005), ISO-1 binding to the tautomerase active site of MIF inhibits its pro-inflammatory activity and increases survival in severe sepsis; J. Biol. Chem., 280 2) Chen et al. (2010), ISO-1, a macrophage migration inhibitory factor antagonist, inhibits airway remodeling in a murine model of chronic asthma; Mol. Med., 16 400 3) Chuang et al. (2012), Macrophage migration inhibitory factor induces autophagy via reactive oxygen species generation; PLoS One, 7 e37613
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