CAS Number123663-49-0
SynonymsIguratimod; N-(3-Formamido-4-oxo-6-phenoxy-4H-chromen-7-yl)methanesulfonamide; N-[7-(Methanesulfonamido)-4-oxo-6-phenoxy-4H-chromen-3-yl]formamide; N-[7-(methanesulfonamido)-4-oxo-6-phenoxychromen-3-yl]formamide
Molecular FormulaC17H14N2O6S
Molecular Weight374.37
Purity≥98 (HPLC)%
Density1.5±0.1 g/cm3
Boiling Point580.6±60.0 °C at 760 mmHg
Melting Point238.0 to 242.0 °C
Appearancepowder
| Chemical & Physical Properties | |
|---|---|
| CAS Number | 123663-49-0 |
| Catalog No. | 2A-0202380 |
| Chinese Name | 艾拉莫德 |
| Synonyms | Iguratimod; N-(3-Formamido-4-oxo-6-phenoxy-4H-chromen-7-yl)methanesulfonamide; N-[7-(Methanesulfonamido)-4-oxo-6-phenoxy-4H-chromen-3-yl]formamide; N-[7-(methanesulfonamido)-4-oxo-6-phenoxychromen-3-yl]formamide |
| Molecular Formula | C17H14N2O6S |
| Molecular Weight | 374.37 |
| Purity | ≥98 (HPLC) |
| Density | 1.5±0.1 g/cm3 |
| Boiling Point | 580.6±60.0 °C at 760 mmHg |
| Melting Point | 238.0 to 242.0 °C |
| Appearance | powder |
| Water Solubility | Water solubility: insoluble; insoluble: ethanol |
| Storage Condition | Store under inert gas; avoid moisture (hygroscopic |
| Application | Iguratimod is an antirheumatic agent that can effectively inhibit the activity of COX-2 with an IC50 value of 20 μM (7.7 μg/mL), but has no effect on COX-1; Iguratimod is also a macrophage migration i |
| HTC | 2935009090 |
| MDL Number | MFCD00882374 |
| SMILES | O=S(NC1=CC(OC=C(NC([H])=O)C2=O)=C2C=C1OC3=CC=CC=C3)(C)=O |
| InChI | 1S/C17H14N2O6S/c1-26(22,23)19-13-8-15-12(17(21)14(9-24-15)18-10-20)7-16(13)25-11-5-3-2-4-6-11/h2-10,19H,1H3,(H,18,20) |
| InChI Key | ANMATWQYLIFGOK-UHFFFAOYSA-N |
| NACRES Code | NA.77 |
| UNSPSC | 12352200 |
| MSDS | msds/51584_1_123663_49_0.pdf |
| Use of | Iguratimod is an antirheumatic agent, acts as an inhibitor of COX-2, with an IC50 of 20 μM (7.7 μg/mL), but shows no effect on COX-1. Iguratimod also inhibits macrophage migration inhibitory factor (MIF) with an IC50 of 6.81 μM. Properties Name N-(7-(Methylsulfonamido)-4-oxo-6-phenoxy-4H-chromen-3-yl)formamide Synonym More Synonyms Iguratimod Biological Activity Description Iguratimod is an antirheumatic agent, acts as an inhibitor of COX-2, with an IC50 of 20 μM (7.7 μg/mL), but shows no effect on COX-1. Iguratimod also inhibits macrophage migration inhibitory factor (MIF) with an IC50 of 6.81 μM. Related Catalog Research Areas >> Inflammation/Immunology COX-2:20 μM (IC50) MIF:6.81 μM (IC50) References [1]. Tanaka K, et al. T-614, a novel antirheumatic drug, inhibits both the activity and induction of cyclooxygenase-2 (COX-2) in cultured fibroblasts. Jpn J Pharmacol. 1995 Apr;67(4):305-14. [2]. Sun Y, et al. Anti-rheumatic drug iguratimod protects against cancer-induced bone pain and bone destruction in a rat model. Oncol Lett. 2017 Jun;13(6):4849-4856. [3]. Iguratimod, et al. Identification of Iguratimod as an Inhibitor of Macrophage Migration Inhibitory Factor (MIF) with Steroid-sparing Potential. J Biol Chem. 2016 Dec 16;291(51):26502-26514. Chemical & Physical Properties Molecular Formula C17H14N2O6S Exact Mass 374.057251 PSA 123.09000 Index of Refraction 1.674 InChIKey ANMATWQYLIFGOK-UHFFFAOYSA-N Safety Information Hazard Codes Xi HS Code 2935009090 Synthetic Route Iguratimod Impu... 123663-48-9 Iguratimod 123663-49-0 Literature: Toyama Chemical Company, Ltd. Patent: US4954518 A1, 1990 ; N,N-Dimethylfor... N-[2-[2-hydroxy... 149457-03-4 Iguratimod 123663-49-0 Literature: Inaba, Takihiro; Tanaka, Keiichi; Takeno, Ryuko; Nagaki, Hideyoshi; Yoshida, Chosaku; Takano, Shuntaro Chemical and Pharmaceutical Bulletin, 2000 , vol. 48, # 1 p. 131 - 139 Formyl acetate Iguratimod Impu... 123663-48-9 Iguratimod 123663-49-0 Literature: Inaba, Takihiro; Tanaka, Keiichi; Takeno, Ryuko; Nagaki, Hideyoshi; Yoshida, Chosaku; Takano, Shuntaro Chemical and Pharmaceutical Bulletin, 2000 , vol. 48, # 1 p. 131 - 139 |
| Tax Rebate | 9.0% |
| Supervision | None MFN tariff: 6.5% Ordinary tariff: 35.0% |
| Transport Info | Product name: Summary 2935009090 other sulphonamides VAT:17.0% Tax rebate rate:9.0% Supervision conditions:none MFN tariff:6.5% General tariff:35.0% |
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