CAS Number84088-42-6
SynonymsRoquinimex; LS-2616; 1,2-Dihydro-4-hydroxy-N,1-dimethyl-2-oxo-N-phenyl-3-quinolinecarboxamide; 4-Hydroxy-N,1-dimethyl-2-oxo-N-phenyl-1,2-dihydro-3-quinolinecarboxamide; FCF-89; Linomide; 4-hydroxy-N,1-dimethyl-2-oxo-N-phenyl-1,2-dihydroquinoline-3-carboxamide; N-phenyl-N-methyl-1,2-dihydro-4-hydroxy-1-methyl-2-oxoquinoline-3-carboxamide; N-phenyl-N-methyl-1,2-dihydro-4-hydroxy-1-methyl-2-oxo-quinoline-3-carboxamide
Molecular FormulaC18H16O3N2
Molecular Weight308.34
Purity98%
Density1.4±0.1 g/cm3
Boiling Point436.2±45.0 °C at 760 mmHg
Melting Point204 °C(dec.)
Appearancesolid
| Chemical & Physical Properties | |
|---|---|
| CAS Number | 84088-42-6 |
| Catalog No. | 2A-9011196 |
| Chinese Name | 利诺安 |
| Synonyms | Roquinimex; LS-2616; 1,2-Dihydro-4-hydroxy-N,1-dimethyl-2-oxo-N-phenyl-3-quinolinecarboxamide; 4-Hydroxy-N,1-dimethyl-2-oxo-N-phenyl-1,2-dihydro-3-quinolinecarboxamide; FCF-89; Linomide; 4-hydroxy-N,1-dimethyl-2-oxo-N-phenyl-1,2-dihydroquinoline-3-carboxamide; N-phenyl-N-methyl-1,2-dihydro-4-hydroxy-1-methyl-2-oxoquinoline-3-carboxamide; N-phenyl-N-methyl-1,2-dihydro-4-hydroxy-1-methyl-2-oxo-quinoline-3-carboxamide |
| Molecular Formula | C18H16O3N2 |
| Molecular Weight | 308.34 |
| Purity | 98 |
| Density | 1.4±0.1 g/cm3 |
| Boiling Point | 436.2±45.0 °C at 760 mmHg |
| Melting Point | 204 °C(dec.) |
| Appearance | solid |
| Storage Condition | Room Temperature |
| Application | Roquinimex (Linomide; PNU212616; ABR212616) is an immunostimulant that can enhance NK cell activity and macrophage cytotoxicity, inhibit angiogenesis and TNF alpha secretion. |
| HTC | 2933790090 |
| MDL Number | MFCD00866331 |
| SMILES | CN(C(=O)c1c(O)c2ccccc2n(C)c1=O)c1ccccc1 |
| InChI | InChI=1S/C18H16N2O3/c1-19(12-8-4-3-5-9-12)17(22)15-16(21)13-10-6-7-11-14(13)20(2)18(15)23/h3-11,23H,1-2H3 |
| InChI Key | SGOOQMRIPALTEL-UHFFFAOYSA-N |
| MSDS | msds/11196_1_84088_42_6.pdf |
| Use of | Roquinimex (Linomide; PNU212616; ABR212616) is a quinoline derivative immunostimulant which increases NK cell activity and macrophage cytotoxicity; inhibits angiogenesis and reduces the secretion of TNF alpha.IC50 value:Target: TNF alphaProphylactic administration of DSS-treated mice with roquinimex significantly reduced clinical signs of colitis, MDS and the CH-reduction. Moreover, in roquinimex treated animals, the MPO activity was significantly reduced by more than 50% compared to DSS control mice. Notably, therapeutic administration of roquinimex in DSS-treated mice also significantly inhibited the MDS, CH-reduction and MPO activity [2]. Linomide, a synthetic immunomodulator, at concentrations effective in vivo reduces the number of MBP-reactive TNF-alpha and increases MBP-reactive IL-10 and TGF-beta mRNA expressing MNC from MS patients' blood when analysed in vitro. Compared to dexamethasone, Linomide up-regulated levels of blood MNC expressing mRNA of TGF-beta after culture in presence of MBP [3]. Properties Name 4-hydroxy-N,1-dimethyl-2-oxo-N-phenylquinoline-3-carboxamide Synonym More Synonyms Roquinimex Biological Activity Description Roquinimex (Linomide; PNU212616; ABR212616) is a quinoline derivative immunostimulant which increases NK cell activity and macrophage cytotoxicity; inhibits angiogenesis and reduces the secretion of TNF alpha.IC50 value:Target: TNF alphaProphylactic administration of DSS-treated mice with roquinimex significantly reduced clinical signs of colitis, MDS and the CH-reduction. Moreover, in roquinimex treated animals, the MPO activity was significantly reduced by more than 50% compared to DSS control mice. Notably, therapeutic administration of roquinimex in DSS-treated mice also significantly inhibited the MDS, CH-reduction and MPO activity [2]. Linomide, a synthetic immunomodulator, at concentrations effective in vivo reduces the number of MBP-reactive TNF-alpha and increases MBP-reactive IL-10 and TGF-beta mRNA expressing MNC from MS patients' blood when analysed in vitro. Compared to dexamethasone, Linomide up-regulated levels of blood MNC expressing mRNA of TGF-beta after culture in presence of MBP [3]. Related Catalog Signaling Pathways >> Apoptosis >> TNF Receptor Natural Products >> Alkaloid Research Areas >> Inflammation/Immunology References [1]. Roquinimex, From Wikipedia [2]. Liu Q, et al. Roquinimex inhibits dextran sodium sulfate-induced murine colitis. Inflamm Res. 2003 Feb;52(2):64-8. [3]. Tian WZ, et al. Linomide (roquinimex) affects the balance between pro- and anti-inflammatory cytokines in vitro in multiple sclerosis. Acta Neurol Scand. 1998 Aug;98(2):94-101. Chemical & Physical Properties Molecular Formula C18H16N2O3 Exact Mass 308.116089 PSA 62.54000 Index of Refraction 1.686 InChIKey SGOOQMRIPALTEL-UHFFFAOYSA-N Safety Information Hazard Codes Xn: Harmful; Risk Phrases R22 RIDADR UN 2811 HS Code 2933790090 Synthetic Route 3-Quinolinecarb... CAS#:57931-81-4 N-Methylaniline CAS#:100-61-8 Roquinimex CAS#:84088-42-6 Literature: Sjoevall, Sven; Hansen, Lars; Granquist, Bo Organic Process Research and Development, 2004 , vol. 8, # 5 p. 802 - 807 1,2-DIHYDRO-4-H... CAS#:57513-54-9 N-Methylaniline CAS#:100-61-8 Roquinimex CAS#:84088-42-6 Literature: Joensson, Stig; Andersson, Gunnar; Fex, Tomas; Fristedt, Tomas; Hedlund, Gunnar; Jansson, Karl; Abramo, Lisbeth; Fritzson, Ingela; Pekarski, Olga; Runstroem, Anna; Sandin, Helena; Thuvesson, Ingela; Bjoerk, Anders Journal of Medicinal Chemistry, 2004 , vol. 47, # 8 p. 2075 - 2088 N-Methylisatoic... CAS#:10328-92-4 Roquinimex CAS#:84088-42-6 Literature: Journal of Medicinal Chemistry, , vol. 47, # 8 p. 2075 - 2088 Precursor & DownStream Precursor 7 CAS#:57931-81-4 3-Quinolinecarb... CAS#:100-61-8 N-Methylaniline CAS#:10328-92-4 N-Methylisatoic... CAS#:84088-88-0 methyl 3-(N-met... DownStream 0 |
| Tax Rebate | 9.0% |
| Supervision | None MFN tariff: 9.0% Ordinary tariff: 20.0% |
| Transport Info | Product name: Summary 2933790090. other lactams. VAT:17.0%. Tax rebate rate:9.0%. . MFN tariff:9.0%. General tariff:20.0% |
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