TAK-603

Names

[ Name ]:
TAK-603

[Synonym ]:
3-Quinolinecarboxylic acid,4-(3,4-dimethoxyphenyl)-6,7-dimethoxy-2-(1H-1,2,4-triazol-1-ylmethyl)-,ethyl ester
ethyl 6,7-dimethoxy-4-(3,4-dimethoxyphenyl)-2-(1,2,4-triazol-1-ylmethyl)quinoline-3-carboxylate
ethyl 4-(3,4-dimethoxyphenyl)-6,7-dimethoxy-2-(1H-1,2,4-triazol-1-ylmethyl)quinoline-3-carboxylate
6,7-dimethoxy-4-(3,4-dimethoxyphenyl)-2-(1,2,4-triazol-1-ylmethyl)quinoline-3-carboxylic acid ethyl ester
ethyl 4-(3,4-dimethoxyphenyl)-6,7-dimethoxy-2-(4H-1,2,4-triazol-1-ylmethyl)quinoline-3-carboxylate
Ethyl 4-(3,4-dimethoxyphenyl)-6,7-dimethoxy-2-(1H-1,2,4-triazol-1-ylmethyl)-3-quinolinecarboxylate
4-(3,4-dimethoxyphenyl)-6,7-dimethoxy-2-(1,2,4-triazol-1-ylmethyl)quinoline-3-carboxylic acid ethyl ester

Biological Activity

[Description]:

TAK-603 is a potent and orally active antirheumatic agent. TAK-603 inhibits Thl-type cytokine production. TAK-603 has the potential for the research of adjuvant arthritis[1][2].

[Related Catalog]:

Signaling Pathways >> Others >> Others

Research Areas >> Inflammation/Immunology

[In Vitro]

TAK-603 (0, 1, 10 µM; 48 h) 抑制同种异体反应性和 OVA 反应性 BALB/c 小鼠 T 细胞系中的 IFN-γ 的产生，但对 IL-4 产生几乎没有影响 [2].

[In Vivo]

TAK-603 (6.25 mg/kg；口服；每天) 减少关节炎病变和脾脏中 Thl-型细胞因子的产生[2]。 Animal Model: AA rats[2] Dosage: 6.25 mg/kg Administration: P.o.; daily Result: Inhibited arthritic paw swelling with the inhibition rate of 65% and the IFN-y mRNA expression in the arthritic joint was significantly reduced.

[References]

[1]. Mizuno M, et al. Syntheses of metabolites of ethyl 4-(3,4-dimethoxyphenyl)-6,7-dimethoxy-2-(1,2,4-triazol-1-ylmethyl)quinoline-3-carboxylate (TAK-603). Tetrahedron, 2006, 62(37), 8707–8714.

[2]. Ohta Y, et al. TAK-603 selectively suppresses Th1-type cytokine production and inhibits the progression of adjuvant arthritis. Immunology. 1997 Sep;92(1):75-83.

Chemical & Physical Properties

[ Density]:
1.29g/cm3

[ Boiling Point ]:
640.7ºC at 760 mmHg

[ Molecular Formula ]:
C₂₅H₂₆N₄O₆

[ Molecular Weight ]:
478.50

[ Flash Point ]:
341.3ºC

[ Exact Mass ]:
478.18500

[ PSA ]:
106.82000

[ LogP ]:
3.75270

[ Vapour Pressure ]:
2.59E-16mmHg at 25°C

[ Index of Refraction ]:
1.604

Synthetic Route

Click to get detail synthetic route

Related Compounds

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