TAK-603

Modify Date: 2024-01-28 12:00:27

TAK-603 Structure
TAK-603 structure
Common Name TAK-603
CAS Number 158146-85-1 Molecular Weight 478.50
Density 1.29g/cm3 Boiling Point 640.7ºC at 760 mmHg
Molecular Formula C25H26N4O6 Melting Point N/A
MSDS N/A Flash Point 341.3ºC

 Use of TAK-603


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].

 Names

Name ethyl 4-(3,4-dimethoxyphenyl)-6,7-dimethoxy-2-(1,2,4-triazol-1-ylmethyl)quinoline-3-carboxylate
Synonym More Synonyms

 TAK-603 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
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

~53%

TAK-603 Structure

TAK-603

CAS#:158146-85-1

Literature: Takeda Chemical Industries, Ltd. Patent: US5719157 A1, 1998 ;

~51%

TAK-603 Structure

TAK-603

CAS#:158146-85-1

Literature: Takeda Chemical Industries, Ltd. Patent: US5698699 A1, 1997 ;

~%

TAK-603 Structure

TAK-603

CAS#:158146-85-1

Literature: Mizuno, Masahiro; Inagaki, Atsushi; Yamashita, Makoto; Soma, Norie; Maeda, Yoshiharu; Nakatani, Hiroshi Tetrahedron, 2006 , vol. 62, # 17 p. 4065 - 4070

~%

TAK-603 Structure

TAK-603

CAS#:158146-85-1

Literature: Mizuno, Masahiro; Inagaki, Atsushi; Yamashita, Makoto; Soma, Norie; Maeda, Yoshiharu; Nakatani, Hiroshi Tetrahedron, 2006 , vol. 62, # 17 p. 4065 - 4070

~%

TAK-603 Structure

TAK-603

CAS#:158146-85-1

Literature: Mizuno, Masahiro; Inagaki, Atsushi; Yamashita, Makoto; Soma, Norie; Maeda, Yoshiharu; Nakatani, Hiroshi Tetrahedron, 2006 , vol. 62, # 17 p. 4065 - 4070

~%

TAK-603 Structure

TAK-603

CAS#:158146-85-1

Literature: Mizuno, Masahiro; Inagaki, Atsushi; Yamashita, Makoto; Soma, Norie; Maeda, Yoshiharu; Nakatani, Hiroshi Tetrahedron, 2006 , vol. 62, # 17 p. 4065 - 4070

~%

TAK-603 Structure

TAK-603

CAS#:158146-85-1

Literature: Baba, Atsuo; Kawamura, Noriaki; Makino, Haruhiko; Ohta, Yoshikazu; Taketomi, Shigehisa; Sohda, Takashi Journal of Medicinal Chemistry, 1996 , vol. 39, # 26 p. 5176 - 5182

~%

TAK-603 Structure

TAK-603

CAS#:158146-85-1

Literature: Mizuno, Masahiro; Inagaki, Atsushi; Yamashita, Makoto; Soma, Norie; Maeda, Yoshiharu; Nakatani, Hiroshi Tetrahedron, 2006 , vol. 62, # 17 p. 4065 - 4070

 Synonyms

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
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