TAK-603

Modify Date: 2025-08-25 10:48:49

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
The content on this webpage is sourced from various professional data sources. If you have any questions or concerns regarding the content, please feel free to contact service1@chemsrc.com.