	US 12,187,718 B1
	1-cyclopropyl-6-fluoro-7-(4-((5-(4-methoxybenzylideneamino)-2-thioxo-1,3,4-thiadiazol-3(2H)-yl)methyl)piperazin-1-yl)-4-oxo-1,4-dihydroquinoline-3-carboxylic acid as an anti-inflammatory and anticancer compound
Hany Mohamed Abd El-Lateef Ahmed, Al-Ahsa (SA); Mai Mostafa Khalaf Ali, Al-Ahsa (SA); Antar Ahmed Abdelhamid Ahmed, Al-Baha (SA); and Amer A. Amer, Sohag (EG)
Assigned to KING FAISAL UNIVERSITY, Al-Ahsa (SA)
Filed by KING FAISAL UNIVERSITY, Al-Ahsa (SA)
Filed on Aug. 16, 2024, as Appl. No. 18/807,253.
Application 18/430,138 is a division of application No. 18/241,498, filed on Sep. 1, 2023, granted, now 11,912,698, issued on Feb. 27, 2024.
Application 18/807,253 is a continuation of application No. 18/430,138, filed on Feb. 1, 2024, abandoned.
Int. Cl. C07D 417/12 (2006.01); A61P 29/00 (2006.01); A61P 35/00 (2006.01)

CPC C07D 417/12 (2013.01) [A61P 29/00 (2018.01); A61P 35/00 (2018.01)]

8 Claims

1. A method of making a 1-cyclopropyl-6-fluoro-7-(4-((5-(4-methoxybenzylideneamino)-2-thioxo-1,3,4-thiadiazol-3(2H)-yl)methyl)piperazin-1-yl)-4-oxo-1,4-dihydroquinoline-3-carboxylic acid compound, the method comprising:

stirring a solution of 5-(4-methoxybenzylideneamino)-1,3,4-thiadiazole-2(3H)-thione and formaldehyde in ethanol to obtain a reaction mixture;

adding ciprofloxacin HCl and triethylamine to the reaction mixture and stirring with reflux;

cooling the reaction mixture at room temperature to obtain a solid; and

obtaining the 1-cyclopropyl-6-fluoro-7-(4-((5-(4-methoxybenzylideneamino)-2-thioxo-1,3,4-thiadiazol-3(2H)-yl)methyl)piperazin-1-yl)-4-oxo-1,4-dihydroquinoline-3-carboxylic acid compound.