ChemicalBook CAS DataBase List Cilostazol

Cilostazol synthesis

5synthesis methods

Product Name:Cilostazol
CAS Number:73963-72-1
Molecular formula:C20H27N5O2
Molecular Weight:369.46

Cilostazol is a quinolinone-derivative medication used in the alleviation of the symptom of claudication in individuals with peripheral vascular disease. Cilostazol is a phosphodiesterase inhibitor with therapeutic focus on cyclic adenosine monophosphate (cAMP). It inhibits platelet aggregation and is a direct arterial vasodilator. Its main effects are dilation of the arteries supplying blood to the legs and decreasing platelet coagulation. It is under the trade name Pletal.

Synthetic Routes

ROUTE 1

ROUTE 2

ROUTE 3

ROUTE 4

ROUTE 5

ROUTE 6

ROUTE 7

Chandgude, Ajay L.; Doemling, Alexander. Convergent Three-Component Tetrazole Synthesis. European Journal of Organic Chemistry. Department of Drug Design. University of Groningen. Groningen, Neth. 9713 AV. Volume 2016. Issue 14.Pages 2383-2387. 2016

54197-66-9 Synthesis

54197-66-9
362 suppliers
$8.00/5g

73963-42-5 Synthesis

5-(4-Chlorobutyl)-1-cyclohexanyl tetrazole

73963-42-5
280 suppliers
$16.00/1g

73963-72-1
437 suppliers
$29.00/500 mg

Yield:73963-72-1 92.5%

Reaction Conditions:

with potassium carbonate;sodium hydroxide;sodium sulfite in ethanol for 8 h;Reflux;

Steps:

6 Example 6
In the 5000L reactor,1-cyclohexyl-5-(4-chlorobutyl)-1,2,3,4-tetrazole 296 g (1.22 mol) was added,6-Hydroxy-3,4-dihydroquinolones 180 g (1.1 mol), potassium carbonate 385 g (2.79 mol), sodium hydroxide 36 g (0.9 mol), sodium sulfite 9 g (0.071 mol), 66.7% ethanol 1600 g, kept at reflux 8 Hours, after the completion of the reaction, add 600g of water, stir and reflux for 40min, stand for stratification, transfer the alkaline aqueous phase to the wastewater system, reduce the organic phase to 5 degrees, stir and crystallize, filter, rinse with part of ethanol. It was dried under reduced pressure at 85°C and 377 g of a white solid was obtained with a yield of 92.5% and a purity of 99.8%. Melting point 159 .

References:

Zhejiang Jinliyuan Pharmaceutical Co., Ltd.;Zhang Xiaowei;Sheng Kaiman;Zhao Binfeng;Zhang Xiaofeng CN107382970, 2017, A Location in patent:Paragraph 0023; 0024; 0029; 0030; 0031; 0032; 0033-0040

FullText

54197-66-9 Synthesis

54197-66-9
362 suppliers
$8.00/5g

73963-42-5 Synthesis

73963-42-5
280 suppliers
$16.00/1g