606080-73-3

Usage

Uses

Used in Pharmaceutical Industry:
Istradefylline Impurity 2 is used as a quality control and analytical testing agent for the production of Istradefylline. It is essential for monitoring and controlling the presence of impurities in the final drug product to guarantee its safety and efficacy. The regulation and management of this impurity are critical in maintaining the highest quality standards in the manufacturing process of Istradefylline.

Upstream product

• 31617-39-7 1,3-diethyl-7-methyl-1H-purine-2,6(3H,7H)-dione 
• 6380-23-0 3,4-dimethoxystyrene 
• 77-78-1 dimethyl sulfate 
• 155270-98-7 8-[(E)-2-(3,4-dimethoxyphenyl)ethenyl]-1,3-diethyl-2,3,6,7-tetrahydro-1H-purine-2,6-dione 
• 89073-60-9 6-amino-1,3-diethyl-5-nitroso-1H,3H-pyrimidine-2,4-dione 
• 623-76-7 N,N'-diethylurea 
• 41740-15-2 6-amino-1,3-diethyluracil 
• 616-38-6 carbonic acid dimethyl ester 
• 52998-22-8 5,6-diamino-1,3-diethyluracil 
• 14737-89-4 3,4-dimethoxy-trans-cinnamic acid 
• 155270-99-8 istradefylline 
• 39856-08-1 (E)-3,4-dimethoxycinnamic chloride 
• 187393-68-6 (E)-N-(6-amino-1,3-diethyl-2,4-dioxo-1,2,3,4-tetrahydropyrimidin-5-yl)-3-(3,4-dimethoxyphenyl)propenamide 
• 1785764-26-2 5,6-diamino-1,3-diethylpyrimidine-2,4-(1H,3H)-dione hydrochloride 

Downstream Products

• 155272-03-0 (E)-8-(3,4-Dihydroxystyryl)-1,3-diethyl-7-methylxanthine 

Relevant academic research and scientific papers

Synthetic method of istradefylline

The invention discloses a synthetic method of istradefylline, and belongs to the technical field of medicines. The synthesis method of the istradefylline mainly comprises the steps of acylation, ringclosing, methylation and the like. The method is high in yield, simple in step and single in solvent, wherein reaction selectivity can be effectively promoted and side reactions are reduced; after ring closing is finished, dimethyl sulfate is dropwise added for a methylation reaction by means of the alkalinity of dimethyl sulfate. The method can be more thorough and cleaner than a dimethyl carbonate reaction in the prior art. The whole process can be carried out in one reaction kettle, wherein the solvent only relates to ethanol and subsequently refined methanol and can be recycled, so that the synthesis method has advantages of high reaction selectivity and yield.

Environment-friendly preparation method of istradefylline

The invention provides an environment-friendly preparation method of istradefylline. 2-methyl aminocyanoacetate is taken as an initial raw material and is firstly subjected to an amidation reaction and then cyclized or firstly cyclized and then subjected to the amidation reaction, 1,3-diethyl-5-(N-methyl-N-(E)-3,4-dimethoxy phenylpropylene acryl)amino-6-aminouracil is prepared and then cyclized inthe presence of alkali, and istradefylline is prepared. According to the method, raw materials are cheap and easy to obtain, the step is simple and safe, and the method is green, environmentally friendly and low in cost; the prepared product has a shallow color and luster and is high in purity and yield.

Istradefylline preparation method

The invention provides an istradefylline preparation method. 1,3-diethyl-5,6-diaminouracil used as a starting material undergoes an acylation reaction, a ring formation reaction and a methylation reaction to prepare istradefylline. The ring formation reaction and the methylation reaction are carried out simultaneously, an istradefylline intermediate (E)-1,3-diethyl-6-amino-5-(3,4-dimethoxyphenylacryloyl)aminouracil is reacted by adding a methylating agent in an alkaline environment, and the obtained solution is filtered and crystallized to obtain the istradefylline. The ring formation and themethylation are simultaneously carried out, and the methylation is immediately carried out after the completion of the ring formation to promote the forward proceeding, so the yield of the product isincreased, large amounts of organic solvents are saved, and the generation amount of an organic waste liquid is reduced; and the method has the advantages of simplicity in operation, and high reactionconversion rate, and allows the purity of the product to be higher than 99%.

For treating Parkinson drug Iraq curved tea alkali preparation method of crystal form II (by machine translation)

The invention discloses a method for treating Parkinson's drug Iraq curved tea preparation method of alkali crystalline form II, Iraq and curved theophylline with the mixed solvent after mixing, heating to 70 - 90 °C dissolved, then rapidly cooling to 0 - 5 °C, crystallization, to obtain the treatment of Parkinson's drug Iraq curved tea alkali crystalline form II; the invention for the treatment of Parkinson's drug Iraq curved tea alkali crystalline form II, its stability and the prior of the Iraqi curved tea alkali crystalline form II considerable, but yield and purity higher, greatly improves the quality of the product, and can improve its bioavailability, conducive to its pharmaceutical processing and in the use of the drug combination in, at the same time can provide qualitative and quantitative information, to further study the solid curative effect of the medicament has important significance. (by machine translation)

Method of preparing istradefylline crystal form III by means of ball-milling method

The invention discloses a method of preparing an istradefylline crystal form III by means of a ball-milling method. The method comprises the following steps: putting istradefylline in a ball-milling tank; adding 100mg of istradefylline into 15-20 mu L tetrahydrofuran; and grinding the mixture at a grinding frequency of 5-10HZ for 60-100min to obtain the tetrahydrofuran crystal form III. The preparation method is novel in process, the reaction yield is improved, and the purity of the finally prepared istradefylline product reaches 99.6% through detection. The istradefylline prepared by the method is matched with a special solvent, and the grinding frequency and the grinding time as a raw material, so that the optical purity of the prepared istradefylline crystal form III is 99.9% or above,and the product quality is improved greatly.

Improved synthesis technology of istradefylline

The invention provides an improved synthesis technology of istradefylline. According to the technology, istradefylline is prepared from 1,3-diethyl-6-amino-5-nitrosouracil (SM-III) as a starting material through four steps.

Istradefylline raw material drug and preparation method thereof

The invention relates to an istradefylline raw material drug and a preparation method thereof. Specifically, the invention relates to an istradefylline raw material drug. A compound shown in formula III is not higher than 0.5% and is a medicine preparation consisting of the istradefylline raw material drug and a pharmacologically acceptable carrier and/ or diluent. The raw material drug and the preparation thereof have better safety, effectiveness and stability. The formula III is shown in the description.

Novel preparation method for Istradefylline

The invention relates to a preparation method for Istradefylline represented by a formula (I) shown in the description. The method comprises the following steps: subjecting 6-amino-1,3-diethyl-5-nitroso-1H-pyrimid-2,4-dione represented by a formula (II) shown in the description, which serves as a raw material, to catalytic reduction and salt forming, so as to obtain 5,6-diamino-1,3-diethyl-1H-pyrimid-2,4-dione hydrochloride represented by a formula (III) shown in the description; then, carrying out acetylation on the compound (III), so as to obtain N-(6-amino-1,3-diethyl-2,4-dioxo-1,2,3,4-tetrahydropyrimid-5-yl)acetamide represented by a formula (IV) shown in the description; carrying out further ring closing, so as to obtain 1,3-diethyl-8-methyl-1H-purin-2,6(3H,7H)-dione represented by a formula (V) shown in the description; and carrying out methylation on the compound (V) firstly, and then, subjecting the methylation product to a condensation reaction with veratraldehyde represented by a formula (VII) shown in the description, thereby obtaining the end product Istradefylline. According to the novel preparation method for the Istradefylline, provided by the invention, raw materials, which are readily available industrially and are low in price, are used, the production process is more environmentally friendly, and the obtained product Istradefylline is high in yield and purity, thereby having a relatively high practical value.

A Iraq new synthetic method of curved theophylline (by machine translation)

The invention discloses a method for the synthesis of the Iraqi curved theophylline new method, the present invention provides a compound (E)- 8 - [(3, 4 - dimethoxyphenyl) vinyl] - 1, 3 - diethyl - 7 - methyl - 3, 7 - dihydro - 1H - purine - 2, 6 - dione (also known as the Iraqi curved theophylline) new methods of synthesis, has been good purity and high yield of iraqi tune theophylline, improves the Iraq curved theophylline drug production and safety in the use of, at the same time reducing the cost of industrial production. (by machine translation)

New crystal form of istradefylline and preparation method thereof

The invention discloses a new crystal form of istradefylline and a preparation method thereof. The powder X-ray diffraction of the new crystal form of istradefylline has characteristic peaks where 2theta is equal to 10.4 +/-0.2 degrees, 11.2 +/-0.2 degrees, 15.8 +/-0.2 degrees, 24.6 +/-0.2 degrees, and 25.2 +/-0.2 degrees. The new crystal form of istradefylline is thermodynamically stable and has obviously improved solubility in water; the new crystal form of istradefylline, which is crystalline solid powder having a small particle size, is good in fluidity, so that the problem of non-uniform crystal condensation and dispersion in process operation of a preparation can be solved; the new crystal form of istradefylline is more suitable for storage and for use as a bulk pharmaceutical chemical; and a new way is provided for the preparation of istradefylline drugs.