1004-75-7

Usage

Uses

Used in Pharmaceutical Industry:
6-HYDROXY-2,4,5-TRIAMINOPYRIMIDINE is used as an intermediate for the preparation of labelled 2-Amino-6,8-dihydroxypurine Hydrochloride (A604920), which is a compound with potential applications in the development of pharmaceuticals for various medical conditions.
Used in Chemical Industry:
6-HYDROXY-2,4,5-TRIAMINOPYRIMIDINE is used as an intermediate for the synthesis of labelled substituted 5-aminopyrimidines with antioxidative activity. These compounds can be utilized in the development of new antioxidants for various industrial applications, including the protection of materials and products from oxidative damage.

InChI:InChI=1/C4H7N5O.H2O4S/c5-1-2(6)8-4(7)9-3(1)10;1-5(2,3)4/h5H2,(H5,6,7,8,9,10);(H2,1,2,3,4)/p-2

Upstream product

• 62128-61-4 2,6-diamino-5-nitroso-3H-pyrimidin-4-one 
• 51093-31-3 2,4-diamino-6-hydroxy-5-formylaminopyrimidine 
• 90180-97-5 5-amino-7(6H)-furazano<3,4-d>pyrimidinone 
• 4066-47-1 2,5,6-triaminopyrimidin-4(3H)-one dihydrochloride 
• 50-01-1 guanidine hydrochloride 
• 105-56-6 ethyl 2-cyanoacetate 
• 2387-48-6 2,4-diamino6-hydroxy-5-nitroso pyrimidine 
• 3346-23-4 2,4-diamino-5-nitro-6-hydroxypyrimidine 
• 52486-70-1 amino-2 cyano-2 acetate de methyle 
• 113-00-8 guanidine nitrate 
• 32683-02-6 ethyl-2-aminocyano acetate 
• 14091-60-2 2,6-diamino-5-benzamido-4-pyrimidone 

Downstream Products

• 13040-58-9 7-methylpterin 
• 708-75-8 2-amino-6-methylpteridin-4(1H)-one 
• 73-40-5 guanine 
• 15677-93-7 N-pteroyl-β-alanine 
• 712-38-9 6-methylisoxanthopterin 
• 2757-91-7 Xanthopterin-7-carbonsaeure 
• 3254-85-1 2-amino-4,7-dioxo-3,4,7,8-tetrahydro-pteridine-6-carboxylic acid 
• 10162-32-0 D-monapterin 
• 5623-18-7 10-methyl-pteroic acid 
• 2410-93-7 N¹⁰-methylfolic acid 
• 65165-92-6 folate 
• 2236-60-4 2-aminopteridin-4(3H)-one 
• 59-30-3 folic acid 
• 948-60-7 pterine-6-carboxylic acid 

Relevant academic research and scientific papers

Synthesis of 7-methyl-6-indolopterin and 7-methyl-6-indoloquinoxaline

The first syntheses of indolopterin and indoloquinoxaline, two important and dissimilar diheterocycles linking C-2 of indole with C-6 of pterin (significant positions for showing biological activity), and quinoxaline, respectively, have been achieved base

Simultaneous determination of five oxidative DNA lesions in human urine

A method, involving a HPLC prepurification followed by a GC/MS analysis, has been set up for the measurement of nucleic acid oxidation products in human urine. For this purpose, isotopically labeled internal standards have been prepared and used for isotope dilution mass spectrometric detection. Using this approach, four oxidized DNA bases, i.e., 5-hydroxyuracil, 5- (hydroxymethyl)uracil, 8-oxo-7,8-dihydroadenine, and 8-oxo-7,8- dihydroguanine, together with 8-oxo-7,8-dihydro-2'-deoxyguanosine have been simultaneously quantified in human urine samples. The levels of the oxidized nucleic acid constituents, as expressed in picomoles per milliliter, were determined to be, in decreasing order: 8-oxo-7,8-dihydroguanine (583 ± 376) > 5-(hydroxymethyl)uracil (121 ± 56) > 5-hydroxyuracil (58 ± 23) > 8-oxo- 7,8-dihydro-2'-deoxyguanosine (30 ± 15) > 8-oxo-7,8-dihydroadenine (7 ± 4). Attempts to determine the amount of 5,6-dihydroxy-5,6-dihydrothymine, 5- hydroxycytosine, and 2,6-diamino-4-hydroxy-5-formamidopyrimidine using the above HPLC-GC/MS method were unsuccessful.

PREPARATION OF 5-AMINO-7(6H)-FURAZANOPYRIMIDINONE AN ANALOG OF PTERIN

5-Aminofurazanopyrimidines carrying a variety of substituents at position 7 suffer ring cleavage by either acid or base to give 4-guanidino-3-furazancarboxylic acid (6), the esters of which can be recyclised to give the pterin analog 5-amino-7(6H)-

2-amino, 2-methyl cyanoacetate/ethyl cyanoacetate, 2-amino, 2-cyanoacetic acid and synthesis process thereof

The invention discloses a synthesis process of 2-amino, 2-methyl cyanoacetate/ethyl cyanoacetate. The synthesis process comprises the following step: carrying out pressurized catalytic hydrogenation reaction on liquid 2-nitroso and 2-methyl cyanoacetate/ethyl cyanoacetate to generate the 2-amino, 2-methyl cyanoacetate/ethyl cyanoacetate. Wherein the liquid 2-nitroso and 2-methyl cyanoacetate/ethyl cyanoacetate are generated by carrying out nitrosation reaction on methyl cyanoacetate/ethyl cyanoacetate and sodium nitrite. The 2-amino, 2-methyl cyanoacetate/ethyl cyanoacetate can be used as an intermediate in the synthesis process of 2, 4, 5-triamino-6-hydroxypyrimidine, and can be directly subjected to ring closing with guanidyl to generate 2, 4, 5-triamino-6-hydroxypyrimidine, so that the problems of high water consumption and high wastewater yield in the synthesis process can be solved, and great economic significance and environmental protection significance are achieved. In addition, the invention further develops the application of the intermediate, and the intermediate can be used for synthesizing 2, 4, 5-triamino-6-hydroxypyrimidine and guanidyl to generate 2, 4, 5-triamino-6-hydroxypyrimidine, and can also be used for synthesizing 2-amino and 2-cyanoacetic acid.

Synthesis process, intermediate and pharmaceutical process of 2, 4, 5-triamino-6-hydroxypyrimidine

The invention discloses a synthesis process of 2, 4, 5-triamino-6-hydroxypyrimidine, which comprises the following steps: 1) carrying out pressurized catalytic hydrogenation reaction on liquid 2-nitroso and 2-methyl cyanoacetate/ethyl cyanoacetate to generate 2-amino and 2-cyanoacetic acid methyl ester/ethyl ester; (2) carrying out cyclization reaction on the 2-amino, 2-methyl cyanoacetate/ethyl cyanoacetate and free guanidine to generate 2, 4, 5-triamino-6-hydroxypyrimidine; wherein the liquid 2-nitroso and 2-methyl cyanoacetate/ethyl cyanoacetate in the step 1) are generated by carrying out nitrosation reaction on methyl cyanoacetate/ethyl cyanoacetate and sodium nitrite. The invention also discloses intermediates 2-nitroso and 2-methyl cyanoacetate in the synthesis process, a synthesis process of the intermediates, and a pharmaceutical process taking the 2, 4, 5-triamino-6-hydroxypyrimidine as an intermediate. According to the present invention, the liquid new compounds such as 2-nitroso and 2-methyl cyanoacetate/ethyl cyanoacetate are subjected to the catalytic hydrogenation reaction, such that the problems of large water consumption and large wastewater yield in the 2, 4, 5-triamino-6-hydroxypyrimidine synthesis process can be solved, and the great economic significance and the great environmental protection significance are provided.

Method for preparing folic acid by virtue of micro-channel reaction (by machine translation)

The invention belongs to the technical field of chemical synthesis of drugs, and relates to a synthesis method for preparing folic acid through a microchannel reactor. An intermediate 6 is prepared from cyanoethyl acetate as a raw material by one-step continuous operation, and the folic acid bulk drug is prepared through one-step reaction of the intermediate 6 and L - glutamate. The synthesis method uses the microchannel reactor to prepare the folic acid intermediate 2,triamino -4 - hydroxypyrimidine and folic acid, is safe and environment-friendly, and ensures the tasteless system. The method guarantees that the operation is simple and feasible, the solvent consumption is greatly reduced, 2,triamino -4 - hydroxyl pyrimidine yield and purity are obviously improved. (by machine translation)

Triaminopyrimimelamino 2, 4, 5- pyrimidine formate -6- and preparation method and application thereof

The invention discloses 2,4,5-triamido-6-hydroxy pyrimidine formate and a preparation method. The preparation method comprises the following steps: enabling 2,4-diamido-5-nitro-6-hydroxy pyrimidine toreact with hydrogen in catalyst A and alkaline solution B, and obtaining 2,4,5-triamido-6-hydroxyl pyrimidine; and enabling a hydrogenation product to perform the salt forming reaction with formic acid to obtain 2,4,5-triamido-6-hydroxy pyrimidine formate. The invention discloses a method for preparing guanine by utilizing the 2,4,5-triamido-6-hydroxy pyrimidine formate. The preparation method isshort in production route, and high in molar yield, wherein the total molar yield is 90 percent or higher. The solvent can be recycled and generally used, the content of the salt and strong acid in the production wastewater can be greatly reduced, and the emission amount is little. The pyrimidine formate is a brand new compound. The pyrimidine formate is used for substituting the pyrimidine sulfate to prepare the guanine, so that a great amount of sulfate can be prevented from flowing into the production wastewater.

Preparation methods of 2,4-diamido-5-nitroso-6-hydroxypyridine and guanine

The invention discloses a preparation method of 2,4-diamido-5-nitroso-6-hydroxypyridine. The preparation method comprises the following steps: (1) in a sodium methoxide methanol solution, carrying outa ring-closure reaction between methyl cyanoacetate and guanidine salt; (2) adding recycled absolute methanol to be diluted, filtering and recycling byproduct sodium nitrate; (3) concentrating a filter liquor, and recycling absolute methanol; (4) adding water to destroy excessive sodium methoxide, concentrating and recycling water-containing methyl alcohol; (5) in a diluted methane acid solution,carrying out a nitrosation reaction among an obtained concentrate, sodium nitrite and a nitrosation mother liquor; (6) after the reaction ends, carrying out cooling crystallization, filtering, takinga filter liquor as the nitrosation mother liquor to be used indiscriminately, and drying an obtained filter cake to obtain the 2,4-diamido-5-nitroso-6-hydroxypyridine. According to the preparation method, indiscriminate use of the nitrosation mother liquor and recycling of sodium nitrate and methyl alcohol are realized, and simultaneously the diluted methane acid solution is used for replacing concentrated sulfuric acid used, in the prior art, to carry out the nitrosation reaction, so that the recycling of a solvent and a reagent is facilitated, and the displacement of waste water is reduced.

A 2, 4 - diamino - 5 - nitro - 6 - hydroxy pyrimidine preparation method and application thereof (by machine translation)

The present invention provides a 2, 4 - diamino - 5 - nitro - 6 - hydroxy pyrimidine preparation method, comprises the following steps: in a sulfuric acid solution, 2, 4 - diamino - 6 - hydroxy pyrimidine with nitric acid nitration; after the reaction is complete, the cooling crystallization, filtering, washing, drying, to obtain 2, 4 - diamino - 5 - nitro - 6 - hydroxy pyrimidine; the invention also provides a method for preparing nitro pyrimidine 2, 4, 5 - c amino - 6 - hydroxy pyrimidine method, comprises the following steps: N in the catalyst under the action of the, nitro pyrimidine in the lye A with C1 - C4 alcohol in the mixed solution, react with hydrogen; the method of the invention preparation of guanine, not the production of the inorganic salt as a by-product, waste water generation and emissions is lowered to that of the existing technology 1/6 - 1/8. (by machine translation)

Preparation method of substituted pyrimidone derivative

The invention provides a preparation method of a substituted pyrimidone derivative. The method comprises the steps of taking 2-amino-ethyl cyanoacetate as a raw material, performing three reactions of acylation, cyclization and hydrolysis, and finally obtaining 2,5,6-triamido-4-pyrimidone. Reaction conditions of the method are mild; the method is relatively low in cost, relatively high in yield and suitable for industrial mass production.