6713-54-8

Basic information

• Product Name: 2,4,6,8-Tetrahydroxy-Pyrimido-(5,4D)Pyrimidine
• Synonyms: 2,4,6,8-Tetrahydroxy-Pyrimido-(5,4D)Pyrimidine;1,5-dihydropyrimido[5,4-d]pyrimidine-2,4,6,8(3H,7H)tetrone;2,6,8,10-Tetrahydroxy-homopurine;Homouric;homouric acid;1,2,3,4,5,6,7,8-Octahydropyrimido[5,4-d]pyrimidine-2,4,6,8-tetrone;Pyrimido[5,4-d]pyrimidine-2,4,6,8(1H,3H,5H,7H)-tetrone;Pyrimido[5,4-d]pyrimidine-2,4,6,8-tetrol
• CAS NO: 6713-54-8
• Molecular Formula: C₆H₄N₄O₄
• Molecular Weight: 196.12036
• EINECS: 229-766-6
• Product Categories: Heterocycle-Pyrimidine series
• Mol File: 6713-54-8.mol

Chemical Properties

• Appearance: /
• Density: 1.89 g/cm³
• Refractive Index: 1.707
• PKA: 5.90±0.20(Predicted)
• CAS DataBase Reference: 2,4,6,8-Tetrahydroxy-Pyrimido-(5,4D)Pyrimidine(CAS DataBase Reference)
• NIST Chemistry Reference: 2,4,6,8-Tetrahydroxy-Pyrimido-(5,4D)Pyrimidine(6713-54-8)
• EPA Substance Registry System: 2,4,6,8-Tetrahydroxy-Pyrimido-(5,4D)Pyrimidine(6713-54-8)

Safety Data

• Hazardous Substances Data: 6713-54-8(Hazardous Substances Data)

Usage

Uses

Given the lack of specific applications documented in the provided materials, it is not possible to list the uses of 2,4,6,8-Tetrahydroxy-Pyrimido-(5,4D)Pyrimidine based on the information available. Further research and investigation would be required to determine its potential applications across various industries.

InChI:InChI=1/C6H4N4O4/c11-3-1-2(8-6(14)9-3)4(12)10-5(13)7-1/h(H2,7,10,12,13)(H2,8,9,11,14)

Synthetic route

potassium cyanate (590-28-3) + 5-amino-2,6-dioxo-1,2,3,6-tetrahydropyrimidine-4-carboxylic acid (7164-43-4) → 1,5-dihydro-pyrimido[5,4-d]pyrimidine-2,4,6,8-tetraone (6713-54-8)

Conditions	Yield
With water; ammonium chloride at 210℃;

5-amino-2,6-dioxo-1,2,3,6-tetrahydropyrimidine-4-carboxylic acid (7164-43-4) + urea (57-13-6) → 1,5-dihydro-pyrimido[5,4-d]pyrimidine-2,4,6,8-tetraone (6713-54-8)

Conditions	Yield
With water; ammonium chloride at 210℃;

+ 1,5-dihydro-pyrimido[5,4-d]pyrimidine-2,4,6,8-tetraone (6713-54-8) → 1,3,5,7-tetramethyl-1,5-dihydro-pyrimido[5,4-d]pyrimidine-2,4,6,8-tetraone (93506-59-3)

1,5-dihydro-pyrimido[5,4-d]pyrimidine-2,4,6,8-tetraone (6713-54-8) + dimethyl sulfate (77-78-1) → 1,3,7-trimethyl-1,5-dihydro-pyrimido[5,4-d]pyrimidine-2,4,6,8-tetraone (92876-74-9) + 1,3,5,7-tetramethyl-1,5-dihydro-pyrimido[5,4-d]pyrimidine-2,4,6,8-tetraone (93506-59-3)

Conditions	Yield
With potassium hydroxide at 30 - 40℃;

Upstream product

• 590-28-3 potassium cyanate 
• 7164-43-4 5-amino-2,6-dioxo-1,2,3,6-tetrahydropyrimidine-4-carboxylic acid 
• 57-13-6 urea 
• 7164-43-4 5-aminoorotic acid 
• 626-48-2 6-Methyluracil 
• 65-86-1 orotic acid 
• 17687-24-0 5-nitroorotic acid 
• 154-85-8 orotic acid sodium salt 

Downstream Products

• 32980-71-5 2,4,6,8-Tetrachloro-pyrimido[5,4-d]pyrimidine 
• 7139-02-8 2,6-dichloro-4,8-bis(piperidin-1-yl)pyrimido[5,4-d]pyrimidine 
• 58-32-2 dipyridamole 

Relevant articles and documents

Production method of dipyridamole bulk drug

The invention provides a production method of a bulk drug of dipyridamole, which relates to the field of the synthesis of chemical bulk drugs. The production method comprises the following steps: protecting carbonyl of urea, performing condensation reaction with 2,3-diaminosuccinic acid, performing chlorination for hydroxyl of a condensation reactant, replacing chlorine with piperidine, hydrolyzing an obtained product, obtaining a compound containing two carbonyls, separating the product, enabling the separated product to have condensation reaction with diethanol amine, obtaining dipyridamole,and refining to obtain a finished product. By adopting the production method, the synthetic procedure of the dipyridamole is simplified, the conversion rate of raw materials can be greatly increased,and the production cost is decreased.

Novel technology with introduced catalyst to optimize synthesis of dipyridamole

The invention discloses a novel technology with an introduced catalyst to optimize the synthesis of dipyridamole, and belongs to the technical field of medical intermediates. According to the technology, in the step of oxidizing a methyl group of 6-methyl uracil into formic acid, a Co(OAc)2/HOAc/AIBN/O2 catalytic system is introduced, and the reaction yield is increased to 90 to 95%. In the step of reducing a nitro group of nitro-orotic acid into an amino group, activated copper powder is taken as the catalyst, the yield is more than 85%; and moreover, the environmental pollution and danger caused by sodium hydrosulfite are avoided. In the step of converting substituted hydroxyl group into substituted chlorine, SOCl12 and N,N-dimethyl formamide are introduced into the reaction system so as to reduce the environment pollution and the difficulty of post treatment. In the reactions of preparing 2,6-dichloro-4,8-bis(piperidine-1-yl)pyrimido[5,4-d]pyrimidine from perchloro pyrimido[5,4-d]pyrimidine, a CuI/PhNO2 catalytic system is introduced into the reaction system, the reaction yield reaches 95%, moreover, the operation is easy, and the treatment is simple. The provided technology increases the yield, reduces the cost, guarantees the safety, saves the energy, and meets the requirements of green reactions and modern chemical production.

NOVEL BREATHING CONTROL MODULATING COMPOUNDS, AND METHODS OF USING SAME

The present invention includes pyrimido[5,4-d]pyrimidines that are useful in the prevention and/or treatment of breathing control diseases or disorders in a subject in need thereof. The present invention also includes a method of preventing and/or treating a respiratory disease or disorder in a subject in need thereof, comprising administering to the subject a therapeutically effective amount of a compound of the invention. The present invention further includes a method of preventing destabilization or stabilizing breathing rhythm in a subject in need thereof, comprising administering to the subject a therapeutically effective amount of a compound of the invention.