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
• Article Data: 3

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

General Description

2,4,6,8-Tetrahydroxy-Pyrimido-(5,4D)Pyrimidine is a chemical compound that can be classified under the class of organic compounds known as pyrimidopyrimidines. These chemicals are polycyclic aromatic compounds containing a pyrimidine fused to another pyrimidine. Being a tetrahydroxy compound, 2,4,6,8-Tetrahydroxy-Pyrimido-(5,4-D)Pyrimidine contains four hydroxyl (-OH) groups, increasing its polarity and potential to participate in hydrogen bonding. It is likely to have a myriad of different chemical reactions, although the exact properties and possible applications of this compound are not extensively documented in scientific literature.

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

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

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 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.