2,4,6(1H,3H,5H)-Pyrimidinetrione, 5,5-dihydroxy-

Base Information

• Chemical Name: 2,4,6(1H,3H,5H)-Pyrimidinetrione, 5,5-dihydroxy-
• CAS No.: 3237-50-1
• Deprecated CAS: 73416-45-2
• Molecular Formula: C4H4 N2 O5
• Molecular Weight: 160.086
• Hs Code.: 2933540000
• European Community (EC) Number: 221-796-8
• NSC Number: 221304
• UNII: O2AAP9F8B6
• DSSTox Substance ID: DTXSID9024435
• Nikkaji Number: J1.820A
• Wikidata: Q27285233
• ChEMBL ID: CHEMBL172218
• Mol file: 3237-50-1.mol

Synonyms:3237-50-1;Alloxan hydrate;2,4,6(1H,3H,5H)-Pyrimidinetrione, 5,5-dihydroxy-;Barbituric acid, 5,5-dihydroxy-;5,5-dihydroxy-1,3-diazinane-2,4,6-trione;5,5-Dihydroxybarbituric acid;5,5-dihydroxypyrimidine-2,4,6(1H,3H,5H)-trione;EINECS 221-796-8;CCRIS 5957;Mesoxalylurea monohydrate;2,4,5,6(1H,3H)-Pyrimidinetetrone hydrate;5,5-Dihydroxyperhydropyrimidinetrione;UNII-O2AAP9F8B6;NSC 221304;5,5-Dihydroxy-2,4,6(1H,3H,5H)-pyrimidinetrione;BRN 0155548;O2AAP9F8B6;Mesoxalylcarbamide monohydrate;NSC-221304;5-24-09-00382 (Beilstein Handbook Reference);alloxanmonohydrat;alloxane monohydrate;Barbituric acid,5-dihydroxy-;SCHEMBL472442;C4H4N2O5;CHEMBL172218;DTXSID9024435;SCHEMBL18132316;ZIIHZVKHFWOENY-UHFFFAOYSA-;C4-H4-N2-O5;NSC221304;AKOS006230571;LS-1194;2,5,6(1H,3H)-Pyrimidinetetrone hydrate;FT-0621989;2,5,6(1H,3H)-Pyrimidinetetrone, monohydrate;EN300-373812;A821251;2,6(1H,3H,5H)-Pyrimidinetrione, 5,5-dihydroxy-;5,5-Dihydroxy-2,4,6(1H,3H,5H)-pyrimidinetrione #;Q27285233;Z1201617722;ALLOXAN MONOHYDRATE (SEE ALSO: ALLOXAN (CAS RN 50-71-5))

Chemical Property of 2,4,6(1H,3H,5H)-Pyrimidinetrione, 5,5-dihydroxy-

Chemical Property:

• Melting Point: 172 °C
• Refractive Index: 1.63
• Boiling Point: °Cat760mmHg
• PKA: 6.60±0.10(Predicted)
• Flash Point: °C
• PSA: 115.73000
• Density: 1.99g/cm³
• LogP: -2.30910
• XLogP3: -2.5
• Hydrogen Bond Donor Count: 4
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 0
• Exact Mass: 160.01202123
• Heavy Atom Count: 11
• Complexity: 223

Purity/Quality:

97% ^*data from raw suppliers

5,5-DIHYDROXY-HEXAHYDRO-PYRIMIDINE-2,4,6-TRIONE 95.00% ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Moderately toxic by ingestion.
• Hazard Codes: Moderately toxic by ingestion.

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1(=O)C(C(=O)NC(=O)N1)(O)O

Technology Process of 2,4,6(1H,3H,5H)-Pyrimidinetrione, 5,5-dihydroxy-

There total 8 articles about 2,4,6(1H,3H,5H)-Pyrimidinetrione, 5,5-dihydroxy- which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 90.0%

C13H13N2O(1+)*C4H2N2O4(1-) (73636-25-6) → 5,5-dihydroxy-pyrimidine-2,4,6-trione (3237-50-1) + 1-benzylnicotinamide chloride (5096-13-9)

Guidance literature:

With hydrogenchloride; p-benzoquinone; In ethanol; for 7h; Ambient temperature;

DOI:10.1021/jo01301a023

Reference yield:

5-bromouracil (51-20-7) → parabanic acid (120-89-8) + 5,6-dihydroxypyrimidine-2,4(1H,3H)-dione (102636-37-3) + 5-bromobarbituric acid (19645-78-4) + 5,5-dihydroxy-pyrimidine-2,4,6-trione (3237-50-1) + oxaluric acid (585-05-7)

Guidance literature:

With sonolysis; In water; at 25 ℃; for 1.33333h; Product distribution; Mechanism;

Reference yield:

uric Acid (69-93-2) → parabanic acid (120-89-8) + pyrimidine-2,4,5,6(1H,3H)-tetraone (61066-33-9,61066-34-0,61066-35-1,61127-23-9) + 4-hydroxy-2,5-dioxoimidazolidine-4-carboxamide (36597-25-8,151359-26-1) + 5,5-dihydroxy-pyrimidine-2,4,6-trione (3237-50-1) + urea (57-13-6) + Allantoin (97-59-6)

Guidance literature:

In methanol; Mechanism; electrochemical oxidation;

DOI:10.1021/ac00190a024

upstream raw materials:

5-bromouracil

uric Acid

C₁₃H₁₃N₂O⁽¹⁺⁾*C₄H₂N₂O₄^(1-)

uracil

Downstream raw materials:

Xanthopterin-7-carbonsaeure

2-amino-4,7-dioxo-3,4,7,8-tetrahydro-pteridine-6-carboxylic acid

5-hydroxy-5-(5-methyl-3-oxo-2-phenyl-2,3-dihydro-1H-pyrazol-4-yl)-barbituric acid

2,4,7-trioxo-1,2,3,4,7,8-hexahydro-pteridine-6-carboxylic acid

Refernces

• 1、 Goyal, Rajendra N.,Dhawan, Aikta. "Insights into the biological redox chemistry of 2′-deoxyadenosine 5′-monophosphate by electrochemical techniques". . p. 1944 - 1952. Retrieved 2005.
• 2、 Volk,Yost,Brajter-Toth. "On-line electrochemistry/thermospray/tandem mass spectrometry as a new approach to the study of redox reactions: the oxidation of uric acid.". . p. 1709 - 1717. Retrieved 2007/10/02.