5-Formyluracil

Base Information

• Chemical Name: 5-Formyluracil
• CAS No.: 1195-08-0
• Molecular Formula: C5H4N2O3
• Molecular Weight: 140.098
• Hs Code.: 29349990
• European Community (EC) Number: 625-171-4
• NSC Number: 197200,241524
• UNII: F2SUM4W8EB
• DSSTox Substance ID: DTXSID40922994
• Nikkaji Number: J132.726G
• Wikipedia: 5-Formyluracil
• Wikidata: Q21099641
• Mol file: 1195-08-0.mol

Synonyms:5-formyluracil

Chemical Property of 5-Formyluracil

Chemical Property:

• Appearance/Colour: White powder
• Melting Point: >300 °C (dec.)(lit.)
• Refractive Index: 1.625
• PKA: 7.27±0.10(Predicted)
• PSA: 82.79000
• Density: 1.567 g/cm³
• LogP: -1.12430
• Storage Temp.: -20?C Freezer
• Sensitive.: Air Sensitive
• Solubility.: DMSO (Slightly), Methanol (Slightly)
• XLogP3: -1
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 1
• Exact Mass: 140.02219199
• Heavy Atom Count: 10
• Complexity: 231

Purity/Quality:

98%,99%, ^*data from raw suppliers

5-Formyluracil ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-36

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: C1=C(C(=O)NC(=O)N1)C=O
• Uses: Nucleoside derivatives of 5-substituted uracil have been explored for their potential application as anti-viral agents and in the treatment of tumors Nucleoside derivatives of 5-substituted uracil have been explored for their potential application as anti-viral agents and in the treatment of tumors. 5-Formyluracil may be used for the preparation of covalently linked base with 5-aminocytosine pair via Schiff base formation.

Technology Process of 5-Formyluracil

There total 16 articles about 5-Formyluracil 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: 93.0%

5-hydroxymethyl uracil (4433-40-3) → 2,4-dioxo-1,2,3,4-tetrahydropyrimidine-5-carbaldehyde (1195-08-0)

Guidance literature:

With dipotassium peroxodisulfate; silver nitrate; In water; at 40 ℃; for 0.583333h;

DOI:10.1002/ejoc.202000563

Reference yield: 85.0%

5-hydroxymethyl uracil (4433-40-3) → 2,4-dihydroxypyrimidine-5-carbaldehyde (1195-08-0)

Guidance literature:

With dipotassium peroxodisulfate; silver nitrate; In water;

DOI:10.1016/j.bioorg.2020.103720

Reference yield: 51.0%

5-(2-hydroxyethyl)-uracil (23956-12-9) → 2,4-dioxo-1,2,3,4-tetrahydropyrimidine-5-carbaldehyde (1195-08-0)

Guidance literature:

With potassium peroxomonosulphate; silver nitrate; In water; at 30 - 40 ℃; for 3h;

DOI:10.1016/S0040-4020(01)85560-5

upstream raw materials:

5-hydroxymethyl uracil

thymin

5-(2-hydroxyethyl)-uracil

5-formyl-2'-deoxyuridine

Downstream raw materials:

(Z)-N-benzyl-C-(uracil-5-yl) nitrone

2,4-dihydroxypyrimidine-5-carboxylic acid

C₁₄H₁₈N₃O₅P

C₁₃H₁₅ClN₃O₅P

Refernces

• 1、 Hahn,Wang. "-". . p. 567. Retrieved 1976.
• 2、 Li, Wenjing,Zhang, Tianlong,Ding, Jianping. "Molecular basis for the substrate specificity and catalytic mechanism of thymine-7-hydroxylase in fungi". . p. 10026 - 10038. Retrieved 2015.
• 3、 Eger,Jalalian,Schmidt. "Steric fixation of bromovinyluracil: Synthesis of furo[2,3-d]pyrimidine nucleosides". . p. 211 - 218. Retrieved 1995.
• 4、 Brossmer,Ziegler. "Notes on uracil-carbaldehyde-(5)-hydrazone". . p. 2877 - 2879. Retrieved 1969.
• 5、 Hudson, Robert H. E.,Wojciechowski, Filip. "The detrimental effect of orotic acid substitution in the peptide nucleic acid strand on the stability of PNA2:NA triple helices". . p. 1731 - 1740. Retrieved 2005.
• 6、 Ellis et al.. "-". . p. 4398,4399,4400,4402. Retrieved 1973.
• 7、 -. "RIBOCICLIB INTERMEDIATE AND PROCESS FOR PREPARATION THEREOF". Page/Page column 4; 7. . Retrieved 2020/06/10.