Reumycin

Base Information

• Chemical Name: Reumycin
• CAS No.: 5016-18-2
• Molecular Formula: C₆H₅N₅O₂
• Molecular Weight: 179.138
• Hs Code.: 2933990090
• NSC Number: 99733
• UNII: N94S395MFA
• DSSTox Substance ID: DTXSID90198223
• Nikkaji Number: J16.332E
• Wikidata: Q9068429
• ChEMBL ID: CHEMBL1703515
• Mol file: 5016-18-2.mol

Synonyms:6-methylpyrimido(5,4-e)-as-triazine-5,7(6H,8H)- dione;N-1-demethylxanthotricin;reumycin;rheumycin

Chemical Property of Reumycin

Chemical Property:

• Melting Point: 243-244 °C
• Boiling Point: °Cat760mmHg
• PKA: -2.90±0.20(Predicted)
• Flash Point: °C
• PSA: 93.53000
• Density: 1.544g/cm³
• LogP: -1.58820
• XLogP3: -1.4
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 0
• Exact Mass: 179.04432442
• Heavy Atom Count: 13
• Complexity: 255

Purity/Quality:

99%, ^*data from raw suppliers

6-METHYL-1H,5H,6H,7H-PYRIMIDO[5,4-E][1,2,4]TRIAZINE-5,7-DIONE 95.00% ^*data from reagent suppliers

Safty Information:

• Pictogram(s): A poison.
• Hazard Codes: A poison.

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CN1C(=O)C2=C(NC1=O)N=NC=N2

Technology Process of Reumycin

There total 12 articles about Reumycin 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: 39.0%

1-methyl-9-aminoxanthine (113613-76-6) → 6-methylpyrimido[5,4-e][1,2,4]triazine-5,7(6H,8H)-dione (5016-18-2)

Guidance literature:

With dihydrogen peroxide; at 80 ℃; for 2h; other oxidizing agents;

DOI:10.1007/BF00472625

Reference yield: 38.0%

toxoflavin (84-82-2) → 6-methylpyrimido[5,4-e][1,2,4]triazine-5,7(6H,8H)-dione (5016-18-2)

Guidance literature:

In N,N-dimethyl-formamide; for 4.5h; Heating;

DOI:10.1002/jhet.5570240529

Reference yield:

pyrimido[5,4-e]-as-triazine-5,7(6H,8H)-dione (19359-69-4) + (R)-(S)-adenosyl-L-methionine → 6-methylpyrimido[5,4-e][1,2,4]triazine-5,7(6H,8H)-dione (5016-18-2)

Guidance literature:

With 1,4-dithio-L-threitol; N-methyltransferase Shi₄₂₃₂ from Streptomyceshiroshimensis ATCC₅₃₆₁₅; In aq. acetate buffer; at 30 ℃; for 1h; pH=7.5; Enzymatic reaction;

DOI:10.1039/c8ob02847h

upstream raw materials:

toxoflavin

1-methyl-9-aminoxanthine

5-Amino-6-chloro-2-hydroxy-3-methyl-3H-pyrimidin-4-one

7-Hydroxy-1,6-dimethyl-4,6-dihydro-1H-pyrimido[5,4-e][1,2,4]triazin-5-one

Downstream raw materials:

toxoflavin

fervenulin

2-acetyl-6-methyl-1,2-dihydropyrimido<5,4-e><1,2,4>triazine-5,7-dione

1-acetyl-6-methyl-1,4-dihydropyrimido<5,4-e><1,2,4>triazine-5,7-dione

Refernces

• 1、 Gulevskaya, A. V.,Kuz'menko, V. V.,Pozharskii, A. F.,Kuz'menko, T.A.,Shorshnev, S. V.,et al.. "PURINES, PYRIMIDINES, AND CONDENSED SYSTEMS BASED ON THEM. 6. REACTIVITY OF 7- AND 9-AMINOXANTHINES TOWARD OXIDIZING AGENTS AND SOME ELECTROPHILES. SYNTHESIS OF THE ANTIBIOTICS FERVENULIN AND RHEUMYCIN". . p. 81 - 88. Retrieved 2007/10/02.