Glycosmicine

Base Information

• Chemical Name: Glycosmicine
• CAS No.: 604-50-2
• Molecular Formula: C9H8N2O2
• Molecular Weight: 176.175
• Hs Code.: 2933990090
• NSC Number: 401254
• DSSTox Substance ID: DTXSID20209154
• Nikkaji Number: J13.470H
• Wikidata: Q83083333
• Mol file: 604-50-2.mol

Synonyms:Glycosmicine;604-50-2;1-methylquinazoline-2,4(1H,3H)-dione;1-Methyl-2,4(1H,3H)-quinazolinedione;1-methylquinazoline-2,4-dione;2,4(1H,3H)-QUINAZOLINEDIONE, 1-METHYL-;NSC 401254;Methyl-1 (1H,3H)quinazolinedione-2,4;Methyl-1 (1H,3H)quinazolinedione-2,4 [French];NSC401254;1,2,3,4-tetrahydro-1-methyl-2,4-dioxoquinazoline;SCHEMBL5033267;DTXSID20209154;1-Methyl-2,3H)-Quinazolinedione;2,3H)-Quinazolinedione, 1-methyl-;MFCD00731030;AKOS000266261;CCG-344340;DS-4731;NSC-401254;LS-140152;CS-0151121;FT-0746015;A18968;C75825;AG-690/33347036;SR-01000467676;SR-01000467676-1

Chemical Property of Glycosmicine

Chemical Property:

• Refractive Index: 1.585
• PSA: 54.86000
• Density: 1.292 g/cm³
• LogP: 0.22680
• Storage Temp.: Inert atmosphere,Room Temperature
• XLogP3: 0.3
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 0
• Exact Mass: 176.058577502
• Heavy Atom Count: 13
• Complexity: 252

Purity/Quality:

99.5% ^*data from raw suppliers

1-Methylquinazoline-2,4(1H,3H)-dione 95% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CN1C2=CC=CC=C2C(=O)NC1=O

Technology Process of Glycosmicine

There total 16 articles about Glycosmicine 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: 95.0%

N-Methylanthranilic acid (119-68-6) + urea (57-13-6) → glycosmicine (604-50-2)

Guidance literature:

In N,N-dimethyl acetamide; for 0.05h; microwave irradiation;

DOI:10.1246/cl.2005.1438

Reference yield: 88.0%

potassium cyanate (590-28-3) + N-Methylanthranilic acid (119-68-6) → glycosmicine (604-50-2)

Guidance literature:

In N,N-dimethyl acetamide; for 0.025h; microwave irradiation;

DOI:10.1246/cl.2005.1438

Reference yield: 84.0%

N-Methylanthranilic acid (119-68-6) + sodium isocyanate (917-61-3) → glycosmicine (604-50-2)

Guidance literature:

With acetic acid; sodium hydroxide; In water; at 40 - 75 ℃;

DOI:10.1007/s10593-010-0458-5

upstream raw materials:

potassium cyanate

N-Methylanthranilic acid

2-methylaminobenzamide

chloroformic acid ethyl ester

Downstream raw materials:

N-(2-chlorobenzoyl)glycine-2-(1,4-dihydro-1-methyl-2,4-dioxo-3(2H)-quinazolinyl)ethyl ester

N-(2-methylbenzoyl)glycine-2-(1,4-dihydro-1-methyl-2,4-dioxo-3(2H)-quinazolinyl)ethyl ester

N-(4-nitrobenzoyl)glycine-2-(1,4-dihydro-1-methyl-2,4-dioxo-3(2H)-quinazolinyl)ethyl ester

N-(4-methoxybenzoyl)glycine-2-(1,4-dihydro-1-methyl-2,4-dioxo-3(2H)-quinazolinyl)ethyl ester

Refernces

• 1、 Ashirmatov,Urakov,Shakhidoyatov. "Quantum chemical investigation of the effect of cation size on the course of the methylation of 2,4-dioxoquinazoline salts". . p. 708 - 711. Retrieved 1996.
• 2、 Noureldin, Nada A.,Kothayer, Hend,Lashine, El-Sayed M.,Baraka, Mohamed M.,Huang, Yanrong,Li, Bing,Ji, Qinggang. "Design, synthesis and biological evaluation of novel quinazoline-2,4-diones conjugated with different amino acids as potential chitin synthase inhibitors". . p. 560 - 569. Retrieved 2018/05/24.
• 3、 -. "HYDROXYL PURINE COMPOUNDS AND USE THEREOF". Paragraph 0525; 0526. . Retrieved 2018/04/05.