Lumichrome

Base Information

• Chemical Name: Lumichrome
• CAS No.: 1086-80-2
• Molecular Formula: C12H10 N4 O2
• Molecular Weight: 242.237
• Hs Code.: 2933990090
• European Community (EC) Number: 214-120-8
• NSC Number: 96911
• UNII: 99U1UDJ2HM
• DSSTox Substance ID: DTXSID70148600
• Nikkaji Number: J9.483H
• Wikidata: Q27095157
• Metabolomics Workbench ID: 49948
• ChEMBL ID: CHEMBL1234101
• Mol file: 1086-80-2.mol

Synonyms:7,8-dimethylalloxazine;Lumichrome

Chemical Property of Lumichrome

Chemical Property:

• Appearance/Colour: solid
• Melting Point: 300 °C
• Refractive Index: 1.6081 (estimate)
• Boiling Point: °Cat760mmHg
• PKA: 10.02±0.70(Predicted)
• Flash Point: °C
• PSA: 91.50000
• Density: 1.388g/cm³
• LogP: 0.77640
• Storage Temp.: Refrigerator
• Solubility.: Aqueous Base (Slightly), DMSO (Slightly, Heated, Sonicated)
• XLogP3: 1.1
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 0
• Exact Mass: 242.08037557
• Heavy Atom Count: 18
• Complexity: 386

Purity/Quality:

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

LUM ^*data from reagent suppliers

Safty Information:

• Safety Statements: 24/25

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1=CC2=C(C=C1C)N=C3C(=N2)C(=O)NC(=O)N3
• Recent ClinicalTrials: Safety and Pharmacokinetic Study of Lumacaftor/Ivacaftor in Participants 1 to Less Than 2 Years of Age With Cystic Fibrosis, Homozygous for F508del
• Uses: Lumichrome is a derivative of Riboflavin, a vitamin with a key role in maintaining cellular function and health in human and animals. Dyes and metabolites. Lumichrome is a derivative of Riboflavin (R415000), a vitamin with a key role in maintaining cellular function and health in human and animals. Dyes and metabolites.

Technology Process of Lumichrome

There total 33 articles about Lumichrome 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%

pyrimidine-2,4,5,6(1H,3H)-tetraone (61066-33-9,61066-34-0,61066-35-1,61127-23-9) + 4,5-dimethyl-1,2-phenylenediamine (3171-45-7) → lumichrome (1086-80-2)

Guidance literature:

With boric acid; In acetic acid; at 20 ℃; for 2h; Inert atmosphere;

DOI:10.1021/ol3010326

Reference yield: 83.0%

6,7-dimethyl-3-ethoxycarbonylaminoquinoxaline-2-carboxamide (80144-39-4) → lumichrome (1086-80-2)

Guidance literature:

With potassium hydroxide; In methanol;

DOI:10.1002/hlca.19810640612

Reference yield: 70.0%

riboflavin (83-88-5,42880-33-1) → lumichrome (1086-80-2)

Guidance literature:

With sodium periodate; In water; at 50 ℃; for 24h;

DOI:10.1039/c8gc00117k

upstream raw materials:

BARBITURIC ACID

5,5-Dichloro-barbituric acid

4,5-dimethyl-1,2-phenylenediamine

4,5-dimethyl-2-nitrobenzenamine

Downstream raw materials:

1,3-dimethyllumichrome

6,7-dimethyl-quinoxalin-2-ylamine

Refernces

• 1、 Moore et al.. "-". . p. 3367,3368. Retrieved 1963.
• 2、 Chen, Shuai,Foss, Frank W.. "Aerobic organocatalytic oxidation of aryl aldehydes: Flavin catalyst turnover by Hantzsch's ester". . p. 5150 - 5153,4. Retrieved 2012.
• 3、 Ohkado, Ryoma,Ishikawa, Tatsuro,Iida, Hiroki. "Flavin-iodine coupled organocatalysis for the aerobic oxidative direct sulfenylation of indoles with thiols under mild conditions". . p. 984 - 988. Retrieved 2018.
• 4、 Menova, Petra,Dvorakova, Hana,Eigner, Vaclav,Ludvik, Jiri,Cibulka, Radek. "Electron-deficient alloxazinium salts: Efficient organocatalysts of mild and chemoselective sulfoxidations with hydrogen peroxide". . p. 3451 - 3462. Retrieved 2013.
• 5、 Stanojevi?, Jelena S.,Zvezdanovi?, Jelena B.,Markovi?, Dejan Z.. "Riboflavin degradation in the presence of quercetin in methanol under continuous UV-B irradiation: The ESI-MS-UHPLC analysis". . p. 1787 - 1794. Retrieved 2015.
• 6、 Tishler et al.. "-". . p. 2165,2167. Retrieved 1945.
• 7、 Cairns,Metzler. "-". . p. 2772,2773. Retrieved 1971.
• 8、 Ahmad, Iqbal,Ahmed, Sofia,Sheraz, Muhammad Ali,Aminuddin, Muhammad,Vaid, Faiyaz Hussain Madni. "Effect of caffeine complexation on the photolysis of riboflavin in aqueous solution: A kinetic study". . p. 1363 - 1370. Retrieved 2009.
• 9、 Spence,Frank. "-". . p. 116. Retrieved 1963.
• 10、 Kachel, Benjamin,Mack, Matthias. "Engineering of Synechococcus sp. strain PCC 7002 for the photoautotrophic production of light-sensitive riboflavin (vitamin B2)". . p. 275 - 286. Retrieved 2020.