59493-94-6

Basic information

• Product Name: mimosamycin
• Synonyms: mimosamycin;2,6-Dimethyl-7-methoxy-3,5,8(2H)-isoquinolinetrione;2,6-Dimethyl-7-methoxyisoquinoline-3,5,8(2H)-trione;7-Methoxy-2,6-dimethylisoquinoline-3,5,8(2H)-trione
• CAS NO: 59493-94-6
• Molecular Formula: C₁₂H₁₁NO₄
• Molecular Weight: 233.22
• Mol File: 59493-94-6.mol
• Article Data: 6

Chemical Properties

• Boiling Point: 416.5°C at 760 mmHg
• Flash Point: 205.7°C
• Appearance: /
• Density: 1.35g/cm³
• Vapor Pressure: 3.81E-07mmHg at 25°C
• Refractive Index: 1.59
• CAS DataBase Reference: mimosamycin(CAS DataBase Reference)
• NIST Chemistry Reference: mimosamycin(59493-94-6)
• EPA Substance Registry System: mimosamycin(59493-94-6)

Safety Data

• Hazardous Substances Data: 59493-94-6(Hazardous Substances Data)

Usage

Synthesis Reference(s)

The Journal of Organic Chemistry, 65, p. 635, 2000 DOI: 10.1021/jo990767d

InChI:InChI=1/C12H11NO4/c1-6-10(15)7-4-9(14)13(2)5-8(7)11(16)12(6)17-3/h4-5H,1-3H3

Upstream product

• 114252-31-2 N,6-dimethyl-5,7,8-trimethoxy-1,4-dihydroisoquinolin-3-(2H)-one 
• 86433-78-5 7-methoxy-2,6-dimethyl-5,8-dioxo-1,2,3,4,5,8-hexahydroisoquinoline-5,8-dione 
• 114252-30-1 methyl 2-((formylamino)methyl)-5-methyl-3,4,6-trimethoxyphenylacetate 
• 114252-27-6 methyl 2-cyano-5-methyl-3,4,6-trimethoxyphenylacetate 
• 114252-26-5 2-cyano-5-methyl-3,4,6-trimethoxyphenylacetic acid 
• 260969-87-7 methyl 2-(2,5-dihydroxy-4-methoxy-3-methylphenyl)acetate 
• 260969-88-8 methyl (2,4,5-trimethoxy-3-methylphenyl)acetate 
• 260969-86-6 2,2,6-trimethoxy-7-methyl-2,3-dihydrobenzo[b]furan-5-ol 
• 701911-93-5 bishydroquinonerenieramycin M 
• 701911-94-6 9-(acetoxymethyl)-7-cyano-6,7,9,14,14a,15-hexahydro-2,11-dimethoxy-3,12,16-trimethyl-(6S,7R,9R,14aS,15R)-(-)-6,15-imino-4H-isoquino[3,2-b][3]benzazocine-1,4,10,13(5H)-tetrone 
• 701911-92-4 7-cyano-6,7,9,14,14a,15-hexahydro-9-(hydroxymethyl)-2,11-dimethoxy-3,12,16-trimethyl-(6S,7R,9R,14aS,15R)-(-)-6,15-imino-4H-isoquino[3,2-b][3]benzazocine-1,4,10,13(5H)-tetrone 
• 631913-64-9 (-)-renieramycin M 
• 304852-37-7 9-[(acetoxy)methyl]-6,7,9,14,14a,15-hexahydro-7-hydroxy-2,11-dimethoxy-3,12,16-trimethyl-(6S,7S,9R,14aS,15R)-(-)-6,15-imino-4H-isoquino[3,2-b][3]benzazocine-1,4,10,13(5H)-tetrone 
• 123641-95-2 renieramycin E 

Relevant articles and documents

Synthesis of mimosamycin and 5,8-dihydroxy-4,7-dimethoxy-2,6- dimethylisoquinolinium iodide

The one-pot synthesis of mimosamycin utilizing the Polonovski reaction and a five-step synthesis of 5,8-dihydroxy-4,7-dimethoxy-2,6-dimethylisoquinolinium iodide (7) from known compound (8) are described.

Chemistry of antitumor isoquinolinequinone alkaloids: Unexpected oxidative degradation of saframycin S to generate simple isoquinoline alkaloids, mimosamycin and mimocin

Saframycin S, prepared by treating saframycin A with silver nitrate in aqueous acetonitrile, was transformed into simple isoquinolinequinones, mimosamycin and mimocin, by treatment with a catalytic amount of trifluoroacetic acid (TFA) in chloroform. The proposed mechanism for this oxidative degradation is presented.

Isoquinoline Quinones. Preparation of Saframycin Intermediates and Total Synthesis of Mimosamycin

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