50988-16-4

Basic information

• Product Name: maleimycin
• Synonyms: maleimycin;(+)-5,6-Dihydro-4-hydroxycyclopenta[c]pyrrole-1,3(2H,4H)-dione
• CAS NO: 50988-16-4
• Molecular Formula: C₇H₇NO₃
• Molecular Weight: 153.14
• Mol File: 50988-16-4.mol
• Article Data: 5

Chemical Properties

• Boiling Point: 410.6°Cat760mmHg
• Flash Point: 202.1°C
• Appearance: /
• Density: 1.52g/cm³
• Vapor Pressure: 1.86E-08mmHg at 25°C
• Refractive Index: 1.619
• CAS DataBase Reference: maleimycin(CAS DataBase Reference)
• NIST Chemistry Reference: maleimycin(50988-16-4)
• EPA Substance Registry System: maleimycin(50988-16-4)

Safety Data

• Hazardous Substances Data: 50988-16-4(Hazardous Substances Data)

Usage

InChI:InChI=1/C7H7NO3/c9-4-2-1-3-5(4)7(11)8-6(3)10/h4,9H,1-2H2,(H,8,10,11)/t4-/m0/s1

Upstream product

• 611-10-9 2-ethoxycarbonyl-1-cyclopentanone 
• 122539-74-6 2-trifluoromethanesulfonyloxy-cyclopent-1-enecarboxylic acid ethyl ester 
• 3128-15-2 cyclopent-1-ene-1,2-dicarboxylic acid 
• 62291-40-1 1,3-dioxo-1,2,3,4,5,6-hexahydrocyclopenta[c]pyrrol-4-yl acetate 
• 80016-36-0 3-aza-6-bromo-bicyclo<3.3.0>-1-octene-2,4-dione 
• 62291-38-7 2,4-dioxo-3-azabicyclo<3.3.0>oct-Δ^1,5-ene 
• 108-05-4 vinyl acetate 
• 50988-16-4 (R/S)-4-hydroxy-5,6-dihydrocyclopenta[c]pyrrole-1,3(2H,4H)-dione 

Downstream Products

• 50988-16-4 (S)-4-hydroxy-5,6-dihydrocyclopenta[c]pyrrole-1,3(2H,4H)-dione 

Relevant articles and documents

An efficient total synthesis of maleimycin

-

Iso-maleimycin, a Constitutional Isomer of Maleimycin, from Streptomyces sp. QL37

Iso-maleimycin, a previously unknown constitutional isomer of the antibiotic maleimycin, has been detected in an extract of Streptomyces sp. QL37. Chemical synthesis of both maleimycin (20 % yield over seven steps) and iso-maleimycin, (15 % yield over six steps) allowed access to reference materials for identification. Gas Chromatography coupled Mass Spectrometry (GC-MS) analysis demonstrated that of the two isomers, only iso-maleimycin was present in the extract. This finding supports our hypothesis that iso-maleimycin is a biosynthetic intermediate of lugdunomycin. Iso-maleimycin displays low antibiotic activity, with a Minimum Inhibitory Concentration (MIC) value on both E. coli and B. subtilis of 250 μg/mL.

BENZENECARBOTHIOCCYCLOPENTA[C] PYRROLE-1,3-DIONE COMPOUNDS AND PROCESS FOR SYNTHESIS THEREOF

The present invention relates to a novel analogues of benzenecarbothioccyclopenta[c]pyrrole-1,3-dione of formula (I) useful for treating various viral infections and process for synthesis thereof. The present invention provides a novel process for synthes