Bisindolyl maleimide 4

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Structural formula
Structural formula of bisindolyl maleimide IV
General
Surname Bisindolyl maleimide 4
other names
  • Ro31-6233
  • Arcyriarubin A.
  • Bis [3,4- (1 H -indol-3-yl) -1 H ] -pyrrole-2,5-dione
Molecular formula C 20 H 13 N 3 O 2
Brief description

red solid

External identifiers / databases
CAS number 119139-23-0
PubChem 2399
Wikidata Q27075304
properties
Molar mass 327.34 g mol −1
Physical state

firmly

Melting point

161 ° C

solubility

soluble in DMSO

safety instructions
GHS labeling of hazardous substances
no GHS pictograms
H and P phrases H: no H-phrases
P: no P-phrases
As far as possible and customary, SI units are used. Unless otherwise noted, the data given apply to standard conditions .

Bisindolylmaleimide 4 is a chemical compound from the group of bisindolylmaleimides and their basic compound .

Occurrence

Bisindolylmaleimide 4 occurs naturally in myxomycetes (slime molds) Arcyria major or Arcyria denudata . Myxomycetes produce a number of other bisindolyl derivatives.

Extraction and presentation

Bisindolyl maleimide 4 can be obtained by reacting dichloromaleimide or dibromomaleimide with indolylmagnesium bromide.

properties

Bisindolyl maleimide 4 is a red solid that is soluble in DMSO . It is a protein kinase C inhibitor.

use

Bisindolylmaleimide 4 can be used to produce other chemical compounds (for example staurosporirone ).

Individual evidence

  1. a b c Burkhard Fugmann: RÖMPP Lexikon Naturstoffe, 1st edition, 1997 . Georg Thieme Verlag, 2014, ISBN 3-13-179541-7 , p. 103 ( limited preview in Google Book search).
  2. a b c d e data sheet bisindolylmaleimide IV, ≥98% (TLC), solid from Sigma-Aldrich , accessed on July 14, 2017 ( PDF ).
  3. Steglich, W. (1989): Slime molds (Myxomycetes) as a source of new biologically active metabolites . In: Pure Appl. Chem. , 61 (3); 281-288; doi : 10.1351 / pac198961030281 ; PDF (free full text, English)
  4. a b Krishna C. Majumdar, Shital K. Chattopadhyay: Heterocycles in Natural Product Synthesis . John Wiley & Sons, 2011, ISBN 3-527-63489-4 , pp. 119 ( limited preview in Google Book search).
  5. ^ Chemistry and Pharmacology . Academic Press, 1995, ISBN 978-0-08-086571-3 , pp. 203 ( limited preview in Google Book search).
  6. ^ John Buckingham, Keith H. Baggaley, Andrew D. Roberts, Laszlo F. Szabo: Dictionary of Alkaloids, Second Edition with CD-ROM . CRC Press, 2010, ISBN 978-1-4200-7770-4 , pp. 216 ( limited preview in Google Book search).