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(ISOCYANOIMINO)TRIPHENYLPHOSPHORANE

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(ISOCYANOIMINO)TRIPHENYLPHOSPHORANE Basic information

Product Name:
(ISOCYANOIMINO)TRIPHENYLPHOSPHORANE
Synonyms:
  • N-isocyaniminotriphenylphosphorane
  • Nsc371099
  • (ISOCYANOIMINO)TRIPHENYLPHOSPHORANE
  • 1-methylidyne-2-(triphenyl-lambda~5~-phosphanylidene)diazanium
  • (N-Isocyanoimino)triphenylphosphorane 95%
  • (N-Isocyanoimino)Triphenylphosphorane
  • (N-Isocyanoi
  • (Isocyanoimino)triphenylphosphorane>
CAS:
73789-56-7
MF:
C19H15N2P
MW:
302.309561
Mol File:
73789-56-7.mol
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(ISOCYANOIMINO)TRIPHENYLPHOSPHORANE Chemical Properties

Melting point:
160-161 °C
storage temp. 
under inert gas (nitrogen or Argon) at 2-8°C
form 
solid
color 
White to Light yellow to Light orange
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Safety Information

HS Code 
29319090
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(ISOCYANOIMINO)TRIPHENYLPHOSPHORANE Usage And Synthesis

Uses

Despite growing interest for therapeutic and other biological applications, cyclic peptidomimetics are challenging to synthesize. As reported by the lab of Andrei Yudin, (N-isocyanoimino)triphenylphosphorane (Pinc
) enables zwitterionic-controlled generation of peptide macrocyles from linear peptides and aldehydes. Containing a 1,3,4-oxadiazole, the resulting peptide exhibits both improved membrane permeability, lipophilicity, and aqueous solubility.
Different functional groups can be introduced by varying the aldehyde, and initial work used propionaldehyde (538124), phenylacetaldehyde (107395), and isovaleraldehyde (146455).

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