Home > Name List By 2 > 2,2'-Bi-1H-pyrrole,4-methoxy-5-[(5-methyl-4-pentyl-2H-pyrrol-2-ylidene)methyl]-

CAS No 82-89-3 , 2,2'-Bi-1H-pyrrole,4-methoxy-5-[(5-methyl-4-pentyl-2H-pyrrol-2-ylidene)methyl]-

  • Name: 2,2'-Bi-1H-pyrrole,4-methoxy-5-[(5-methyl-4-pentyl-2H-pyrrol-2-ylidene)methyl]-
  • Synonyms: 2,2'-Bi-1H-pyrrole,4-methoxy-5-[(5-methyl-4-pentyl-2H-pyrrol-2-ylidene)methyl]-;2,2'-Bipyrrole,4-methoxy-5-[(5-methyl-4-pentyl-2H-pyrrol-2-ylidene)methyl]- (7CI,8CI);2-Methyl-3-amyl-6-methoxyprodigiosene; Prodigiosine; Prodigiosin;
  • CAS Registry Number:
  • Flash Point: 281.8°C
  • Boiling Point: 542.4°C at 760 mmHg
  • Density: 1.12g/cm3
  • Refractive index: 1.591
  • Safety Statements: S26;S36;
  • Flash Point: 281.8°C
  • Molecular Weight: 323.43
  • InChI: InChI=1/C20H25N3O/c1-4-5-6-8-15-11-16(22-14(15)2)12-19-20(24-3)13-18(23-19)17-9-7-10-21-17/h7,9-13,22-23H,4-6,8H2,1-3H3/b18-17+,19-12+
  • Molecular Formula: C20H25N3O
  • Molecular Structure:CAS No:82-89-3 2,2'-Bi-1H-pyrrole,4-methoxy-5-[(5-methyl-4-pentyl-2H-pyrrol-2-ylidene)methyl]-

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82-89-3 PRODIGIOSIN

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References of 2,2'-Bi-1H-pyrrole,4-methoxy-5-[(5-methyl-4-pentyl-2H-pyrrol-2-ylidene)methyl]-
Title: Prodigiosin
CAS Registry Number: 82-89-3
CAS Name: 4-Methoxy-5-[(5-methyl-4-pentyl-2H-pyrrol-2-ylidene)methyl]-2,2￠-bi-1H-pyrrole
Synonyms: 2,2￠-[3-methoxy-4￠-amyl-5￠-methyl-5-(2￠￠-pyrryl)]dipyrrylmethene; prodigiosine
Molecular Formula: C20H25N3O
Molecular Weight: 323.43
Percent Composition: C 74.27%, H 7.79%, N 12.99%, O 4.95%
Literature References: Antibiotic pigment produced by Chromobacterium prodigiosum (Serratia marcescens). Exhibits antimicrobial and cytotoxic properties. Isoln: Wrede, Hettche, Ber. 62, 2678 (1929); Lasseur, Georges, Trav. Lab. Microbiol. Fac. Pharm. Nancy 9, 47 (1936); Lasseur, Melcion, ibid. 13, 192 (1944). Purification: Morgan, Tanner, J. Chem. Soc. 1955, 3305. Structure: Wrede, Rothhaas, Z. Physiol. Chem. 226, 95 (1934). Revised structure and synthesis: H. H. Wasserman et al., J. Am. Chem. Soc. 82, 506 (1960); H. Rapoport, K. G. Holden, ibid. 5510; ibid. 84, 635 (1962); A. J. Castro et al., J. Org. Chem. 28, 857 (1963). Total synthesis and in vitro cytotoxic activity: D. L. Boger, M. Patel, Tetrahedron Lett. 28, 2499 (1987); eidem, J. Org. Chem. 53, 1405 (1988). NMR studies: R. J. Cushley et al., Can. J. Chem. 53, 148 (1975). Antimalarial activity: A. J. Castro, Nature 213, 903 (1967). Review: R. P. Williams, W. R. Hearn in Antibiotics vol. 2, D. Gottlieb, P. D. Shaw, Eds. (Springer-Verlag, New York, 1967) pp 410-432, 449-451. Review of synthesis: A. H. Jackson, K. M. Smith, in The Total Synthesis of Natural Products vol. 1, J. ApSimon, Ed. (Wiley-Interscience, New York, 1973) pp 227-232; of biological activity and production: V. Alonzo, Ig. Mod. 81, 557-564 (1984), C.A. 101, 126398h (1984).
Properties: Lustrous square pyramids (dark red with green reflex) from petr ether, mp 151-152°. Almost insol in water. Moderately sol in alcohol, ether; freely sol in chloroform, bromoform, benzene. Alkaline or neutral solns are orange-yellow, acid solns are red. Absorption max (isopropanol): 466 nm (e 43000); 336, 280 nm.
Melting point: mp 151-152°
Absorption maximum: Absorption max (isopropanol): 466 nm (e 43000); 336, 280 nm
 
Derivative Type: Hydrochloride
CAS Registry Number: 112373-40-7
Molecular Formula: C20H26ClN3O
Molecular Weight: 359.89
Percent Composition: C 66.75%, H 7.28%, Cl 9.85%, N 11.68%, O 4.45%
Properties: Magenta crystals from benzene + petr ether, dec 148.5-150°. Absorption max (isopropanol): 540, 294 nm (e 70700, 10800).
Absorption maximum: Absorption max (isopropanol): 540, 294 nm (e 70700, 10800)