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CAS No 636-47-5 , N-[5-[[5-[(3-amino-3-iminopropyl)carbamoyl]-1-methylpyrrol-3-yl]
carbamoyl]-1-methylpyrrol-3-yl]-4-formamido-1-methylpyrrole-2-
carboxamide

  • Name: N-[5-[[5-[(3-amino-3-iminopropyl)carbamoyl]-1-methylpyrrol-3-yl]
    carbamoyl]-1-methylpyrrol-3-yl]-4-formamido-1-methylpyrrole-2-
    carboxamide
  • Synonyms: NSC 150528; 636-47-5;distamycin a; NSC82150; Herperetin; NCGC00018292-04; DST-A; NSC150528; FI 6426;N-[5-[[5-[(3-amino-3-iminopropyl)carbamoyl]-1-methylpyrrol-3-yl]
    carbamoyl]-1-methylpyrrol-3-yl]-4-formamido-1-methylpyrrole-2-
    carboxamide;
  • CAS Registry Number:
  • Density: 1.45g/cm3
  • Refractive index: 1.69
  • Safety Statements: Poison by ingestion. Moderately toxic by intraperitoneal route. Human mutation data reported. When heated to decomposition it emits toxic fumes of NOx.
  • EINECS: 229-505-6
  • Molecular Weight: 481.50768
  • InchiKey: UPBAOYRENQEPJO-UHFFFAOYSA-N
  • InChI: InChI=1S/C22H27N9O4/c1-29-9-13(26-12-32)6-17(29)21(34)28-15-8-18(31(3)
    11-15)22(35)27-14-7-16(30(2)10-14)20(33)25-5-4-19(23)24/h6-12H,4-5H2,
    1-3H3,(H3,23,24)(H,25,33)(H,26,32)(H,27,35)(H,28,34)
  • Molecular Formula: C22H27N9O4
  • Molecular Structure:CAS No:636-47-5 N-[5-[[5-[(3-amino-3-iminopropyl)carbamoyl]-1-methylpyrrol-3-yl]<br />carbamoyl]-1-methylpyrrol-3-yl]-4-formamido-1-methylpyrrole-2-<br />carboxamide
References of N-[5-[[5-[(3-amino-3-iminopropyl)carbamoyl]-1-methylpyrrol-3-yl]
carbamoyl]-1-methylpyrrol-3-yl]-4-formamido-1-methylpyrrole-2-
carboxamide
Title: Stallimycin
CAS Registry Number: 636-47-5
CAS Name: N-[5-[[(3-Amino-3-iminopropyl)amino]carbonyl]-1-methyl-1H-pyrrol-3-yl]-4-[[[4-(formylamino)-1-methyl-1H-pyrrol-2-yl]carbonyl]amino]-1-methyl-1H-pyrrole-2-carboxamide
Synonyms: b-[1-methyl-4-[1-methyl-4-(1-methyl-4-formylaminopyrrole-2-carboxamido)pyrrole-2-carboxamido]pyrrole-2-carboxamido]propionamidine; distamycin A
Manufacturers' Codes: F.I. 6426
Molecular Formula: C22H27N9O4
Molecular Weight: 481.51
Percent Composition: C 54.88%, H 5.65%, N 26.18%, O 13.29%
Literature References: Antibiotic substance with antiviral and oncolytic properties, obtained from Streptomyces distallicus: Arcamone et al., DE 1039198 (1958 to Farmaceutici Italia), C.A. 55, 2012f (1961). Structure and synthesis: Arcamone et al., Nature 203, 1064 (1964); eidem, Gazz. Chim. Ital. 97, 1097, 1110 (1967). Total synthesis: M. Bialer et al., Tetrahedron 1978, 2389; L. Grehn, U. Ragnarsson, J. Org. Chem. 46, 3492 (1981). Toxicity and antitumor activity: A. DiMarco et al., Cancer Chemother. Rep. 18, 15 (1962). Review: Hahn in Antibiotics vol. 3, J. W. Corcoran, F. E. Hahn, Eds. (Springer-Verlag, New York, 1975) pp 79-100.
Properties: mp 154-156°.
Melting point: mp 154-156°
 
Derivative Type: Hydrochloride
CAS Registry Number: 6576-51-8
Trademarks: Herperal (Farmitalia)
Molecular Formula: C22H27N9O4.HCl
Molecular Weight: 517.97
Percent Composition: C 51.01%, H 5.45%, N 24.34%, O 12.36%, Cl 6.84%
Properties: Crystals from dil HCl, mp 184-187° (Arcamone, 1967). Also reported as 189-193° from ethanol-ethyl acetate (Bialer). uv max (96% ethanol): 237, 303 nm (e 30000, 37000). LD50 in mice (mg/kg): 75 i.v.; 500 i.p. (DiMarco).
Melting point: mp 184-187° (Arcamone, 1967). Also reported as 189-193° from ethanol-ethyl acetate (Bialer)
Absorption maximum: uv max (96% ethanol): 237, 303 nm (e 30000, 37000)
Toxicity data: LD50 in mice (mg/kg): 75 i.v.; 500 i.p. (DiMarco)
 
Therap-Cat: Antiviral.
Keywords: Antiviral.