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CAS No 4533-39-5 , N',N'-dimethyl-N-(1-nitroacridin-9-yl)propane-1,3-diamine

  • Name: N',N'-dimethyl-N-(1-nitroacridin-9-yl)propane-1,3-diamine
  • Synonyms: Nitracrina [INN-Spanish]; 1-Nitro-9-(dimethylaminopropylamino)acridine;Nitracrinum [INN-Latin];N',N'-dimethyl-N-(1-nitroacridin-9-yl)propane-1,3-diamine; Ledacrine; CCRIS 1973;
  • CAS Registry Number:
  • Flash Point: 269.5°C
  • Boiling Point: 522°Cat760mmHg
  • Density: 1.269g/cm3
  • Refractive index: 1.697
  • Safety Statements: Poison by ingestion and intravenous routes. Human mutation data reported. When heated to decomposition it emits toxic fumes of NOx.
  • Flash Point: 269.5°C
  • Molecular Weight: 324.377
  • InchiKey: YMVWGSQGCWCDGW-UHFFFAOYSA-N
  • InChI: InChI=1S/C18H20N4O2/c1-21(2)12-6-11-19-18-13-7-3-4-8-14(13)20-15-9-5-10-
    16(17(15)18)22(23)24/h3-5,7-10H,6,11-12H2,1-2H3,(H,19,20)
  • Molecular Formula: C18H20N4O2
  • Molecular Structure:CAS No:4533-39-5 N',N'-dimethyl-N-(1-nitroacridin-9-yl)propane-1,3-diamine

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References of N',N'-dimethyl-N-(1-nitroacridin-9-yl)propane-1,3-diamine
Title: Nitracrine
CAS Registry Number: 4533-39-5
CAS Name: N,N-Dimethyl-N￠-(1-nitro-9-acridinyl)-1,3-propanediamine
Synonyms: 9-[[3-(dimethylamino)propyl]amino]-1-nitroacridine
Molecular Formula: C18H20N4O2
Molecular Weight: 324.38
Percent Composition: C 66.65%, H 6.21%, N 17.27%, O 9.86%
Literature References: Deriv of acridine, q.v., with cytostatic and cytotoxic properties. Prepn: FR 1458183 (1966 to Polfa), C.A. 68, 39493s (1968); A. Ledochowski, B. Stefanska, Rocz. Chem. 40, 301 (1966), C.A. 65, 2219b (1966). Pharmacological studies: J. Gieldanowski et al., Arch. Immunol. Ther. Exp. 20, 399 (1972); eidem, ibid. 419. Mechanism of action: J. Konopa et al., Mater. Med. Pol. 8, 258 (1976). Cytotoxicity study: I. Szumiel, M. Walicka, Neoplasma 27, 697 (1980). DNA binding activity: L. Szmigiero, M. Gniazdowski, Arzneim.-Forsch. 31, 1875 (1981). Comprehensive review: M. Gniazdowski et al. in Antibiotics Vol. V, part 2, F. E. Hahn, Ed. (Springer-Verlag, New York, 1979) pp 275-297.
Properties: Crystals from benzene/petr ether, mp 134-135°. Practically insol in water. Sol in most organic solvents. pKa1 6.45; pKa2 8.8.
Melting point: mp 134-135°
pKa: pKa1 6.45; pKa2 8.8
 
Derivative Type: Dihydrochloride monohydrate
CAS Registry Number: 55429-45-3
Manufacturers' Codes: C-283
Trademarks: Ledakrin (Polfa)
Molecular Formula: C18H20N4O2.2HCl.H2O
Molecular Weight: 415.31
Percent Composition: C 52.06%, H 5.82%, N 13.49%, O 11.56%, Cl 17.07%
Properties: Orange crystals, mp 223-224°. Sol in water, methanol, ethanol, slightly sol in benzene, diethyl ether. Conc water solns are acidic (pH 4). LD50 in rats, mice (mg/kg): 1, 0.72 i.v.; 34, 26 i.g. (Gniazdowski).
Melting point: mp 223-224°
Toxicity data: LD50 in rats, mice (mg/kg): 1, 0.72 i.v.; 34, 26 i.g. (Gniazdowski)
 
Therap-Cat: Antineoplastic.
Keywords: Antineoplastic.