Home > Name List By a > Acetamide,N-(4,5-dihydro-4-methyl-5-oxo-1,2-dithiolo[4,3-b]pyrrol-6-yl)-

CAS No 87-11-6 , Acetamide,N-(4,5-dihydro-4-methyl-5-oxo-1,2-dithiolo[4,3-b]pyrrol-6-yl)-

  • Name: Acetamide,N-(4,5-dihydro-4-methyl-5-oxo-1,2-dithiolo[4,3-b]pyrrol-6-yl)-
  • Synonyms: N-(4,5-Dihydro-4-methyl-5-oxo-1,2-dithiolo[4,3-b]pyrrol-6-yl)acetamide; NSC3927; Thiolutin;Acetamide,N-(4,5-dihydro-4-methyl-5-oxo-1,2-dithiolo[4,3-b]pyrrol-6-yl)-;1,2-Dithiolo[4,3-b]pyrrol-5(4H)-one,6-acetamido-4-methyl- (6CI,7CI); 1,2-Dithiolo[4,3-b]pyrrole, acetamide deriv.;3-Acetamido-5-methylpyrrolin-4-one[4,3-d]-1,2-dithiole; Acetopyrrothin;
  • CAS Registry Number:
  • Transport: UN 2811 6.1/PG 2
  • Flash Point: 243.3°C
  • Boiling Point: 478.6°C at 760 mmHg
  • Density: 1.55g/cm3
  • Refractive index: 1.72
  • Safety Statements: Poison by ingestion and subcutaneous routes. When heated to decomposition it emits very toxic fumes of NOx and SOx.
  • Hazard Symbols: T+: Very toxic;T: Toxic;
  • Flash Point: 243.3°C
  • Molecular Weight: 228.30
  • InChI: InChI=1/C8H8N2O2S2/c1-4(11)9-6-7-5(3-13-14-7)10(2)8(6)12/h3H,1-2H3,(H,9,11)
  • Risk Statements: 28
  • Molecular Formula: C8H8 N2 O2 S2
  • Molecular Structure:CAS No:87-11-6 Acetamide,N-(4,5-dihydro-4-methyl-5-oxo-1,2-dithiolo[4,3-b]pyrrol-6-yl)-

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References of Acetamide,N-(4,5-dihydro-4-methyl-5-oxo-1,2-dithiolo[4,3-b]pyrrol-6-yl)-
Title: Thiolutin
CAS Registry Number: 87-11-6
CAS Name: 6-(Acetamido)-4-methyl-1,2-dithiolo[4,3-b]pyrrol-5(4H)-one
Synonyms: N-(4,5-dihydro-4-methyl-5-oxo-1,2-dithiolo[4,3-b]pyrrol-6-yl)acetamide; 3-acetamido-5-methylpyrrolin-4-one[4,3-d]-1,2-dithiole; acetopyrrothine
Molecular Formula: C8H8N2O2S2
Molecular Weight: 228.29
Percent Composition: C 42.09%, H 3.53%, N 12.27%, O 14.02%, S 28.09%
Literature References: Antibiotic isolated from several strains of Streptomyces albus: F. W. Tanner, Jr. et al., 118th Am. Chem. Soc. Meet. (Chicago, Sept. 1950), Abstracts of Papers, p 18A; F. W. Tanner, Jr. et al., US 2689854 (1954 to Pfizer). Characterization, similarity to aureothricin, q.v.: W. D. Celmer et al., J. Am. Chem. Soc. 74, 6304 (1952). Structure: W. D. Celmer, I. A. Solomons, ibid. 77, 2861 (1955). Total synthesis: U. Schmidt, F. Geiger, Ann. 664, 168 (1963); K. Hagio, N. Yoneda, Bull. Chem. Soc. Jpn. 47, 1484 (1974). Bactericidal, protozoicidal, fungicidal properties: H. Seneca et al., Antibiot. Chemother. 2, 357 (1952). Mode of action: A. Jimenez et al., Antimicrob. Agents Chemother. 3, 729 (1973). Inhibition of microbiological growth in beer: J. B. Bockelmann, F. B. Strandskov, US 2798811 (1957 to Schaefer Brewing Co.). Activity against soil borne pathogens: P. R. Deb, B. K. Dutta, Curr. Sci. 53, 659 (1984). As allergy inhibitor: P. Stahl et al., DE 3434562 (1986 to Boehringer, Mannheim), C.A. 105, 54609k (1986).
Properties: Brilliant yellow needles from n-butanol, dec 273-276°. Sublimes 200°/0.1 mm. uv max (methanol): 250, 311, 388 nm (e 6300, 5700, 11,000) (Celmer, Solomons). Sparingly sol in water (210 mg/l); more sol in methanol, ethanol, chloroform, acetone (1% solns in acetone have been prepd), glacial acetic acid, methyl isobutyl ketone. Less sol in ether, benzene, hexane. Stable in acid and neutral solns, decomp in alkaline soln. Effective vs gram-positive and gram-negative bacteria, fungi and ameboid parasites. LD50 in mice (mg/kg): 25 s.c.; 25 orally (Seneca).
Absorption maximum: uv max (methanol): 250, 311, 388 nm (e 6300, 5700, 11,000) (Celmer, Solomons)
Toxicity data: LD50 in mice (mg/kg): 25 s.c.; 25 orally (Seneca)