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CAS No 539-35-5 , 2-Thiazolidinehexanoicacid, 4-oxo-

  • Name: 2-Thiazolidinehexanoicacid, 4-oxo-
  • Synonyms: e-[2-(4-Thiazolidone)]hexanoicacid;Mycobacidin;4-Thiazolidone-2-caproic acid; Actithiazic acid; Acidomycin;2-Thiazolidinehexanoicacid, 4-oxo-; Cinnamonin;2-(5-Carboxypentyl)-4-thiazolidone;
  • CAS Registry Number:
  • Flash Point: 253.5°C
  • Boiling Point: 495.6°Cat760mmHg
  • Density: 1.214g/cm3
  • Refractive index: 1.525
  • Safety Statements: Moderately toxic intravenous and intraperitoneal routes. Mildly toxic by subcutaneous routes. When heated to decomposition it emits toxic fumes of SOx and NOx.
  • Flash Point: 253.5°C
  • Molecular Weight: 0
  • InChI: InChI=1/C9H15NO3S/c11-7-6-14-8(10-7)4-2-1-3-5-9(12)13/h8H,1-6H2,(H,10,11)(H,12,13)
  • Molecular Formula: C9H15 N O3 S
  • Molecular Structure:CAS No:539-35-5 2-Thiazolidinehexanoicacid, 4-oxo-

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References of 2-Thiazolidinehexanoicacid, 4-oxo-
Title: Mycobacidin
CAS Registry Number: 539-35-5
CAS Name: 4-Oxo-2-thiazolidinehexanoic acid
Synonyms: e-[2-(4-thiazolidone)]hexanoic acid; 4-thiazolidone-2-caproic acid; 2-(5-carboxypentyl)-4-thiazolidone; cinnamonin; actithiazic acid; acidomycin
Molecular Formula: C9H15NO3S
Molecular Weight: 217.29
Percent Composition: C 49.75%, H 6.96%, N 6.45%, O 22.09%, S 14.76%
Literature References: Antibiotic substance produced by Streptomyces lavendulae, Streptomyces virginiae and several other Streptomyces spp. Isoln: Tejera et al., Antibiot. Chemother. 2, 333 (1952). Production by fermentation: Grundy et al., US 2678929 (1954 to Abbott). Synthesis: McLamore et al., J. Am. Chem. Soc. 75, 105 (1953); Nienburg, Friedrichsen, DE 931651 (1955 to BASF). Toxicity studies: Miyake et al., Pharm. Bull. 1, 84, 89 (1953). Review: Caltrider, Antibiotics vol. I, D. Gottlieb, P. D. Shaw, Eds. (Springer-Verlag, New York, 1967) pp 666-668.
 
Derivative Type: l-Form
Properties: Needles from water, ethanol or ethyl acetate, mp 139-140°. [a]D25 -54° (c = 1 in methanol); [a]D25 -60° (c = 1 in ethanol). pK 5.1. Soluble in water, acetone, alcohol, ethylene dichloride, glacial acetic acid. Aq solns are stable over a wide pH range at room temp. Rapidly loses optical activity in dil alkali to give the racemate. Has in vitro activity against Mycobacterium tuberculosis, M. ranae and M. phlei. LD50 in mice (g/kg): 3.5 i.v., 2 s.c. (Miyake).
Melting point: mp 139-140°
pKa: pK 5.1
Optical Rotation: [a]D25 -54° (c = 1 in methanol); [a]D25 -60° (c = 1 in ethanol)
Toxicity data: LD50 in mice (g/kg): 3.5 i.v., 2 s.c. (Miyake)
 
Derivative Type: Methyl ester
Molecular Formula: C10H17NO3S
Molecular Weight: 231.31
Percent Composition: C 51.92%, H 7.41%, N 6.06%, O 20.75%, S 13.86%
Properties: Needles from ether + hexane, mp 53-54°. [a]D25 -50.9° (methanol).
Melting point: mp 53-54°
Optical Rotation: [a]D25 -50.9° (methanol)
 
Derivative Type: d-Form
Properties: Crystals, mp 138-139°. [a]D25 +57° (methanol).
Melting point: mp 138-139°
Optical Rotation: [a]D25 +57° (methanol)
 
Derivative Type: dl-Form
Properties: Crystals from water, mp 123°.
Melting point: mp 123°