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CAS No 57-92-1 , Streptomycin

  • Name: Streptomycin
  • Synonyms: N,N'''-[(1S,2S,3S,4R,5S,6R)-4-({5-Deoxy-2-O-[2-deoxy-2-(methylamino)-alpha-D-mannopyranosyl]-3-C-formyl-beta-D-ribofuranosyl}oxy)-2,5,6-trihydroxycyclohexane-1,3-diyl]diguanidine;Streptomycin (Oral);Streptomycin; Streptomycin (Inj.);
  • CAS Registry Number:
  • Flash Point: 527.3°C
  • Boiling Point: 948.2°Cat760mmHg
  • Density: 1.98g/cm3
  • Safety Statements: Poison by intravenous and subcutaneous routes. Moderately toxic by ingestion and intraperitoneal routes. An experimental teratogen. Human systemic effects by ingestion and intraperitoneal routes: change in vestibular functions, blood pressure decrease, eosinophilia, respiratory depression, and pulmonary changes. Human reproductive and teratogenic effects by unspecified routes: developmental abnormalities of the eye and ear and effects on newborn including postnatal measures or effects. Toxic to kidneys and central nervous system. Has been implicated in aplastic anemia. Experimental reproductive effects. Human mutation data reported. When heated to decomposition it emits toxic fumes of NOx.
  • Hazard Symbols: Damage to nerves and kidneys may result from ingestion. Use restricted by FDA.
  • Flash Point: 527.3°C
  • EINECS: 200-355-3
  • Molecular Weight: 581.57
  • InChI: InChI=1/C21H39N7O12/c1-5-21(36,4-30)16(40-17-9(26-2)13(34)10(31)6(3-29)38-17)18(37-5)39-15-8(28-20(24)25)11(32)7(27-19(22)23)12(33)14(15)35/h4-18,26,29,31-36H,3H2,1-2H3,(H4,22,23,27)(H4,24,25,28)/t5-,6-,7-,8+,9-,10-,11-,12+,13-,14-,15-,16-,17-,18-,21+/m1/s1
  • Molecular Formula: C21H39N7O12
  • Molecular Structure:CAS No:57-92-1 Streptomycin

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References of Streptomycin
Title: Streptomycin
CAS Registry Number: 57-92-1
CAS Name: O-2-Deoxy-2-(methylamino)-a-L-glucopyranosyl-(1?2)-O-5-deoxy-3-C-formyl-a-L-lyxofuranosyl-(1?4)-N,N¢-bis(aminoiminomethyl)-D-streptamine
Synonyms: streptomycin A
Molecular Formula: C21H39N7O12
Molecular Weight: 581.57
Percent Composition: C 43.37%, H 6.76%, N 16.86%, O 33.01%
Literature References: Antibiotic substance produced by the soil Actinomycete Streptomyces griseus (Krainsky) Waksman et Henrici (Fam. Actinomycetaceae). Isolation: Schatz et al., Proc. Soc. Exp. Biol. Med. 55, 66 (1944). Production by aerobic fermentation and purification: Tishler in Streptomycin, Selman A. Waksman, Ed. (Williams & Wilkins, Baltimore, 1949) pp 32-54. Isoln and purification by ion exchange: Bartels et al., Chem. Eng. Prog. 54 (8), 49-51 (Aug. 1958); Bartels et al., US 2868779 (1959 to Olin Mathieson). Structure: Brink, Folkers, J. Am. Chem. Soc. 69, 1234 (1947); Wolfrom et al., ibid. 76, 3675 (1950). Total synthesis: Umezawa et al., J. Antibiot. 27, 997 (1974). Mechanism of action: B. J. Wallace et al., in Antibiotics vol. 5(pt. 1), F. E. Hahn, Ed. (Springer-Verlag, New York, 1979) pp 272-303. Review: Lemieux, Wolfrom, "The Chemistry of Streptomycin" in W. W. Pigman, M. L. Wolfrom, Adv. Carbohydr. Chem. 3, 337-384 (1948). Comprehensive description: J. Mossa et al., Anal. Profiles Drug Subs. 16, 507-609 (1986).
Properties: Streptomycin is usually available as the trihydrochloride, trihydrochloride-calcium chloride double salt, phosphate, or sesquisulfate, which occur as granules or powder. Odorless or nearly so, with a slightly bitter taste. Most salts are hygroscopic and deliquesce on exposure to air, but are not affected by air or light. The salts are very sol in water; but almost insol in alc, chloroform, ether. Solns are levorotatory.
 
Derivative Type: Trihydrochloride
Synonyms: Streptomycin hydrochloride
Molecular Formula: C21H39N7O12.3HCl
Molecular Weight: 690.96
Percent Composition: C 36.50%, H 6.13%, N 14.19%, O 27.79%, Cl 15.39%
Properties: [a]D25 -84°. Solubilities as determined by Weiss et al., Antibiot. Chemother. 7, 374 (1957) in mg/ml at about 28°: water >20; methanol >20; ethanol 0.90; isopropanol 0.12; isoamyl alcohol 0.117; petr ether 0.02; carbon tetrachloride 0.042; ether 0.01.
Optical Rotation: [a]D25 -84°
 
Derivative Type: Trihydrochloride-calcium chloride double salt
Synonyms: Streptomycin hydrochloride-calcium chloride complex
Line Formula: (C21H39N7O12.3HCl)2CaCl2
Literature References: Prepn from the trihydrochloride: Peck, US 2446102 (1948 to Merck & Co.).
Properties: Very hygroscopic, dec about 200°. [a]D25 -76°.
Optical Rotation: [a]D25 -76°
 
Derivative Type: Pantothenate
Trademarks: Streptothenat (Grñenthal)
Literature References: Prepn: GB 771338 (1957 to Grünenthal). The commercial prepn may contain the sulfate.
 
Derivative Type: Sesquisulfate
CAS Registry Number: 3810-74-0
Synonyms: Streptomycin sulfate
Trademarks: AgriStrep (Merck & Co.); Streptobrettin (Norbrook); Vetstrep (Merck & Co.)
Molecular Formula: (C21H39N7O12)2.3H2SO4
Molecular Weight: 1457.38
Percent Composition: C 34.61%, H 5.81%, N 13.46%, O 39.52%, S 6.60%
Properties: White to light gray or pale buff powder with faint amine-like odor. Solubilities as determined by Weiss et al., loc. cit., in mg/ml at about 28°: water >20; methanol 0.85; ethanol 0.30; isopropanol 0.01; petr ether 0.015; carbon tetrachloride 0.035; ether 0.035.
 
Therap-Cat: Antibacterial (tuberculostatic).
Therap-Cat-Vet: Antibacterial.
Keywords: Antibacterial (Antibiotics); Aminoglycosides; Antibacterial (Tuberculostatic).