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CAS No 1400-61-9 , Nystatin

  • Name: Nystatin
  • Synonyms: nystatin suspension cell culture tested; Nystatin; Nystatin, Streptomyces noursei, Sterile, TC Grade; Fungicidin;Nystatin;33-[(3-Amino-3,6-dideoxy-beta-D-mannopyranosyl)oxy]-1,3,4,7,9,11,17,37-octahydroxy-15,16,18-trimethyl-13-oxo-14,39-Dioxabicyclo[33.3.1]nonatriaconta-19,21,25,27,29,31-hexaene-36-carboxylic acid; Mycostatin;
  • CAS Registry Number:
  • Flash Point: 127.3°C
  • Boiling Point: 476°Cat760mmHg
  • Density: g/cm3
  • Refractive index: 1.503
  • Safety Statements: Poison by intraperitoneal and intravenous routes. Moderately toxic by subcutaneous route. Mildly toxic by ingestion. An experimental teratogen. Mutation data reported. An antibiotic. When heated to decomposition it emits toxic fumes of NOx.
  • Hazard Symbols: F, C
  • Flash Point: 127.3°C
  • EINECS: 215-749-0
  • Molecular Weight: 926.10
  • InChI: InChI=1/C47H75NO17/c1-27-17-15-13-11-9-7-5-6-8-10-12-14-16-18-34(64-46-44(58)41(48)43(57)30(4)63-46)24-38-40(45(59)60)37(54)26-47(61,65-38)25-36(53)35(52)20-19-31(49)21-32(50)22-33(51)23-39(55)62-29(3)28(2)42(27)56/h5-6,8,10-18,27-38,40-44,46,49-54,56-58,61H,7,9,19-26,48H2,1-4H3,(H,59,60)/b6-5+,10-8+,13-11+,14-12+,17-15+,18-16+/t27-,28-,29-,30+,31?,32?,33?,34?,35?,36?,37?,38?,40?,41-,42+,43+,44-,46+,47+/m0/s1
  • Risk Statements: S22;S24/25
  • Molecular Formula: C47H75NO17
  • Molecular Structure:CAS No:1400-61-9 Nystatin

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References of Nystatin
Title: Nystatin
CAS Registry Number: 1400-61-9
Synonyms: Fungicidin
Trademarks: Biofanal (Pfleger); Diastatin; Candex (Miles); Candio-Hermal (Hermal); Mycostatin (BMS); Moronal (BMS); Nystan (BMS); O-V Statin (BMS)
Literature References: Polyene antifungal antibiotic complex containing 3 biologically active components, A1, A2, A3. Produced by Streptomyces noursei, S. aureus and other Streptomyces spp: Hazen, Brown, Science 112, 423 (1950); Proc. Soc. Exp. Biol. Med. 76, 93 (1951); Raubitscheck et al., Antibiot. Chemother. 2, 179 (1952); Cohen, Webb, Arch. Pediatr. 69, 414 (1952); Dutcher et al., Antibiot. Annu. 1953-1954, 191; eidem, Therapy of Fungus Diseases (Little, Brown, Boston, 1955) p 168. Review of early literature: Brown, Hazen, Trans. N.Y. Acad. Sci. 19 (1956-1957) pp 447-456. Purification: Vandeputte, US 2832719 (1958 to Olin Mathieson); Renella, US 3517100 (1970 to Am. Cyanamid). Chemistry and partial structure: Birch et al., Tetrahedron Lett. 1964, 1491; of nystatin A1 and A2: Shenin et al., Antibiotiki 13, 387 (1968). Structure of the aglycone: Manwaring et al., ibid. 1969, 5319. Complete structure of A1: Chong, Rickards, ibid. 1970, 5145; Borowski et al., ibid. 1971, 685. Revised structure: R. C. Pandey, K. L. Rinehart, J. Antibiot. 29, 1035 (1976). Stereochemical study of A1: J. M. Lancelin et al., Tetrahedron Lett. 29, 2827 (1988). Structure of A3: J. Zielinski et al., J. Antibiot. 41, 1289 (1988). Mechanism of action: R. W. Holz in Antibiotics vol. 5, pt. 2, F. E. Hahn, Ed. (Springer-Verlag, New York, 1979) pp 313-340. Toxicity study: H. Seneca, Antibiot. Annu. 1955-1956, 697. Comprehensive description: G. W. Michel, Anal. Profiles Drug Subs. 6, 341-421 (1977).
Properties: Light yellow powder. Gradually decomposes above 160° without melting by 250°. [a]D25 -10° (glacial acetic acid); +21° (pyridine); +12° (DMF); -7° (0.1N HCl in methanol). uv max (ethanol): 290, 307, 322 nm. Exhibits strong reducing properties. Solubilities determined by Weiss et al., Antibiot. Chemother. 7, 374 (1957) in mg/ml at about 28°: water 4.0; methanol 11.2; ethanol 1.2; carbon tetrachloride 1.23; chloroform 0.48; benzene 0.28; ethylene glycol 8.75. Solns and aq suspensions begin to lose activity soon after prepn. Aq suspensions are stable for 10 minutes on heating to 100° at pH 7.0; also stable in moderately alkaline media, but labile at pH 9 and pH 2. Heat, light, and oxygen accelerate decompn. Activity not diminished by blood or serum. LD50 i.p. in mice: ~200 mg/kg (Seneca).
Optical Rotation: [a]D25 -10° (glacial acetic acid); +21° (pyridine); +12° (DMF); -7° (0.1N HCl in methanol)
Absorption maximum: uv max (ethanol): 290, 307, 322 nm
Toxicity data: LD50 i.p. in mice: ~200 mg/kg (Seneca)
 
Derivative Type: Nystatin A1
CAS Registry Number: 34786-70-4
Molecular Formula: C47H75NO17
Molecular Weight: 926.09
Percent Composition: C 60.96%, H 8.16%, N 1.51%, O 29.37%
 
Therap-Cat: Antifungal.
Therap-Cat-Vet: Antifungal; growth promotant.
Keywords: Antifungal (Antibiotics); Polyenes.