Home > Name List By other > (2R,3S,4R,5R,6R)-5-amino-2-(aminomethyl)-6-[(1R,2R,3S,4R,6S)-4, 6-diamino-2-[(2S,3R,4S,5R)-3, 4-dihydroxy-5-(hydroxymethyl)ox...

CAS No 25546-65-0 , (2R,3S,4R,5R,6R)-5-amino-2-(aminomethyl)-6-[(1R,2R,3S,4R,6S)-4,
6-diamino-2-[(2S,3R,4S,5R)-3,
4-dihydroxy-5-(hydroxymethyl)oxolan-2-yl]oxy-3-hydroxycyclohexyl]
oxyoxane-3,4-diol

  • Name: (2R,3S,4R,5R,6R)-5-amino-2-(aminomethyl)-6-[(1R,2R,3S,4R,6S)-4,
    6-diamino-2-[(2S,3R,4S,5R)-3,
    4-dihydroxy-5-(hydroxymethyl)oxolan-2-yl]oxy-3-hydroxycyclohexyl]
    oxyoxane-3,4-diol
  • Synonyms: Hetangmycin; Ribostamycine; SF 733; Ribostamycinum; Xylostatin; Dekamycin IV;Vistamycin; Ribastamin; Ribostamicina;(2R,3S,4R,5R,6R)-5-amino-2-(aminomethyl)-6-[(1R,2R,3S,4R,6S)-4,
    6-diamino-2-[(2S,3R,4S,5R)-3,
    4-dihydroxy-5-(hydroxymethyl)oxolan-2-yl]oxy-3-hydroxycyclohexyl]
    oxyoxane-3,4-diol;
  • CAS Registry Number:
  • Refractive index: 1.662
  • Safety Statements: Poison by intravenous route. Moderately toxic by intramuscular and intraperitoneal routes. Mildly toxic by ingestion. An experimental teratogen. Experimental reproductive effects. When heated to decomposition it emits toxic fumes of NOx.
  • Hazard Symbols: T
  • EINECS: 247-091-5
  • Molecular Weight: 454.47266
  • InchiKey: NSKGQURZWSPSBC-VVPCINPTSA-N
  • InChI: InChI=1S/C17H34N4O10/c18-2-6-10(24)12(26)8(21)16(28-6)30-14-5(20)1-4(19)
    9(23)15(14)31-17-13(27)11(25)7(3-22)29-17/h4-17,22-27H,1-3,18-21H2/t4-,
    5+,6-,7-,8-,9+,10-,11-,12-,13-,14-,15-,16-,17+/m1/s1
  • Risk Statements: 61-20/21/22
  • Molecular Formula: C17H34N4O10
  • Molecular Structure:CAS No:25546-65-0 (2R,3S,4R,5R,6R)-5-amino-2-(aminomethyl)-6-[(1R,2R,3S,4R,6S)-4,<br />6-diamino-2-[(2S,3R,4S,5R)-3,<br />4-dihydroxy-5-(hydroxymethyl)oxolan-2-yl]oxy-3-hydroxycyclohexyl]<br />oxyoxane-3,4-diol

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References of (2R,3S,4R,5R,6R)-5-amino-2-(aminomethyl)-6-[(1R,2R,3S,4R,6S)-4,
6-diamino-2-[(2S,3R,4S,5R)-3,
4-dihydroxy-5-(hydroxymethyl)oxolan-2-yl]oxy-3-hydroxycyclohexyl]
oxyoxane-3,4-diol
Title: Ribostamycin
CAS Registry Number: 25546-65-0
CAS Name: O-2,6-Diamino-2,6-dideoxy-a-D-glucopyranosyl-(1?4)-O-[b-D-ribofuranosyl-(1?5)]-2-deoxy-D-streptamine
Manufacturers' Codes: SF-733 antibiotic
Molecular Formula: C17H34N4O10
Molecular Weight: 454.47
Percent Composition: C 44.93%, H 7.54%, N 12.33%, O 35.20%
Literature References: Aminocyclitol antibiotic belonging to the neomycin, q.v., group of antibiotics. Produced by Streptomyces ribosidificus (formerly called S. thermoflavus). Taxonomy, isoln and toxicity data: T. Shomura et al., J. Antibiot. 23, 155 (1970). Prepn: eidem, DE 1814735 corresp to US 3661892, US 3799842 (1969, 1972, 1974 all to Meiji). Structure: E. Akita et al., J. Antibiot. 23, 173 (1970). Synthesis from neamine, q.v.: Ito et al., Antimicrob. Agents Chemother. 1970, 33; eidem, Agric. Biol. Chem. 34, 980 (1970); V. Kumar, W. A. Remers, J. Org. Chem. 43, 3327 (1978); 46, 4298 (1981). Total synthesis: H. Fukami et al., Tetrahedron Lett. 1976, 545; eidem, Agric. Biol. Chem. 41, 1689 (1977). In vitro antibacterial activity: E. Yourassowsky, M. P. Vander Linden, Arzneim.-Forsch. 26, 184 (1976).
Properties: Colorless needles from methanol, mp 192-195°. Also reported as monohydrate from water-methanol-ethanol, mp 175-180° (dec). [a]D23 +42°. pKa￠ 7.70. Stable in neutral and alkaline solns; slightly unstable in acidic media. Sol in water; slightly sol in methanol. Practically insol in acetone, n-butanol, ethyl acetate, benzene, hexane, ether.
Melting point: mp 192-195°; mp 175-180° (dec)
pKa: pKa￠ 7.70
Optical Rotation: [a]D23 +42°
 
Derivative Type: Sulfate
CAS Registry Number: 53797-35-6
Trademarks: Ibistacin (IBI); Landamycine (Delalande); Ribostamin (Delalande); Ribomycine (Delalande); Vistamycin (Meiji)
Properties: White or yellowish powder. [a]D20 +39° (c = 1). LD50 i.v. in mice: 225 mg/kg (Shomura).
Optical Rotation: [a]D20 +39° (c = 1)
Toxicity data: LD50 i.v. in mice: 225 mg/kg (Shomura)
 
Therap-Cat: Antibacterial.
Keywords: Antibacterial (Antibiotics); Aminoglycosides.