Rifamycin SV
Title: Rifamycin SV
CAS Registry Number: 6998-60-3
CAS Name: 5,6,9,17,19,21-Hexahydroxy-23-methoxy-2,4,12,16,18,20,22-heptamethyl-2,7-(epoxypentadeca[1,11,13]trienimino)naphtho[2,1-b]furan-1,11(2H)-dione 21-acetate
Additional Names: rifomycin SV; rifamicine SV
Molecular Formula: C37H47NO12
Molecular Weight: 697.77
Percent Composition: C 63.69%, H 6.79%, N 2.01%, O 27.52%
Literature References: Semi-synthetic antibiotic derived from Rifamycin S. Prepn: Sensi et al., Experientia 16, 412 (1960); Farmaco Ed. Sci. 16, 165 (1961). Comprehensive review: Bergamini, Fowst, Arzneim.-Forsch. 15, 951-1002 (1965). For general refs see Rifamycins.
Properties: Yellow-orange crystals, mp 300° (dec 140°). [a]D20 -4° (methanol). uv max (phosphate buffer soln pH 7.3): 223, 314, 445 nm (E1%1cm 586, 322, 204). Acid reaction. Slightly sol in water, petr ether; sol in ether, bicarbonate soln; very sol in methanol, ethanol, acetone, ethyl acetate. A reducing substitute, such as ascorbic acid, should be added to aq solns of rifamycin SV to prevent its transformation to rifamycin S. LD50 in mice (mg/kg): 550 i.v.; 625 i.p.; 2120 orally (Bergamini, Fowst).
Melting point: mp 300° (dec 140°)
Optical Rotation: [a]D20 -4° (methanol)
Absorption maximum: uv max (phosphate buffer soln pH 7.3): 223, 314, 445 nm (E1%1cm 586, 322, 204)
Toxicity data: LD50 in mice (mg/kg): 550 i.v.; 625 i.p.; 2120 orally (Bergamini, Fowst)
 
Derivative Type: Sodium salt
CAS Registry Number: 14897-39-3
Trademarks: Rifamastene (Uce); Rifocin (Lepetit)
Properties: Orange-red crystals. Soly in water pH 7.2: ~5 g/100 ml.
 
Therap-Cat: Antibacterial.
Therap-Cat-Vet: Antibacterial.
Keywords: Antibacterial (Antibiotics); Ansamycins.

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