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CAS 14487-05-9

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Rifamycin, 4-O-(carboxymethyl)-1-deoxy-1,4-dihydro-4-hydroxy-1-oxo-, γ-lactone

Description:
Rifamycin, 4-O-(carboxymethyl)-1-deoxy-1,4-dihydro-4-hydroxy-1-oxo-, γ-lactone, commonly known by its CAS number 14487-05-9, is a derivative of rifamycin, a class of antibiotics primarily used to treat bacterial infections, particularly tuberculosis. This compound features a complex structure characterized by a lactone ring, which contributes to its biological activity. The presence of the carboxymethyl group enhances its solubility and may influence its pharmacokinetic properties. Rifamycins are known for their mechanism of action, which involves the inhibition of bacterial RNA synthesis by binding to the DNA-dependent RNA polymerase. This specific derivative may exhibit unique properties compared to other rifamycins, potentially affecting its efficacy and spectrum of activity. Additionally, the compound's stability, solubility, and interaction with biological systems are critical for its therapeutic applications. As with other antibiotics, resistance development is a significant concern, necessitating careful use and ongoing research into its pharmacological profile.
Formula:C39H47NO14
InChI:InChI=1S/C39H47NO14/c1-17-11-10-12-18(2)37(48)40-24-15-39(51-16-26(42)53-39)29-27(33(24)46)32(45)22(6)35-28(29)36(47)38(8,54-35)50-14-13-25(49-9)19(3)34(52-23(7)41)21(5)31(44)20(4)30(17)43/h10-15,17,19-21,25,30-31,34,43-45H,16H2,1-9H3,(H,40,48)/b11-10+,14-13+,18-12-/t17-,19+,20+,21+,25-,30-,31+,34+,38-,39?/m0/s1
InChI key:InChIKey=RAFHKEAPVIWLJC-KQOHHTLASA-N
SMILES:O=C1C=2C=3C4(C=C5C(=O)C3C(O)=C(C)C2O[C@]1(C)O/C=C/[C@H](OC)[C@@H](C)[C@@H](OC(C)=O)[C@H](C)[C@H](O)[C@H](C)[C@@H](O)[C@@H](C)\C=C\C=C(\C)/C(=O)N5)OC(=O)CO4
Synonyms:
  • Rifamycin, 4-O-(carboxymethyl)-1-deoxy-1,4-dihydro-4-hydroxy-1-oxo-, γ-lactone
  • Spiro[1,3-dioxolane-2,9′(6′H)-[2,7](epoxypentadeca[1,11,13]trienimino)naphtho[2,1-b]furan], rifamycin deriv.
  • Rifomycin O
  • Acetic acid, [(1,2,6,9-tetrahydro-5,9,17,19,21-pentahydroxy-23-methoxy-2,4,12,16,18,20,22-heptamethyl-1,6,11-trioxo-2,7-(epoxypentadeca[1,11,13]trienimino)naphtho[2,1-b]furan-9-yl)oxy]-, γ-lactone, 21-acetate
  • Spiro[1,3-dioxolane-2,9′(6′H)-[2,7](epoxypentadeca[1,11,13]trienimino)naphtho[2,1-b]furan]-1′,4,6′,11′(2′H)-tetrone, 5′,17′,19′,21′-tetrahydroxy-23′-methoxy-2′,4′,12′,16′,18′,20′,22′-heptamethyl-, 21′-acetate
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