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CAS 35225-13-9

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Rifamycin, 3-[[(octyloxy)imino]methyl]-

Description:
Rifamycin, 3-[[(octyloxy)imino]methyl]- is a synthetic derivative of rifamycin, a class of antibiotics known for their efficacy against bacterial infections, particularly those caused by Mycobacterium tuberculosis. This compound features a rifamycin core structure, which is characterized by a naphthalenic ring system and a complex lactone structure. The presence of the octyloxyimino group enhances its lipophilicity, potentially improving its ability to penetrate bacterial membranes. This modification may also influence its pharmacokinetic properties, such as absorption and distribution in biological systems. Rifamycins generally function by inhibiting bacterial RNA synthesis through binding to DNA-dependent RNA polymerase, thereby preventing transcription. The specific characteristics of this derivative, including its solubility, stability, and antibacterial spectrum, can vary based on the structural modifications introduced by the octyloxyimino group. As with other rifamycins, it is essential to consider potential resistance mechanisms in bacteria, which can limit the effectiveness of this antibiotic in clinical settings.
Formula:C46H64N2O13
InChI:InChI=1S/C46H64N2O13/c1-11-12-13-14-15-16-21-59-47-23-31-36-41(54)34-33(40(31)53)35-43(29(7)39(34)52)61-46(9,44(35)55)58-22-20-32(57-10)26(4)42(60-30(8)49)28(6)38(51)27(5)37(50)24(2)18-17-19-25(3)45(56)48-36/h17-20,22-24,26-28,32,37-38,42,50-54H,11-16,21H2,1-10H3,(H,48,56)
InChI key:InChIKey=DTEDDHSJILGOKQ-UHFFFAOYSA-N
SMILES:OC1=C2C3=C4OC(C)(C3=O)OC=CC(OC)C(C)C(OC(C)=O)C(C)C(O)C(C)C(O)C(C)C=CC=C(C)C(=O)NC(C(O)=C2C(O)=C4C)=C1C=NOCCCCCCCC
Synonyms:
  • Rifampicin AF 013
  • NCI 143-483
  • 2,7-(Epoxypentadeca[1,11,13]trienimino)naphtho[2,1-b]furan, rifamycin deriv.
  • 3-Formylrifamycin SV O-n-octyloxime
  • Rifamycin, 3-[[(octyloxy)imino]methyl]-
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