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Rifabutin

CAS No:
72559-06-09 Categories: , ,
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Product Details:

  • Product Name: Rifabutin
  • CAS #: 72559-06-09
  • Mode of Action:

    Rifabutin acts via the inhibition of DNA-dependent RNA polymerase in gram-positive and some gram-negative bacteria, leading to a suppression of RNA synthesis and cell death.

  • Pharmacodynamics:

    Rifabutin is an antibiotic that inhibits DNA-dependent RNA polymerase activity in susceptible cells. Specifically, it interacts with bacterial RNA polymerase but does not inhibit the mammalian enzyme. It is bactericidal and has a very broad spectrum of activity against most gram-positive and gram-negative organisms (including Pseudomonas aeruginosa) and specifically Mycobacterium tuberculosis. Because of rapid emergence of resistant bacteria, use is restricted to treatment of mycobacterial infections and a few other indications. Rifabutin is well absorbed when taken orally and is distributed widely in body tissues and fluids, including the CSF. It is metabolized in the liver and eliminated in bile and, to a much lesser extent, in urine, but dose adjustments are unnecessary with renal insufficiency.

  • Metabolism:

    Hepatic. Of the five metabolites that have been identified, 25-O-desacetyl and 31-hydroxy are the most predominant. The former metabolite has an activity equal to the parent drug and contributes up to 10% to the total antimicrobial activity.

  • Toxicity:

    LD50 = 4.8 g/kg (mouse, male)

  • ATC: J04AB04
  • PubChem: 6323490
  • DrugBank: DB00615 (APRD00094)
  • Formula: C22H21Cl3N4O
  • Molecular Mass: 847.0047
  • Synonyms: Ansatipin Ansatipine Antibiotic LM 427 RBT Rifabutina [Spanish] Rifabutine [French] Rifabutinum [Latin]
  • SMILES: CO[C@H]1C=CO[C@@]2(C)OC3=C(C2=O)C2=C(C(O)=C3C)C(=O)C(NC(=O)C(C)=C/C=C/[C@H](C)[C@H](O)[C@@H](C)[C@@H](O)[C@@H](C)[C@H](OC(C)=O)[C@@H]1C)=C1NC3(CCN(CC3)CC(C)C)N=C21
  • AHFS Code: 08:16.0
  • InChl: ATEBXHFBFRCZMA-VXTBVIBXSA-N
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