An internal standard for the quantification of rifabutin
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Unlabeled Version(s)
16468Rifabutin
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Rifabutin-d7

Item No. 28904

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
CAS Number
2747918-39-2
Synonyms
  • Ansamycin-d7
Molecular Formula
C46H55D7N4O11
Formula Weight
854.1
Purity
≥99% deuterated forms (d1-d7)
Formulation (Request formulation change)
A solid
Solubility(Learn about Variance in Solubility)
Chloroform: slightly solubleMethanol: slightly soluble
SMILES
CC1=C2C3=C(C4=C1O)C5=NC6(CCN(CC(C([2H])([2H])[2H])([2H])C([2H])([2H])[2H])CC6)NC5=C(NC(/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](C)[C@@H](OC)/C=C/O[C@](O2)(C)C3=O)=O)C4=O
InChi Code
InChI=1S/C46H62N4O11/c1-22(2)21-50-18-16-46(17-19-50)48-34-31-32-39(54)28(8)42-33(31)43(56)45(10,61-42)59-20-15-30(58-11)25(5)41(60-29(9)51)27(7)38(53)26(6)37(52)23(3)13-12-14-24(4)44(57)47-36(40(32)55)35(34)49-46/h12-15,20,22-23,25-27,30,37-38,41,49,52-54H,16-19,21H2,1-11H3,(H,47,57)/b13-12+,20-15+,24-14+/t23-,25+,26+,27+,30-,37-,38+,41+,45-/m0/s1/i1D3,2D3,22D
InChi Key
ATEBXHFBFRCZMA-UNMQYFLYSA-N
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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    500 µg

    $502

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    Product Description

    Rifabutin-d7 is intended for use as an internal standard for the quantification of rifabutin (Item No. 16468) by GC- or LC-MS. Rifabutin is a rifamycin antibiotic.1,2 It is active against a variety of Gram-positive and Gram-negative bacteria, including 81 clinical isolates of H. pylori (MIC50 = 0.25 µg/ml), as well as S. aureus, S. pyogenes, and C. trachomatis (MICs = 0.004, 0.005, and ~0.008 µg/ml, respectively). Rifabutin (0.5 µg/ml) is also active against 302 strains of M. tuberculosis.2 It inhibits protein synthesis via inhibition of DNA-dependent RNA polymerase (RNAP) activity.2 Rifabutin (10, 20, or 40 mg/kg) reduces the number of spleen, lung, and liver colony forming units (CFUs) in mouse models of disseminated Mycobacterium avium complex (MAC) infection.3 Formulations containing rifabutin have been used in the treatment of H. pylori infection.

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Heep, M., Beck, D., Bayerdörffer, E., et al. Rifampin and rifabutin resistance mechanism in Helicobacter pylori. Antimicrob. Agents Chemother. 43(6), 1497-1499 (1999).

    2. Kunin, C.M. Antimicrobial activity of rifabutin. Clin. Infect. Dis. 22(Supp. 1), S3-S14 (1996).

    3. Klemens, S.P., Grossi, M.A., and Cynamon, M.H. Comparative in vivo activities of rifabutin and rifapentine against Mycobacterium avium complex. Antimicrob. Agents Chemother. 38(2), (1994).