Rifamycin

Rifamycin
Clinical data
Trade namesAemcolo
AHFS/Drugs.comMonograph
MedlinePlusa619010
License data
Routes of
administration
By mouth
ATC code
Legal status
Legal status
Identifiers
CAS Number
PubChem CID
DrugBank
ChemSpider
UNII
KEGG
ChEBI
ChEMBL
Chemical and physical data
FormulaC37H47NO12
Molar mass697.778 g·mol−1
3D model (JSmol)
  • CC1C=CC=C(C(=O)NC2=CC(=C3C(=C2O)C(=C(C4=C3C(=O)C(O4)(OC=CC(C(C(C(C(C(C1O)C)O)C)OC(=O)C)C)OC)C)C)O)O)C
  • InChI=1S/C37H47NO12/c1-16-11-10-12-17(2)36(46)38-23-15-24(40)26-27(32(23)44)31(43)21(6)34-28(26)35(45)37(8,50-34)48-14-13-25(47-9)18(3)33(49-22(7)39)20(5)30(42)19(4)29(16)41/h10-16,18-20,25,29-30,33,40-44H,1-9H3,(H,38,46)/b11-10+,14-13+,17-12-/t16-,18+,19+,20+,25-,29-,30+,33+,37-/m0/s1
  • Key:HJYYPODYNSCCOU-ODRIEIDWSA-N

The rifamycins are a group of antibiotics that are synthesized either naturally by the bacterium Amycolatopsis rifamycinica or artificially. They are a subclass of the larger family of ansamycins. Rifamycins are particularly effective against mycobacteria, and are therefore used to treat tuberculosis, leprosy, and mycobacterium avium complex (MAC) infections.

The rifamycin group includes the classic rifamycin drugs as well as the rifamycin derivatives rifampicin (or rifampin), rifabutin, rifapentine, rifalazil and rifaximin. Rifamycin, sold under the trade name Aemcolo, is approved in the United States for treatment of travelers' diarrhea in some circumstances.[1][2][3]

The name "rifamycin" (originally "rifomycin") was derived from the 1955 French film Rififi.[4]: S402

  1. ^ Lin SW, Lin CJ, Yang JC (August 2017). "Rifamycin SV MMX for the treatment of traveler's diarrhea". Expert Opinion on Pharmacotherapy. 18 (12): 1269–1277. doi:10.1080/14656566.2017.1353079. PMID 28697313. S2CID 8853242.
  2. ^ "FDA approves new drug to treat travelers' diarrhea". U.S. Food and Drug Administration (FDA) (Press release). 16 November 2018. Retrieved 19 November 2018.
  3. ^ "Drug Approval Package: Aemcolo (rifamycin)". U.S. Food and Drug Administration (FDA). 21 December 2018. Retrieved 27 December 2019.
  4. ^ Sensi, P. (1983). "History of the Development of Rifampin". Clinical Infectious Diseases. 5 (Suppl 3): S402–S406. doi:10.1093/clinids/5.Supplement_3.S402. PMID 6635432.