Rubitecan

Rubitecan
Clinical data
Trade namesOrathecin
Other names9-Nitrocamptothecin
9-NC
9-nitro-20(S)-camptothecin
Camptogen
(19S)-19-Ethyl-19-hydroxy-10-nitro-17-oxa-3,13-diazapentacyclo[11.8.0.02,11.04,9.015,20]henicosa-1(21),2,4,6,8,10,15(20)-heptaene-14,18-dione
Routes of
administration		Oral (capsules)
ATC code
  • None
Legal status
Legal status
  • Application withdrawn
Pharmacokinetic data
Bioavailability25–30% (rubitecan and 9-AC; in dogs)
Protein binding97% (rubitecan), 65% (9-AC)
MetabolismProbably CYP-dependent
Metabolites9-Aminocamptothecin (9-AC)
Elimination half-life15–18 hours (rubitecan), 18–22 hours (9-AC)
ExcretionBile and feces (major proportion), urine (the minor one)[1]
Identifiers
  • (4S)-4-Ethyl-4-hydroxy-11-nitro-1H-pyrano[3',4':6,7]indolizino[1,2-b]quinoline-3,14(4H,12H)-dione
CAS Number
PubChem CID
ChemSpider
UNII
KEGG
ChEBI
ChEMBL
CompTox Dashboard (EPA)
Chemical and physical data
FormulaC20H15N3O6
Molar mass393.355 g·mol−1
3D model (JSmol)
  • CC[C@@]1(C2=C(COC1=O)C(=O)N3CC4=CC5=C(C=CC=C5[N+](=O)[O-])N=C4C3=C2)O
  • InChI=1S/C20H15N3O6/c1-2-20(26)13-7-16-17-10(8-22(16)18(24)12(13)9-29-19(20)25)6-11-14(21-17)4-3-5-15(11)23(27)28/h3-7,26H,2,8-9H2,1H3/t20-/m0/s1 ☒N
  • Key:VHXNKPBCCMUMSW-FQEVSTJZSA-N ☒N
 ☒NcheckY (what is this?)  (verify)

Rubitecan (INN, marketing name Orathecin) is an oral topoisomerase inhibitor, developed by SuperGen (now Astex Pharmaceuticals, Inc.; a member of the Otsuka Group).

  1. ^ "Withdrawal Assessment Report for Orathecin (rubitecan). Applicant: EuroGen Pharmaceuticals, Ltd" (PDF). European Medicines Agency. 30 November 2007. pp. 4–8. Retrieved 15 July 2016.