User:Mr. Ibrahem/Epirubicin

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Mr. Ibrahem/Epirubicin
Clinical data
Pronunciationep” i roo’ bi sin[1]
Trade namesEllence, Pharmorubicin, Epirubicin Ebewe, others
Other namesEpirubicin hydrochloride
AHFS/Drugs.comMonograph
MedlinePlusa603003
Pregnancy
category
  • AU: D
Routes of
administration
Intravenous
Drug classAnthracycline[1]
Legal status
Legal status
Pharmacokinetic data
BioavailabilityNA
Protein binding77%
MetabolismLiver glucuronidation and oxidation
ExcretionBiliary and kidney
Identifiers
  • (8S,10S)-10-{[(2R,4S,5R,6S)-4-Amino-5-hydroxy-6-methyloxan-2-yl]oxy}-6,8,11-trihydroxy-8-(2-hydroxyacetyl)-1-methoxy-5,7,8,9,10,12-hexahydrotetracene-5,12-dione
Chemical and physical data
FormulaC27H29NO11
Molar mass543.525 g·mol−1
3D model (JSmol)
  • O=C2c1c(O)c5c(c(O)c1C(=O)c3cccc(OC)c23)C[C@@](O)(C(=O)CO)C[C@@H]5O[C@@H]4O[C@H]([C@H](O)[C@@H](N)C4)C
  • InChI=1S/C27H29NO11/c1-10-22(31)13(28)6-17(38-10)39-15-8-27(36,16(30)9-29)7-12-19(15)26(35)21-20(24(12)33)23(32)11-4-3-5-14(37-2)18(11)25(21)34/h3-5,10,13,15,17,22,29,31,33,35-36H,6-9,28H2,1-2H3/t10-,13-,15-,17-,22-,27-/m0/s1 checkY
  • Key:AOJJSUZBOXZQNB-VTZDEGQISA-N checkY
  (verify)

Epirubicin, sold under the brand name Ellence among others, is a medication used to treat breast cancer, stomach cancer, small cell lung cancer, ovarian cancer, colorectal cancer, lymphoma, bladder cancer, and leukemia.[3][2] It is given by injection into a vein or instilled in the bladder.[3][2]

Common side effects include hair loss, nausea, bone marrow suppression, inflammation of the mouth, hot flushes, diarrhea, infection, rash, and fever.[3] Other side effects may include heart damage, infertility, further cancers, and tumor lysis syndrome.[3] Use in pregnancy may harm the baby.[3] It is an anthracycline which is believed to work by intercalating DNA strands resulting in blocking DNA synthesis.[1]

Epirubicin was approved for medical use in the United States in 1999.[3] It is available as a generic medication.[2] In the United Kingdom 50 mg cost the NHS about £87 as of 2021.[2] This amount in the United States costs about 60 USD.[4]

References[edit]

  1. ^ a b c "Doxorubicin". LiverTox: Clinical and Research Information on Drug-Induced Liver Injury. National Institute of Diabetes and Digestive and Kidney Diseases. 2012. Archived from the original on 16 May 2021. Retrieved 15 December 2021.
  2. ^ a b c d e BNF 81: March-September 2021. BMJ Group and the Pharmaceutical Press. 2021. p. 947. ISBN 978-0857114105.
  3. ^ a b c d e f g "EpiRUBicin Monograph for Professionals". Drugs.com. Archived from the original on 7 June 2021. Retrieved 15 December 2021.
  4. ^ "Epirubicin Prices, Coupons & Patient Assistance Programs". Drugs.com. Archived from the original on 22 April 2021. Retrieved 15 December 2021.