About: Ifosfamide     Goto   Sponge   NotDistinct   Permalink

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http://linked.open...gbank/description
  • Ifosfamide is a chemotherapeutic agent chemically related to the nitrogen mustards and a synthetic analog of cyclophosphamide. It is active as an alkylating agent and an immunosuppresive agent. (en)
http://linked.open...y/drugbank/dosage
http://linked.open...generalReferences
  • # Furlanut M, Franceschi L: Pharmacology of ifosfamide. Oncology. 2003;65 Suppl 2:2-6. "Pubmed":http://www.ncbi.nlm.nih.gov/pubmed/14586139 # Fleming RA: An overview of cyclophosphamide and ifosfamide pharmacology. Pharmacotherapy. 1997 Sep-Oct;17(5 Pt 2):146S-154S. "Pubmed":http://www.ncbi.nlm.nih.gov/pubmed/9322882 # Wagner T: Ifosfamide clinical pharmacokinetics. Clin Pharmacokinet. 1994 Jun;26(6):439-56. "Pubmed":http://www.ncbi.nlm.nih.gov/pubmed/8070218 # Allen LM, Creaven PJ, Nelson RL: Studies on the human pharmacokinetics of isophosphamide (NSC-109724). Cancer Treat Rep. 1976 Apr;60(4):451-8. "Pubmed":http://www.ncbi.nlm.nih.gov/pubmed/1277221 # Brade WP, Herdrich K, Varini M: Ifosfamide--pharmacology, safety and therapeutic potential. Cancer Treat Rev. 1985 Mar;12(1):1-47. "Pubmed":http://www.ncbi.nlm.nih.gov/pubmed/3896483 # Zalupski M, Baker LH: Ifosfamide. J Natl Cancer Inst. 1988 Jun 15;80(8):556-66. "Pubmed":http://www.ncbi.nlm.nih.gov/pubmed/3286879 # Willits I, Price L, Parry A, Tilby MJ, Ford D, Cholerton S, Pearson AD, Boddy AV: Pharmacokinetics and metabolism of ifosfamide in relation to DNA damage assessed by the COMET assay in children with cancer. Br J Cancer. 2005 May 9;92(9):1626-35. "Pubmed":http://www.ncbi.nlm.nih.gov/pubmed/15827549 # Lokiec F: Ifosfamide: pharmacokinetic properties for central nervous system metastasis prevention. Ann Oncol. 2006 May;17 Suppl 4:iv33-6. "Pubmed":http://www.ncbi.nlm.nih.gov/pubmed/16702183 # Schoenike SE, Dana WJ: Ifosfamide and mesna. Clin Pharm. 1990 Mar;9(3):179-91. "Pubmed":http://www.ncbi.nlm.nih.gov/pubmed/2107997 # Dechant KL, Brogden RN, Pilkington T, Faulds D: Ifosfamide/mesna. A review of its antineoplastic activity, pharmacokinetic properties and therapeutic efficacy in cancer. Drugs. 1991 Sep;42(3):428-67. "Pubmed":http://www.ncbi.nlm.nih.gov/pubmed/1720382 # FDA label (en)
http://linked.open...gy/drugbank/group
  • approved (en)
http://linked.open...drugbank/halfLife
  • 7-15 hours. The elimination half-life increase appeared to be related to the increase in ifosfamide volume of distribution with age. (en)
http://linked.open...ugbank/indication
  • Used as a component of various chemotherapeutic regimens as third-line therapy for recurrent or refractory germ cell testicular cancer. Also used as a component of various chemotherapeutic regimens for the treatment of cervical cancer, as well as in conjunction with surgery and/or radiation therapy in the treatment of various soft tissue sarcomas. Other indications include treatment of osteosarcoma, bladder cancer, ovarian cancer. small cell lung cancer, and non-Hodgkin's lymphoma. (en)
sameAs
Title
  • Ifosfamide (en)
adms:identifier
http://linked.open...mechanismOfAction
  • The exact mechanism of ifosfamide has not been determined, but appears to be similar to other alkylating agents. Ifosfamide requires biotransformation in the liver by mixed-function oxidases (cytochrome P450 system) before it becomes active. After metabolic activation, active metabolites of ifosfamide alkylate or bind with many intracellular molecular structures, including nucleic acids. The cytotoxic action is primarily through the alkylation of DNA, done by attaching the N-7 position of guanine to its reactive electrophilic groups. The formation of inter and intra strand cross-links in the DNA results in cell death. (en)
http://linked.open...drugbank/packager
http://linked.open...y/drugbank/patent
http://linked.open...outeOfElimination
  • Ifosfamide is extensively metabolized in humans and the metabolic pathways appear to be saturated at high doses. After administration of doses of 5 g/m2 of 14C-labeled ifosfamide, from 70% to 86% of the dosed radioactivity was recovered in the urine, with about 61% of the dose excreted as parent compound. At doses of 1.6–2.4 g/m2 only 12% to 18% of the dose was excreted in the urine as unchanged drug within 72 hours. (en)
http://linked.open.../drugbank/synonym
  • Iphosphamide (en)
  • Isofosfamide (en)
  • Isophosphamide (en)
  • Ifosfamida (en)
  • Ifosfamidum (en)
  • Isosfamide (en)
  • 3-(2-Chloroethyl)-2-((2-chloroethyl)amino)tetrahydro-2H-1,3,2-oxazaphosphorine 2-oxide (en)
http://linked.open...drugbank/toxicity
  • LD<sub>50</sub> (mouse) = 390-1005 mg/kg, LD<sub>50</sub> (rat) = 150-190 mg/kg. Side effects include nausea, vomiting and myelosuppression. Toxic effects include central nervous system toxicity (confusion, hallucinations) and urotoxic effects (cystitis, blood in urine). (en)
http://linked.open...umeOfDistribution
  • Ifosfamide volume of distribution (Vd) approximates the total body water volume, suggesting that distribution takes place with minimal tissue binding. Following intravenous administration of 1.5 g/m2 over 0.5 hour once daily for 5 days to 15 patients with neoplastic disease, the median Vd of ifosfamide was 0.64 L/kg on Day 1 and 0.72 L/kg on Day 5. When given to pediatric patients, the volume of distribution was 21±1.6 L/m^2. (en)
http://linked.open.../drug/hasAHFSCode
http://linked.open...nk/proteinBinding
  • Ifosfamide shows little plasma protein binding. (en)
http://linked.open...ynthesisReference
  • U.S. Patent 3,732,340. (en)
foaf:page
http://linked.open...ugbank/IUPAC-Name
http://linked.open...gy/drugbank/InChI
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http://linked.open...bank/Refractivity
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http://linked.open.../affectedOrganism
  • Humans and other mammals (en)
http://linked.open...casRegistryNumber
  • 3778-73-2 (en)
http://linked.open...rugbank/clearance
  • * 2.4±0.33 L/h/m^2 [pediatric patients] (en)
http://linked.open...gbank/containedIn
http://linked.open...k/Bioavailability
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http://linked.open...strongest-acidic-
http://linked.open...-strongest-basic-
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