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Namespace Prefixes

PrefixIRI
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Statements

Subject Item
n2:DB00515
rdf:type
n3:Drug
n3:description
Cisplatin, cisplatinum or cis-diamminedichloroplatinum(II) (CDDP) is a platinum-based chemotherapy drug used to treat various types of cancers, including sarcomas, some carcinomas (e.g. small cell lung cancer, and ovarian cancer), lymphomas and germ cell tumors. It was the first member of its class, which now also includes carboplatin and oxaliplatin.
n3:dosage
n24:271B63E5-363D-11E5-9242-09173F13E4C5 n24:271B63E1-363D-11E5-9242-09173F13E4C5 n24:271B63E2-363D-11E5-9242-09173F13E4C5 n24:271B63E3-363D-11E5-9242-09173F13E4C5 n24:271B63E4-363D-11E5-9242-09173F13E4C5
n3:generalReferences
# FDA label
n3:group
approved
n3:halfLife
Cisplatin decays monoexponentially with a half life of 20 to 30 minutes following administrations of 50 or 100 mg/m^2. Cisplatin has a plasma half-life of 30 minutes. The complexes between albumin and the platinum from cisplatin do not dissociate to a significant extent and are slowly eliminated with a minimum half-life of five days or more.
n3:indication
For the treatment of metastatic testicular tumors, metastatic ovarian tumors and advanced bladder cancer.
n3:manufacturer
n4:271B63DD-363D-11E5-9242-09173F13E4C5 n4:271B63DB-363D-11E5-9242-09173F13E4C5 n4:271B63DE-363D-11E5-9242-09173F13E4C5 n4:271B63DF-363D-11E5-9242-09173F13E4C5 n4:271B63DC-363D-11E5-9242-09173F13E4C5
owl:sameAs
n14:DB00515 n25:DB00515
dcterms:title
Cisplatin
adms:identifier
n6:Cisplatin n17:27899 n18:C06911 n19:389985 n20:DB00515 n26:PA449014 n27:441203 n28:D00275 n29:0015-3072-20 n30:46504561
n3:mechanismOfAction
Alkylating agents work by three different mechanisms: 1) attachment of alkyl groups to DNA bases, resulting in the DNA being fragmented by repair enzymes in their attempts to replace the alkylated bases, preventing DNA synthesis and RNA transcription from the affected DNA, 2) DNA damage via the formation of cross-links (bonds between atoms in the DNA) which prevents DNA from being separated for synthesis or transcription, and 3) the induction of mispairing of the nucleotides leading to mutations.
n3:packager
n4:271B63D1-363D-11E5-9242-09173F13E4C5 n4:271B63D8-363D-11E5-9242-09173F13E4C5 n4:271B63D9-363D-11E5-9242-09173F13E4C5 n4:271B63D6-363D-11E5-9242-09173F13E4C5 n4:271B63D7-363D-11E5-9242-09173F13E4C5 n4:271B63D4-363D-11E5-9242-09173F13E4C5 n4:271B63D5-363D-11E5-9242-09173F13E4C5 n4:271B63D2-363D-11E5-9242-09173F13E4C5 n4:271B63D3-363D-11E5-9242-09173F13E4C5 n4:271B63DA-363D-11E5-9242-09173F13E4C5
n3:routeOfElimination
The parent compound, cisplatin, is excreted in the urine. Although small amounts of platinum are present in the bile and large intestine after administration of cisplatin, the fecal excretion of platinum appears to be insignificant.
n3:synonym
Platinol-AQ CDDP Cis-DDP cis-diamminedichloroplatinum(II)
n3:volumeOfDistribution
Volume of distribution at steady state = 11-12 L/m^2
n7:hasAHFSCode
n22:10-00-00
n3:foodInteraction
Echinacea should be used with caution, if at all, in patients receiving therapeutic immunosuppressants. Monitor for reduced efficacy of the immunosuppressant during concomitant use.
n3:proteinBinding
Cisplatin does not undergo instantaneous and reversible binding to plasma protein that is characteristic of normal drug-protein binding. However, the platinum itself is capable of binding to plasma proteins, including albumin, transferrin, and gamma globulin. Three hours after a bolus injection and two hours after the end of a three-hour infusion, 90% of the plasma platinum is protein bound.
n3:synthesisReference
Murray A. Kaplan, Alphonse P. Granatek, "Process for the preparation of microcrystalline cisplatin." U.S. Patent US4322391, issued March 30, 1982.
n9:hasConcept
n10:M0004505
foaf:page
n16:cisplatin.htm n21:cisplatin.html
n3:IUPAC-Name
n12:271B63E7-363D-11E5-9242-09173F13E4C5
n3:InChI
n12:271B63ED-363D-11E5-9242-09173F13E4C5
n3:Molecular-Formula
n12:271B63EC-363D-11E5-9242-09173F13E4C5
n3:Molecular-Weight
n12:271B63E9-363D-11E5-9242-09173F13E4C5
n3:Monoisotopic-Weight
n12:271B63EA-363D-11E5-9242-09173F13E4C5
n3:SMILES
n12:271B63EB-363D-11E5-9242-09173F13E4C5
n3:Water-Solubility
n12:271B63FC-363D-11E5-9242-09173F13E4C5
n3:logP
n12:271B63E6-363D-11E5-9242-09173F13E4C5 n12:271B63FE-363D-11E5-9242-09173F13E4C5
n7:hasATCCode
n8:L01XA01
n3:H-Bond-Acceptor-Count
n12:271B63F3-363D-11E5-9242-09173F13E4C5
n3:H-Bond-Donor-Count
n12:271B63F4-363D-11E5-9242-09173F13E4C5
n3:InChIKey
n12:271B63EE-363D-11E5-9242-09173F13E4C5
n3:Polar-Surface-Area--PSA-
n12:271B63EF-363D-11E5-9242-09173F13E4C5
n3:Polarizability
n12:271B63F1-363D-11E5-9242-09173F13E4C5
n3:Refractivity
n12:271B63F0-363D-11E5-9242-09173F13E4C5
n3:Rotatable-Bond-Count
n12:271B63F2-363D-11E5-9242-09173F13E4C5
n3:absorption
Following cisplatin doses of 20 to 120 mg/m^2, the concentrations of platinum are highest in liver, prostate, and kidney; somewhat lower in bladder, muscle, testicle, pancreas, and spleen; and lowest in bowel, adrenal, heart, lung, cerebrum, and cerebellum. Platinum is present in tissues for as long as 180 days after the last administration.
n3:affectedOrganism
Humans and other mammals
n3:casRegistryNumber
15663-27-1
n3:category
n3:clearance
* 15-16 L/h/m^2 [total body clearance, 7-hour infusion of 100 mg/m^2] * 62 mL/min/m^2 [renal clearance, 2-hour infusion of 100 mg/m^2] * 50 mL/min/m^2 [renal clearance, 6- to 7-hour infusion of 100 mg/m^2] The renal clearance of free (ultrafilterable) platinum also exceeds the glomerular filtration rate indicating that cisplatin or other platinum-containing molecules are actively secreted by the kidneys. The renal clearance of free platinum is nonlinear and variable and is dependent on dose, urine flow rate, and individual variability in the extent of active secretion and possible tubular reabsorption.
n3:containedIn
n11:271B63E0-363D-11E5-9242-09173F13E4C5
n3:Bioavailability
n12:271B63F8-363D-11E5-9242-09173F13E4C5
n3:Ghose-Filter
n12:271B63FA-363D-11E5-9242-09173F13E4C5
n3:MDDR-Like-Rule
n12:271B63FB-363D-11E5-9242-09173F13E4C5
n3:Melting-Point
n12:271B63FD-363D-11E5-9242-09173F13E4C5
n3:Number-of-Rings
n12:271B63F7-363D-11E5-9242-09173F13E4C5
n3:Physiological-Charge
n12:271B63F6-363D-11E5-9242-09173F13E4C5
n3:Rule-of-Five
n12:271B63F9-363D-11E5-9242-09173F13E4C5
n3:Traditional-IUPAC-Name
n12:271B63E8-363D-11E5-9242-09173F13E4C5
n3:pKa--strongest-basic-
n12:271B63F5-363D-11E5-9242-09173F13E4C5