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Trimetrexate

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This is an old revision of this page, as edited by CheMoBot (talk | contribs) at 03:36, 22 October 2011 (Updating {{drugbox}} (changes to verified fields - updated 'ChEBI_Ref', 'CAS_number_Ref') per Chem/Drugbox validation (report errors or bugs)). The present address (URL) is a permanent link to this revision, which may differ significantly from the current revision.

Revision as of 03:36, 22 October 2011 by CheMoBot (talk | contribs) (Updating {{drugbox}} (changes to verified fields - updated 'ChEBI_Ref', 'CAS_number_Ref') per Chem/Drugbox validation (report errors or bugs))(diff) ← Previous revision | Latest revision (diff) | Newer revision → (diff) Pharmaceutical compound
Trimetrexate
Clinical data
AHFS/Drugs.comConsumer Drug Information
MedlinePlusa694019
ATC code
Pharmacokinetic data
BioavailabilityVD: 20-30 Liters
MetabolismOxidative O-demethylation, followed by conjugation with glucuronide or sulfate
Elimination half-life11 to 12 hours
Identifiers
IUPAC name
  • 5-methyl-6- quinazoline-2,4-diamine
CAS Number
PubChem CID
DrugBank
ChemSpider
UNII
KEGG
ChEMBL
CompTox Dashboard (EPA)
Chemical and physical data
FormulaC19H23N5O3
Molar mass369.418 g/mol g·mol
3D model (JSmol)
SMILES
  • n3c1c(c(c(cc1)CNc2cc(OC)c(OC)c(OC)c2)C)c(nc3N)N
InChI
  • InChI=1S/C19H23N5O3/c1-10-11(5-6-13-16(10)18(20)24-19(21)23-13)9-22-12-7-14(25-2)17(27-4)15(8-12)26-3/h5-8,22H,9H2,1-4H3,(H4,20,21,23,24)
  • Key:NOYPYLRCIDNJJB-UHFFFAOYSA-N
  (what is this?)  (verify)

Trimetrexate is a quinazoline derivative. It is a dihydrofolate reductase inhibitor.

Uses

It has been used with leucovorin in treating pneumocystis pneumonia.

It has been investigated for use in treating leiomyosarcoma. It is a methotrexate (MTX) analog that is active against transport-deficient MTX-resistant tumor cells that overcome the acquired and natural resistance to methotrexate. Other uses include skin lymphoma.

References

  1. Wong BK, Woolf TF, Chang T, Whitfield LR (1990). "Metabolic disposition of trimetrexate, a nonclassical dihydrofolate reductase inhibitor, in rat and dog". Drug Metab. Dispos. 18 (6): 980–6. PMID 1981548.{{cite journal}}: CS1 maint: multiple names: authors list (link)
  2. Sattler FR, Allegra CJ, Verdegem TD; et al. (1990). "Trimetrexate-leucovorin dosage evaluation study for treatment of Pneumocystis carinii pneumonia". J. Infect. Dis. 161 (1): 91–6. PMID 2136905. {{cite journal}}: Explicit use of et al. in: |author= (help); Unknown parameter |month= ignored (help)CS1 maint: multiple names: authors list (link)
  3. Smith HO, Blessing JA, Vaccarello L (2002). "Trimetrexate in the treatment of recurrent or advanced leiomyosarcoma of the uterus: a phase II study of the Gynecologic Oncology Group". Gynecol. Oncol. 84 (1): 140–4. doi:10.1006/gyno.2001.6482. PMID 11748990. {{cite journal}}: Unknown parameter |month= ignored (help)CS1 maint: multiple names: authors list (link)
  4. Trimetrexate in relapsed T-cell lymphoma with skin involvement. J Clin Oncol. 2002 Jun 15;20(12):2876-80.

External links

Antiparasitics – antiprotozoal agents – Chromalveolata antiparasitics (P01)
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