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5939-37-7,MFCD00674903
Catalog No.:AA00E8SP

5939-37-7 | 7-HYDROXY METHOTREXATE

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1mg
≥98%
in stock  
$298.00   $208.00
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5mg
≥98%
in stock  
$1,160.00   $812.00
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10mg
≥98%
in stock  
$1,698.00   $1,188.00
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  • Technical Information
  • Properties
  • Literature
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  • Technical Information
  • Properties
  • Literature
Technical Information
Catalog Number:
AA00E8SP
Chemical Name:
7-HYDROXY METHOTREXATE
CAS Number:
5939-37-7
Molecular Formula:
C20H22N8O6
Molecular Weight:
470.4387
MDL Number:
MFCD00674903
SMILES:
OC(=O)CC[C@@H](C(=O)O)NC(=O)c1ccc(cc1)N(Cc1nc2c(N)nc(nc2[nH]c1=O)N)C
NSC Number:
380962
Properties
Computed Properties
 
Complexity:
830  
Covalently-Bonded Unit Count:
1  
Heavy Atom Count:
34  
Hydrogen Bond Acceptor Count:
12  
Hydrogen Bond Donor Count:
6  
Rotatable Bond Count:
9  
Undefined Atom Stereocenter Count:
1  
XLogP3:
-0.8  

Literature

Title: Simple and sensitive HPLC method for the fluorometric determination of methotrexate and its major metabolites in human plasma by post-column photochemical reaction.

Journal: Biomedical chromatography : BMC 20120101

Title: [Pharmacokinetic analysis of high-dose methotrexate treatments in children with hematologic malignancies].

Journal: Orvosi hetilap 20111002

Title: The influence of 7-OH methotrexate metabolite on clinical relevance of methotrexate determination.

Journal: Clinical laboratory 20110101

Title: High-dose methotrexate in children with acute lymphoblastic leukemia: 7-hydroxymethotrexate systemic exposure and urinary concentrations at the steady state correlate well with those of methotrexate.

Journal: Arzneimittel-Forschung 20100101

Title: Abcc2 (Mrp2), Abcc3 (Mrp3), and Abcg2 (Bcrp1) are the main determinants for rapid elimination of methotrexate and its toxic metabolite 7-hydroxymethotrexate in vivo.

Journal: Molecular cancer therapeutics 20091201

Title: Methotrexate catabolism to 7-hydroxymethotrexate in rheumatoid arthritis alters drug efficacy and retention and is reduced by folic acid supplementation.

Journal: Arthritis and rheumatism 20090801

Title: Functionally overlapping roles of Abcg2 (Bcrp1) and Abcc2 (Mrp2) in the elimination of methotrexate and its main toxic metabolite 7-hydroxymethotrexate in vivo.

Journal: Clinical cancer research : an official journal of the American Association for Cancer Research 20090501

Title: Gene expression profiling of leukemia T-cells resistant to methotrexate and 7-hydroxymethotrexate reveals alterations that preserve intracellular levels of folate and nucleotide biosynthesis.

Journal: Biochemical pharmacology 20090415

Title: In vivo-in vitro relationship of methotrexate 7-hydroxylation by aldehyde oxidase in four different strain rats.

Journal: Drug metabolism and pharmacokinetics 20061201

Title: Interaction of methotrexate with organic-anion transporting polypeptide 1A2 and its genetic variants.

Journal: The Journal of pharmacology and experimental therapeutics 20060801

Title: Coadministration of lansoprazole and naproxen does not affect the pharmacokinetic profile of methotrexate in adult patients with rheumatoid arthritis.

Journal: Journal of clinical pharmacology 20051001

Title: Effects and interaction of 7-hydroxy methotrexate and methotrexate in leukaemic cells ex vivo measured by the thymidylate synthase inhibition assay.

Journal: Cancer chemotherapy and pharmacology 20050901

Title: Pharmacokinetic study of methotrexate following intra-articular injection of methotrexate loaded poly(L-lactic acid) microspheres in rabbits.

Journal: Journal of pharmaceutical sciences 20050601

Title: Interference of 7-hydroxymethotrexate with the determination of methotrexate in plasma samples from children with acute lymphoblastic leukemia employing routine clinical assays.

Journal: Journal of chromatography. B, Analytical technologies in the biomedical and life sciences 20050325

Title: Disparate mechanisms of antifolate resistance provoked by methotrexate and its metabolite 7-hydroxymethotrexate in leukemia cells: implications for efficacy of methotrexate therapy.

Journal: Blood 20041215

Title: Lumiracoxib does not affect methotrexate pharmacokinetics in rheumatoid arthritis patients.

Journal: The Annals of pharmacotherapy 20041001

Title: Combined oral cyclosporin and methotrexate therapy in patients with rheumatoid arthritis elevates methotrexate levels and reduces 7-hydroxymethotrexate levels when compared with methotrexate alone.

Journal: Rheumatology (Oxford, England) 20030801

Title: System approach to modeling metabolite formation from parent drug: a working example with methotrexate.

Journal: Methods and findings in experimental and clinical pharmacology 20021001

Title: Lack of pharmacokinetic interaction between rofecoxib and methotrexate in rheumatoid arthritis patients.

Journal: Journal of clinical pharmacology 20011001

Title: Separation of selected anticancer drugs using superheated water as the mobile phase.

Journal: Analytical chemistry 20010815

Title: No effect of phenobarbital pretreatment of rats on methotrexate pharmacokinetics in the isolated liver perfused in a single-pass way.

Journal: Pharmacology 20010201

Title: Acute hepatotoxicity after high-dose methotrexate administration to rats.

Journal: Pharmacology & toxicology 19910801

Title: L Fahrig, et al. Pharmacokinetics of methotrexate (MTX) and 7-hydroxymethotrexate (7-OH-MTX) in rats and evidence for the metabolism of MTX to 7-OH-MTX. Cancer Chemother Pharmacol. 1989;23(3):156-60.

Title: Ping Guo, et al. Determination of methotrexate and its major metabolite 7-hydroxymethotrexate in mouse plasma and brain tissue by liquid chromatography-tandem mass spectrometry. J Pharm Biomed Anal. 2007 Apr 11;43(5):1789-95.

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Tags:5939-37-7 Molecular Formula|5939-37-7 MDL|5939-37-7 SMILES|5939-37-7 7-HYDROXY METHOTREXATE