Molecular structure of 7-Hydroxy Methotrexate Sodium Salt, CAS Number: 5939-37-7
7-Hydroxy Methotrexate Sodium Salt (CAS 5939-37-7)
See product citations (11)
Alternate Names:
N-[4-[[(2,4-diamino-7,8-dihydro-7-oxo-6-pteridinyl)methyl]methylamino]benzoyl]-L-glutamic acid, trisodium salt; 7-hydroxy MTX
Application:
7-Hydroxy Methotrexate Sodium Salt is a useful methotrexate metabolite
CAS Number:
5939-37-7
Purity:
≥95%
Molecular Weight:
539.40
Molecular Formula:
C20H22N8O6•3Na
For Research Use Only. Not Intended for Diagnostic or Therapeutic Use.
* Refer to Certificate of Analysis for lot specific data.
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SDS & Certificate of Analysis
7-Hydroxy Methotrexate Sodium Salt is the metabolite of methotrexate, a cell cycle arresting agent with varying effects. Methotrexate has been reported to arrest the cell cycle in late G1/S thus leading to the inhibition of the synthesis of DNA, RNA, thymidylates, and proteins. The main mechanism of action is reported to involve the inhibition of enzymes involved in purine metabolism which leads to the accumulation of adenosine or the suppression of intercellular adhesion molecule expression by T cells. Additionally, this compound has been observed to inhibit DHFR. Methotrexate has also been shown to modulate inflammation by promoting adenosine release or inhibiting transmethylation reactions. Methotrexate was also noted to decrease IL-1 production in adherent splenic cells.
7-Hydroxy Methotrexate Sodium Salt (CAS 5939-37-7) References
- Maximum tolerated doses of methotrexate and 7-hydroxy-methotrexate in a model of acute toxicity in rats. | Fuskevåg, OM., et al. 2000. Cancer Chemother Pharmacol. 46: 69-73. PMID: 10912581
- Interaction of dihydrofolate reductase with methotrexate: ensemble and single-molecule kinetics. | Rajagopalan, PT., et al. 2002. Proc Natl Acad Sci U S A. 99: 13481-6. PMID: 12359872
- Effects and interaction of 7-hydroxy methotrexate and methotrexate in leukaemic cells ex vivo measured by the thymidylate synthase inhibition assay. | Lingg, RM., et al. 2005. Cancer Chemother Pharmacol. 56: 322-7. PMID: 15868145
- Clinical experience of methotrexate in Crohn's disease: response, safety and monitoring of treatment. | Parker, R., et al. 2010. Postgrad Med J. 86: 208-11. PMID: 20354043
- Development and validation of a turbulent flow chromatography and tandem mass spectrometry method for the quantitation of methotrexate and its metabolites 7-hydroxy methotrexate and DAMPA in serum. | Schofield, RC., et al. 2015. J Chromatogr B Analyt Technol Biomed Life Sci. 1002: 169-75. PMID: 26322588
- Simultaneous determination of plasma methotrexate and 7-hydroxy methotrexate by UHPLC-MS/MS in patients receiving high-dose methotrexate therapy. | Mei, S., et al. 2018. J Pharm Biomed Anal. 158: 300-306. PMID: 29909319
- Simultaneous Quantification of Methotrexate and Its Metabolite 7-Hydroxy-Methotrexate in Human Plasma for Therapeutic Drug Monitoring. | Ren, X., et al. 2019. Int J Anal Chem. 2019: 1536532. PMID: 30853983
- Simultaneous Determination of Urine Methotrexate, 7-Hydroxy Methotrexate, Deoxyaminopteroic Acid, and 7-Hydroxy Deoxyaminopteroic Acid by UHPLC-MS/MS in Patients Receiving High-dose Methotrexate Therapy. | Mei, S., et al. 2020. Anal Sci. 36: 1479-1486. PMID: 32801284
- Effect of antiarthritic drugs on the enhanced interleukin-1 (IL-1) production by macrophages from adjuvant-induced arthritic (AA) rats. | DiMartino, MJ., et al. 1987. Agents Actions. 21: 348-50. PMID: 3500597
- Polymerization of tubulin in apoptotic cells is not cell cycle dependent. | Pittman, SM., et al. 1994. Exp Cell Res. 215: 263-72. PMID: 7982469
- Antifolate analogs: mechanism of action, analytical methodology, and clinical efficacy. | Fleisher, M. 1993. Ther Drug Monit. 15: 521-6. PMID: 8122287
- Cell-cycle-stage specificity of the methotrexate block as resolved by X-ray-induced chromosome damage. | Richardson, VB., et al. 1994. Cytogenet Cell Genet. 66: 126-8. PMID: 8287684
- Characteristics of cancer cell death after exposure to cytotoxic drugs in vitro. | Huschtscha, LI., et al. 1996. Br J Cancer. 73: 54-60. PMID: 8554984
- New approaches to the treatment of advanced breast cancer. | Eckardt, JR. 1996. Anticancer Drugs. 7 Suppl 2: 41-6. PMID: 8862711
- The mechanism of action of methotrexate. | Cronstein, BN. 1997. Rheum Dis Clin North Am. 23: 739-55. PMID: 9361153
Inhibitor of:
DHFR.Ordering Information
| Product Name | Catalog # | UNIT | Price | Qty | FAVORITES | |
7-Hydroxy Methotrexate Sodium Salt, 500 µg | sc-217447A | 500 µg | $194.00 | |||
7-Hydroxy Methotrexate Sodium Salt, 1 mg | sc-217447 | 1 mg | $357.00 |