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Submit ReviewMethotrexate
Description: Cytotoxic agent
Chemical Name: N-[4-[[(2,4-Diamino-6-pteridinyl)methyl]methylamino]benzoyl]-L-glutamic acid
Purity: ≥99% (HPLC)
Biological Activity for Methotrexate
Methotrexate is a cytotoxic agent. Inhibits thymidylate synthetase and de novo purine synthesis. Potent folic acid antagonist; inhibits dihydrofolate reductase. Also inhibits Ras carboxyl methylation in DKOB8 cells, leading to decreased p44 and Akt activation.
Technical Data for Methotrexate
| M. Wt | 454.44 |
| Formula | C20H22N8O5 |
| Storage | Store at RT |
| Purity | ≥99% (HPLC) |
| CAS Number | 59-05-2 |
| PubChem ID | 126941 |
| InChI Key | FBOZXECLQNJBKD-ZDUSSCGKSA-N |
| Smiles | O=C(N[C@H]([C@](O)=O)CCC(O)=O)C(C=C3)=CC=C3N(CC2=NC1=C(N)N=C(N)N=C1N=C2)C |
The technical data provided above is for guidance only. For batch specific data refer to the Certificate of Analysis.
Tocris products are intended for laboratory research use only, unless stated otherwise.
Solubility Data for Methotrexate
| Solvent | Max Conc. mg/mL | Max Conc. mM | |
|---|---|---|---|
| Solubility | |||
| DMSO | 100 |
Preparing Stock Solutions for Methotrexate
The following data is based on the product molecular weight 454.44. Batch specific molecular weights may vary from batch to batch due to the degree of hydration, which will affect the solvent volumes required to prepare stock solutions.
| Concentration / Solvent Volume / Mass | 1 mg | 5 mg | 10 mg |
|---|---|---|---|
| 1 mM | 2.2 mL | 11 mL | 22.01 mL |
| 5 mM | 0.44 mL | 2.2 mL | 4.4 mL |
| 10 mM | 0.22 mL | 1.1 mL | 2.2 mL |
| 50 mM | 0.04 mL | 0.22 mL | 0.44 mL |
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Product Datasheets for Methotrexate
References for Methotrexate
References are publications that support the biological activity of the product.
Allegra et al (1987) Evidence for direct inhibition of de novo protein synthesis in human MCF-7 breast cells as a principal mode of metabolic inhibition by methotr. J.Biol.Chem. 262 13520 PMID: 2443493
Chu et al (1990) Mechanism of thymidylate synthase inhibition by methotr. in human neoplastic cell lines and normal human myeloid progenitor cells. J.Biol.Chem. 265 8470 PMID: 2341391
Jolivet et al (1983) The pharmacology and clinical use of methotr. N.Engl.J.Med. 309 1094 PMID: 6353235
Winter-Vann et al (2003) Targeting Ras signaling through inhibition of carboxyl methylation: an unexpected property of methotr. Proc.Natl.Acad.Sci.U.S.A. 100 6529 PMID: 12750467
If you know of a relevant reference for Methotrexate, please let us know.
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Keywords: Methotrexate, Methotrexate supplier, Cytotoxic, agent, Dihydrofolate, reductases, inhibitors, inhibits, Cell, Cycle, DHFR, chemotherapeutics, Reductase, Inhibitors, 1230, Tocris Bioscience
⚠ WARNING: This product can expose you to chemicals including Methotrexate, which is known to the State of California to cause reproductive toxicity with developmental effects. For more information, go to www.P65Warnings.ca.gov
2 Citations for Methotrexate
Citations are publications that use Tocris products. Selected citations for Methotrexate include:
Robinson et al (2013) RB1 status in triple negative breast cancer cells dictates response to radiation treatment and selective therapeutic drugs. PLoS One 8 e78641 PMID: 24265703
Kumar et al (2018) Comparison of cell-based assays to quantify treatment effects of anticancer drugs identifies a new application for Bodipy-L-cystine to measure apoptosis. Sci Rep 8 16363 PMID: 30397244
Do you know of a great paper that uses Methotrexate from Tocris? Please let us know.
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Literature in this Area
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Cell Cycle and DNA Damage Research Product Guide
This product guide provides a review of the cell cycle and DNA damage research area and lists over 150 products, including research tools for:
- Cell Cycle and Mitosis
- DNA Damage Repair
- Targeted Protein Degradation
- Ubiquitin Proteasome Pathway
- Chemotherapy Targets
Cell Cycle & DNA Damage Repair Poster
In normal cells, each stage of the cell cycle is tightly regulated, however in cancer cells many genes and proteins that are involved in the regulation of the cell cycle are mutated or over expressed. This poster summarizes the stages of the cell cycle and DNA repair. It also highlights strategies for enhancing replicative stress in cancer cells to force mitotic catastrophe and cell death.