10mM in DMSO for sensitive chromatographic and analytical workflows requiring minimal baseline interference.
Store at -80°C Ships Dry ice packs + Cold packs Check lot-specific COA for exact specifications.
SDS, COA, datasheet, and spec sheet available for download. Lot-specific COA accessible via lot number lookup.
Cited in 3 peer-reviewed publications across chromatography, organic synthesis, and cross-coupling reactions.
Information
Methotrexate (CL14377, MTX, NCI-C04671, Amethopterin, WR19039), analog of folic acid, is a nonspecific inhibitor of the dihydrofolate reductase(DHFR) of bacteria and cancerous cells as well as normal cells. It forms an inactive ternary complex with DHFR a
In vitro
Methotrexate (0.1-10 mM) induces apoptosis of in vitro activated T cells from human peripheral blood. Methotrexate achieves clonal deletion of activated T cells in mixed lymphocyte reactions. Methotrexate can selectively delete activated peripheral blood T cells by a CD95-independent pathway. [1] Methotrexate is taken up by cells via the reduced folate carrier and then is converted within the cells to polyglutamates. Methotrexate leads to diminished production of leukotriene B4 by neutrophils stimulated ex vivo. Methotrexate polyglutamates inhibit the enzyme aminoimidazolecarboxamidoadenosineribonucleotide (AICAR) transformylase more potently than the other enzymes involved in purine biosynthesis. Methotrexate is also known to suppress TNF activity by suppressing TNF-induced nuclear factor-κB activation in vitro, in part related to a reduction in the degradation and inactivation of an inhibitor of this factor, IκBα, and probably related to the release of adenosine. Methotrexate suppresses the production of both TNF and IFN-γ by T-cell-receptor-primed T lymphocytes from both healthy human donors and RA patients. Methotrexate treatment is associated with a significant decrease of TNF-α-positive CD4+ T cells, while the number of T cells expressing the anti-inflammatory cytokine IL-10 increased. [2]
In vivo
Methotrexate increases splenocyte AICAR content, raised adenosine concentrations in exudates from carrageenan-inflamed air pouches, and markedly inhibits leukocyte accumulation in inflamed air pouches in mice. Methotrexate-mediated reduction in leukocyte accumulation is partially reversed by injection of adenosine deaminase (ADA) into the air pouch, completely reverses by a specific adenosine A2 receptor antagonist, 3,7-dimethyl-1-propargylxanthine (DMPX), but not affected by an adenosine A1 receptor antagonist, 8-cyclopentyl-dipropylxanthine in mice.
Cell Data
cell lines：MV4;11, KOPN8, and K562 cells
Concentrations：
Incubation Time：
Powder Purity:≥99%
| Isómeros SMILES | CN(CC1=CN=C2C(=N1)C(=NC(=N2)N)N)C3=CC=C(C=C3)C(=O)N[C@@H](CCC(=O)O)C(=O)O |
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| CAS alternativo | 59-05-2,7413-34-5 (di-hydrochloride salt) |
| PubChem CID | 126941 |
| Número NSC | 740 |
| Número ONU | 3249 |
| Grupo de embalaje | II |
| Términos de entrada MeSH | Amethopterin;Dicesium Salt Methotrexate;Hydrate, Methotrexate;Methotrexate;Methotrexate Hydrate;Methotrexate Sodium;Methotrexate, (D)-Isomer;Methotrexate, (DL)-Isomer;Methotrexate, Dicesium Salt;Methotrexate, Disodium Salt;Methotrexate, Sodium Salt;Mexate |
| Peso molecular | 454.44 |
| Beilstein | 70669 |
Comprehensive hazard, handling, storage, and regulatory compliance document.
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View spec sheet →| Activity Type | Activity Value -log(M) | Mechanism of Action | Activity Reference | Publications (PubMed IDs) |
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| Solubilidad | Solubility (25°C) In vitro DMSO: 96 mg/mL (199.3 mM); Ethanol: 1.5 mg/mL (3.11 mM); Water: Insoluble; |
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| Rotación específica [α] | 21 ° (C=0.1, 1N NaOH) |
| Punto de fusión (°C) | 195 °C |
| 1. Deqian Huang, Hai Wu, Yuyang Zhu, Huijuan Su, Hong Zhang, Liangquan Sheng, Zhaodi Liu, Huajie Xu, Chongfu Song. (2023) Sensitive Determination of Anticancer Drug Methotrexate Using Graphite Oxide-Nafion Modified Glassy Carbon Electrode. International Journal of Electrochemical Science, [PMID:32110437] [10.20964/2019.04.03] |
| 2. Huaiji Wang, Zihan Zhao, Chenghao Wu, Xiaowen Tong, Yuling Shi, Shunjie Chen. (2022) Microneedle Patch Delivery of Methotrexate-Loaded Albumin Nanoparticles to Immune Cells Achieves a Potent Antipsoriatic Effect.. International Journal of Nanomedicine, [PMID:36072960] [10.2147/ijn.s371183] |
| 3. Yanan Zhao, Shiying Zou, Danqun Huo, Changjun Hou, Mei Yang, Junjie Li, Minghong Bian. (2018) Simple and sensitive fluorescence sensor for methotrexate detection based on the inner filter effect of N, S co-doped carbon quantum dots. ANALYTICA CHIMICA ACTA, [PMID:30567648] [10.1016/j.aca.2018.10.005] |
