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Methotrexate, MP Biomedicals™

Catalog No. MP210229990 Shop All MP Biomedicals, Inc Products
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MP210229990 500 mg
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Description

Acts as a folic acid antagonist. Methotrexate, MP Biomedicals is a mix of 4-amino-10-methylfolic acid and related compounds, structurally similar to folic acid. A potent anticancer agent, it blocks DNA synthesis by blocking production of tetrahydrofolate

Methotrexate is actively transported into cells by the folate transporter. In the cell, it is converted to a high molecular weight polyglutamate metabolite by folypolyglutamate synthase that, in turn, binds to dihydrofolate reductase and inhibits its activity. Methotrexate-polyglutamate is degraded intracellularly by gamma-glutamyl hydrolase.

Methotrexate is an allosteric inhibititor of dihydrofolate reductase (DHFR), the enzyme that catalyzes the conversion of dihydrofolate to tetrahydrofolate. Since tetrahydrolfolate is required for purine and pyrimidine synthesis, methotrexate treatment results in the inhibition of DNA and RNA synthesis.

  • Potent inhibitor of dihydrofolate reductase in DHFR-based protein expression systems
  • Anti-cancer agent used in antitumor studies
  • Effective in treatment of pyrimethamine-resistant Plasmodium vivax malaria parasites
  • Shows immunosuppressive effects, e.g. in rheumatoid arthritis
TRUSTED_SUSTAINABILITY

Chemical Identifiers

CAS 59-05-2
Molecular Formula C20H22N8O5
Molecular Weight (g/mol) 454.447
InChI Key FBOZXECLQNJBKD-ZDUSSCGKSA-N
Synonym methotrexate, abitrexate, rheumatrex, amethopterin, mexate, metatrexan, hdmtx, trexall, methylaminopterinum, antifolan
PubChem CID 126941
ChEBI CHEBI:44185
IUPAC Name (2S)-2-[[4-[(2,4-diaminopteridin-6-yl)methyl-methylamino]benzoyl]amino]pentanedioic acid
SMILES CN(CC1=CN=C2C(=N1)C(=NC(=N2)N)N)C3=CC=C(C=C3)C(=O)NC(CCC(=O)O)C(=O)O

Specifications

Melting Point 185°C to 204°C
Boiling Point 184°C to 204°C (monohydrate decomposition)
Quantity 500 mg
Solubility Information Soluble in alkaline solutions with decomposition.Insoluble in water, ethanol, chloroform and ether.
Optical Rotation 19–24°
Formula Weight 454.4
Grade USP
Physical Form Powder

Safety and Handling

Recommended Storage 4°C
WARNING: Reproductive Harm - www.P65Warnings.ca.gov
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