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Methotrexate hydrate

SIGMA/06563 - ≥99.0% (sum of enantiomers, HPLC)

Synonym: 4-Amino-10-methylfolic acid hydrate; L-4-Amino-N10-methylpteroylglutamic acid hydrate; L-Amethopterin hydrate; Antifolan hydrate; MTX hydrate; Methylaminopterin hydrate

CAS Number: 133073-73-1
Empirical Formula (Hill Notation): C20H22N8O5 · xH2O
Molecular Weight: 454.44 (anhydrous basis)
EC Number: 200-413-8
MDL Number: MFCD00150847
Linear Formula: C20H22N8O5 · xH2O
Product Type: Chemical
Catalog Number PKG Qty. Price Quantity
45-06563-5MG 5 mg
 $28.70
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45-06563-25MG 25 mg
 $79.80
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45-06563-100MG 100 mg
 $213.00
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assay ≥99.0% (sum of enantiomers, HPLC)
biological source synthetic
form powder or crystals
impurities ≤0.1% sulfated ash
InChI 1S/C20H22N8O5.H2O/c1-28(9-11-8-23-17-15(24-11)16(21)26-20(22)27-17)12-4-2-10(3-5-12)18(31)25-13(19(32)33)6-7-14(29)30;/h2-5,8,13H,6-7,9H2,1H3,(H,25,31)(H,29,30)(H,32,33)(H4,21,22,23,26,27);1H2/t13-;/m0./s1
InChI key FPJYMUQSRFJSEW-ZOWNYOTGSA-N
mp 185-204 °C
optical activity [α]/D +21.0±2.0°
Quality Level 200 
SMILES string [H]O[H].CN(Cc1cnc2nc(N)nc(N)c2n1)c3ccc(cc3)C(=O)N[C@@H](CCC(O)=O)C(O)=O
solubility water: insoluble
storage temp. −20°C
Application: Methotrexatehydrate has been used as a disease modifyinganti-rheumatic drug (DMARD) to study its effects on Ross River virus disease (RRVD) in mice models.
Application: Potent inhibitor of dihydrofolate reductase and agent for antitumor studies. Use to inhibit dihydrofolate reductase in DHFR-based protein expression systems.
Application: Potent inhibitor of dihydrofolate reductase and agent for antitumor studies. Use to inhibit dihydrofolate reductase in DHFR-based protein expression systems. Also effective in treatment of pyrimethamine-resistant Plasmodium vivax malaria parasites.
Application: Potent inhibitor of dihydrofolate reductase and agent for antitumor studies. Use to inhibit dihydrofolate reductase in DHFR-based protein expression systems. Also shows immunosuppressive effects in, e.g., rheumatoid arthritis.
General description: Methotrexateis an analog of folate. It shows anti-inflammatory effects throughseveral cellular mechanisms. The inhibition of dihydrofolate reductase reducesthe de novo synthesis of pyrimidines and purines, transmetylation ofphospholipids and proteins, and formation of polyamines.
Other Notes: Folic acid antagonist. Potent inhibitor of dihydrofolate reductase.
Purity ≥99.0% (sum of enantiomers, HPLC)
mp 185-204 °C
Storage Temp. −20°C
UNSPSC 12352202

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