06563

L-Amethopterin Hydrat

≥99.0% (sum of enantiomers, HPLC)

• Synonym(e): 4-Amino-10-methylfolsäure Hydrat, L-4-Amino-N¹⁰-methylpteroylglutaminsäure Hydrat, Antifolan Hydrat, MTX Hydrat, Methotrexat Hydrat, Methylaminopterin Hydrat
• Empirische Formel (Hill-System): C₂₀H₂₂N₈O₅ · xH₂O
• CAS-Nummer: 133073-73-1
• Molekulargewicht: 454.44 (anhydrous basis)
• PubChem Substance ID: 329748247
• UNSPSC Code: 12352202
• NACRES: NA.77
• EC Number: 200-413-8
• MDL number: MFCD00150847

Eigenschaften

• biological source: synthetic
• Quality Segment: 200
• assay: ≥99.0% (sum of enantiomers, HPLC)
• form: powder or crystals
• optical activity: [α]/D +21.0±2.0°
• impurities: ≤0.1% sulfated ash
• mp: 185-204 °C
• solubility: water: insoluble
• storage temp.: −20°C
• SMILES string: [H]O[H].CN(Cc1cnc2nc(N)nc(N)c2n1)c3ccc(cc3)C(=O)N[C@@H](CCC(O)=O)C(O)=O
• 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
• Gene Information: human ... DHFR(1719)

Beschreibung

General description

Methotrexateis an analog of folate.[1] 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.[2]

Application

Potenter Inhibitor von Dihydrofolatreduktase und Mittel für Antitumor-Studien. Verwendung zur Hemmung der Dihydrofolatreduktase in DHFR-basierten Proteinexpressionssystemen.

Potenter Inhibitor von Dihydrofolatreduktase und Mittel für Antitumor-Studien. Verwendung zur Hemmung der Dihydrofolatreduktase in DHFR-basierten Proteinexpressionssystemen. Auch bei der Behandlung von pyrimethaminresistenten Plasmodium vivax-Malariaparasiten wirksam.

Potenter Inhibitor von Dihydrofolatreduktase und Mittel für Antitumor-Studien. Verwendung zur Hemmung der Dihydrofolatreduktase in DHFR-basierten Proteinexpressionssystemen. Besitzt auch immunsuppressive Wirkungen, z. B. bei rheumatoider Arthritis.

Methotrexatehydrate has been used as a disease modifyinganti-rheumatic drug (DMARD) to study its effects on Ross River virus disease (RRVD) in mice models.

Other Notes

Folic acid antagonist. Potent inhibitor of dihydrofolate reductase[3]

Sicherheitshinweise

• pictograms: GHS06,GHS08
• signalword: Danger
• hcodes: H301,H341,H360D,H372
• pcodes: P202 - P260 - P264 - P280 - P301 + P310 - P405
• Hazard Classifications: Acute Tox. 3 Oral - Muta. 2 - Repr. 1B - STOT RE 1
• target_organs: Liver,Bone marrow
• Lagerklasse: 6.1C - Combustible acute toxic Cat.3 / toxic compounds or compounds which causing chronic effects
• wgk: WGK 3
• flash_point_f: Not applicable
• flash_point_c: Not applicable
• ppe: Eyeshields, Faceshields, Gloves, type P3 (EN 143) respirator cartridges