A1784

Aminopterin

synthetic (organic), ≥97% (TLC), dihydrofolate reductase inhibitor, powder

• Sinonimo/i: (S)-2-{4-[(2,4-Diaminopteridin-6-yl)methylamino]benzamido}pentanedioic acid, 4-Amino-PGA, 4-Aminofolic acid, 4-Aminopteroyl-L-glutamic acid
• Formula empirica (notazione di Hill): C₁₉H₂₀N₈O₅
• Numero CAS: 54-62-6
• Peso molecolare: 440.41
• MDL number: MFCD00036692
• UNSPSC Code: 12352200
• PubChem Substance ID: 24278186
• NACRES: NA.77
• EC Number: 200-209-9
• Beilstein/REAXYS Number: 69045
• Form: powder

Proprietà

• Nome del prodotto: Aminopterin, powder
• biological source: synthetic (organic)
• Quality Segment: 200
• description: Purity (≥98%)
• form: powder
• color: light yellow to yellow-brown
• solubility: 2 M NaOH: 50 mg/mL (Solutions may be stored for 1-2 days at 4°C.)
• ε (extinction coefficient): 24,500 at 282 nm in 0.1 M NaOH at 1 M, 25,700 at 261 nm in 0.1 M NaOH at 1 M, 8,100 at 373 nm in 0.1 M NaOH at 1 M
• storage temp.: −20°C
• SMILES string: Nc1nc(N)c2nc(CNc3ccc(cc3)C(=O)N[C@@H](CCC(O)=O)C(O)=O)cnc2n1
• InChI: 1S/C19H20N8O5/c20-15-14-16(27-19(21)26-15)23-8-11(24-14)7-22-10-3-1-9(2-4-10)17(30)25-12(18(31)32)5-6-13(28)29/h1-4,8,12,22H,5-7H2,(H,25,30)(H,28,29)(H,31,32)(H4,20,21,23,26,27)/t12-/m0/s1
• InChI key: TVZGACDUOSZQKY-LBPRGKRZSA-N
• Gene Information: human ... FPGS(2356) ; mouse ... Fpgs(14287)

Descrizione

Biochem/physiol Actions

Folic acid antagonist that binds to dihydrofolate reductase and inhibits its activity.

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

Features and Benefits

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Other Notes

More potent, but more toxic, than methotrexate.

Informazioni sulla sicurezza

• Pittogrammi: GHS06,GHS08
• Parola di avvertenza: Danger
• Codici di pericolo: H300,H315,H319,H341,H360FD
• Avvertenze di sicurezza: P202 - P264 - P280 - P301 + P310 - P302 + P352 - P305 + P351 + P338
• Hazard Classifications: Acute Tox. 1 Oral - Eye Irrit. 2 - Muta. 2 - Repr. 1B - Skin Irrit. 2
• Classe di stoccaggio: 6.1A - Combustible acute toxic Cat. 1 and 2 / very toxic hazardous materials
• Che succede?: WGK 3
• Punto di infiammabilità (°F): Not applicable
• Punto di infiammabilità (°C): Not applicable
• DPI (dispositivi di protezione individuale): Eyeshields, Faceshields, Gloves, type P3 (EN 143) respirator cartridges