A1784

Aminopterin

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

• Sinónimos: (S)-2-{4-[(2,4-Diaminopteridin-6-yl)methylamino]benzamido}pentanedioic acid, 4-Amino-PGA, 4-Aminofolic acid, 4-Aminopteroyl-L-glutamic acid
• Fórmula empírica (notación de Hill): C₁₉H₂₀N₈O₅
• Número CAS: 54-62-6
• Peso molecular: 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

Propiedades

• Nombre del producto: 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)

Descripción

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.

Información de seguridad

• pictograms: GHS06,GHS08
• signalword: Danger
• hcodes: H300,H315,H319,H341,H360FD
• pcodes: 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
• Clase de almacenamiento: 6.1A - Combustible acute toxic Cat. 1 and 2 / very toxic hazardous materials
• wgk: WGK 3
• flash_point_f: Not applicable
• flash_point_c: Not applicable
• ppe: Eyeshields, Faceshields, Gloves, type P3 (EN 143) respirator cartridges