Aminopterin
SIGMA/A1784 - powder
Synonym: (S)
CAS Number: 54-62-6
Empirical Formula (Hill Notation): C19H20N8O5
Molecular Weight: 440.41
EC Number: 200-209-9
Linear Formula: C19H20N8O5
Product Type: Chemical
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 | |
assay | ≥97% (TLC) |
biological source | synthetic (organic) |
color | yellow |
form | powder |
InChI | 1S/C19H20N8O5/c20-15-14-1 |
InChI key | TVZGACDUOSZQKY-LBPRGKRZSA |
mp | 225 °C |
Quality Level | 200 |
SMILES string | Nc1nc(N)c2nc(CNc3ccc(cc3) |
solubility | 2 M NaOH: 50 mg/mL (Solutions may be stored for 1-2 days at 4°C.) |
DMSO: soluble (Solutions may be stored for 1-2 days at 4°C.) | |
storage temp. | −20°C |
Biochem/physiol Actions: | 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: | This compound is a featured product for Apoptosis research. Click here to discover more featured Apoptosis products. Learn more about bioactive small molecules for other areas of research at sigma.com/discover-bsm . |
Linkage: | More potent, but more toxic, than methotrexate. |
Packaging: | 1 g in glass bottle |
Packaging: | 50 mg in glass bottle |
Symbol | GHS06,GHS08 |
Signal word | Danger |
Hazard statements | H300 - H360FD |
Precautionary statements | P201 - P202 - P264 - P270 - P280 - P301 + P310 |
Hazard Codes | T+ |
Risk Statements | 61-28 |
Safety Statements | 53-28-36/37-45 |
RIDADR | UN 2811 6.1 / PGI |
WGK Germany | WGK 3 |
Flash Point(F) | Not applicable |
Flash Point(C) | Not applicable |
Purity | ≥97% (TLC) |
mp | 225 °C |
Storage Temp. | −20°C |
UNSPSC | 12352200 |