Title: Aminopterin
CAS Registry Number: 54-62-6
CAS Name: N-[4-[[(2,4-Diamino-6-pteridinyl)methyl]amino]benzoyl]-L-glutamic acid
Synonyms: 4-aminofolic acid; 4-aminopteroylglutamic acid; 4-amino-PGA
Molecular Formula: C19H20N8O5
Molecular Weight: 440.41
Percent Composition: C 51.82%, H 4.58%, N 25.44%, O 18.16%
Literature References: Prepd from 2,4,5,6-tetraminopyrimidine sulfate, 2,3-dibromopropionaldehyde and
p-aminobenzoylglutamic acid: Seeger
et al., J. Am. Chem. Soc. 69, 2567 (1947); from 6-(bromomethyl)-2,4-diaminopteridine HBr: Piper, Montgomery,
J. Heterocycl. Chem. 11, 279 (1974). Purification: Loo,
J. Med. Chem. 8, 139 (1965). Inhibition of dihydrofolate reductase: J. S. Erickson
et al., J. Biol. Chem. 247, 5661 (1972). Use as rodenticide:
US 2575168 (1951 to Am. Cyanamid).
Derivative Type: Dihydrate
Properties: Clusters of yellow needles. uv max of the 0.75 hydrate (0.1
N NaOH): 261, 282, 373 (log e 4.41, 4.39, 3.91).
Absorption maximum: uv max of the 0.75 hydrate (0.1
N NaOH): 261, 282, 373 (log e 4.41, 4.39, 3.91)
Use: Rodenticide.