A synthetic folic acid derivative
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Product Type

Biochemicals

Research Area

Cancer

Aminopterin

Item No. 21802

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
N-[4-[[(2,4-diamino-6-pteridinyl)methyl]amino]benzoyl]-L-glutamic acid
CAS Number
54-62-6
Synonyms
  • 4-amino Folic Acid
  • 4-amino PGA
  • APGA
  • NSC 739
Molecular Formula
C19H20N8O5
Formula Weight
440.4
Purity
≥95%
Formulation (Request formulation change)
A crystalline solid
Solubility(Learn about Variance in Solubility)
Ethanol: SlightlyWater: Partly
SMILES
NC1=NC2=NC=C(CNC3=CC=C(C(N[C@H](C(O)=O)CCC(O)=O)=O)C=C3)N=C2C(N)=N1
InChi Code
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
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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    10 mg

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    Product Description

    Aminopterin is a synthetic folic acid (Item No. 20515) derivative whose metabolite is a competitive inhibitor of dihydrofolate reductase, which is a cofactor for nucleic acid synthesis. Aminopterin has anticancer and immunosuppressive properties. Formulations containing it have been used for pediatric leukemia though methotrexate (Item No. 13960) is now more commonly used due to a more favorable therapeutic index.1,2,3 Aminopterin is a component of the widely used HAT (hypoxanthine-aminopterin-thymidine) medium to select cells for mammalian cell culture.4

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Farber, S., Diamond, L.K., Mercer, R.D., et al. Temporary remissions in acute leukemia in children produced by folic acid antagonist, 4-aminopteroyl-glutamic acid. N. Engl. J. Med. 238(23), 787-793 (1948).

    2. Goldin, A., Venditti, J.M., Humphreys, S.R., et al. A quantitative comparison of the antileukemic effectiveness of two folic acid antagonists in mice. J. Natl. Cancer Inst. 15(6), 1657-1664 (1955).

    3. Cole, P.D., Drachtman, R.A., Smith, A.K., et al. Phase II trial of oral aminopterin for adults and children with refractory acute leukemia. Clin. Cancer Res. 11(22), 8089-8096 (2005).

    4. Littlefield, J.W. Selection of hybrids from matings of fibroblasts in vitro and their presumed recombinants. Science 145(3633), 709-710 (1964).