gamma-tert-Butyl methotrexate

• CAT Number: I027932
• CAS Number: 79640-76-9
• Molecular Formula: C24H30N8O5
• Molecular Weight: 510.55
• Purity: 98%
• Synonyms: gamma-tert-Butyl methotrexate; NSC 378900; NSC-378900; NSC378900; gamma-Tbmtx
• Solubility: Soluble in DMSO
• Appearance: Solid powder
• Storage: Dry, dark and at 0 - 4 C for short term (days to weeks) or -20 C for long term (months to years).
• IUPAC Name: (S)-5-(tert-butoxy)-2-(4-(((2,4-diaminopteridin-6-yl)methyl)(methyl)amino)benzamido)-5-oxopentanoic acid
• InChI: InChI=1S/C24H30N8O5/c1-24(2,3)37-17(33)10-9-16(22(35)36)29-21(34)13-5-7-15(8-6-13)32(4)12-14-11-27-20-18(28-14)19(25)30-23(26)31-20/h5-8,11,16H,9-10,12H2,1-4H3,(H,29,34)(H,35,36)(H4,25,26,27,30,31)/t16-/m0/s1
• InChIKey: AHTGHRYUTABCAE-INIZCTEOSA-N
• SMILES: O=C(OC(C)(C)C)CC[C@@H](C(O)=O)NC(C1=CC=C(N(CC2=NC3=C(N)N=C(N)N=C3N=C2)C)C=C1)=O

gamma-tert-Butyl methotrexate is a bioactive chemical.

Reference

1: Wright JE, Rosowsky A, Cucchi CA, Flatow J, Frei E 3rd. Methotrexate and gamma-tert-butyl methotrexate transport in CEM and CEM/MTX human leukemic lymphoblasts. Biochem Pharmacol. 1993 Sep 1;46(5):871-6. PubMed PMID: 8373437.
2: Wright JE, Rosowsky A, Waxman DJ, Trites D, Cucchi CA, Flatow J, Frei E 3rd. Metabolism of methotrexate and gamma-tert-butyl methotrexate by human leukemic cells in culture and by hepatic aldehyde oxidase in vitro. Biochem Pharmacol. 1987 Jul 1;36(13):2209-14. PubMed PMID: 2440437.
3: Rosowsky A, Freisheim JH, Bader H, Forsch RA, Susten SS, Cucchi CA, Frei E 3rd. Methotrexate analogues. 25. Chemical and biological studies on the gamma-tert-butyl esters of methotrexate and aminopterin. J Med Chem. 1985 May;28(5):660-7. PubMed PMID: 3872941.