Tetrahydromethotrexate

• CAT Number: I037141
• CAS Number: 4299-28-9
• Molecular Formula: C20H26N8O5
• Molecular Weight: 458.47
• Purity: 98%
• Synonyms: Tetrahydromethotrexate; NSC 526044; NSC-526044; NSC526044
• 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: (4-(((2,4-diamino-5,6,7,8-tetrahydropteridin-6-yl)methyl)(methyl)amino)benzoyl)-L-glutamic acid
• InChI: InChI=1S/C20H26N8O5/c1-28(9-11-8-23-17-15(24-11)16(21)26-20(22)27-17)12-4-2-10(3-5-12)18(31)25-13(19(32)33)6-7-14(29)30/h2-5,11,13,24H,6-9H2,1H3,(H,25,31)(H,29,30)(H,32,33)(H5,21,22,23,26,27)/t11?,13-/m0/s1
• InChIKey: GLSBTKIRCIEEJO-YUZLPWPTSA-N
• SMILES: O=C(O)CC[C@@H](C(O)=O)NC(C1=CC=C(N(CC2NC3=C(N)N=C(N)N=C3NC2)C)C=C1)=O

Tetrahydromethotrexate is a folic acid derivative.

Reference

1: Makulu DR, Fölsch E. Reduced forms of aminopterin and methotrexate in L1210 lymphoma. J Natl Cancer Inst. 1977 Jul;59(1):245-9. PubMed PMID: 875056.
2: Bühring U, Shin YS, Fölsch E. The influence of folate antagonists on the metabolism of folic acid and its reduced derivatives in rat liver and kidney. Cancer Res. 1977 Jan;37(1):299-304. PubMed PMID: 830415.
3: Slavík K, Rode W, Slavíková V. Purification of thymidylate synthetase from enzyme-poor sources by affinity chromatography. Biochemistry. 1976 Sep 21;15(19):4222-7. PubMed PMID: 786369.
4: Blair JA, Saunders KJ. Preparation of analogs of dl-tetrahydromethotrexate (4-amino-4-deoxy-N10-methyl-dl-5,6,7,8-tetrahydropteroyl-L-monoglutamic acid). Anal Biochem. 1971 Jun;41(2):482-6. PubMed PMID: 5092165.