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279142 7-Hydroxy Methotrexate CAS: 5939-37-7

Specifications
References
CAS Number
5939-37-7
Grade
Highly Purified
MDL Number
C20H22N8O6
Molecular Formula
C₂₀H₂₂N₈O₆
Molecular Weight
470.44
EU Commodity Code
38220090
Shipping Temp
RT
Storage Temp
-20°C
7-Hydroxy amethopterin, 4-amino-7-hydroxy-10-methylpteroylglutamic acid; N-[4-[[(2,4-Diamino-7,8-dihydro-7-oxo-6-pteridinyl)methyl]methylamino]benzoyl]-L-glutamic acid; NSC 380962

A metabolite of Methotrexate, which is used as a antineoplastic and antirheumatic.

Synonyms
7-Hydroxy amethopterin, 4-amino-7-hydroxy-10-methylpteroylglutamic acid; N-[4-[[(2,4-Diamino-7,8-dihydro-7-oxo-6-pteridinyl)methyl]methylamino]benzoyl]-L-glutamic acid; NSC 380962
CAS No
5939-37-7
Molecular Formula
C₂₀H₂₂N₈O₆
Molecular Weight
470.44
Appearance
Light yellow to light orange solid
Purity
≥98%
Melting Point
>221ºC (dec.)
Solubility
Aqueous Basic (Slightly), DMSO (Slightly, Sonicatedy), Methanol (Slightly)
Method for Determining Identity
Proton NMR (DMSO-d6, D2O+ NaOD) Spectroscopic and Mass Spectrometric Analysis
TLC Conditions
C18: Acetonitrile: Water: Ammonium Hydroxide=8:2:0.1; Visualized with UV and KMnO4; Single Spot, Rf=0.40
Elemental Analysis
Calculated: %C: 51.06, 5H: 4.71, %N: 23.82
Storage and Stability
Long-term storage is recommended at -20°C. Stable for 6 months after receipt at -20°C. For maximum recovery of product, centrifuge the original vial prior to removing the cap.
References
1. Johns, D.G., Iannotti, A.T., Sartorelli, A.C., et al. The relative toxicites of methotrexate and aminopterin. Biochem. Pharmacol. 15(5), 555-561 (1966).|2. Lingg, R.M., Hempel, G., Rots, M.G., et al. Effects and interaction of 7-hydroxy methotrexate and methotrexate in leukaemic cells ex vivo measured by the thymidylate synthase inhibition assay. Cancer Chemother. Pharmacol. 56(3), 322-327 (2005).|3. Fuskevåg, O.M., Kristiansen, C., Lindal, S., et al. Maximum tolerated doses of methotrexate and 7-hydroxy-methotrexate in a model of acute toxicity in rats. Cancer Chemother. Pharmacol. 46(1), 69-73 (2000).|4. Schofield, R.C., Ramanathan, L.V., Murata, K., et al. Development of an assay for methotrexate and its metabolites 7-hydroxy methotrexate and DAMPA in serum by LC-MS/MS. Methods in Molecular Biology 213-222 (2016).|5. Klapkova, E., Kukacka, J., Kotaska, K., et al. The influence of 7-OH methotrexate metabolite on clinical relevance of methotrexate determination. Clin. Lab. 57(7-8), 599-606 (2011).
USBio References
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