Methotrexate sodiumProduct ingredient for Methotrexate
- Name
- Methotrexate sodium
- Drug Entry
- Methotrexate
Methotrexate is a folate derivative that inhibits several enzymes responsible for nucleotide synthesis.1 This inhibition leads to suppression of inflammation as well as prevention of cell division.1 Because of these effects, methotrexate is often used to treat inflammation caused by arthritis or to control cell division in neoplastic diseases such as breast cancer and non-Hodgkin's lymphoma.1,4,5,6,7
Due to the toxic effects of methotrexate, it is indicated for treatment of some forms of arthritis and severe psoriasis only if first line treatment has failed or patients are intolerant of those treatments.7
Methotrexate was granted FDA approval on 7 December 1953.8
- Accession Number
- DBSALT000115
- Structure
Structure for Methotrexate sodium (DBSALT000115)
- Synonyms
- Disodium methotrexate / Methotrexate disodium / Methotrexate disodium salt / Methotrexate sodium
- External IDs
- ADX-2191 SODIUM
- UNII
- 3IG1E710ZN
- CAS Number
- 7413-34-5
- Weight
- Average: 498.411
Monoisotopic: 498.13520434 - Chemical Formula
- C20H20N8Na2O5
- InChI Key
- DASQOOZCTWOQPA-GXKRWWSZSA-L
- InChI
- InChI=1S/C20H22N8O5.2Na/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;;/h2-5,8,13H,6-7,9H2,1H3,(H,25,31)(H,29,30)(H,32,33)(H4,21,22,23,26,27);;/q;2*+1/p-2/t13-;;/m0../s1
- IUPAC Name
- disodium (2S)-2-[(4-{[(2,4-diaminopteridin-6-yl)methyl](methyl)amino}phenyl)formamido]pentanedioate
- SMILES
- [Na+].[Na+].CN(CC1=NC2=C(N)N=C(N)N=C2N=C1)C1=CC=C(C=C1)C(=O)N[C@@H](CCC([O-])=O)C([O-])=O
- External Links
- PubChem Compound
- 11329481
- ChemSpider
- 9504432
- ChEBI
- 50679
- ChEMBL
- CHEMBL3244648
- Wikipedia
- Methotrexate
- Predicted Properties
Property Value Source Water Solubility 0.345 mg/mL ALOGPS logP 0.91 ALOGPS logP -0.24 Chemaxon logS -3.2 ALOGPS pKa (Strongest Acidic) 3.26 Chemaxon pKa (Strongest Basic) 1.8 Chemaxon Physiological Charge -2 Chemaxon Hydrogen Acceptor Count 12 Chemaxon Hydrogen Donor Count 3 Chemaxon Polar Surface Area 216.2 Å2 Chemaxon Rotatable Bond Count 9 Chemaxon Refractivity 140.88 m3·mol-1 Chemaxon Polarizability 45.27 Å3 Chemaxon Number of Rings 3 Chemaxon Bioavailability 0 Chemaxon Rule of Five No Chemaxon Ghose Filter No Chemaxon Veber's Rule No Chemaxon MDDR-like Rule Yes Chemaxon