CAS 15475-56-6

Methotrexate sodium

Description:

Methotrexate sodium is a pharmaceutical compound primarily used as an antineoplastic and immunosuppressive agent. It is a sodium salt of methotrexate, which is a folate antagonist that inhibits dihydrofolate reductase, leading to a decrease in the synthesis of nucleotides necessary for DNA replication and cell division. This mechanism makes it effective in treating various cancers, including leukemia and lymphoma, as well as autoimmune diseases like rheumatoid arthritis and psoriasis. Methotrexate sodium is typically administered via oral or parenteral routes and is known for its potential side effects, which can include gastrointestinal disturbances, hepatotoxicity, and myelosuppression. The compound is soluble in water, which facilitates its use in clinical settings. Its chemical structure features a pteridine ring, a glutamic acid moiety, and an aromatic amine, contributing to its biological activity. Methotrexate sodium is classified as a category X drug in pregnancy due to its teratogenic effects, necessitating careful consideration in reproductive-age patients.

Formula: C₂₀H₂₂N₈O₅·xNa

InChI: InChI=1S/C20H22N8O5.Na/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);/t13-;/m0./s1

InChI key: InChIKey=SSKGVJVBNFULHN-ZOWNYOTGSA-N

SMILES: NC=1C2=C(N=CC(CN(C)C3=CC=C(C(N[C@@H](CCC(O)=O)C(O)=O)=O)C=C3)=N2)N=C(N)N1.[Na]

Synonyms:

• <span class="text-smallcaps">L</span>-Glutamic acid, N-[4-[[(2,4-diamino-6-pteridinyl)methyl]methylamino]benzoyl]-, sodium salt
• <span class="text-smallcaps">L</span>-Glutamic acid, N-[4-[[(2,4-diamino-6-pteridinyl)methyl]methylamino]benzoyl]-, sodium salt (1:?)
• Abitrexate
• Glutamic acid, N-(p-(((2,4-diamino-6-pteridinyl)methyl)methylamino)benzoyl)-, sodium salt
• Glutamic acid, N-[p-[[(2,4-diamino-6-pteridinyl)methyl]methylamino]benzoyl]-, sodium salt, <span class="text-smallcaps">L</span>-(+)-
• L-Glutamic acid, N-(4-(((2,4-diamino-6-pteridinyl)methyl)methylamino)benzoyl)-, sodium salt
• L-glutamic acid, N-[4-[[(2,4-diamino-6-pteridinyl)methyl]methylamino]benzoyl]-, monosodium salt
• MTX sodium
• Methotrexate sodium salt
• Sodium 2,4-Diamino-6-{[{4-[(1-Carboxy-3-Carboxylatopropyl)Carbamoyl]Phenyl}(Methyl)Amino]Methyl}Pteridine
• Sodium <span class="text-smallcaps">L</span>-(+)-methotrexate
• Sodium L-(+)-methotrexate
• disodium (2S)-2-[(4-{[(2,4-diaminopteridin-6-yl)methyl](methyl)amino}benzoyl)amino]pentanedioate
• sodium 2,4-diamino-6-{[(4-{[(1S)-1-carboxy-3-carboxylatopropyl]carbamoyl}phenyl)(methyl)amino]methyl}pteridine
• Glutamic acid, N-[p-[[(2,4-diamino-6-pteridinyl)methyl]methylamino]benzoyl]-, sodium salt, L-(+)-
• Methotrexate sodium

Methotrexate sodium

CAS: 15475-56-6

Inhibitor of folate synthesis; folic acid analogue

Formula: C₂₀H₂₂N₈O₅•Nax

Purity: Min. 95%

Molecular weight: 476.42 g/mol

Ref: 3D-FM160060