CAS 59-05-2

Methotrexate

Description:

Methotrexate is a potent antimetabolite and immunosuppressive agent primarily used in the treatment of certain cancers, autoimmune diseases, and ectopic pregnancies. Its chemical formula is C20H22N8O5S, and it features a pteridine ring structure, which is crucial for its mechanism of action. Methotrexate functions by inhibiting the enzyme dihydrofolate reductase, thereby disrupting the synthesis of nucleotides and ultimately affecting DNA replication and cell division. This makes it particularly effective against rapidly dividing cells, such as those found in tumors. Methotrexate is administered in various forms, including oral tablets and injectable solutions, and its pharmacokinetics can vary based on the route of administration. The drug is known for its potential side effects, which can include gastrointestinal disturbances, liver toxicity, and bone marrow suppression. Due to its immunosuppressive properties, careful monitoring is essential during treatment to manage adverse effects and interactions with other medications. Methotrexate's use in lower doses for autoimmune conditions highlights its versatility in clinical applications.

Formula: C₂₀H₂₂N₈O₅

InChI: InChI=1S/C20H22N8O5/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=FBOZXECLQNJBKD-ZDUSSCGKSA-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

Synonyms:

• (+)-4-Amino-10-Methylfolic Acid
• (+)-Amethopterin
• (2S)-2-[[4-[[(2,4-Diaminopteridin-6-yl)methyl]methylamino]benzoyl]amino]pentanedioic acid
• 4-Amino-1
• 4-Amino-4-Deoxy-N(Sup10
• 4-Amino-4-Deoxy-N(Sup10)Methylpteroylglutamic Acid
• 4-Amino-N 10-Methylpteroyl-L-Glutamic Acid
• 4-Amino-N10-methylfolic acid
• 4-Amino-N10-methylpteroylglutamic acid
• 4-Amino-N¹⁰-methylfolic acid
• 4-Amino-N¹⁰-methylpteroylglutamic acid
• <span class="text-smallcaps">L</span>-Amethopterin
• <span class="text-smallcaps">L</span>-Glutamic acid, N-[4-[[(2,4-diamino-6-pteridinyl)methyl]methylamino]benzoyl]-
• <span class="text-smallcaps">L</span>-Methotrexate
• Amethopterine
• Antifolan
• Caditrex
• Cl 14377
• Emt 25299
• Emtexate
• Emthexate PF
• Emtrexate
• Folex
• Folex PFS
• Folitrax
• Glutamic acid, N-[p-[[(2,4-diamino-6-pteridinyl)methyl]methylamino]benzoyl]-, <span class="text-smallcaps">L</span>-(+)-
• Glutamic acid, N-[p-[[(2,4-diamino-6-pteridinyl)methyl]methylamino]benzoyl]-, L-(+)-
• Jylamvo
• L-(+)-Amethopterin
• L-Glutamic acid, N-[4-[[(2,4-diamino-6-pteridinyl)methyl]methylamino]benzoyl]-
• L-Methotrexate
• Ledertrexate
• Merex
• Metatrexan
• Methocel
• Methocip
• Methotrexat
• Methotrexat-Ebewe
• Methotrexate LPF
• Methoxtrexate
• Methylaminopterin
• Methylaminopterine
• Methylpteroylglutamate
• Methylpteroylglutamic Acid
• Metorex
• Metotrexato
• Mexate
• Mexate-AQ
• Mtx
• N-(P-(((2,4-Diamino-6-Pteridinyl)Methyl)Methylamino)Benzoyl)-L-Glutamic Acid
• N-[4-[[(2,4-Diamino-6-Pteridinyl)Methyl]Methylamino]Benzoyl]-L-Glutamic Acid
• N-[4-[[(2,4-Diamino-6-pteridinyl)methyl]methylamino]benzoyl]-<span class="text-smallcaps">L</span>-glutamic acid
• N-[p-[[2,4-Diamino-6-pteridinyl)methyl]methylamino]benzoyl]-<span class="text-smallcaps">L</span>-(+)-glutamic acid
• Nordimet
• Nsc 740
• Oncotrex
• R 9985
• Remtrex
• Rheumatrex
• Trexall
• Trilem

Methotrexate-d3 Heptaglutamate Trifluoroacetate

Controlled Product

CAS: 432545-63-6, 59-05-2

Formula: C₅₀H₆₁D₃N₁₄O₂₃xC₂HF₃O₂

Color and Shape: Neat

Molecular weight: 1232.142

Ref: TR-M260692

Methotrexate

CAS: 59-05-2

Methotrexate is a chemotherapeutic and immunosuppressive medication, which is a synthetic analog of folic acid. Its source is through chemical synthesis, mimicking the structure of dihydrofolate in order to exert its effects. Methotrexate acts primarily by inhibiting the enzyme dihydrofolate reductase (DHFR), leading to a decrease in tetrahydrofolate production. This disruption in folate metabolism results in the inhibition of DNA, RNA, and protein synthesis, which affects rapidly dividing cells.Methotrexate is employed broadly in clinical oncology as an antineoplastic agent, particularly in the treatment of leukemias, lymphomas, breast cancer, and osteosarcoma. Additionally, it serves as a cornerstone for managing autoimmune diseases such as rheumatoid arthritis and psoriasis, where it helps modulate the aberrant immune response. The dual role of Methotrexate in oncology and immunosuppression underscores its versatility and critical importance in therapeutic regimens. However, its use demands careful monitoring due to potential adverse effects on non-cancerous cells and organ systems, necessitating precise dosage management and patient evaluation.

Formula: C₂₀H₂₂N₈O₅

Color and Shape: Yellow Powder

Molecular weight: 454.44 g/mol

Ref: 3D-FA25165

Methotrexate

CAS: 59-05-2

Purity: 97%

Molecular weight: 454.45

Ref: 10-F036492