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:O=C(O)CCC(NC(=O)C1=CC=C(C=C1)N(C)CC=2N=C3C(=NC2)N=C(N=C3N)N)C(=O)O
- 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-N<sup>10</sup>-methylfolic acid
- See more synonyms
- 4-Amino-N<sup>10</sup>-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
- Zexate