CAS 2410-93-7: Methopterin
Description:Methopterin, also known as 4-amino-4-deoxy-N10-methylpteroylglutamic acid, is a folate analog and a member of the antifolate class of compounds. It is primarily recognized for its role as an inhibitor of dihydrofolate reductase, an enzyme critical in the synthesis of nucleic acids. Methopterin is characterized by its complex structure, which includes a pteridine ring, a para-aminobenzoic acid moiety, and a glutamic acid side chain. This compound is often utilized in the treatment of certain cancers and autoimmune diseases due to its ability to interfere with cellular proliferation. Methopterin is soluble in water and exhibits a relatively low molecular weight. Its pharmacological effects are attributed to its ability to mimic natural folate, thereby disrupting folate metabolism in rapidly dividing cells. While it has therapeutic applications, methopterin can also lead to side effects, necessitating careful monitoring during treatment. Overall, methopterin serves as an important tool in medical chemistry, particularly in oncology and immunology.
Formula:C20H21N7O6
InChI:InChI=1S/C20H21N7O6/c1-27(9-11-8-22-16-15(23-11)18(31)26-20(21)25-16)12-4-2-10(3-5-12)17(30)24-13(19(32)33)6-7-14(28)29/h2-5,8,13H,6-7,9H2,1H3,(H,24,30)(H,28,29)(H,32,33)(H3,21,22,25,26,31)/t13-/m0/s1
InChI key:InChIKey=HLIXOCXUWGDBNP-ZDUSSCGKSA-N
SMILES:O=C1N=C(N=C2NC=C(N=C12)CN(C3=CC=C(C=C3)C(=O)NC(C(=O)O)CCC(=O)O)C)N
- Synonyms:
- 10-Methylfolic acid
- 10-Methylpteroylglutamic acid
- <span class="text-smallcaps">L</span>-Glutamic acid, N-[4-[[(2-amino-1,4-dihydro-4-oxo-6-pteridinyl)methyl]methylamino]benzoyl]-
- <span class="text-smallcaps">L</span>-Glutamic acid, N-[4-[[(2-amino-3,4-dihydro-4-oxo-6-pteridinyl)methyl]methylamino]benzoyl]-
- Glutamic acid, N-[p-[[(2-amino-3,4-dihydro-4-oxo-6-pteridinyl)methyl]methylamino]benzoyl]-, <span class="text-smallcaps">L</span>-
- Glutamic acid, N-[p-[[(2-amino-4-hydroxy-6-pteridinyl)methyl]methylamino]benzoyl]-
- Methopterin
- Methopterine
- N-(4-{[(2-amino-4-hydroxypteridin-6-yl)methyl](methyl)amino}benzoyl)glutamic acid
- N-[4-[[(2-Amino-3,4-dihydro-4-oxo-6-pteridinyl)methyl]methylamino]benzoyl]-<span class="text-smallcaps">L</span>-glutamic acid
- See more synonyms
- N-[4-[[(2-Amino-4-hydroxy-6-pteridinyl)-methyl]methylamino]benzoyl]glutamic Acid
- N<sup>10</sup>-Methylfolic acid
- N<sup>10</sup>-Methylpteroylglutamic acid
- NSC 107144
- glutamic acid, N-[4-[[(2-amino-4-hydroxy-6-pteridinyl)methyl]methylamino]benzoyl]-
- L-Glutamic acid, N-[4-[[(2-amino-3,4-dihydro-4-oxo-6-pteridinyl)methyl]methylamino]benzoyl]-
- L-Glutamic acid, N-[4-[[(2-amino-1,4-dihydro-4-oxo-6-pteridinyl)methyl]methylamino]benzoyl]-
- Glutamic acid, N-[p-[[(2-amino-3,4-dihydro-4-oxo-6-pteridinyl)methyl]methylamino]benzoyl]-, L-
- N-[4-[[(2-Amino-3,4-dihydro-4-oxo-6-pteridinyl)methyl]methylamino]benzoyl]-L-glutamic acid