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=1/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=C1C=2C(NC=C(CN(C)C3=CC=C(C(N[C@@H](CCC(O)=O)C(O)=O)=O)C=C3)N2)=NC(N)=N1

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
• N-[4-[[(2-Amino-4-hydroxy-6-pteridinyl)-methyl]methylamino]benzoyl]glutamic Acid
• N¹⁰-Methylfolic acid
• N¹⁰-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
• N-[4-[[(2-Amino-1,4-dihydro-4-oxo-6-pteridinyl)methyl]methylamino]benzoyl]-L-glutamic Acid
• N-(4-{[(2-Amino-4-hydroxypteridin-6-yl)methyl](methyl)amino}benzoyl)-L-glutamic acid
• 2410-93-7
• Methotrexate Related Compound C (50 mg) ((S)-2-(4-{[(2-amino-4-oxo-1,4-dihydropteridin-6-yl)methyl](methyl)amino}benzamido) pentanedioic acid)
• N10-MethylpteroylglutaMic Acid
• N10-Methylfolic acid
• Methotrexate-EP-Imp-C
• (2S)-2-[[4-[[(2-amino-4-hydroxy pteridin-6-yl) methyl] methyl amino] benzoyl] amino] pentanedioic acid
• N(10)-methylfolate
• Methotrexate Impurity 3(EP-C)
• benzoyl]glutaMic Acid
• N-[4-[Methyl(2-amino-4-hydroxypteridine-6-ylmethyl)amino]benzoyl]glutamic acid
• L-Glutamic acid, N-[4-[[ (2-amino-1, 4-dihydro-4-oxo-6-pteridinyl)meth yl]methylamino]benzoyl]-
• Methotrexate imp C (Mono oxo imp)
• Methotrexate EP IMpurity C
• N-[p-[[(2-Amino-4-hydroxypteridin-6-yl)methyl]methylamino]benzoyl]-L-glutamic acid
• Methotrexate EP Impurity C（Amethopterin EP Impurity C）
• N-[p-[[(2-AMino-4-hydroxy-6-pteridinyl)Methyl]MethylaMino]
• N-[p-[[(2-AMino-3,4-dihydro-4-oxo-6-pteridinyl)Methyl]MethylaMino]benzoyl]- L-glutaMic Acid
• Methotrexate Impurity 3（Methotrexate EP Impurity C）
• Methotrexate Related CoMpound C
• N-[4-[[(2-AMino-1,4-dihydro-4-oxo-6-pteridinyl)
• 2-[[4-[(2-Amino-4-Oxo-1H-Pteridin-6-Yl)Methyl-Methylamino]Benzoyl]Amino]Pentanedioic Acid
• Methyl]MethylaMino]benzoyl]-L-glutaMic Acid
• 2-[(2-Hydroxy-4,5-dimethoxybenzoyl)amino]-4-thiazolecarboxylic Acid
• N-[4-[[(2-Amino-4-hydroxy-6-pteridinyl)methyl]methylamino]benzoyl]-L-glutamic acid

METHOTREXATE IMPURITY C CRS

CAS: 2410-93-7

METHOTREXATE IMPURITY C CRS

Ref: 41-Y0000663

Methotrexate Related Compound C ((S)-2-(4-{[(2-amino-4-oxo-1,4-dihydropteridin-6-yl)methyl](methyl)amino}benzamido) pentanedioic acid)

CAS: 2410-93-7

Compounds containing a pyrimidine ring, whether or not hydrogenated, or piperazine ring in the structure, nesoi

Formula: C₂₀H₂₁N₇O₆

Color and Shape: Dark Yellow Orange Powder

Molecular weight: 455.15533

Ref: 45-1414036

(S)-2-(4-(((2-Amino-4-oxo-3,4-dihydropteridin-6-yl)methyl)(methyl)amino)benzamido)pentanedioic acid

CAS: 2410-93-7

(S)-2-(4-(((2-Amino-4-oxo-3,4-dihydropteridin-6-yl)methyl)(methyl)amino)benzamido)pentanedioic acid

Purity: 98%

Molecular weight: 455.43g/mol

Ref: 54-OR1074673

Methopterin

CAS: 2410-93-7

Methopterin shows the activation and bone resorption function of murine osteoclasts.

Formula: C₂₀H₂₁N₇O₆

Purity: 98%

Color and Shape: Solid

Molecular weight: 455.43

Ref: TM-T20338

(2S)-2-[[4-[[(2-Amino-4-oxo-1,4-dihydropteridin-6-yl)methyl]methylamino]benzoyl]amino]pentanedioic Acid (N-Methylfolic Acid, Methopterin)

Controlled Product

CAS: 2410-93-7

Formula: C₂₀H₂₁N₇O₆

Color and Shape: Neat

Molecular weight: 455.42

Ref: 86-MM0040.06

Methotrexate EP Impurity C (Methotrexate USP Related Compound C)

CAS: 2410-93-7

Formula: C₂₀H₂₁N₇O₆

Molecular weight: 455.43

Ref: 4Z-M-704

Methotrexate EP Impurity C

CAS: 2410-93-7

Formula: C₂₀H₂₁N₇O₆

Molecular weight: 455.43

Ref: ST-EA-CP-M12041

Methopterine (>90%)

Controlled Product

CAS: 2410-93-7

Impurity Methotrexate EP Impurity C; Methotrexate USP Related Compound C
Applications Methopterine (Methotrexate EP Impurity C) is a Folic acid (F680300) analogue. Methopterine is effective in the treatment of ectopic pregnancy. Methotrexate USP Related Compound C
Not a dangerous good if item is equal to or less than 1g/ml and there is less than 100g/ml in the package
References McNamara, P., et al.: Drug Metab. Dispos., 20, 302 (1992), Soldin, O., et al.: Ther. Drug Monit., 24, 1 (2002), Nicoli, S., et al.: J. Pharm. Biomed. Anal., 41, 994 (2006),

Formula: C₂₀H₂₁N₇O₆

Purity: >90%

Color and Shape: Neat

Molecular weight: 455.42

Ref: TR-M305370

Methopterine-d3

Controlled Product

CAS: 2410-93-7

Applications Labelled Methopterine (M305370). Methopterine is a Folic acid (F680300) analogue. Methopterine is effective in the treatment of ectopic pregnancy.
References McNamara, P., et al.: Drug Metab. Dispos., 20, 302 (1992), Soldin, O., et al.: Ther. Drug Monit., 24, 1 (2002), Nicoli, S., et al.: J. Pharm. Biomed. Anal., 41, 994 (2006),

Formula: C₂₀H₁₈D₃N₇O₆

Color and Shape: Neat

Molecular weight: 458.44

Ref: TR-M305372

Methotrexate Related Compound C

CAS: 2410-93-7

Methotrexate Related Compound C (MRCC) is a drug that binds to the folate receptor and inhibits the synthesis of purines, pyrimidines, and dNTPs. It can be used in the treatment of autoimmune diseases, cancer, and hyperproliferative diseases. MRCC is not effective against acute lymphoblastic leukemia or myelodysplastic syndrome. MRCC has been shown to have therapeutic effects on skin cancer cells in tissue culture by inhibiting their proliferation. The mechanism of action may be due to its ability to inhibit protein kinase C activity. MRCC has been shown to be an effective inhibitor of lipid kinase in vitro and in vivo.

Formula: C₂₀H₂₁N₇O₆

Purity: Min. 95%

Molecular weight: 455.42 g/mol

Ref: 3D-CAA41093