CAS 60388-53-6

DL-Amethopterin hydrate

Description:

DL-Amethopterin hydrate, commonly known as methotrexate, is a potent antimetabolite and antifolate medication primarily used in the treatment of certain cancers, autoimmune diseases, and ectopic pregnancies. It functions by inhibiting dihydrofolate reductase, an enzyme critical for DNA synthesis and cell replication, thereby impeding the growth of rapidly dividing cells. The substance appears as a yellow to orange crystalline powder and is soluble in water, making it suitable for various pharmaceutical formulations. Its molecular structure includes a pteridine ring, a glutamic acid moiety, and an aromatic amine, contributing to its biological activity. The hydrate form indicates the presence of water molecules in its crystalline structure, which can influence its stability and solubility. Due to its mechanism of action, DL-Amethopterin hydrate is associated with a range of side effects, including myelosuppression and gastrointestinal disturbances, necessitating careful monitoring during therapy. Overall, its unique properties make it a critical agent in both oncology and rheumatology.

Formula: C₂₀H₂₂N₈O₅

InChI: InChI=1/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)

InChI key: InChIKey=FBOZXECLQNJBKD-UHFFFAOYSA-N

SMILES: CN(Cc1cnc2c(c(N)[nH]c(=N)n2)n1)c1ccc(cc1)C(=O)NC(CCC(=O)O)C(=O)O

Synonyms:

• (Plus-Minus)-Amethopterin
• (±)-Methotrexate
• 2-[[4-[(2,4-Diaminopteridin-6-yl)methyl-methylamino]benzoyl]amino]pentanedioic acid
• <span class="text-smallcaps">DL</span>-Amethopterin
• <span class="text-smallcaps">DL</span>-Glutamic acid, N-[4-[[(2,4-diamino-6-pteridinyl)methyl]methylamino]benzoyl]-
• <span class="text-smallcaps">DL</span>-Methotrexate
• DL-4-Amino-N10-methylpteroylglutamic acid
• Glutamic acid, N-[4-[[(2,4-diamino-6-pteridinyl)methyl]methylamino]benzoyl]-
• N-[4-[[(2,4-Diamino-6-pteridinyl)methyl]methylamino]benzoyl]glutamic acid
• NSC 117356

Methotrexate Impurity 3-d3

CAS: 60388-53-6

Formula: C₂₀H₁₉D₃N₈O₅

Color and Shape: Yellow Solid

Molecular weight: 457.47

Ref: 4Z-M-707

Amethopterin

CAS: 60388-53-6

Formula: C₂₀H₂₂N₈O₅

Molecular weight: 454.44

Ref: 7W-GP7545

Methotrexate Impurity 3

CAS: 60388-53-6

Formula: C₂₀H₂₂N₈O₅

Color and Shape: Yellow Solid

Molecular weight: 454.45

Ref: 4Z-M-7030

(±)Amethopterin hydrate

CAS: 60388-53-6

Molecular weight: 454.44 (anhydrous)

Ref: 7W-GP1024

DL-Methotrexate Dipotassium Salt Dihydrate

Controlled Product

CAS: 60388-53-6

Applications Racemic Methotrexate (M260675), a folic acid antagonist. Used as a antineoplastic and antirheumatic.
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 Abraham, A., et al.: Cellular. Pharmacol., 3, 29 (1996); Freeman, M.V., J. Pharmacol. Exp. Ther., 122, 154 (1958), Weinblass, M.E., et al.: N. Engl. J. Med., 312, 818 (1985),

Formula: C₂₀H₂₄K₂N₈O₇

Color and Shape: Neat

Molecular weight: 566.65

Ref: TR-M260680

DL-Methotrexate-d3 Dipotassium Salt

Controlled Product

CAS: 60388-53-6

Stability Hygroscopic
Applications Isotope Labelled analogue of Racemic Methotrexate (M260680), a folic acid antagonist. Used as a antineoplastic and antirheumatic.
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 Abraham, A., et al.: Cellular. Pharmacol., 3, 29 (1996); Freeman, M.V., J. Pharmacol. Exp. Ther., 122, 154 (1958), Weinblass, M.E., et al.: N. Engl. J. Med., 312, 818 (1985),

Formula: C₂₀H₁₇D₃K₂N₈O₅

Color and Shape: Neat

Molecular weight: 533.64

Ref: TR-M260682

Amethopterin

CAS: 60388-53-6

Amethopterin treats blood, bone, lung, breast, head, and neck cancers, rheumatoid arthritis, and psoriasis; it's a chemo drug and immune inhibitor.

Formula: C₂₀H₂₂N₈O₅

Color and Shape: Orange-Brown Crystalline Powder Yellow To Orange Crystalline Powder

Molecular weight: 454.44

Ref: TM-T29965