CAS 51865-79-3

D-Methotrexate

Description:

D-Methotrexate is a potent antimetabolite and antifolate agent primarily used in the treatment of certain cancers and autoimmune diseases. It functions by inhibiting the enzyme dihydrofolate reductase, which is crucial for DNA synthesis and cell replication. This inhibition disrupts the production of nucleotides, thereby impeding the growth of rapidly dividing cells, such as cancer cells. D-Methotrexate is characterized by its structural similarity to folic acid, allowing it to compete for binding sites on the target enzyme. The compound is typically administered in various forms, including oral and injectable routes, and its pharmacokinetics can vary based on dosage and patient factors. Side effects may include gastrointestinal disturbances, hematological toxicity, and potential liver damage, necessitating careful monitoring during treatment. Additionally, D-Methotrexate is often used in combination with other therapeutic agents to enhance its efficacy and mitigate resistance. Its use requires a thorough understanding of dosing regimens and potential drug interactions to optimize therapeutic outcomes while minimizing adverse effects.

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-/m1/s1

InChI key: InChIKey=FBOZXECLQNJBKD-CYBMUJFWSA-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:

• (R)-Methotrexate
• <span class="text-smallcaps">D</span>-Amethopterin
• <span class="text-smallcaps">D</span>-Glutamic acid, N-[4-[[(2,4-diamino-6-pteridinyl)methyl]methylamino]benzoyl]-
• <span class="text-smallcaps">D</span>-Methotrexate
• D-Amethopterin
• D-Methotrexate
• D-glutamic acid, N-(4-(((2,4-diamino-6-pteridyl)methyl)methylamino)benzoyl)-
• Glutamic acid, N-(p-(((2,4-diamino-6-pteridinyl)methyl)methylamino)benzoyl)-, D-
• N-(4-(((2,4-Diamino-6-pteridinyl)methyl)methylamino)benzoyl)-D-glutamic acid
• N-(4-{[(2,4-diaminopteridin-6-yl)methyl](methyl)amino}benzoyl)-D-glutamic acid
• N-(4-{[(2,4-diaminopteridin-6-yl)methyl](methyl)amino}benzoyl)glutamic acid
• N-[4-[[(2,4-Diamino-6-pteridinyl)methyl]methylamino]benzoyl]-<span class="text-smallcaps">D</span>-glutamic acid
• Nsc 117356

R-Methotrexate (Sodium (R)-2-(4-{[(2,4-Diaminopteridin-6-yl)methyl](methyl)amino}benzamido)pentanedioate)

CAS: 51865-79-3

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

Formula: C₂₀H₂₀N₈Na₂O₅

Color and Shape: Yellow Dark Yellow Powder

Molecular weight: 498.1352

Ref: 45-1413988

D-(-)-Amethopterin hydrate

CAS: 51865-79-3

Ref: 7W-GP6916

Methotrexate EP Impurity F Disodium Salt ((R)-Methotrexate Disodium Salt)

CAS: 51865-79-3

Formula: C₂₀H₂₀N₈O₅·2Na

Color and Shape: Yellow Solid

Molecular weight: 452.43 2*22.99

Ref: 4Z-M-7013

Methotrexate EP Impurity F-13C-d3 Disodium Salt ((R)-Methotrexate-13C-d3 Disodium Salt)

CAS: 51865-79-3

Formula: C₁₉₁₃CH₁₇D₃N₈O₅·2Na

Molecular weight: 456.44 2*22.99

Ref: 4Z-M-7050

(R)-Methotrexate

Controlled Product

CAS: 51865-79-3

Stability Hygroscopic
Applications R-Methotrexate is an enantiomer of 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 Freeman, M.V., J. Pharmacol. Exp. Ther., 122, 154 (1958), Weinblass, M.E., et al.: N. Engl. J. Med., 312, 818 (1985),

Formula: C₂₀H₂₂N₈O₅

Color and Shape: Dark Yellow

Molecular weight: 454.54

Ref: TR-M260665

(R)-Methotrexate-d3 (Technincal Grade)

Controlled Product

CAS: 1786417-03-5, 51865-79-3

Formula: C₂₀H₁₉D₃N₈O₅

Color and Shape: Neat

Molecular weight: 457.46

Ref: TR-M260667

D-(-)-Amethopterin hydrate

CAS: 51865-79-3

D-(-)-Amethopterin hydrate is an analog of methotrexate, a chemotherapy drug used to treat cancer. It is a potent inhibitor of dihydrofolate reductase, an enzyme involved in the synthesis of DNA, RNA and proteins. D-(-)-Amethopterin hydrate has been shown to induce apoptosis in cancer cells by inhibiting the activity of kinases that regulate cell growth and survival. This drug has also demonstrated anti-tumor activity in human cancer cell lines and Chinese hamster ovary cells. Additionally, D-(-)-Amethopterin hydrate has been found to enhance the activity of rifampicin, an antibiotic used to treat tuberculosis. Its potential as a therapeutic agent for cancer treatment makes it a promising candidate for further research and development.

Formula: C₂₀H₂₂N₈O₅

Purity: Min. 95%

Molecular weight: 454.4 g/mol

Ref: 3D-BCA86579

Methotrexate EP Impurity F

CAS: 51865-79-3

Formula: C₂₀H₂₂N₈O₅

Molecular weight: 454.45

Ref: ST-EA-CP-M12006