CAS 54-62-6

Aminopterin

Description:

Aminopterin is a folate antagonist and a member of the aminopterin class of compounds, primarily known for its role as an antimetabolite in cancer therapy and as an immunosuppressive agent. It is a white to pale yellow crystalline powder that is soluble in water and exhibits a pH-dependent solubility profile. The chemical structure of aminopterin features a pteridine ring, which is essential for its biological activity, and it inhibits the enzyme dihydrofolate reductase, thereby interfering with DNA synthesis and cell proliferation. This mechanism makes it effective in treating certain types of leukemia and other malignancies. Additionally, aminopterin has been used in research settings to study folate metabolism and its implications in various biological processes. However, its use is associated with significant side effects, including bone marrow suppression and gastrointestinal disturbances, necessitating careful monitoring during treatment. Due to these characteristics, aminopterin is a critical compound in both clinical and research applications within the field of medicinal chemistry.

Formula: C₁₉H₂₀N₈O₅

InChI: InChI=1S/C19H20N8O5/c20-15-14-16(27-19(21)26-15)23-8-11(24-14)7-22-10-3-1-9(2-4-10)17(30)25-12(18(31)32)5-6-13(28)29/h1-4,8,12,22H,5-7H2,(H,25,30)(H,28,29)(H,31,32)(H4,20,21,23,26,27)/t12-/m0/s1

InChI key: InChIKey=TVZGACDUOSZQKY-LBPRGKRZSA-N

SMILES: NC=1C2=C(N=CC(CNC3=CC=C(C(N[C@@H](CCC(O)=O)C(O)=O)=O)C=C3)=N2)N=C(N)N1

Synonyms:

• (2S)-2-[[4-[(2,4-Diaminopteridin-6-yl)methylamino]benzoyl]amino]pentanedioic acid
• 4-Amino-4-Deoxypteroylglutamate
• 4-Amino-Folicaci
• 4-Amino-Pga[Qr]
• 4-Aminofolic Acid
• 4-Aminofolicacid[Qr]
• 4-Aminopteroylglutamic acid
• 4-Aminopteroylglutamicacid[Qr]
• 4-Diamino-6-Pteridinyl)Methyl)Amino)Benzoyl)-N-(P-(((L-Glutamicaci
• <span class="text-smallcaps">L</span>-Glutamic acid, N-[4-[[(2,4-diamino-6-pteridinyl)methyl]amino]benzoyl]-
• Acide N-[4-[[(2,4-diamino-6-pteridinyl)methyl]amino]benzoyl]-L-glutamique
• Agpa
• Ai3-26079[Qr]
• Aminopterin
• Aminopterine
• Apga
• Glutamic acid, N-[p-[[(2,4-diamino-6-pteridinyl)methyl]amino]benzoyl]-, <span class="text-smallcaps">L</span>-
• Glutamic acid, N-[p-[[(2,4-diamino-6-pteridinyl)methyl]amino]benzoyl]-, L-
• L-Glutamic acid, N-[4-[[(2,4-diamino-6-pteridinyl)methyl]amino]benzoyl]-
• N-(4-{[(2,4-diaminopteridin-6-yl)methyl]amino}benzoyl)-L-glutamic acid
• N-(4-{[(2,4-diaminopteridin-6-yl)methyl]amino}benzoyl)glutamic acid
• N-[(4-{[(2,4-diaminopteridin-6-yl)methyl]amino}phenyl)carbonyl]-D-glutamic acid
• N-[4-[[(2,4-Diamino-6-pteridinyl)methyl]amino]benzoyl]-<span class="text-smallcaps">L</span>-glutamic acid
• N-[4-[[(2,4-Diamino-6-pteridinyl)methyl]amino]benzoyl]-L-glutaminsaure
• N-[4-[[(2,4-diamino-6-pteridinyl)methyl]amino]benzoyl]-L-glutamic acid
• Nsc 739
• Pteramina
• Pteridin-2-Amine

Aminopterin

CAS: 54-62-6

Formula: C₁₉H₂₀N₈O₅

Purity: >97.0%(T)(HPLC)

Color and Shape: White to Amber powder to crystal

Molecular weight: 440.42

Ref: 3B-A0410

Methotrexate Related Compound B ((S)-2-{4-[(2,4-diaminopteridin-6-yl)methylamino]benzamido}pentanedioic acid)

CAS: 54-62-6

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

Formula: C₁₉H₂₀N₈O₅

Color and Shape: White Yellow Powder

Molecular weight: 440.41

Ref: 45-1414025

Aminopterin dihydrate

CAS: 54-62-6

Formula: C₁₉H₂₀N₈O₅·xH₂O

Purity: ≥ 97.0%

Color and Shape: Pale yellow to yellow-brown powder

Molecular weight: 440.41 (anhydrous)

Ref: 7W-GK2974

Aminopterin

CAS: 54-62-6

Aminopterin

Purity: ≥95%

Molecular weight: 440.41g/mol

Ref: 54-BUP06495

(2S)-2-[[4-[[(2,4-Diaminopteridin-6-yl)methyl]amino]benzoyl]amino]pentanedioic Acid (4-Aminofolic Acid, Aminopterin)

Controlled Product

CAS: 54-62-6

Formula: C₁₉H₂₀N₈O₅

Color and Shape: Neat

Molecular weight: 440.41

Ref: 86-MM0040.05

Aminopterin

CAS: 54-62-6

Purity: 98%

Molecular weight: 440.420013427734

Ref: 10-F600196

Aminopterin

CAS: 54-62-6

Aminopterin (4-Aminofolic acid) is a synthetic folic acid derivative whose metabolite is a competitive inhibitor of dihydrofolate reductase

Formula: C₁₉H₂₀N₈O₅

Purity: ≥98%

Color and Shape: Orange-Yellow Powder Rodenticide In The U S (Epa 1998)

Molecular weight: 440.41

Ref: TM-T7730

Methotrexate EP Impurity B (Methotrexate USP Related Compound B)

CAS: 54-62-6

Formula: C₁₉H₂₀N₈O₅

Molecular weight: 440.42

Ref: 4Z-M-703

Methotrexate EP Impurity B

CAS: 54-62-6

Formula: C₁₉H₂₀N₈O₅

Molecular weight: 440.42

Ref: ST-EA-CP-M12002

Aminopterin

CAS: 54-62-6

Impurity Methotrexate EP Impurity B
Applications Aminopterin (Methotrexate EP Impurity B) is a folic acid antagonist. Its actively transported into cells by thefolate transporter. In the cell, its converted to a high molecular weight polyglutamate metabolite by folylpolyglutamate synthase, that, in turn, binds to dihydrofolate reductase and inhibits its activity.
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 Matherly, L.H., et al.: Cancer Res., 45, 1073 (1985), Rumberger, B.G., et al.: Cancer Res., 50, 4639 (1990), Roy, K., et al.: J. Biol. Chem., 273, 2526 (1998),

Formula: C₁₉H₂₀N₈O₅

Color and Shape: Yellow

Molecular weight: 440.41

Ref: TR-A628850

Aminopterin

CAS: 54-62-6

Aminopterin is an antineoplastic agent and antifolate, which is a synthetic derivative of pteroylglutamic acid. It functions as a chemotherapeutic agent by inhibiting dihydrofolate reductase, an enzyme crucial in the folic acid pathway, thereby preventing the conversion of dihydrofolate to tetrahydrofolate. This disruption leads to impaired synthesis of purine nucleotides and thymidylate, which are essential for DNA synthesis and cell division.

Formula: C₁₉H₂₀N₈O₅

Purity: Min. 97 Area-%

Color and Shape: Slightly Yellow Powder

Molecular weight: 440.41 g/mol

Ref: 3D-FA17838

L-Glutamic acid, N-[4-[[(2,4-diamino-6-pteridinyl)methyl]amino]benzoyl]-

CAS: 54-62-6

Formula: C₁₉H₂₀N₈O₅

Color and Shape: Solid

Molecular weight: 440.4127

Ref: IN-DA00I9N1