1414025

Methotrexate Related Compound B

United States Pharmacopeia (USP) Reference Standard

• Sinónimos: Aminopterin, (S)-2-{4-[(2,4-Diaminopteridin-6-yl)methylamino]benzamido}pentanedioic acid, 4-Amino-PGA, 4-Aminofolic acid, 4-Aminopteroyl-L-glutamic acid
• Fórmula empírica (notación de Hill): C₁₉H₂₀N₈O₅
• Número de CAS: 54-62-6
• Peso molecular: 440.41
• Beilstein: 69045
• Número MDL: MFCD00036692
• Código UNSPSC: 41116107
• ID de la sustancia en PubChem: 329750411
• NACRES: NA.24

Propiedades

• grado: pharmaceutical primary standard
• familia API: methotrexate
• fabricante / nombre comercial: USP
• ε (coeficiente de extinción): 24,500 at 282 nm in 0.1 M NaOH at 1 M; 25,700 at 261 nm in 0.1 M NaOH at 1 M; 8,100 at 373 nm in 0.1 M NaOH at 1 M
• aplicaciones: pharmaceutical (small molecule)
• Formato: neat
• cadena SMILES: Nc1nc(N)c2nc(CNc3ccc(cc3)C(=O)N[C@@H](CCC(O)=O)C(O)=O)cnc2n1
• 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
• Clave InChI: TVZGACDUOSZQKY-LBPRGKRZSA-N

Descripción

Descripción general

This product is provided as delivered and specified by the issuing Pharmacopoeia. All information provided in support of this product, including SDS and any product information leaflets have been developed and issued under the Authority of the issuing Pharmacopoeia.
For further information and support please go to the website of the issuing Pharmacopoeia.

Aplicación

Methotrexate Related Compound B USP reference standard for use in specified quality tests and assays.

Additionally used to prepare standard, standard stock, system suitability, and system suitability stock solutions for impurity analysis in the given below monographs according to United States Pharmacopeia (USP):

• Methotrexate
• Methotrexate Injection
• Methotrexate for Injection

Acciones bioquímicas o fisiológicas

Folic acid antagonist that binds to dihydrofolate reductase and inhibits its activity.

Folic acid antagonist. Aminopterin is actively transported into cells by the folate transporter. In the cell, it is converted to a high molecular weight polyglutamate metabolite by folylpolyglutamate synthase that, in turn, binds to dihydrofolate reductase and inhibits its activity. Aminopterin-polyglutamate is degraded intracellularly by γ-glutamyl hydrolase.

Ligadura / enlace

More potent, but more toxic, than methotrexate.

Nota de análisis

These products are for test and assay use only. They are not meant for administration to humans or animals and cannot be used to diagnose, treat, or cure diseases of any kind.  ​

Otras notas

Sales restrictions may apply.

Información de seguridad

• Pictogramas: GHS06,GHS08
• Palabra de señalización: Danger
• Frases de peligro: H300,H315,H319,H341,H360FD
• Consejos de prudencia: P202 - P264 - P270 - P301 + P310 - P302 + P352 - P305 + P351 + P338
• Clasificaciones de peligro: Acute Tox. 1 Oral - Eye Irrit. 2 - Muta. 2 - Repr. 1B - Skin Irrit. 2
• Código de clase de almacenamiento: 6.1A - Combustible acute toxic Cat. 1 and 2 / very toxic hazardous materials
• Clase de riesgo para el agua (WGK): WGK 3
• Punto de inflamabilidad (°F): Not applicable
• Punto de inflamabilidad (°C): Not applicable