1414025

Methotrexat-verwandte Verbindung B

United States Pharmacopeia (USP) Reference Standard

• Synonym(e): Aminopterin, (S)-2-{4-[(2,4-Diaminopteridin-6-yl)-methylamino]-benzamido}-pentandisäure, 4-Amino-pteroyl-L-glutaminsäure, 4-Aminofolsäure, erythro-2-Amino-1-phenyl-1-propanol -hydrochlorid
• Empirische Formel (Hill-System): C₁₉H₂₀N₈O₅
• CAS-Nummer: 54-62-6
• Molekulargewicht: 440.41
• MDL number: MFCD00036692
• UNSPSC Code: 41116107
• PubChem Substance ID: 329750411
• NACRES: NA.24
• Beilstein/REAXYS Number: 69045

Eigenschaften

• grade: pharmaceutical primary standard
• agency: USP
• API family: methotrexate
• manufacturer/tradename: USP
• ε (extinction coefficient): 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
• application(s): pharmaceutical (small molecule)
• format: neat
• SMILES string: 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
• InChI key: TVZGACDUOSZQKY-LBPRGKRZSA-N

Beschreibung

General description

Find answers to frequently asked questions on USP products in USP FAQs.

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.

Application

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

Biochem/physiol Actions

Folsäure Antagonist

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.

Analysis Note

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.  ​

Other Notes

Wirksamer aber auch toxischer als Methotrexat

Sales restrictions may apply.

Sicherheitshinweise

• pictograms: GHS06,GHS08
• signalword: Danger
• hcodes: H300,H315,H319,H341,H360FD
• pcodes: P202 - P264 - P270 - P301 + P310 - P302 + P352 - P305 + P351 + P338
• Hazard Classifications: Acute Tox. 1 Oral - Eye Irrit. 2 - Muta. 2 - Repr. 1B - Skin Irrit. 2
• Lagerklasse: 6.1A - Combustible acute toxic Cat. 1 and 2 / very toxic hazardous materials
• wgk: WGK 3
• flash_point_f: Not applicable
• flash_point_c: Not applicable