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Methotrexate Related Compound B

USP/1414025 - United States Pharmacopeia (USP) Reference Standard

Synonym: Aminopterin; (S)-2-{4-[(2,4-Diaminopteridin-6-yl)methylamino]benzamido}pentanedioic acid; 4-Amino-PGA; 4-Aminofolic acid; 4-Aminopteroyl-L-glutamic acid

CAS Number: 54-62-6
Empirical Formula (Hill Notation): C19H20N8O5
Molecular Weight: 440.41
Linear Formula: C19H20N8O5
Product Type: Chemical

Catalog Number PKG Qty. Price Quantity
45-1414025-75MG 75 mg
$1670.00
1/EA
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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
API family methotrexate
application(s) pharmaceutical (small molecule)
format neat
grade pharmaceutical primary standard
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
manufacturer/tradename USP
SMILES string Nc1nc(N)c2nc(CNc3ccc(cc3)C(=O)N[C@@H](CCC(O)=O)C(O)=O)cnc2n1
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.  ​
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: 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.
General description: 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 .
Linkage: More potent, but more toxic, than methotrexate.
Other Notes: Sales restrictions may apply.
UNSPSC 41116107

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