METHOTREXATE RELATED COMPOUND B UNITED STATES PHARMACOPEIA (USP) REFERENCE STANDARD

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.

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.

Linkage

More potent, but more toxic, than methotrexate.

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.  â€‹

Other Notes

USP issued SDS can be found here.

Sales restrictions may apply.

Molecular Weight: 440.41. Empirical Formula: C₁₉H₂₀N₈O₅. grade: pharmaceutical primary standard. 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. Pictograms: GHS06,GHS08. Signal Word: Danger. Hazard Statements: H300 - H315 - H319 - H341 - H360FD. Precautionary Statements: 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. Storage Class Code: 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.