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Y0000664

Methotrexate impurity E

European Pharmacopoeia (EP) Reference Standard

Synonym(s):

4-{[(2,4-Diaminopteridin-6-yl)methyl]methylamino}benzoic acid

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About This Item

Empirical Formula (Hill Notation):
C15H14N7O2
CAS Number:
Molecular Weight:
324.32
UNSPSC Code:
41116107
NACRES:
NA.24

grade

pharmaceutical primary standard

API family

methotrexate

manufacturer/tradename

EDQM

application(s)

pharmaceutical (small molecule)

format

neat

storage temp.

2-8°C

InChI

1S/C15H15N7O2/c1-22(10-4-2-8(3-5-10)14(23)24)7-9-6-18-13-11(19-9)12(16)20-15(17)21-13/h2-6H,7H2,1H3,(H,23,24)(H4,16,17,18,20,21)

InChI key

LWCXZSDKANNOAR-UHFFFAOYSA-N

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 impurity E EP Reference standard, intended for use in laboratory tests only as specifically prescribed in the European Pharmacopoeia.

Packaging

The product is delivered as supplied by the issuing Pharmacopoeia. For the current unit quantity, please visit the EDQM reference substance catalogue.

Other Notes

Sales restrictions may apply.

Pictograms

Skull and crossbonesHealth hazard

Signal Word

Danger

Hazard Statements

Hazard Classifications

Acute Tox. 3 Oral - Eye Irrit. 2 - Muta. 2 - Repr. 1B - Skin Irrit. 2

Storage Class Code

6.1C - Combustible acute toxic Cat.3 / toxic compounds or compounds which causing chronic effects

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable


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Rapid quantitation of methotrexate and its metabolites in human serum, urine and bile, using solid-phase extraction and high-performance liquid chromatography.
B Nuernberg et al.
Journal of chromatography, 487(2), 476-482 (1989-02-24)
D A Cairnes et al.
Therapeutic drug monitoring, 5(3), 363-366 (1983-01-01)
Simple and convenient preparations of two metabolites of the antineoplastic drug methotrexate (MTX) are described. MTX is incubated in a Tris-HCl rabbit liver homogenate to produce 7-hydroxymethotrexate. Filtration, lyophilization, and recrystallization from water gives a chromatographically pure product. Analytical amounts
Masanobu Uchiyama et al.
Biomedical chromatography : BMC, 26(1), 76-80 (2011-03-26)
A simple and sensitive HPLC method has been developed for the determination of methotrexate (MTX) and its major metabolites, 7-hydroxymethotrexate (7-OH-MTX) and 2,4-diamino-N(10-) methylpteroic acid (DAMPA), in human plasma. After deproteinization of the plasma with 5% aqueous acetonitrile solution containing
B C Widemann et al.
The Journal of pharmacology and experimental therapeutics, 294(3), 894-901 (2000-08-17)
The novel methotrexate (MTX) rescue agent carboxypeptidase-G(2) (CPDG(2)) converts >98% of plasma MTX to 2, 4-diamino-N(10)-methylpteroic acid (DAMPA) and glutamate in patients with MTX-induced renal failure and delayed MTX excretion. DAMPA is eliminated more rapidly than MTX in these patients
T E Ellenberger et al.
The Journal of biological chemistry, 264(27), 15960-15966 (1989-09-25)
We have examined the metabolism of the folate analog methotrexate (MTX) in the human parasite Leishmania major. These cells readily hydrolyzed MTX to N-10-methyl-4-deoxy-4-aminopteroate (MAPA), such that following a 24-h incubation in 1 microM [3H]MTX approximately 30% of the cell-associated

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