Skip to Content
Merck
All Photos(1)

Documents

PHR1396

Supelco

Methotrexate

Pharmaceutical Secondary Standard; Certified Reference Material

Synonym(s):

Methotrexate, (+)-Amethopterin, 4-Amino-10-methylfolic acid, 4-Amino-N10-methylpteroyl-L-glutamic acid, Antifolan, MTX, Methylaminopterin

Sign Into View Organizational & Contract Pricing


About This Item

Empirical Formula (Hill Notation):
C20H22N8O5
CAS Number:
Molecular Weight:
454.44
Beilstein:
70669
EC Number:
MDL number:
UNSPSC Code:
41116107
PubChem Substance ID:
NACRES:
NA.24

grade

certified reference material
pharmaceutical secondary standard

Quality Level

Agency

traceable to Ph. Eur. M1000000
traceable to USP 1414003

API family

methotrexate

CofA

current certificate can be downloaded

technique(s)

HPLC: suitable
gas chromatography (GC): suitable

application(s)

pharmaceutical (small molecule)

format

neat

storage temp.

2-8°C

SMILES string

CN(Cc1cnc2nc(N)nc(N)c2n1)c3ccc(cc3)C(=O)N[C@@H](CCC(O)=O)C(O)=O

InChI

1S/C20H22N8O5/c1-28(9-11-8-23-17-15(24-11)16(21)26-20(22)27-17)12-4-2-10(3-5-12)18(31)25-13(19(32)33)6-7-14(29)30/h2-5,8,13H,6-7,9H2,1H3,(H,25,31)(H,29,30)(H,32,33)(H4,21,22,23,26,27)/t13-/m0/s1

InChI key

FBOZXECLQNJBKD-ZDUSSCGKSA-N

Gene Information

human ... DHFR(1719)

Looking for similar products? Visit Product Comparison Guide

General description

Pharmaceutical secondary standards for application in quality control, provide pharma laboratories and manufacturers with a convenient and cost-effective alternative to the preparation of in-house working standards.
Methotrexate is an antagonist of folic acid that inhibits dihydrofolate reductase (DHFR) enzyme, reversibly and results in impaired DNA synthesis and cellular replication. Methotrexate has been used in treatment of rheumatoid arthritis and also for maintenance therapy in childhood acute lymphocytic leukemia (ALL).

Application

Methotrexate may be used as a pharmaceutical secondary reference standard for the determination of the analyte in plasma samples and pharmaceutical formulations by various techniques.
These Secondary Standards are qualified as Certified Reference Materials. These are suitable for use in several analytical applications including but not limited to pharma release testing, pharma method development for qualitative and quantitative analyses, food and beverage quality control testing, and other calibration requirements.

Analysis Note

These secondary standards offer multi-traceability to the USP, EP (PhEur) and BP primary standards, where they are available.

Other Notes

This Certified Reference Material (CRM) is produced and certified in accordance with ISO 17034 and ISO/IEC 17025. All information regarding the use of this CRM can be found on the certificate of analysis.

Footnote

To see an example of a Certificate of Analysis for this material enter LRAB9958 in the slot below. This is an example certificate only and may not be the lot that you receive.

Recommended products

Find a digital Reference Material for this product available on our online platform ChemisTwin® for NMR. You can use this digital equivalent on ChemisTwin® for your sample identity confirmation and compound quantification (with digital external standard). An NMR spectrum of this substance can be viewed and an online comparison against your sample can be performed with a few mouseclicks. Learn more here and start your free trial.

Pictograms

Skull and crossbonesHealth hazard

Signal Word

Danger

Hazard Statements

Hazard Classifications

Acute Tox. 3 Oral - Muta. 2 - Repr. 1B - STOT RE 1

Target Organs

Liver,Bone marrow

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


Choose from one of the most recent versions:

Certificates of Analysis (COA)

Lot/Batch Number

Don't see the Right Version?

If you require a particular version, you can look up a specific certificate by the Lot or Batch number.

Already Own This Product?

Find documentation for the products that you have recently purchased in the Document Library.

Visit the Document Library

Customers Also Viewed

Slide 1 of 2

1 of 2

Azathioprine Pharmaceutical Secondary Standard; Certified Reference Material

Supelco

PHR1282

Azathioprine

Aminopterin powder, BioReagent, suitable for cell culture

Sigma-Aldrich

A3411

Aminopterin

Methotrexate mechanism in treatment of rheumatoid arthritis
Friedman B and Cronstein B
Joint, Bone, Spine : Revue du Rhumatisme, 86(3), 301-307 (2018)
Determination of methotrexate in plasma by on-column concentration and ion-exchange chromatography
Lankelma J and Poppe H
Journal of Chromatography A, 149(5), 587-598 (1978)
Fetal methotrexate syndrome: A systematic review of case reports
Verberne EA, et al.
Reproductive Toxicology, 87, 125-139 (2019)
Methotrexate determination in pharmaceuticals by enantioselective HPLC
El-Hady DA, et al.
Journal of Pharmaceutical and Biomedical Analysis, 37(5), 919-925 (2005)
Methotrexate bioavailability after oral and intramuscular administration in children
Teresi ME, et al.
The Journal of Pediatrics, 110(5), 788-792 (1987)

Our team of scientists has experience in all areas of research including Life Science, Material Science, Chemical Synthesis, Chromatography, Analytical and many others.

Contact Technical Service