Merck
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PHR1396

Supelco

Methotrexate

Pharmaceutical Secondary Standard; Certified Reference Material

Synonym(s):
(+)-Amethopterin, 4-Amino-N10-methylpteroyl-L-glutamic acid, Methylaminopterin, MTX, Methotrexate, 4-Amino-10-methylfolic acid, Antifolan
Empirical Formula (Hill Notation):
C20H22N8O5
CAS Number:
Molecular Weight:
454.44
Beilstein:
70669
EC Number:
MDL number:
PubChem Substance ID:
NACRES:
NA.24

Quality Level

grade

certified reference material
pharmaceutical secondary standard

Agency

traceable to Ph. Eur. M1000000
traceable to USP 1414003

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)

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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

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.
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.

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.

Pictograms

Skull and crossbonesHealth hazard

Signal Word

Danger

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

Certificate of Analysis

Enter Lot Number to search for Certificate of Analysis (COA).

Certificate of Origin

Enter Lot Number to search for Certificate of Origin (COO).

More Documents

Quotes and Ordering

Fetal methotrexate syndrome: A systematic review of case reports
Verberne EA, et al.
Reproductive Toxicology, 87, 125-139 (2019)
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)
Methotrexate mechanism in treatment of rheumatoid arthritis
Friedman B and Cronstein B
Joint, Bone, Spine : Revue du Rhumatisme, 86(3), 301-307 (2018)
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)

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