Pemetrexed

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Cat.No. 6185 - Pemetrexed | C20H21N5O6 | CAS No. 137281-23-3
Description: High affinity dihydrofolate reductase inhibitor; also inhibits thymidylate synthase, GARFT and AICART
Chemical Name: N-[4-[2-(2-Amino-4,7-dihydro-4-oxo-3H-pyrrolo[2,3-d]pyrimidin-5-yl)ethyl]benzoyl]-L-glutamic acid
Purity: ≥98% (HPLC)
Datasheet
Citations
Literature

Biological Activity

High affinity dihydrofolate reductase inhibitor (Ki = 7 nM). Also inhibits thymidylate synthase, AICART and glycinamide ribonucleotide formyltransferase (Ki values are 109 nM, and 3.5 μM and 9.3 μM, respectively). Indirectly activates AMPK. Inhibits proliferation of cancer cell lines in vitro.

Technical Data

M. Wt 427.41
Formula C20H21N5O6
Storage Store at +4°C
Purity ≥98% (HPLC)
CAS Number 137281-23-3
PubChem ID 394493
InChI Key WBXPDJSOTKVWSJ-UHFFFAOYSA-N
Smiles NC1=NC(C2=C(N1)NC=C2CCC3=CC=C(C(N[C@H](C(O)=O)CCC(O)=O)=O)C=C3)=O

The technical data provided above is for guidance only. For batch specific data refer to the Certificate of Analysis.

All Tocris products are intended for laboratory research use only.

Solubility Data

Solvent Max Conc. mg/mL Max Conc. mM
Solubility
DMSO 42.74 100

Preparing Stock Solutions

The following data is based on the product molecular weight 427.41. Batch specific molecular weights may vary from batch to batch due to solvent of hydration, which will affect the solvent volumes required to prepare stock solutions.

Concentration / Solvent Volume / Mass 1 mg 5 mg 10 mg
1 mM 2.34 mL 11.7 mL 23.4 mL
5 mM 0.47 mL 2.34 mL 4.68 mL
10 mM 0.23 mL 1.17 mL 2.34 mL
50 mM 0.05 mL 0.23 mL 0.47 mL

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Product Datasheets

Safety Datasheet

References

References are publications that support the products' biological activity.

Shih et al (1997) LY231514, a pyrrolo[2,3-d]pyrimidine-based antifolate that inhibits multiple folate-requiring enzymes. Cancer Res. 57 1116 PMID: 9067281

Rothbart et al (2010) Pemetrexed indirectly activates the metabolic kinase AMPK in human carcinomas. Cancer Res. 0 10299 PMID: 21159649


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View all Dihydrofolate Reductase Inhibitors

Keywords: Pemetrexed, supplier, high, affinity, dihydrofolate, reductase, inhibitor, inhibitors, DHFR, thymidylate, synthase, TS, AICART, AICARFT, aminoimidazolecarboxamide, ribonucleotide, formyltransferase, glycinamide, GARFT, chemotherapeutic, antifolate, antimetabolite, AICARFT, Dihydrofolate, Reductase, Other, Transferases, Other, Synthases/Synthetases, Dihydrofolate, Reductase, Tocris Bioscience

Citations for Pemetrexed

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