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SML1490

Sigma-Aldrich

Pemetrexed disodium heptahydrate

≥98% (HPLC)

Sinónimos:

HSDB 7316, LY 231,514, LY 231514, N-(4-(2-(2-Amino-3,4-dihydro-4-oxo-7H-pyrrolo(2,3-d)pyrimdin-5-yl)ethyl)benzoyl)glutamic acid sodium salt hydrate, N-(4-(2-(2-Amino-4,7-dihydro-4-oxo-1H-pyrrolo(2,3-d)pyrimidin-5-yl)ethyl)benzoyl)-L-glutamic acid sodium salt hydrate, UNII-04Q9AIZ7NO

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About This Item

Fórmula empírica (notación de Hill):
C20H19N5O6 · 2Na · 7H2O
Número de CAS:
Peso molecular:
597.48
UNSPSC Code:
12352200
NACRES:
NA.77

Quality Level

assay

≥98% (HPLC)

form

powder

color

white to beige

solubility

H2O: 30 mg/mL, clear

storage temp.

2-8°C

InChI

1S/C20H21N5O6.2Na.7H2O/c21-20-24-16-15(18(29)25-20)12(9-22-16)6-3-10-1-4-11(5-2-10)17(28)23-13(19(30)31)7-8-14(26)27;;;;;;;;;/h1-2,4-5,9,13H,3,6-8H2,(H,23,28)(H,26,27)(H,30,31)(H4,21,22,24,25,29);;;7*1H2/q;2*+1;;;;;;;/p-2/t13-;;;;;;;;;/m0........./s1

InChI key

QJVSMHJWAOSBMD-MYXYZBIASA-L

Application

Pemetrexed disodium heptahydrate has been used as a folate antimetabolite to study its effects on ovarian clear cell carcinoma cells. It has also been used as an antifolate to determine its effects on neuroblastoma cell lines.

Biochem/physiol Actions

Pemetrexed exhibits its activity against several tumors such as colorectal, breast, gastric, pancreatic, and cervical cancer. It acts as a substrate for multidrug resistance protein transporters.
Pemetrexed is antifolate cancer drug approved for treatment of variety of cancer including pleural mesothelioma and non-small cell lung cancer. Pemetrexed is a folate antimetabolite that inhibits thymidylate synthase, dihydrofolate reductase and glycinamide ribonucleotide formyltransferase, three enzymes used in purine and pyrimidine synthesis.

pictograms

Health hazardExclamation mark

signalword

Danger

Hazard Classifications

Muta. 2 - Repr. 1A - Skin Irrit. 2 - STOT RE 1

target_organs

Blood,Immune system,Testes

Storage Class

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

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable


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Alex A Adjei
Clinical cancer research : an official journal of the American Association for Cancer Research, 10(12 Pt 2), 4276s-4280s (2004-06-26)
Pemetrexed (ALIMTA, LY231514, MTA) is a novel antimetabolite that inhibits at least three enzymes involved in the folate pathway. These enzymes are thymidylate synthase, dihydrofolate reductase, and glycinamide ribonucleotide formyltransferase. Pemetrexed has demonstrated clinical activity in non-small cell lung cancer
Takafumi Kuroda et al.
Gynecologic oncology, 155(3), 489-498 (2019-10-13)
Ovarian clear cell carcinoma (OCCC) is often resistant to conventional, standard chemotherapy using cytotoxic drugs. OCCC harbors a unique genomic feature of frequent (approximately 50%) ARID1A deficiency. The present study was performed to investigate standard chemotherapeutic options suitable for ARID1A-deficient

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