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Key Documents

SML1490

Sigma-Aldrich

Pemetrexed disodium heptahydrate

≥98% (HPLC)

Synonym(s):

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

Empirical Formula (Hill Notation):
C20H19N5O6 · 2Na · 7H2O
CAS Number:
357166-29-1
Molecular Weight:
597.48
UNSPSC Code:
12352200
NACRES:
NA.77

Quality Level

100

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
GHS08,GHS07

Signal Word

Danger

Hazard Statements

H315,H341,H360FD,H372

Hazard Classifications

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

Target Organs

Blood,Immune system,Testes

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

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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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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