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Merck
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Documentos clave

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:
357166-29-1
Peso molecular:
597.48
Código UNSPSC:
12352200
NACRES:
NA.77

Nivel de calidad

100

Ensayo

≥98% (HPLC)

Formulario

powder

color

white to beige

solubilidad

H2O: 30 mg/mL, clear

temp. de almacenamiento

2-8°C

cadena SMILES

[Na+].[Na+].[nH]1c2[nH]cc(c2[c](nc1N)=O)CCc3ccc(cc3)C(=O)N[C@@H](CCC(=O)[O-])C(=O)[O-].O.O.O.O.O.O.O

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

Clave InChI

QJVSMHJWAOSBMD-MYXYZBIASA-L

Aplicación

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.

Acciones bioquímicas o fisiológicas

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 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.

Pictogramas

Health hazardExclamation mark
GHS08,GHS07

Palabra de señalización

Danger

Frases de peligro

H315,H341,H360FD,H372

Clasificaciones de peligro

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

Órganos de actuación

Blood,Immune system,Testes

Código de clase de almacenamiento

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

Clase de riesgo para el agua (WGK)

WGK 3

Punto de inflamabilidad (°F)

Not applicable

Punto de inflamabilidad (°C)

Not applicable

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Certificados de análisis (COA)

Lot/Batch Number
0000159305
0000207781
125M4749V

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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
Pooyeh Farahmand et al.
Frontiers in toxicology, 5, 1200650-1200650 (2023-07-13)
Hypothesis: Asbestos-driven inflammation contributes to malignant pleural mesothelioma beyond the acquisition of rate-limiting mutations. Methods: Genetically modified conditional allelic mice that were previously shown to develop mesothelioma in the absence of exposure to asbestos were induced with lentiviral vector expressing
Ning Mu et al.
Cell death & disease, 14(9), 645-645 (2023-10-01)
Brain expressed X-linked gene 2 (BEX2) encoded protein was originally identified to promote transcription by interacting with several transcription factors in the DNA-binding complexes. Recently, BEX2 was found to be localized in cytosol and/or mitochondria and regulate apoptosis in cancer
Ken Yamashita et al.
Cancer science, 111(7), 2431-2439 (2020-05-18)
MYCN gene amplification is consistently associated with poor prognosis in patients with neuroblastoma, a pediatric tumor arising from the sympathetic nervous system. Conventional anticancer drugs, such as alkylating agents and platinum compounds, have been used for the treatment of high-risk
Ping Tian et al.
PloS one, 19(2), e0298295-e0298295 (2024-02-14)
Timeless is well-known for its key role in replication checkpoints. Recent studies reveal the involvement of Timeless and specificity protein (SP) 1 in human malignancies. However, no evidence proved the interaction between SP3 and Timeless in lung adenocarcinoma (LUAD). The

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