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R9156

Sigma-Aldrich

Raltitrexed

≥98% (HPLC), solid

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Synonym(s):
L-Glutamic acid, N-((5-(((1,4-dihydro-2-methyl-4-oxo-6-quinazolinyl)methyl)methylamino)-2-thienyl)carbonyl), ICI-D-1694, ZD-1694
Empirical Formula (Hill Notation):
C21H22N4O6S
Molecular Weight:
458.49
PubChem Substance ID:

Quality Level

Assay

≥98% (HPLC)

form

solid

color

off-white to light yellow

solubility

H2O: ≥10 mg/mL
DMSO: ≥40 mg/mL

originator

AstraZeneca

storage temp.

2-8°C

SMILES string

O=C1NC(C)=NC2=C1C=C(CN(C3=CC=C(C(N[C@H](CCC(O)=O)C(O)=O)=O)S3)C)C=C2

Biochem/physiol Actions

Raltitrexed is a folate-based inhibitor of thymidylate synthase (TS) that is rapidly and extensively metabolized to its more potent polyglutamate derivatives. By inhibiting the formation of precursor pyrimidine nucleotides, raltitrexed prevents the formation of DNA and RNA, which are required for the growth and survival of both normal cells and cancer cells.

Features and Benefits

This compound is a featured product for Apoptosis research. Click here to discover more featured Apoptosis products. Learn more about bioactive small molecules for other areas of research at sigma.com/discover-bsm.
This compound was developed by AstraZeneca. To browse the list of other pharma-developed compounds and Approved Drugs/Drug Candidates, click here.

Pictograms

Skull and crossbonesHealth hazard

Signal Word

Danger

Hazard Statements

Precautionary Statements

Hazard Classifications

Acute Tox. 2 Oral - Repr. 1B

Storage Class Code

6.1A - Combustible, acute toxic Cat. 1 and 2 / very toxic hazardous materials

WGK

WGK 2

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

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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
Helena Almqvist et al.
Nature communications, 7, 11040-11040 (2016-03-25)
Target engagement is a critical factor for therapeutic efficacy. Assessment of compound binding to native target proteins in live cells is therefore highly desirable in all stages of drug discovery. We report here the first compound library screen based on

Articles

This issue of Biofiles reviews some of our newest and most innovative technologies and their specific applications toward cancer research. In preparing this issue of Biofiles, one is reminded how complex the disease of cancer is, and how difficult it is to identify one topic that is completely unrelated to any other.

This article reviews some of our newest and most innovative technologies and their specific applications toward cancer research. It describes how complex the disease of cancer is, and how difficult it is to identify one topic that is completely unrelated to any other.

Apoptosis, or programmed cell death (PCD), is a selective process for the removal of unnecessary, infected or transformed cells in various biological systems. As it plays a role in the homeostasis of multicellular organisms, apoptosis is tightly regulated through two principal pathways by a number of regulatory and effector molecules.

Cell cycle phases (G1, S, G2, M) regulate cell growth, DNA replication, and division in proliferating cells.

Our team of scientists has experience in all areas of research including Life Science, Material Science, Chemical Synthesis, Chromatography, Analytical and many others.

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