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Merck
CN

SML2909

Sigma-Aldrich

Nolatrexed dihydrochloride

≥98% (HPLC)

Synonym(s):

2-Amino-6-methyl-5-(4-pyridinylthio)-4(1H)-quinazolinone dihydrochloride, AG 337

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About This Item

Empirical Formula (Hill Notation):
C14H12N4OS · 2HCl
CAS Number:
152946-68-4
Molecular Weight:
357.26
MDL number:
MFCD26960887
UNSPSC Code:
12352200
NACRES:
NA.77

Key Documents

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Quality Level

100

Assay

≥98% (HPLC)

form

powder

storage condition

desiccated

color

white to beige

solubility

H2O: 2 mg/mL, clear

storage temp.

2-8°C

SMILES string

NC1=NC(C2=C(N1)C=CC(C)=C2SC3=CC=NC=C3)=O

InChI

1S/C14H12N4OS.2ClH/c1-8-2-3-10-11(13(19)18-14(15)17-10)12(8)20-9-4-6-16-7-5-9;;/h2-7H,1H3,(H3,15,17,18,19);2*1H

InChI key

PJKVJJYMWOCLIJ-UHFFFAOYSA-N

Related Categories

Biochem/physiol Actions

Nolatrexed dihydrochloride is a water-soluble lipophilic quinazoline folate analog that exhibits potent antineoplastic activity. Nolatrexed is a potent thymidylate synthase inhibitor that inhibits thymine synthesis followed by inhibition of DNA replication.
potent thymidylate synthase inhibitor

Pictograms

Health hazard
GHS08

Signal Word

Warning

Hazard Statements

H341,H361fd

Hazard Classifications

Muta. 2 - Repr. 2

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Regulatory Information

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Certificates of Analysis (COA)

Lot/Batch Number
0000106072
0000106073
0000102684

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A N Hughes et al.
British journal of cancer, 82(9), 1519-1527 (2000-05-02)
A clinical study of nolatrexed dihydrochloride (AG337, Thymitaq) in combination with paclitaxel was performed. The aims were to optimize the schedule of administration and determine any pharmacokinetic (PK) interactions between the two drugs. In vitro combination studies were performed to
Simon Dewar et al.
The Journal of biological chemistry, 291(47), 24768-24778 (2016-10-21)
The aim of this study was to identify and characterize mechanisms of resistance to antifolate drugs in African trypanosomes. Genome-wide RNAi library screens were undertaken in bloodstream form Trypanosoma brucei exposed to the antifolates methotrexate and raltitrexed. In conjunction with
Dan Chen et al.
The Journal of biological chemistry, 292(32), 13449-13458 (2017-06-22)
Thymidylate synthase (TS) is the sole enzyme responsible for de novo biosynthesis of thymidylate (TMP) and is essential for cell proliferation and survival. Inhibition of human TS (hTS) has been extensively investigated for cancer chemotherapy, but several aspects of its

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