4099-84-7

Usage

Uses

Used in Oncology Research:
NSC 108608 is used as a research tool for studying the role of PARPs in cancer cells. Its ability to inhibit DNA repair mechanisms makes it a valuable asset in understanding the processes that contribute to the survival and proliferation of cancer cells.
Used in Cancer Therapy Development:
NSC 108608 is used as a potential therapeutic agent in the development of cancer treatments. Its capacity to induce cell death in cancer cells by disrupting DNA repair pathways positions it as a candidate for further exploration in the creation of novel anticancer drugs.
Used in Scientific Research:
NSC 108608 is utilized as a chemical probe in various scientific studies aimed at dissecting the molecular mechanisms underlying cancer progression and identifying new targets for therapeutic intervention. Its selectivity for PARPs provides a unique perspective on the interplay between DNA repair and genomic integrity in cancer cells.

InChI:InChI=1/C10H14N6O4/c11-1-3-5(17)6(18)9(20-3)16-2-13-4-7(16)14-10(12)15-8(4)19/h2-3,5-6,9,17-18H,1,11H2,(H3,12,14,15,19)

Upstream product

• 1004620-06-7 5'-amino-5'-deoxyguanosine-5'-N-phosphoramidate 
• 118-00-3 G 
• 68200-68-0 2-amino-9-((2R,3R,4S,5S)-3,4-dihydroxy-5-(iodomethyl)-tetrahydrofuran-2-yl)-1H-purin-6(9H)-one 

Downstream Products

• 1004620-06-7 5'-amino-5'-deoxyguanosine-5'-N-phosphoramidate 
• 1428964-34-4 C₁₁H₁₆N₆O₆PS^(1-)*Na⁽¹⁺⁾ 
• 1243610-54-9 3-((((2R,3S,4R,5R)-5-(2-amino-6-oxo-1H-purin-9(6H)-yl)-3,4-dihydroxytetrahydrofuran-2-yl)methyl)amino)-4-ethoxycyclobut-3-ene-1,2-dione 
• 1243610-49-2 2-(4-(2-(((2R,3S,4R,5R)-5-(2-amino-6-oxo-1H-purin-9(6H)-yl)-3,4-dihydroxytetrahydrofuran-2-yl)methylamino)-3,4-dioxocyclobut-1-enylamino)methyl)benzoic acid 
• 1243610-66-3 4-(2-(((2R,3S,4R,5R)-5-(2-amino-6-oxo-1H-purin-9(6H)-yl)-3,4-dihydroxytetrahydrofuran-2-yl)methylamino)-3,4-dioxocyclobut-1-enylamino)butanoic acid 
• 1243610-65-2 3-(((2R,3S,4R,5R)-5-(2-amino-6-oxo-1H-purin-9(6H)-yl)-3,4-dihydroxytetrahydrofuran-2-ylmethyl)amino)-4-(4-nitrobenzylamino)cyclobut-3-ene-1,2-dione 
• 1243610-64-1 3-(((2R,3S,4R,5R)-5-(2-amino-6-oxo-1H-purin-9(6H)-yl)-3,4-dihydroxytetrahydrofuran-2-ylmethyl)amino)-4-(3-nitrobenzylamino)cyclobut-3-ene-1,2-dione 
• 1243610-47-0 3-(((2R,3S,4R,5R)-5-(2-amino-6-oxo-1H-purin-9(6H)-yl)-3,4-dihydroxytetrahydrofuran-2-ylmethyl)amino)-4-(2-nitrobenzylamino)cyclobut-3-ene-1,2-dione 

Relevant academic research and scientific papers

An improved synthesis of 5′-amino-5′-deoxyguanosine

A short and efficient three step synthesis of 5′-amino-5′-deoxyguanosine 1 from guanosine 2 is reported.

Tightly linked morpholino-nucleoside chimeras: new, compact cationic oligonucleotide analogues

The polyanionic phosphodiester backbone of nucleic acids contributes to high nuclease sensitivity and low cellular uptake and is therefore a major obstacle to the biological application of native oligonucleotides. Backbone modifications, particularly charge alterations is a proven strategy to provide artificial oligonucleotides with improved properties. Here, we describe the synthesis of a new type of oligonucleotide analogues consisting of a morpholino and a ribo- or deoxyribonucleoside in which the 5′-amino group of the nucleoside unit provides the nitrogen of the morpholine ring. The synthetic protocol is compatible with trityl and dimethoxytrityl protecting groups and azido functionality, and was extended to the synthesis of higher oligomers. The chimeras are positively charged in aqueous medium, due to theN-alkylated tertiary amine structure of the morpholino unit.

RAS INHIBITORS AND USES THEREOF

Described herein are compounds of Formulae (I)-(II), and pharmaceutically acceptable salts, and pharmaceutical compositions thereof. Also provided are methods and kits involving the inventive compounds or compositions for treating or preventing proliferative diseases such as cancers (e.g., lung cancer, large bowel cancer, pancreas cancer, biliary tract cancer, or endometrial cancer), benign neoplasms, angiogenesis, inflammatory diseases, autoinflammatory diseases, and autoimmune diseases in a subject.

SYNTHETIC PGPG ANALOGS, METHODS OF PREPARATION AND METHODS OF USE

The present invention relates to compounds according to Formula I: and salts thereof, wherein R1, R2, R3, R4, and L are as defined herein. Methods for preparing compounds of Formula I are also provided. The present invention further includes methods of treating and preventing bacterial infections, and methods of identifying pGpG-binding domains in bacteria, using the compounds of Formula I.

Rationally designed squaryldiamides - A novel class of sugar-nucleotide mimics?

Sugar-nucleotides such as GDP-mannose, GDP-fucose and UDP-glucose are important biomolecules with a central role in carbohydrate and glycoconjugate biosynthesis, metabolism and cell signalling. Analogues and mimics of naturally occurring sugar-nucleotides are sought after as chemical tools and inhibitor candidates for sugar-nucleotide-dependent enzymes including glycosyltransferases. Many sugar-nucleotides bind to their target glycosyltransferases via coordination of the diphosphate group to a divalent metal cofactor in the active site. The identification of uncharged, chemically stable surrogates for the diphosphate group, with the ability to coordinate to a divalent metal, is therefore an important design criteria for the development of sugar-nucleotide mimics. Here, we describe the rational design and synthesis of a novel class of sugar-nucleotide mimics based on a squaryldiamide scaffold, an uncharged phosphate isostere. We demonstrate by comprehensive NMR titration experiments that the new sugar-nucleotide mimics coordinate efficiently to Mg2+, and provide results from biological studies with a therapeutically relevant mannosyltransferase from Trypanosoma brucei. Our findings suggest that squaryldiamides are a promising template for the development of sugar-nucleotide mimics, and illustrate the considerable potential of the squarylamide group as a fragment for inhibitor design. The Royal Society of Chemistry 2010.

Aqueous methods for the preparation of 5′-substituted guanosine derivatives

We have developed simple, aqueous strategies, that avoid the use of protecting groups and chromatography, for the preparation of a series of 5′-substituted guanosine derivatives.

Preparation and purification of 5′-amino-5′-deoxyguanosine- 5′-N-phosphoramidate and its initiation properties with T7 RNA polymerase

5′-Amino-5′-deoxyguanosine-5′-N-phosphoramidate (GNHP) was synthesised in four steps from guanosine. Its identity was confirmed using spectroscopic and kinetic studies. A chromatographic method for the purification of this unstable compound was developed. GNHP was found to initiate T7 RNAP promoted transcriptions to afford 5′-O3P-NH-RNA, which hydrolyses readily to yield 5′-H2N-RNA that can be conjugated to activated esters.