87462-63-3

Usage

Uses

Used in Bioconjugation:
6-Heptyn-1-ol, 4-methylbenzenesulfonate is used as a bioconjugation agent for the attachment of biomolecules to various surfaces or other molecules. The propargyl group enables the formation of stable triazole linkages through copper-catalyzed azide-alkyne Click Chemistry, allowing for the efficient and specific attachment of biomolecules.
Used in Drug Delivery Systems:
6-Heptyn-1-ol, 4-methylbenzenesulfonate is used as a component in drug delivery systems to improve the solubility and stability of therapeutic agents. The hydrophilic PEG spacer enhances solubility in aqueous media, while the tosyl group can be utilized for nucleophilic substitution reactions to attach drug molecules or other functional groups.
Used in Chemical Synthesis:
6-Heptyn-1-ol, 4-methylbenzenesulfonate is used as an intermediate in the synthesis of various organic compounds. The tosyl group serves as a versatile leaving group, facilitating nucleophilic substitution reactions, while the propargyl group can participate in copper-catalyzed azide-alkyne Click Chemistry for the formation of triazole-containing compounds.

Upstream product

• 63478-76-2 1-hydroxy-6-heptyne 
• 98-59-9 p-toluenesulfonyl chloride 
• 14916-79-1 3-heptyn-1-ol 
• 1002-36-4 hep-2-yn-1-ol 
• 24293-28-5 1,5-bis(p-toluenesulfonyloxy)pentane 
• 1066-26-8 sodium acetylide 
• 111-29-5 1 ,5-pentanediol 

Downstream Products

• 1608-31-7 (cyclohexylidenemethyl)benzene 
• 25308-75-2 1-Phenylcycloheptene 
• 1363333-68-9 C₂HF₃O₂*C₃₀H₄₇N₆O₉P 
• 1363333-65-6 C₃₀H₄₆FN₆O₈P 
• 81216-14-0 7-bromo-hept-1-yne 
• 50983-76-1 hepta-5,6-dien-1-yl 4-methylbenzenesulfonate 
• 25491-40-1 cyclohexylidenemethyl 4-methylbenzenesulfonate 

Relevant academic research and scientific papers

POTENT AND SELECTIVE DEGRADERS OF ALK

Disclosed are bispecific compounds (degraders) that target ALK or ALK and FAK for degradation. Also disclosed are pharmaceutical compositions containing the degraders and methods of using the bispecific compounds to treat diseases and disorders characterized or mediated by aberrant ALK or ALK and FAK activity.

Design and Synthesis of Oleanolic Acid Trimers to Enhance Inhibition of Influenza Virus Entry

Influenza is a major threat to millions of people worldwide. Entry inhibitors are of particular interest for the development of novel therapeutic strategies for influenza. We have previously discovered oleanolic acid (OA) to be a mild influenza hemagglutinin (HA) inhibitor. In this work, inspired by the 3D structure of HA as a homotrimeric receptor, we designed and synthesized 15 OA trimers with different linkers and central region via the copper-catalyzed azide-alkyne cycloaddition reaction. All of the OA trimers were evaluated for their antiviral activities in vitro, and 12c, 12e, 13c, and 13d were observed to exhibit robust potency (IC50 in the submicromolar range) against influenza A/WSN/33 (H1N1) virus that was stronger than that observed with oseltamivir. In addition, these compounds also displayed strong biological activity against A/Hong Kong/4801/2014 and B/Sichuan/531/2018 (BV). The results of hemagglutination inhibition assays and surface plasmon resonance binding assays suggest that these OA trimers may interrupt the interaction between the HA protein of influenza virus and the host cell sialic acid receptor, thus blocking viral entry. These findings highlight the utility of multivalent OA conjugates to enhance the ligand-target interactions in anti-influenza virus drug design and are also helpful for studying antiviral drugs derived from natural products.

Threading of three rings on two stations: a convergent approach to [4]rotaxane

A novel approach to efficient and selective construction of [4]rotaxane was proposed to demonstrate the superiority of H-bonded azo-macrocycles in forging higher order rotaxanes. The single crystal structure reveals the importance of the interplay of mult

SMARCA DEGRADERS AND USES THEREOF

The present invention provides compounds, pharmaceutically acceptable compositions thereof, and methods of using the same for the modulation of one or more SWI/SNF-related matrix associated actin dependent regulator of chromatin subfamily A (SMARCA) and/or polybromo-1 (PB-1) protein via ubiqitination and/or degradation by compounds. The compounds are bifunctional molecules that link a cereblon-binding moiety to a ligand that binds SMARCA and/or PB1 proteins.

Potent and Preferential Degradation of CDK6 via Proteolysis Targeting Chimera Degraders

A focused PROTAC library hijacking cancer therapeutic target CDK6 was developed. A design principle as "match/mismatch" was proposed for understanding the degradation profile differences in these PROTACs. Notably, potent PROTACs with specific and remarkable CDK6 degradation potential were generated by linking CDK6 inhibitor palbociclib and E3 ligase CRBN recruiter pomalidomide. The PROTAC strongly inhibited proliferation of hematopoietic cancer cells including multiple myeloma and robustly degraded copy-amplified/mutated forms of CDK6, indicating future potential clinical applications.

Synthesis, pharmacological evaluation and molecular modeling studies of triazole containing dopamine D3 receptor ligands

A series of 2-methoxyphenyl piperazine analogues containing a triazole ring were synthesized and their in vitro binding affinities at human dopamine D2 and D3 receptors were evaluated. Compounds 5b, 5c, 5d, and 4g, demonstrate high a

Cyclization of gold acetylides: Synthesis of vinyl sulfonates via gold vinylidene complexes

Differently substituted terminal alkynes that bear sulfonate leaving groups at an appropriate distance were converted in the presence of a propynyl gold(I) precatalyst. After initial formation of a gold acetylide, a cyclization takes place at the β-carbon atom of this species. Mechanistic studies support a mechanism that is related to that of dual gold-catalyzed reactions, but for the new substrates, only one gold atom is needed for substrate activation. After formation of a gold vinylidene complex, which forms a tight contact ion pair with the sulfonate leaving group, recombination of the two parts delivers vinyl sulfonates, which are valuable targets that can serve as precursors for cross-coupling reactions, for example. Gold vinylidene intermediates are generated by the cyclization of gold acetylides that carry a sulfonate leaving group. This result demonstrates for the first time that the formation of these species is not restricted to a dual activation mode. The cyclization products obtained herein contain a vinyl sulfonate moiety, which makes them useful building blocks for cross-coupling reactions.

Fused ring aziridines as a facile entry into triazole fused tricyclic and bicyclic heterocycles

The intramolecular dipolar cycloaddition of an azide with an alkyne has provided a useful entry into triazole fused tricyclic heterocycles containing both the triazole ring and the oxazolidin-2-one ring system. The requisite azido-alkynes have been prepared via a two-step sequence from fused ring aziridines. A series of 6-12 membered rings containing both the oxazolidinone and triazole rings have been prepared. These ring systems have been designed as conformationally restrained analogs of RNA-binding oxazolidinones. The Royal Society of Chemistry 2012.

Identification of α2 macroglobulin as a major serum ghrelin esterase

Fishing for a protein: An analogue of the appetite-stimulating hormone ghrelin containing a phosphonofluoridate moiety and a terminal alkyne functions as a probe to capture the protein α2 macroglobulin (red; see picture). The extraction of the

NEW RADIOHALOGENATED ALKENYL TELLURIUM FATTY ACIDS

Radiolabeled long-chain fatty acids have diagnostic value as radiopharmaceutical tools in myocardial imaging.Some applications of these fatty acids are limited due to their natural metabolic degradation in vivo with subsequent washout of the radioactivity