33994-44-4

Usage

Uses

Used in Chemical Synthesis:
Methyl 3-(4-Iodophenyl)propanoate is used as a reactant in the preparation of HKGreen-1, a highly selective fluorescent probe for the detection of peroxynitrite in living cells. This application is significant because peroxynitrite is a reactive nitrogen species involved in various cellular processes and is associated with several diseases, including neurodegenerative disorders and cancer. Methyl 3-(4-Iodophenyl)propanoate's role in synthesizing HKGreen-1 highlights its importance in the development of diagnostic tools for studying peroxynitrite's biological functions and its involvement in disease mechanisms.

Upstream product

• 67-56-1 methanol 
• 1643-29-4 3-(4-iodophenyl)propionic acid 
• 18107-18-1 diazomethyl-trimethyl-silane 
• 186581-53-3 diazomethane 

Downstream Products

• 191996-69-7 C₂₆H₂₆BrNO₄ 
• 905966-44-1 5,5-dimethyl-2-[4-(2-(methoxycarbonyl)ethyl)phenyl]-1,3,2-dioxaborinane 
• 103-25-3 3-phenylpropanoic acid methyl ester 
• 490035-82-0 methyl 3-[4-(4,4,5,5-tetramethyl[1,3,2]dioxaborolan-2-yl)phenyl]propionoate 
• 1082059-33-3 methyl 3-(4-(p-tolylethynyl)phenyl)propanoate 
• 1206629-46-0 3-(4-((2-methoxyphenyl)ethynyl)phenyl)propanoic acid 
• 1206629-45-9 methyl 3-(4-((2-methoxyphenyl)ethynyl)phenyl)propanoate 
• 154961-68-9 C₁₅H₁₅NO₂ 
• 1283699-40-0 C₂₇H₂₃NO₃S 

Relevant academic research and scientific papers

PROTEIN KINASE C AGONISTS

The present disclosure relates generally to certain diacylglycerol lactone compounds, pharmaceutical compositions comprising said compounds, and methods of making and using said compounds and pharmaceutical compositions. The compounds and compositions disclosed herein may be used for the treatment or prevention of diseases, disorders, or infections modifiable by protein kinase C (PKC) agonists, such as HIV.

Homogenous suspension of immunopotentiating compounds and uses thereof

The present invention generally relates to homogeneous suspensions of small molecule immune potentiators (SMIPs) that are capable of stimulating or modulating an immune response in a subject in need thereof. The homogeneous suspensions may be used in combinations with various antigens or adjuvants for vaccine therapies.

Novel tail and head group prostamide probes

We report the design and synthesis of novel prostaglandin-ethanolamide (PGE2-EA) analogs containing head and tail group modifications to aid in the characterization of a putative prostamide receptor(s). Our synthetic approach utilizes Horner-Wadsworth-Emmons and Wittig reactions to construct the head and the tail moieties of the key PGE2 precursor, which leads to the final products through a peptide coupling, Swern oxidation and HF/pyridine assisted desilylation. The synthesized analogs were shown not to interact significantly with endocannabinoid proteins and recombinant EP1, EP3 and EP4 receptors and suggest a yet to be identified prostamide receptor as their site(s) of action.

COMPOUNDS FOR THE TREATMENT OF METABOLIC DISEASES

There is provided novel compounds capable of modulating the G-protein-coupled receptor GPR40, compositions comprising the compounds, and methods for their use for controlling insulin levels in vivo and for the treatment of conditions such as type Il diabetes, hypertension, ketoacidosis, obesity, glucose intolerance, and hypercholesterolemia and related disorders associated with abnormally high or low plasma lipoprotein, triglyceride or glucose levels.

PROCESSES FOR THE PREPARATION OF BIPHENYL COMPOUNDS

The invention concerns processes for the synthesis of a compound of the formula: wherein: R1 and R2 are each, independently, C1-C12 alkyl, CO2R3, OR4, R5(OR6), or C6-C18 aiyl; R3 -R6 are each, independently, C1-C12 alkyl or C6-C12 aryl; and n and m are each, independently, O or an integer from 1-5; said process comprising: — contacting a compound of the formula H0-R7-0H with BH3 and a compound of the formula in the presence of a nickel-containing catalyst to produce a first product, where R7 is a C2-C12 hydrocarbon group and X is a halogen, OMs or OTs; — contacting the first product in situ with a compound of the formula: in the presence of a nickel-containing catalyst to produce a compound of formula I, where Z is a halogen.

Predicting the structure of supramolecular dendrimers via the analysis of libraries of AB3 and constitutional isomeric AB2 biphenylpropyl ether self-assembling dendrons

The synthesis of 4′-hydroxy-4-biphenylpropionic, 3′,4′- dihydroxy-4-biphenylpropionic, 3′,5′-dihydroxy-4-biphenylpropionic, and 3′,4′,5′-trihydroxy-4-biphenylpropionic methyl esters via three efficient and modular strategies including one based on Ni-catalyzed borylation and sequential cross-coupling is reported. These building blocks were employed in a convergent iterative approach to the synthesis of one library of 3,4,5-trisubstituted and two libraries of constitutional isomeric 3,4- and 3,5-disubstituted biphenylpropyl ether dendrons. Structural and retrostructural analysis of supramolecular dendrimers revealed that biphenylpropyl ether dendrons self-assemble and self-organize into the same periodic lattices and quasi-periodic arrays observed in previously reported libraries, but with larger dimensions, different mechanisms of self-assembly, and improved solubility, thermal, acidic, and oxidative stability. The different mechanisms of self-assembly led to the discovery of two new supramolecular structures. The first represents a new banana-like lamellar crystal with a four layer repeat. The second is a giant vesicular sphere self-assembled from 770 dendrons that exhibits an ultrahigh molar mass of 1.73 × 106 g/mol. Thus, the enhanced size of the self-assembled structures constructed from biphenylpropyl ether dendrons permitted for the first time discrimination of various molecular mechanisms of spherical self-assembly and elaborated a continuum between small filled spheres and very large hollow spheres that is dictated by the primary structure of the dendron. The comparative analysis of libraries of biphenylpropyl ether dendrons with the previously reported libraries of benzyl-, phenylpropyl-, and biphenyl-4-methyl ether dendrons demonstrated biomimetic self-assembly wherein the primary structure of the dendron and to a lesser extent the structure of its repeat unit determines the supramolecular tertiary structure. A "nanoperiodic table" of self-assembling dendrons and supramolecular dendrimers that allows the prediction of the general features of tertiary structures from primary structures was elaborated.

Synthesis of organometallic poly(dendrimer)s by macromonomer polymerization: effect of dendrimer size and structural rigidity on the polymerization efficiency

Two series of first to third generation (G1-G3) oligoether dendrimers, one hearing a shorter spacer chain (C-O) and the other having a longer spacer branch (C-C-C-O) were prepared. Both series of compounds, containing two reactive C≡CH moieties on the dendrimer surface, were used as macromonomers and copolymerized with trans-[Pt(PEt3)2Cl2] to form organometallic poly(dendrimer)s by an outer-sphere-outer-sphere connection strategy. It was found that concentration of monomer used in the polymerization, the dendrimer generation, and, most strikingly, the length of the spacer were key factors that determined the polymerization efficiency. Hence, the structurally more rigid and compact C-O linked dendrimers formed poly(dendrimer)s with a higher degree of polymerization than the structurally less rigid and more bulky C-C-C-O dendrimers. This result was due to the higher tendency to form cyclic oligomers in the latter series of compounds. In addition, the differences in the polymerization efficiency among the three generations of dendrimers could be explained by the gradual decrease of reactive functional group density on the dendrimer surface.

COMPOUNDS AND COMPOSITIONS AS TLR ACTIVITY MODULATORS

The invention provides a novel class of compounds, pharmaceutical compositions comprising such compounds and methods of using such compounds to treat or prevent diseases or disorders associated with Toll-Like Receptors, including TLR7 and TLR8. In one aspect, the compounds are useful as adjuvants for enhancing the effectiveness of a vaccine (formula I) wherein: X3 is N; X4 is N Or CR3; X5 is -CR4=CR5.

Sequential Ni-catalyzed borylation and cross-coupling of aryl halides via in situ prepared neopentylglycolborane

(Chemical Equation Presented) A procedure for NiCl2(dppp)- catalyzed pinacolborylation and neopentylglycolborylation that utilizes in situ prepared inexpensive pinacolborane and neopentylglycolborane is reported. The scope of this reaction was demonstrated with a variety of aryl bromides and iodides. The resulting aryl neopentylglycolboronic esters undergo a NiCl 2(dppe)-catalyzed cross-coupling with aryl halides, resulting in an extremely efficient and cost-effective method for the synthesis of functional biaryls, dendritic building blocks, and other complex architectures.

Discovery of potent and selective agonists for the free fatty acid receptor 1 (FFA1/GPR40), a potential target for the treatment of type II diabetes

A series of 4-phenethynyldihydrocinnamic acid agonists of the free fatty acid receptor 1 (FFA1) has been discovered and explored. The preferred compound 20 (TUG-424, EC50 = 32 nM) significantly increased glucose-stimulated insulin secretion at 100 nM and may serve to explore the role of FFA1 in metabolic diseases such as diabetes or obesity.