120893-63-2

Usage

Uses

Used in Pharmaceutical Synthesis:
4-N-PENTYLOXYBENZONITRILE is utilized as an intermediate in the synthesis of pharmaceuticals, leveraging its aromatic and nitrile characteristics to contribute to the development of new medicinal compounds.
Used in Agrochemical Production:
In the agrochemical industry, 4-N-PENTYLOXYBENZONITRILE serves as a key component in the formulation of various agrochemicals, potentially enhancing crop protection and yield.
Used in Dye Manufacturing:
4-N-PENTYLOXYBENZONITRILE is also employed in the production of dyes, capitalizing on its aromatic properties to create a range of colorants for different applications.
Used as a Building Block in Organic Synthesis:
4-N-PENTYLOXYBENZONITRILE is used as a building block in organic synthesis, enabling the preparation of more complex molecules for a variety of applications across different industries.

Upstream product

• 110-53-2 1-Bromopentane 
• 767-00-0 4-cyanophenol 
• 71-41-0 pentan-1-ol 
• 623-00-7 4-bromobenzenecarbonitrile 
• 540492-15-7 1-(4-n-pentyloxyphenyl)-2-trimethylsilylacetylene 
• 30752-18-2 1-bromo-4-pentyloxybenzene 
• 3058-39-7 4-iodobenzonitrile 
• 79887-16-4 1-ethynyl-4-(pentyloxy)benzene 
• 95857-33-3 1-(pentyloxy)-4-vinylbenzene 

Downstream Products

• 5085-43-8 p-Amyloxybenzylamin 
• 89790-09-0 N-(4-Pentyloxy-benzyl)-formamide 
• 147080-45-3 N-Hydroxy-4-pentyloxy-benzamidine 
• 1026042-87-4 4-Pentyloxy-benzimidic acid ethyl ester 

Relevant academic research and scientific papers

Discovery of LYS006, a Potent and Highly Selective Inhibitor of Leukotriene A4Hydrolase

The cytosolic metalloenzyme leukotriene A4 hydrolase (LTA4H) is the final and rate-limiting enzyme in the biosynthesis of pro-inflammatory leukotriene B4 (LTB4). Preclinical studies have validated this enzyme as an attractive drug target in chronic inflammatory diseases. Despite several attempts, no LTA4H inhibitor has reached the market, yet. Herein, we disclose the discovery and preclinical profile of LYS006, a highly potent and selective LTA4H inhibitor. A focused fragment screen identified hits that could be cocrystallized with LTA4H and inspired a fragment merging. Further optimization led to chiral amino acids and ultimately to LYS006, a picomolar LTA4H inhibitor with exquisite whole blood potency and long-lasting pharmacodynamic effects. Due to its high selectivity and its ability to fully suppress LTB4 generation at low exposures in vivo, LYS006 has the potential for a best-in-class LTA4H inhibitor and is currently investigated in phase II clinical trials in inflammatory acne, hidradenitis suppurativa, ulcerative colitis, and NASH.

Practical heterogeneous photoredox/nickel dual catalysis for C-N and C-O coupling reactions

Efficient C-N and C-O coupling reactions of aryl halides with amines and alcohols have been developed by using the strategy of heterogeneous visible light photoredox and nickel dual catalysis. Obviously, the joint use of inexpensive and bench-stable CdS and nickel salts, together with mild reaction conditions, makes these two transformations attractive for the synthetic community. This heterogeneous dual catalysis system also proved to be successful in the ligand-free catalytic hydroxylation of aryl bromide with water as a nucleophile. The practicality of this protocol is further emphasized by the scaled-up reaction and the reusability of heterogeneous photocatalysts.

Cleavage of the Carbon–Carbon Triple Bonds of Arylacetylenes for the Synthesis of Arylnitriles without a Metal Catalyst

Cleavage of the carbon–carbon triple bonds of alkynes was achieved, which led to the synthesis of arylnitriles under transition-metal-free conditions. A vast range of terminal alkyne substrates underwent this reaction to provide the corresponding nitriles in moderate to good yields with good functional group tolerance.

Simple N-Heterocyclic Carbenes as Ligands in Ullmann-Type Ether and Thioether Formations

A simple N-heterocyclic carbene (NHC) derived from 1-methyl-3-ethylimidazolium tetrafluoroborate was found to be an efficient ligand for a range of copper-catalyzed cross-coupling reactions, leading to the formation of aromatic ethers and thioethers. (Figure presented.) .

Aryl Nitriles from Alkynes Using tert -Butyl Nitrite: Metal-Free Approach to C≡C Bond Cleavage

Alkyne C≡C bond breaking, outside of alkyne metathesis, remains an underdeveloped area in reaction discovery. Recently, nitrogenation has been reported to allow nitrile formation from alkynes. A new protocol for the metal-free C≡C bond cleavage of terminal alkynes to produce nitriles is reported. This method provides an opportunity to synthesize a vast range of nitriles containing aryl, heteroaryl, and natural product derivatives (38 examples). In addition, the potential of tBuONO to act as a powerful nitrogenating agent for terminal aryl alkynes is demonstrated. (Figure Presented).

NBS mediated nitriles synthesis through CC double bond cleavage

An NBS mediated nitriles synthesis through CC double bond cleavage has been developed. TMSN3 was employed as the nitrogen source for this Cu(OAc)2 promoted nitrogenation reaction. This transformation has a relatively high regio-selectivity to form aromatic nitriles.

Copper-catalyzed reduction of alkyl triflates and iodides: An efficient method for the deoxygenation of primary and secondary alcohols

We describe an effective method for catalytic reduction of 1°alkyl sulfonates, and 1°and 2°iodides in the presence of a wide range of functional groups. This Cu-catalyzed reaction provides a means for the effective deoxygenation of alcohols, as demonstrated by the highly selective reduction of 1°alcohols using a triflation/reduction sequence. A preliminary study of the reaction mechanism suggests that the reduction does not involve free-radical intermediates. Primarily reduced: The copper-catalyzed reduction of 1°alkyl sulfonates, and 1°and 2°iodides, which is effective in the presence of a wide range of functional groups, provides a means for the effective deoxygenation of alcohols. A preliminary study of the reaction mechanism suggests that the reduction does not involve free-radical intermediates. Copyright

NHC-copper hydrides as chemoselective reducing agents: Catalytic reduction of alkynes, alkyl triflates, and alkyl halides

The NHC-copper-catalyzed Z-selective semi-reduction of terminal and internal alkynes, as well as the NHC-copper-catalyzed reduction of primary alkyl triflates and primary and secondary alkyl iodides and bromides are described. The high chemoselectivity demonstrated in these examples illustrates the mild nature of copper hydride complexes as reducing agents, which have applications in synthetic chemistry beyond their traditional role in the reduction of activated alkenes and carbonyl compounds.

Synthesis of N1-substituted benzamidines. Effects on blood coagulation, platelet aggregation and antiarrhythmic activity.

A series of N1-substituted-4-alkoxybenzamidines was synthesized and tested in vitro for their inhibitory effects on blood coagulation and agonist induced platelet aggregation. The antiarrhythmic activity against chloroform-induced arrhythmias in mice was also evaluated. The biological activity of the title compounds is reported in comparison with that of procainamide; among the new products described, IVi and IVe were found to have the most potent anti-platelet and antiarrhythmic activity, respectively. The structure-activity relationships are discussed.

The Synthesis and Liquid Crystal Properties of Some Series Homologues of 1,2,4-Oxadiazole Derivatives

Homologues series of some derivatives of 3,5-(4-substituted phenyl)-1,2,4-oxydiazole were synthesized and their phase behavior studied.Introduction of the pentagonal heteroaromatic ring leads to significant changes in mesomorphic behavior in comparison with analogous compounds containing the phenyl ring.The synthesised compounds exhibit smectic and nematic phases. - Keywords: 1,2,4-oxadiazole, nematic and smectic liquid crystals