benzoxazole | Page 7 of 670 | Heterocyclic Building Blocks-Benzoxazole

Deligeorgiev, Todor G. et al. published their research in Monatshefte fuer Chemie in 2011 | CAS: 23417-29-0

6-Methyl-1,3-benzoxazole-2-thiol (cas: 23417-29-0) belongs to benzoxazole derivatives. Benzoxazoles belong to the group of well-known antifungal agents with antioxidant, antiallergic, antitumoral and antiparasitic activity. Benzoxazoles are prominent in medicinal chemistry due to their wide spectrum of pharmacological activities such as antiparkinson, inhibition of hepatitis C virus, 5-HT3 antagonistic effect.Recommanded Product: 6-Methyl-1,3-benzoxazole-2-thiol

An environmentally benign procedure for the synthesis of substituted 2-thiobenzothiazoles, 2-thiobenzoxazoles, 2-thiobenzimidazoles, and 1,3-oxazolopyridine-2-thiols was written by Deligeorgiev, Todor G.;Kaloyanova, Stefka S.;Lesev, Nedyalko Y.;Vaquero, Juan J.. And the article was included in Monatshefte fuer Chemie in 2011.Recommanded Product: 6-Methyl-1,3-benzoxazole-2-thiol This article mentions the following:

An improved environmentally benign procedure for the synthesis of substituted 2-thiobenzothiaoxazoles, 2-thiobenzimidazoles, and 1,3-oxazolopyridine-2-thiols, e.g., I, by cyclization of 2-aminophenols, 2-aminothiophenols, 1,2-phenylenediamines, or 2-amino-3-hydroxypyridines with potassium O-ethyldithiocarbonate in PEG 400 or glycerol under directed microwave irradiation is described. The method can be applied to the synthesis of a variety of derivatives In the experiment, the researchers used many compounds, for example, 6-Methyl-1,3-benzoxazole-2-thiol (cas: 23417-29-0Recommanded Product: 6-Methyl-1,3-benzoxazole-2-thiol).

Referemce:
Benzoxazole – Wikipedia,
Benzoxazole | C7H5NO – PubChem

Siebenbuerger, Lorenz et al. published their research in Journal of Medicinal Chemistry in 2018 | CAS: 936902-12-4

5-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)benzo[d]oxazole (cas: 936902-12-4) belongs to benzoxazole derivatives. The benzoxazole moiety is widely found in various natural compounds, which are often found to be biologically active. A number of marketed drugs are available having benzoxazole as core active moiety like, nonsteroidal anti-inflammatory drug (NSAID)—flunoxaprofen, benoxaprofen, antibiotic—calcimycin.Recommanded Product: 936902-12-4

Highly Potent 17β-HSD2 Inhibitors with a Promising Pharmacokinetic Profile for Targeted Osteoporosis Therapy was written by Siebenbuerger, Lorenz;Hernandez-Olmos, Victor;Abdelsamie, Ahmed S.;Frotscher, Martin;van Koppen, Chris J.;Marchais-Oberwinkler, Sandrine;Scheuer, Claudia;Laschke, Matthias W.;Menger, Michael D.;Boerger, Carsten;Hartmann, Rolf W.. And the article was included in Journal of Medicinal Chemistry in 2018.Recommanded Product: 936902-12-4 This article mentions the following:

Intracellular elevation of E2 levels in bone by inhibition of 17β hydroxysteroid dehydrogenase type 2 (17β-HSD2) without affecting systemic E2 levels is an attractive approach for a targeted therapy against osteoporosis, a disease which is characterized by loss of bone mineral d. Previously identified inhibitor A shows high potency on human and mouse 17β-HSD2, but poor pharmacokinetic properties when applied perorally in mice. A combinatorial chem. approach was utilized to synthesize truncated derivatives of A, leading to highly potent compounds with activities in the low nanomolar to picomolar range. Compound 33, comparable to A in terms of inhibitor potency against both human and mouse enzymes, displays high in vitro metabolic stability in human and mouse liver S9 fraction as well as low toxicity and moderate hepatic CYP inhibition. Thus, compound 33 showed a highly improved peroral pharmacokinetic profile in comparison to A, making 33 a promising candidate for further development. In the experiment, the researchers used many compounds, for example, 5-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)benzo[d]oxazole (cas: 936902-12-4Recommanded Product: 936902-12-4).

Referemce:
Benzoxazole – Wikipedia,
Benzoxazole | C7H5NO – PubChem

Wu, Xiaojin et al. published their research in Angewandte Chemie, International Edition in 2015 | CAS: 132227-03-3

5-Methoxybenzo[d]oxazole (cas: 132227-03-3) belongs to benzoxazole derivatives. Benzoxazoles belong to the group of well-known antifungal agents with antioxidant, antiallergic, antitumoral and antiparasitic activity. Benzoxazoles are prominent in medicinal chemistry due to their wide spectrum of pharmacological activities such as anti-inflammatory, antimycobacterial, antihistamine.Application of 132227-03-3

Palladium-Catalyzed Direct Cyclopropylation of Heterocycles was written by Wu, Xiaojin;Lei, Chuanhu;Yue, Guizhou;Zhou, Jianrong. And the article was included in Angewandte Chemie, International Edition in 2015.Application of 132227-03-3 This article mentions the following:

Variously substituted 1,3-azoles (oxazole, benzoxazole, 4-methylthiazole, caffeine, etc.) and 2- and 3-cyanothiophenes were directly cyclopropylated with cyclopropyl iodides in the presence of a simple palladium catalyst. The relative configuration on the three-membered rings was retained in the products. In this process, the cyclopropyl-halide bond underwent concerted oxidative addition to palladium(0), and cyclopropyl radicals were not involved in the productive pathway. In the experiment, the researchers used many compounds, for example, 5-Methoxybenzo[d]oxazole (cas: 132227-03-3Application of 132227-03-3).

Referemce:
Benzoxazole – Wikipedia,
Benzoxazole | C7H5NO – PubChem

Steinberg, Deborah F. et al. published their research in Tetrahedron in 2017 | CAS: 132227-03-3

5-Methoxybenzo[d]oxazole (cas: 132227-03-3) belongs to benzoxazole derivatives. Benzoxazole derivatives have different biological activities. In the past years, numerous benzoxazole derivatives have been synthesised and evaluated for their biological potential.Application of 132227-03-3

Nickel-catalyzed C-H arylation of benzoxazoles and oxazoles: Benchmarking the influence of electronic, steric and leaving group variations in phenolic electrophiles was written by Steinberg, Deborah F.;Turk, Morgan C.;Kalyani, Dipannita. And the article was included in Tetrahedron in 2017.Application of 132227-03-3 This article mentions the following:

Electronic, steric and leaving group effects for Ni-catalyzed direct arylations using C-O electrophiles were benchmarked. The scope of arylations with pivalates was general with respect to both the electronics on the electrophile and the azoles. Furthermore, the arylation of azoles with tosylates, mesylates and carbamates with varying electronics was explored, and showed electronic trends similar to those of the pivalate reactions. Finally, the relative rate of arylation of 5-Me benzoxazole with two electronically-similar electrophiles bearing different leaving groups was established. The results from these studies implicate the following order of relative reactivity: mesylates>pivalates>carbamates. In the experiment, the researchers used many compounds, for example, 5-Methoxybenzo[d]oxazole (cas: 132227-03-3Application of 132227-03-3).

Referemce:
Benzoxazole – Wikipedia,
Benzoxazole | C7H5NO – PubChem

Yamada, Megumi et al. published their research in Chemical & Pharmaceutical Bulletin in 1998 | CAS: 23417-29-0

6-Methyl-1,3-benzoxazole-2-thiol (cas: 23417-29-0) belongs to benzoxazole derivatives. The benzoxazole moiety is widely found in various natural compounds, which are often found to be biologically active. Due to its versatile biological properties, benzoxazole has been incorporated as an essential pharmacophore and substructure in many medicinal compounds.Category: benzoxazole

A new 5-HT₃ receptor ligand. II. Structure-activity analysis of 5-HT₃ receptor agonist action in the gut was written by Yamada, Megumi;Sato, Yasuo;Kobayashi, Kazuko;Konno, Fukio;Soneda, Tomoko;Watanabe, Takashi. And the article was included in Chemical & Pharmaceutical Bulletin in 1998.Category: benzoxazole This article mentions the following:

Several modified 2-piperazinyl benzoxazole derivatives, which exhibit an agonistic effect on gastrointestinal motility, were synthesized and their effects on the contraction of guinea-pig ileum were examined The quaternary piperazinyl benzoxazole structure has a restricted conformation and stereostructure compared to those of the other 5-HT₃ receptor agonists, serotonin and meta-chlorophenylbiguanide. The mutual positions of the aromatic ring, N atom and terminal amine are considered to form the pharmacophore of the 5-HT₃ receptor agonist in the gut. In the serotonin-evoked reflex bradycardia [Bezold-Jarisch (B-J) reflex] inhibition test using rats the B-J reflex-inducing ratio was different for each synthesized compound Probably in these 5-HT₃ receptor agonists, the substituents of the benzoxazole ring influence the B-J reflex-inducing activity in rats. In the experiment, the researchers used many compounds, for example, 6-Methyl-1,3-benzoxazole-2-thiol (cas: 23417-29-0Category: benzoxazole).

Referemce:
Benzoxazole – Wikipedia,
Benzoxazole | C7H5NO – PubChem

Li, Yanrong et al. published their research in Green Chemistry in 2019 | CAS: 132227-03-3

5-Methoxybenzo[d]oxazole (cas: 132227-03-3) belongs to benzoxazole derivatives. Although benzoxazole itself is of little practical value, many derivatives of benzoxazoles are commercially important. In the past years, numerous benzoxazole derivatives have been synthesised and evaluated for their biological potential.Name: 5-Methoxybenzo[d]oxazole

Copper and cobalt co-catalyzed aerobic oxidative cross-dehydrogenative coupling reaction of (benzo)azoles was written by Li, Yanrong;Qian, Fen;Ge, Xia;Liu, Tao;Jalani, Hitesh B.;Lu, Hongjian;Li, Guigen. And the article was included in Green Chemistry in 2019.Name: 5-Methoxybenzo[d]oxazole This article mentions the following:

The dehydrogenative cross-coupling (CDC) reaction of diversely substituted azoles, e.g., benzoxazole synergistically catalyzed by copper and cobalt, is reported. This protocol represents the first example of the use of air as an oxidant to carry out this chem. reaction. The process provides a convenient and economical method for the construction of valuable unsym. bis-heteroaryl compounds, e.g., 2-(benzo[d]thiazol-2-yl)benzo[d]oxazole including bis-benzoazole compounds that are not obtained in previous catalytic CDC reactions. In the experiment, the researchers used many compounds, for example, 5-Methoxybenzo[d]oxazole (cas: 132227-03-3Name: 5-Methoxybenzo[d]oxazole).

Referemce:
Benzoxazole – Wikipedia,
Benzoxazole | C7H5NO – PubChem

Modica, Gaetano Di et al. published their research in Journal of Heterocyclic Chemistry in 1965 | CAS: 5676-58-4

2,5-Dimethylbenzoxazole (cas: 5676-58-4) belongs to benzoxazole derivatives. Being a heterocyclic compound, benzoxazole finds use in research as a starting material for the synthesis of larger, usually bioactive structures. It is found within the chemical structures of pharmaceutical drugs such as flunoxaprofen and tafamidis.Recommanded Product: 2,5-Dimethylbenzoxazole

Correlation of N.M.R. chemical shifts of 2-methyl protons of substituted benzazoles with Hammett’s substituents constants was written by Modica, Gaetano Di;Barni, Ermanno;Gasco, Alberto. And the article was included in Journal of Heterocyclic Chemistry in 1965.Recommanded Product: 2,5-Dimethylbenzoxazole This article mentions the following:

The chem. shifts of 2-methyl protons of twenty-one 5- and 6-substituted benzazoles determined in carbon tetrachloride solution, were plotted against the Hammett substituent constants using σ_m for groups in the 5- position and σ_p for groups in the 6-position, obtaining satisfactory linear correlations. These results are taken to indicate that electronic effects are transmitted to the 2-position predominantly through the N atom and that virtually no transmission occurs through the hetero atom. The deshielding effect of the hetero atom is opposite to the electronegativity and this may be qual. explained in terms of different aromaticity of these heterocycles. In the experiment, the researchers used many compounds, for example, 2,5-Dimethylbenzoxazole (cas: 5676-58-4Recommanded Product: 2,5-Dimethylbenzoxazole).

Referemce:
Benzoxazole – Wikipedia,
Benzoxazole | C7H5NO – PubChem

Nguyen, Quang The et al. published their research in RSC Advances in 2018 | CAS: 99586-31-9

2-(3-Bromophenyl)benzo[d]oxazole (cas: 99586-31-9) belongs to benzoxazole derivatives. Benzoxazole derivatives have different biological activities. Due to its versatile biological properties, benzoxazole has been incorporated as an essential pharmacophore and substructure in many medicinal compounds.SDS of cas: 99586-31-9

Phosphonium acidic ionic liquid: an efficient and recyclable homogeneous catalyst for the synthesis of 2-arylbenzoxazoles, 2-arylbenzimidazoles and 2-arylbenzothiazoles was written by Nguyen, Quang The;Hang, Anh-Hung Thi;Nguyen, Thuy-Linh Ho;Chau, Duy-Khiem Nguyen;Tran, Phuong Hoang. And the article was included in RSC Advances in 2018.SDS of cas: 99586-31-9 This article mentions the following:

A highly efficient and green strategy was developed for the synthesis of 2-arylbenzoxazoles, 2-arylbenzimidazoles and 2-arylbenzothiazoles I [R = H, Me, Cl, NO₂; Ar = Ph, 4-FC₆H₄, 4-pyridyl, etc.; X = NH, O, S] via phosphonium acidic ionic liquid catalyzed condensation of o-aminophenols, o-phenylenediamine and o-aminothiophenol, resp. with aryl aldehydes. Triphenyl(butyl-3-sulfonyl)phosphonium toluenesulfonate catalyst was easily obtained from cheap and available starting materials through a one-pot synthesis and its structure was identified by ¹H NMR, ¹³C NMR, ³¹P NMR, and FT-IR techniques. Other properties including thermal stability and acidity were determined by TGA and Hammett acidity function method. The merits of this protocol were good yield, short reaction time, broad substrate scope, mild conditions and recyclability of catalyst. In the experiment, the researchers used many compounds, for example, 2-(3-Bromophenyl)benzo[d]oxazole (cas: 99586-31-9SDS of cas: 99586-31-9).

Referemce:
Benzoxazole – Wikipedia,
Benzoxazole | C7H5NO – PubChem

Qiao, Hui-Jie et al. published their research in Tetrahedron in 2015 | CAS: 99586-31-9

2-(3-Bromophenyl)benzo[d]oxazole (cas: 99586-31-9) belongs to benzoxazole derivatives. Although benzoxazole itself is of little practical value, many derivatives of benzoxazoles are commercially important. A number of marketed drugs are available having benzoxazole as core active moiety like, nonsteroidal anti-inflammatory drug (NSAID)—flunoxaprofen, benoxaprofen, antibiotic—calcimycin.Computed Properties of C13H8BrNO

Palladium-catalyzed ortho-nitration of 2-arylbenzoxazoles was written by Qiao, Hui-Jie;Yang, Fan;Wang, Shi-Wei;Leng, Yu-Ting;Wu, Yang-Jie. And the article was included in Tetrahedron in 2015.Computed Properties of C13H8BrNO This article mentions the following:

An efficient and general protocol for palladium-catalyzed chelation-assisted ortho-nitration of 2-arylbenzoxazoles has been developed. This nitration exhibits high regioselectivity for the substrates, and the reaction could tolerate many functional groups such as F, Cl, Br, CH₃, CH₃O, affording ortho-nitration products in moderate to good yields. Moreover, some 2-arylbenzoxazole heterocyclic analogs proceed well under this catalytic system. Further studies have been performed to obtain insight into the mechanism. In the experiment, the researchers used many compounds, for example, 2-(3-Bromophenyl)benzo[d]oxazole (cas: 99586-31-9Computed Properties of C13H8BrNO).

Referemce:
Benzoxazole – Wikipedia,
Benzoxazole | C7H5NO – PubChem

Aksenov, Nicolai A. et al. published their research in RSC Advances in 2015 | CAS: 5676-58-4

2,5-Dimethylbenzoxazole (cas: 5676-58-4) belongs to benzoxazole derivatives. Benzoxazole nucleus is one of the most important heterocyclic compounds exhibiting remarkable pharmacological activities. Benzoxazoles are prominent in medicinal chemistry due to their wide spectrum of pharmacological activities such as antibacterial, antifungal, anticancer.Recommanded Product: 2,5-Dimethylbenzoxazole

One-pot synthesis of benzoxazoles via the metal-free ortho-C-H functionalization of phenols with nitroalkanes was written by Aksenov, Nicolai A.;Aksenov, Alexander V.;Nadein, Oleg N.;Aksenov, Dmitrii A.;Smirnov, Alexander N.;Rubin, Michael. And the article was included in RSC Advances in 2015.Recommanded Product: 2,5-Dimethylbenzoxazole This article mentions the following:

A one-pot cascade transformation involving metal-free and oxidant-free direct ortho-C-H functionalization, followed by Beckman rearrangement and intramol. cyclocondensation to produce benzoxazoles I [R¹ = H, Me, Et, i-Pr, OH; R² = H, Me, OH, F; R³ = H, Me; R⁴ = CH₃, CH₂CH₃, (CH₂)₄CH₃, C₆H₅, C₆H₅CH₂] and benzobisoxazoles II (R⁵ = CH₃, C₆H₅CH₂; R⁶ = H, Me) directly from easily available phenols and PPA-activated nitroalkanes. In the experiment, the researchers used many compounds, for example, 2,5-Dimethylbenzoxazole (cas: 5676-58-4Recommanded Product: 2,5-Dimethylbenzoxazole).

Referemce:
Benzoxazole – Wikipedia,
Benzoxazole | C7H5NO – PubChem