Category: 1003-32-3

Sun, Hua; Mu, Zifeng; Yang, Canglei; Zhang, Kai; Ji, Xingyu; Zhang, Tianshu; Ding, Huanda; Wang, Shifan; Dong, Liming; Zhang, Jing; Zhang, Qichun published the artcile< Facile Azabenz-Annulations through UV-induced Photocyclization: A Promising Method for Perylenediimide-Based Organic Semiconductors>, Quality Control of 1003-32-3, the main research area is bis azabenz annulated perylenediimide preparation optical electrochem semiconducting property; azabenz-annulations; perylenediimides; photocyclization; semiconductors; ultraviolet-induced.

Herein, four bis-azabenz-annulated PDIs (bis-AzaBPDIs) I (Ar = Ph, thiophen-2-yl, 2-cyanothiophen-5-yl, thiazol-5-yl) are concisely synthesized in high yields through UV-induced photocyclization, where the reaction processes including aldimine condensation, cyclization, and oxidative re-aromatization are investigated. The optical characterizations and theor. simulation reveal that the unique properties of the four bis-AzaBPDIs are comparable to their parent PDI. Organic field effect transistors with compounds I (Ar = thiophen-2-yl, 2-cyanothiophen-5-yl, thiazol-5-yl) as active layers indicated that all compounds showed unipolar electron transport properties with the mobilities of 1.1×10-3, 5.8×10-4, and 8.5×10-6 cm2 V-1 s-1, resp. These results suggest the great potential of bis-AzaBPDIs as organic semiconductors. The easy preparation approach reported in this work would renew research interest in developing bis-AzaBPDI-based optoelectronic mols.

Chemistry – An Asian Journal published new progress about Aryl aldehydes Role: RCT (Reactant), RACT (Reactant or Reagent). 1003-32-3 belongs to class thiazole, and the molecular formula is C4H3NOS, Quality Control of 1003-32-3.

Referemce:
Thiazole | C3H3NS – PubChem,
Thiazole | chemical compound | Britannica

Moree, Wilna J.; Jovic, Florence; Coon, Timothy; Yu, Jinghua; Li, Bin-Feng; Tucci, Fabio C.; Marinkovic, Dragan; Gross, Raymond S.; Malany, Siobhan; Bradbury, Margaret J.; Hernandez, Lisa M.; O’Brien, Zhihong; Wen, Jianyun; Wang, Hua; Hoare, Samuel R. J.; Petroski, Robert E.; Sacaan, Aida; Madan, Ajay; Crowe, Paul D.; Beaton, Graham published the artcile< Novel benzothiophene H1-antihistamines for the treatment of insomnia>, Computed Properties of 1003-32-3, the main research area is benzothiophene preparation H1 antihistamine treatment insomnia.

SAR of lead benzothiophene H1-antihistamine I (R = 2-pyridyl) was explored to identify backup candidates with suitable pharmacokinetic profiles for an insomnia program. Several potent and selective H1-antihistamines with a range of projected half-lives in humans were identified. Had a suitable human half-life as demonstrated in a human microdose study, but variability in pharmacokinetic profile, attributed to metabolic clearance, prevented further development of this compound I (R = 1-pyrazolyl) demonstrated lower predicted clearance in preclin. studies, and may represent a more suitable backup compound

Bioorganic & Medicinal Chemistry Letters published new progress about Histamine H1 receptor antagonists. 1003-32-3 belongs to class thiazole, and the molecular formula is C4H3NOS, Computed Properties of 1003-32-3.

Referemce:
Thiazole | C3H3NS – PubChem,
Thiazole | chemical compound | Britannica

Kikelj, D.; Urleb, U. published the artcile< Product class 17: thiazoles>, Application of C4H3NOS, the main research area is review thiazole preparation.

A review of synthetic methods to prepare thiazoles as well as reactive modifications of thiazole moieties.

Science of Synthesis published new progress about Cyclization. 1003-32-3 belongs to class thiazole, and the molecular formula is C4H3NOS, Application of C4H3NOS.

Referemce:
Thiazole | C3H3NS – PubChem,
Thiazole | chemical compound | Britannica

Jiang, Xingyu; Beiger, Jason J.; Hartwig, John F. published the artcile< Stereodivergent Allylic Substitutions with Aryl Acetic Acid Esters by Synergistic Iridium and Lewis Base Catalysis>, HPLC of Formula: 1003-32-3, the main research area is stereodivergent allylic substitution iridium Lewis base; chiral allyl arylacetic ester preparation mol crystal structure; iridium Lewis base stereodivergent allylic substitution synergistic catalyst.

The preparation of all possible stereoisomers of a given chiral mol. bearing multiple stereocenters by a simple and unified method is a significant challenge in asym. catalysis. We report stereodivergent allylic substitutions with aryl acetic acid esters catalyzed synergistically by a metallacyclic iridium complex and benzotetramisole. Through permutations of the enantiomers of the two chiral catalysts, all four stereoisomers of the products bearing two adjacent stereocenters, e.g., I, are accessible with high diastereoselectivity and enantioselectivity. The resulting chiral activated ester products can be converted readily to enantioenriched amides, unactivated esters, and carboxylic acids in a one-pot manner.

Journal of the American Chemical Society published new progress about Allylic substitution reaction (stereoselective). 1003-32-3 belongs to class thiazole, and the molecular formula is C4H3NOS, HPLC of Formula: 1003-32-3.

Referemce:
Thiazole | C3H3NS – PubChem,
Thiazole | chemical compound | Britannica

Ho, Ginny D.; Michael Seganish, W.; Bercovici, Ana; Tulshian, Deen; Greenlee, William J.; Van Rijn, Rachel; Hruza, Alan; Xiao, Li; Rindgen, Diane; Mullins, Deborra; Guzzi, Mario; Zhang, Xiaoping; Bleickardt, Carina; Hodgson, Robert published the artcile< The SAR development of dihydroimidazoisoquinoline derivatives as phosphodiesterase 10A inhibitors for the treatment of schizophrenia>, Quality Control of 1003-32-3, the main research area is phosphodiesterase inhibitor schizophrenia dihydroimidazoisoquinoline derivative preparation SAR.

The identification of potent and orally active dihydroimidazoisoquinolines as PDE 10A inhibitors is reported. The SAR development led to the discovery of compound 35 (I) as a potent, selective, and orally active PDE10A inhibitor. Compound 35 inhibited MK-801-induced hyperactivity at 3 mg/kg and displayed a 10-fold separation between the minimal EDs for inhibition of MK-801-induced hyperactivity and hypolocomotion in rats.

Bioorganic & Medicinal Chemistry Letters published new progress about Antipsychotics. 1003-32-3 belongs to class thiazole, and the molecular formula is C4H3NOS, Quality Control of 1003-32-3.

Referemce:
Thiazole | C3H3NS – PubChem,
Thiazole | chemical compound | Britannica

Agarwal, Sameer; Pethani, Jignesh P.; Shah, Hardik A.; Vyas, Vismit; Sasane, Santosh; Bhavsar, Harsh; Bandyopadhyay, Debdutta; Giri, Poonam; Viswanathan, Kasinath; Jain, Mukul R.; Sharma, Rajiv published the artcile< Identification of a novel orally bioavailable NLRP3 inflammasome inhibitor>, SDS of cas: 1003-32-3, the main research area is oral bioavailable NLRP3 inflammasome inhibitor synthesis alkenyl sulfonylurea; Acute respiratory distress syndrome (ARDS); Coronavirus disease 2019 (COVID-19); Inflammation; Interleukin-1β (IL-1β); NLRP3; NLRP3 inflammasome; Sulfonylurea.

NLRP3 inflammasome mediated release of interleukin-1β (IL-1β) has been implicated in various diseases, including COVID-19. In this study, rationally designed alkenyl sulfonylurea derivatives were identified as novel, potent and orally bioavailable NLRP3 inhibitors. Compound 7 (I) was found to be potent (IL-1β IC50 = 35 nM; IL-18 IC50 = 33 nM) and selective NLRP3 inflammasome inhibitor with excellent pharmacokinetic profile having oral bioavailability of 99% in mice.

Bioorganic & Medicinal Chemistry Letters published new progress about Acute respiratory distress syndrome. 1003-32-3 belongs to class thiazole, and the molecular formula is C4H3NOS, SDS of cas: 1003-32-3.

Referemce:
Thiazole | C3H3NS – PubChem,
Thiazole | chemical compound | Britannica

Takeda, Yasuyuki; Uoto, Kouichi; Iwahana, Michio; Jimbo, Takeshi; Nagata, Motoko; Atsumi, Ryo; Ono, Chiho; Tanaka, Noriko; Terasawa, Hirofumi; Soga, Tsunehiko published the artcile< New highly active taxoids from 9β-dihydrobaccatin-9,10-acetals. Part 5>, Related Products of 1003-32-3, the main research area is taxoid preparation dihydrobaccatin acetal; taxane acetal preparation antitumor metabolic stability.

To improve the metabolic stability of I, which exhibited both in vitro antitumor activity and in vivo efficacy by both iv and po administration, we designed and synthesized new taxane analogs. Most of the synthetic compounds maintained excellent antitumor activity and were scarcely metabolized by human liver microsomes. And some compounds exhibited potent antitumor effects against B16 melanoma BL6 in vivo by both iv and po administration similarly to I.

Bioorganic & Medicinal Chemistry Letters published new progress about Antitumor agents. 1003-32-3 belongs to class thiazole, and the molecular formula is C4H3NOS, Related Products of 1003-32-3.

Referemce:
Thiazole | C3H3NS – PubChem,
Thiazole | chemical compound | Britannica

Wang, Rubing; Chen, Chengsheng; Zhang, Xiaojie; Zhang, Changde; Zhong, Qiu; Chen, Guanglin; Zhang, Qiang; Zheng, Shilong; Wang, Guangdi; Chen, Qiao-Hong published the artcile< Structure-Activity Relationship and Pharmacokinetic Studies of 1,5-Diheteroarylpenta-1,4-dien-3-ones: A Class of Promising Curcumin-Based Anticancer Agents>, Safety of Thiazole-5-carboxyaldehyde, the main research area is pentadienone curcumin structure pharmacokinetics antitumor neoplasm.

Forty-three 1,5-diheteroaryl-1,4-pentadien-3-ones were designed as potential curcumin mimics, structurally featuring a central five-carbon dienone linker and two identical nitrogen-containing aromatic rings. They were synthesized using a Horner-Wadsworth-Emmons reaction as the critical step and evaluated for their cytotoxicity and antiproliferative activities toward both androgen-insensitive and androgen-sensitive prostate cancer cell lines and an aggressive cervical cancer cell line. Most of the synthesized compounds showed distinctly better in vitro potency than curcumin in the four cancer cell lines. The structure-activity data acquired from the study validated (1E,4E)-1,5-diheteroaryl-1,4-pentadien-3-ones as an excellent scaffold for in-depth development for clin. treatment of prostate and cervical cancers. 1-Alkyl-1H-imidazol-2-yl, ortho pyridyl, 1-alkyl-1H-benzo[d]imidazole-2-yl, 4-bromo-1-methyl-1H-pyrazol-3-yl, thiazol-2-yl, and 2-methyl-4-(trifluoromethyl)thiazol-5-yl were identified as optimal heteroaromatic rings for the promising in vitro potency. (1E,4E)-1,5-Bis(2-methyl-4-(trifluoromethyl)thiazol-5-yl)penta-1,4-dien-3-one, featuring thiazole rings and trifluoromethyl groups, was established as the optimal lead compound because of its good in vitro potency and attractive in vivo pharmacokinetic profiles.

Journal of Medicinal Chemistry published new progress about Antitumor agents. 1003-32-3 belongs to class thiazole, and the molecular formula is C4H3NOS, Safety of Thiazole-5-carboxyaldehyde.

Referemce:
Thiazole | C3H3NS – PubChem,
Thiazole | chemical compound | Britannica

Chan, Yuk-Cheung; Sak, Marcus H.; Frank, Scott A.; Miller, Scott J. published the artcile< Tunable and Cooperative Catalysis for Enantioselective Pictet-Spengler Reaction with Varied Nitrogen-Containing Heterocyclic Carboxaldehydes>, SDS of cas: 1003-32-3, the main research area is heterocyclic tetrahydro carboline preparation enantioselective; benzylindolyl ethanamine carboxaldehyde Pictet Spengler squaramide carboxylic acid catalyst; Pictet-Spengler; cooperative catalysis; heterocycles; hydrogen bond donors; peptides.

Herein an organocatalytic enantioselective functionalization of heterocyclic carboxaldehydes RCHO (R = Ph, pyridin-3-yl, 1H-imidazol-2-yl, etc.) via the Pictet-Spengler reaction was reported. Through careful pairing of novel squaramide and Bronsted acid catalysts, this method tolerates a breadth of heterocycles, enabling preparation of a series of heterocycle conjugated β-(tetrahydro)carbolines I (R1 = Bn, 3-ethoxy-3-oxopropyl, 2-methoxy-2-oxoethyl, etc.) in good yield and enantioselectivity. Careful selection of carboxylic acid co-catalyst is essential for toleration of a variety of regioisomeric heterocycles I. Utility is demonstrated via the three-step stereoselective preparation of pyridine-containing analogs I (R = 5-chloropyridin-2-yl; R1 = 3-ethoxy-3-oxopropyl, 2-methoxy-2-oxoethyl, 2-carboxyethyl, carboxymethyl) of potent selective estrogen receptor downregulator and U.S. FDA approved drug Tadalafil.

Angewandte Chemie, International Edition published new progress about Amines Role: RCT (Reactant), SPN (Synthetic Preparation), RACT (Reactant or Reagent), PREP (Preparation). 1003-32-3 belongs to class thiazole, and the molecular formula is C4H3NOS, SDS of cas: 1003-32-3.

Referemce:
Thiazole | C3H3NS – PubChem,
Thiazole | chemical compound | Britannica

Yamada, Shinji; Yamagami, Kaoru; Oaku, Saki published the artcile< [2+2] Photodimerization of (E)-styrylthiazoles through cation-π-controlled preorientation>, SDS of cas: 1003-32-3, the main research area is diphenyl thiazolyl cyclobutane preparation diastereoselective regioselective; styrylthiazole photodimerization.

Cation-π-controlled preorientation of (E)-styrylthiazoles RCH=CHC6H5 (R = 1,3-thiazol-2-yl, 1,3-thiazol-4-yl, 1,3-thiazol-5-yl) was performed in both solution and solid phases. Irradiation of (E)-styrylthiazoles in the presence of HCl produced synHT dimers I (R = 1,3-thiazol-2-yl, 1,3-thiazol-4-yl) in good selectivities, while little selectivity was observed without HCl. X-ray structures for the HCl salts of (E)-styrylthiazoles showed a head-to-tail arrangement through cation-π interactions between the two neighboring mols. Irradiation of these HCl salts produced synHT dimers I in excellent yields.

Tetrahedron Letters published new progress about Alkenes Role: RCT (Reactant), RACT (Reactant or Reagent). 1003-32-3 belongs to class thiazole, and the molecular formula is C4H3NOS, SDS of cas: 1003-32-3.

Referemce:
Thiazole | C3H3NS – PubChem,
Thiazole | chemical compound | Britannica