Tag: M.W=100-150

Surendra Kumar, Radhakrishnan; Moydeen, Meera; Al-Deyab, Salem S.; Manilal, Aseer; Idhayadhulla, Akbar published the artcile< Synthesis of new morpholine-connected pyrazolidine derivatives and their antimicrobial, antioxidant, and cytotoxic activities>, SDS of cas: 1003-32-3, the main research area is morpholine pyrazolidine derivative synthesis antimicrobial antioxidant anticancer; Antimicrobial activity; Antioxidant activity; Cytotoxic activity; Morpholine-connected pyrazolidine; Pyrrolidine metal-free catalysis.

A simple and convenient one-pot four-component synthesis of morpholine-connected pyrazolidine derivatives 2a-f and 4a-f was developed using direct metal-free catalysis, with the identities of the synthesized compounds confirmed by IR, NMR (1H and 13C), mass spectrometry, and elemental anal. The prepared compounds were inspected for antimicrobial, antioxidant, and cytotoxic activities. Antimicrobial and antifungal activities against five bacterial and four fungal pathogens, resp., were investigated using the disk diffusion technique. In antibacterial activity, compounds 2d and 2f (I and II, resp., MIC = 2 μg/mL) exhibited significantly higher activity than the standard ciprofloxacin. The results of antifungal assay showed that the activity of compound 4a (IV, MIC = 0.5 μg/mL) was significantly higher than the standard clotrimazole. Antioxidant activity was screened based on ABTS·+ radical scavenging and linoleic acid peroxidation performance. Compound 4a showed substantial antioxidant (91.3%) activities, as compared with the Trolox standard Cytotoxicity was evaluated using HepG2 (liver), HeLa (cervical), and MCF-7 (breast) cancer cell lines, with high toxicities observed for 2b (III, GI50 = 12.2 μm) and 4a (GI50 = 07.8 μm).

Bioorganic & Medicinal Chemistry Letters published new progress about Antibacterial agents. 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

Yin, Liuyan; Wang, Lanzhi published the artcile< Chemo-/regio-selective synthesis of 2-aryl-3-acetyl-2,4-dihydro-1H-5H-1,5-benzodiazepines using Lewis acid, CeCl3·7H2O>, Computed Properties of 1003-32-3, the main research area is dihydrobenzodiazepine aryl acetyl preparation chemoselective regioselective; phenylenediamine aryl aldehyde butynone condensation Lewis acid catalyst.

A unique and efficient method has been developed for the one-pot synthesis of 2-aryl-3-acetyl-2,4-dihydro-1H-5H-1,5-benzodiazepines I (Ar = 2-thiazolyl, 2-thienyl, 4-ClC6H4, etc.) in good yields using o-phenylenediamine, aromatic aldehyde and 3-butyn-2-one in the presence of a catalytic amount of CeCl3·7H2O in ethanol at ambient temperature An exclusive chemo-/regio-selective formation of substituted isomers of 2-aryl-3-acetyl-2,4-dihydro-1H-5H-1,5-benzodiazepines II (Ar = 2-thiazolyl, 2-thienyl, 4-ClC6H4, etc.; R = CH3, F, Cl, Br) was achieved from the different reaction process, by exploiting the strategy based on the variation of electrophilicity of the two electrophilic centers of aromatic aldehyde, 3-butyn-2-one and nucleophilic profiles of substituted o-phenylenediamines. This process offers an easy and efficient synthesis of 2-aryl-3-acetyl-2,4-dihydro-1H-5H-1,5-benzodiazepines in high yields.

Tetrahedron Letters 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, Computed Properties of 1003-32-3.

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

Samet, A. V.; Firgang, S. I.; Semenov, V. V. published the artcile< Rearrangement of 2-amino-4-cyclopropylthiazolium bromide>, Synthetic Route of 324579-90-0, the main research area is pyrrolothiazolinium bromide preparation; aminocyclopropylthiazolium bromide rearrangement.

A procedure for preparation of aminodihydropyrrolothiazolinium bromide is reported. Rearrangement of 2-amino-4-cyclopropylthiazolium bromide (I) provided 3-amino-6,7-dihydro-5H-pyrrolo[1,2-c]thiazolinium bromide (II) in excellent yield.

Chemistry of Heterocyclic Compounds (New York, NY, United States) published new progress about Thermal rearrangement. 324579-90-0 belongs to class thiazole, and the molecular formula is C6H8N2S, Synthetic Route of 324579-90-0.

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

Wang, Ning-Yu; Xu, Ying; Zuo, Wei-Qiong; Xiao, Kun-Jie; Liu, Li; Zeng, Xiu-Xiu; You, Xin-Yu; Zhang, Li-Dan; Gao, Chao; Liu, Zhi-Hao; Ye, Ting-Hong; Xia, Yong; Xiong, Ying; Song, Xue-Jiao; Lei, Qian; Peng, Cui-Ting; Tang, Hong; Yang, Sheng-Yong; Wei, Yu-Quan; Yu, Luo-Ting published the artcile< Discovery of Imidazo[2,1-b]thiazole HCV NS4B Inhibitors Exhibiting Synergistic Effect with Other Direct-Acting Antiviral Agents>, HPLC of Formula: 324579-90-0, the main research area is imidazothiazole HCV NS4B inhibitor drug synergism antiviral.

The design, synthesis, and SAR studies of novel inhibitors of HCV NS4B based on the imidazo[2,1-b]thiazole scaffold were described. Optimization of potency with respect to genotype 1b resulted in the discovery of two potent leads 26f (I, EC50 = 16 nM) and 28g (II, EC50 = 31 nM). The resistance profile studies revealed that 26f and 28g targeted HCV NS4B, more precisely the second amphipathic α helix of NS4B (4BAH2). Cross-resistance between our 4BAH2 inhibitors and other direct-acting antiviral agents targeting NS3/4A, NS5A, and NS5B was not observed For the first time, the synergism of a series of combinations based on 4BAH2 inhibitors was evaluated. The results demonstrated that our 4BAH2 inhibitor 26f was synergistic with NS3/4A inhibitor simeprevir, NS5A inhibitor daclatasvir, and NS5B inhibitor sofosbuvir, and it could also reduce the dose of these drugs at almost all effect levels. Our study suggested that favorable effects could be achieved by combining 4BAH2 inhibitors such as 26f with these approved drugs and that new all-oral antiviral combinations based on 4BAH2 inhibitors were worth developing to supplement or even replace current treatment regimens for curing HCV infection.

Journal of Medicinal Chemistry published new progress about Antiviral agents. 324579-90-0 belongs to class thiazole, and the molecular formula is C6H8N2S, HPLC of Formula: 324579-90-0.

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

Horiuchi, Takao; Takeda, Yasuyuki; Haginoya, Noriyasu; Miyazaki, Masaki; Nagata, Motoko; Kitagawa, Mayumi; Akahane, Kouichi; Uoto, Kouichi published the artcile< Discovery of novel thieno[2,3-d]pyrimidin-4-yl hydrazone-based cyclin-dependent kinase 4 inhibitors: synthesis, biological evaluation and structure-activity relationships>, Recommanded Product: Thiazole-5-carboxyaldehyde, the main research area is thienopyrimidinyl hydrazone preparation biol activity cyclin dependent kinase inhibitor; anticancer agent thienopyrimidinyl hydrazone preparation structure activity relationship; structure activity relationship thienopyrimidinyl hydrazone preparation CDK4 inhibitor.

The design, synthesis, and evaluation of novel thieno[2,3-d]pyrimidin-4-yl hydrazones, e.g. I, as cyclin-dependent kinase 4 (CDK4) inhibitors are described. In continuing our program aim to search for potent CDK4 inhibitors, the introduction of a thiazole group at the hydrazone part has led to marked enhancement of chem. stability. Furthermore, by focusing on the optimization at the C-4′ position of the thiazole ring and the C-6 position of the thieno[2,3-d]pyrimidine moiety, compound I has been identified with efficacy in a xenograft model of HCT116 cells. In this paper, the potency, selectivity profile, and structure-activity relationships of our synthetic compounds are discussed.

Chemical & Pharmaceutical Bulletin published new progress about Antitumor agents. 1003-32-3 belongs to class thiazole, and the molecular formula is C4H3NOS, Recommanded Product: Thiazole-5-carboxyaldehyde.

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

Isbrandt, Eric S.; Nasim, Amrah; Zhao, Karen; Newman, Stephen G. published the artcile< Catalytic Aldehyde and Alcohol Arylation Reactions Facilitated by a 1,5-Diaza-3,7-diphosphacyclooctane Ligand>, Related Products of 1003-32-3, the main research area is aryl iodide aldehyde nickel diazadiphosphacyclooctane catalyst reductive Heck arylation; primary alc aryliodide nickel diazadiphosphacyclooctane catalyst reductive Heck arylation; secondary alc preparation.

A catalytic method to access secondary alcs. by the coupling of aryl iodides was reported. Either aldehydes or alcs. can be used as reaction partners, making the transformation reductive or redox-neutral, resp. The reaction was mediated by a Ni catalyst and a 1,5-diaza-3,7-diphosphacyclooctane. This P2N2 ligand, which was previously been unrecognized in cross-coupling and related reactions, was found to avoid deleterious aryl halide reduction pathways that dominate with more traditional phosphines and NHCs. An interrupted carbonyl-Heck type mechanism was proposed to be operative, with a key 1,2-insertion step forging the new C-C bond and forming a nickel alkoxide that may be turned over by an alc. reductant. The same catalyst was also found to enable synthesis of ketone products from either aldehydes or alcs., demonstrating control over the oxidation state of both the starting materials and products.

Journal of the American Chemical Society published new progress about Aldehydes 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, Related Products of 1003-32-3.

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

Patel, Snahel; Harris, Seth F.; Gibbons, Paul; Deshmukh, Gauri; Gustafson, Amy; Kellar, Terry; Lin, Han; Liu, Xingrong; Liu, Yanzhou; Liu, Yichin; Ma, Changyou; Scearce-Levie, Kimberly; Ghosh, Arundhati Sengupta; Shin, Young G.; Solanoy, Hilda; Wang, Jian; Wang, Bei; Yin, Jianping; Siu, Michael; Lewcock, Joseph W. published the artcile< Scaffold-Hopping and Structure-Based Discovery of Potent, Selective, And Brain Penetrant N-(1H-Pyrazol-3-yl)pyridin-2-amine Inhibitors of Dual Leucine Zipper Kinase (DLK, MAP3K12)>, Application In Synthesis of 324579-90-0, the main research area is preparation pyrazolylpyridinamine leucine zipper kinase inhibitor.

Recent data suggest that inhibition of dual leucine zipper kinase (DLK, MAP3K12) has therapeutic potential for treatment of a number of indications ranging from acute neuronal injury to chronic neurodegenerative disease. Thus, high demand exists for selective small mol. DLK inhibitors with favorable drug-like properties and good CNS penetration. Herein the authors describe a shape-based scaffold hopping approach to convert pyrimidine 1 to a pyrazole core with improved physicochem. properties. The authors also present the first crystal structures of DLK. By utilizing a combination of property and structure-based design, the authors identified inhibitor I, a potent, selective, and brain-penetrant inhibitor of DLK with activity in an in vivo nerve injury model.

Journal of Medicinal Chemistry published new progress about Blood-brain barrier. 324579-90-0 belongs to class thiazole, and the molecular formula is C6H8N2S, Application In Synthesis of 324579-90-0.

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

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

Helal, Christopher J.; Sanner, Mark A.; Cooper, Christopher B.; Gant, Thomas; Adam, Mavis; Lucas, John C.; Kang, Zhijun; Kupchinsky, Stanley; Ahlijanian, Michael K.; Tate, Bonnie; Menniti, Frank S.; Kelly, Kristin; Peterson, Marcia published the artcile< Discovery and SAR of 2-aminothiazole inhibitors of cyclin-dependent kinase 5/p25 as a potential treatment for Alzheimer's disease>, Recommanded Product: 5-Isopropylthiazol-2-amine, the main research area is cyclin dependent kinase inhibitor thiazolyl isobutyramide structure.

High-throughput screening with cyclin-dependent kinase 5 (cdk5)/p25 led to the discovery of N-(5-isopropyl-thiazol-2-yl)isobutyramide. This compound is an equipotent inhibitor of cdk5 and cyclin-dependent kinase 2 (cdk2)/cyclin E (IC50 = ca. 320 nM). Parallel and directed synthesis techniques were utilized to explore the SAR of this series. Up to 60-fold improvements in potency at cdk5 and 12-fold selectivity over cdk2 were achieved.

Bioorganic & Medicinal Chemistry Letters published new progress about Alzheimer disease. 101080-15-3 belongs to class thiazole, and the molecular formula is C6H10N2S, Recommanded Product: 5-Isopropylthiazol-2-amine.

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