Category: 5004-88-6

Zhang, Weikang; Meng, Chong; Liu, Yan; Tang, Yawen; Li, Feng published the artcile< Auto-Tandem Catalysis with Ruthenium: From o-Aminobenzamides and Allylic Alcohols to Quinazolinones via Redox Isomerization/Acceptorless Dehydrogenation>, COA of Formula: C9H12N2O3, the main research area is quinazolinone preparation; aminobenzamide alc tandem redox isomerization dehydrogenation ruthenium catalyst microwave.

A strategy for the synthesis of quinazolinones I [R = H, 7-Me, 6,8-di-Cl, etc.; R1 = Et, i-Pr, n-Bu, etc.; R2 = H, n-Bu, Bn] was proposed via Ru-catalyzed redox isomerization/acceptorless dehydrogenation of o-aminobenzamides with allylic alcs. and was obtained in moderate to high yields. This strategy was attractive due to high atom efficiency, minimal consumption of chems. and energy.

Advanced Synthesis & Catalysis published new progress about Allylic alcohols Role: RCT (Reactant), RACT (Reactant or Reagent). 5004-88-6 belongs to class amides-buliding-blocks, and the molecular formula is C9H12N2O3, COA of Formula: C9H12N2O3.

Referemce:
Amide – Wikipedia,
Amide – an overview | ScienceDirect Topics

Xia, Y.; Yang, Z.-Y.; Hour, M.-J.; Kuo, S.-C.; Xia, P.; Bastow, K. F.; Nakanishi, Y.; Nampoothiri, P.; Hackl, T.; Hamel, E.; Lee, K.-H. published the artcile< Antitumor Agents. Part 204:1 Synthesis and Biological Evaluation of Substituted 2-Aryl Quinazolinones>, Synthetic Route of 5004-88-6, the main research area is quinazolinone aryl preparation antitumor HIV agent; tubulin polymerization inhibitor arylquinazolinone preparation.

A series of 2-aryl-quinazolinones I (R6 = R7 = H, R2′ = F, R3′ = H, R4′ = H; R6 = R7 = H, R2′ = H, R3′ = F, R4′ = H; R6 = R7 = H, R2′ = H, R3′ = H, R4′ = F; R6 = R7 = OMe, R2′ = F, R3′ = H, R4′ = H; R6 = R7 = OMe, R2′ = H, R3′ = F, R4′ = H; R6 = R7 = OMe, R2′ = H, R3′ = H, R4′ = F; R6 = R7 = H, OMe, R2′ = H, R3’R4′ = CH:CHCH:CH; R6 = R7 = H, R2′ = H, R3′ = OMe, R4′ = H; R6 = OMe, R7 = H, R2′ = H, R3′ = OMe, R4′ = H; R6 = R7 = OMe, R2′ = H, R3′ = OMe, R4′ = H) was synthesized and evaluated for biol. activity. Among them, I (R6 = OMe, R7 = H, R2′ = H, R3′ = OMe) displayed significant growth inhibitory action against a panel of tumor cell lines and was also a potent inhibitor of tubulin polymerization Quinazolinones I (R6 = R7 = H, R2′ = F, R3′ = H, R4′ = H; R6 = R7 = H, R2′ = H, R3′ = F, R4′ = H; R6 = R7 = H, R2′ = H, R3′ = H, R4′ = F) displayed selective activity against P-gp-expressing epidermoid carcinoma of the nasopharynx. Anti-HIV activity of some of the prepared quinazolinones in acutely infected H9 lymphocytes was also assayed.

Bioorganic & Medicinal Chemistry Letters published new progress about Anti-HIV agents. 5004-88-6 belongs to class amides-buliding-blocks, and the molecular formula is C9H12N2O3, Synthetic Route of 5004-88-6.

Referemce:
Amide – Wikipedia,
Amide – an overview | ScienceDirect Topics

Liu, Wei; Wu, Ge; Gao, Wenxia; Ding, Jinchang; Huang, Xiaobo; Liu, Miaochang; Wu, Huayue published the artcile< Palladium-catalyzed oxidative C=C bond cleavage with molecular oxygen: one-pot synthesis of quinazolinones from 2-amino benzamides and alkenes>, Synthetic Route of 5004-88-6, the main research area is aminobenzamide alkene palladium catalyst one pot tandem reaction; arylquinazolinone preparation green chem.

Palladium-catalyzed oxidative cleavage/cyclization was disclosed for the concise synthesis of various quinazolinone derivatives from readily available 2-aminobenzamides and terminal alkenes with excellent functional group tolerance. The synthetic features regarding the use of oxygen as a green oxidant and its utility were illustrated in the synthesis of sildenafil.

Organic Chemistry Frontiers published new progress about Anilines Role: RCT (Reactant), RACT (Reactant or Reagent). 5004-88-6 belongs to class amides-buliding-blocks, and the molecular formula is C9H12N2O3, Synthetic Route of 5004-88-6.

Referemce:
Amide – Wikipedia,
Amide – an overview | ScienceDirect Topics

Roy, Bivas Chandra; Samim, Sk. Abdus; Panja, Dibyajyoti; Kundu, Sabuj published the artcile< Tandem synthesis of quinazolinone scaffolds from 2-aminobenzonitriles using aliphatic alcohol-water system>, COA of Formula: C9H12N2O3, the main research area is aminobenzonitrile aliphatic alc water tandem hydration dehydrogenative coupling; quinazolinone preparation green chem.

Ru(II) complex catalyzed tandem synthesis of quinazolinone derivatives is reported here. In this sustainable protocol, 2-aminobenzonitriles were directly transformed to quinazolinones using alc.-water system. A variety of quinazolinones was successfully synthesized in good to excellent yields by utilizing challenging methanol and aliphatic alcs. The practical applicability of the protocol was extended by preparative scale synthesis of various heterocycles as well as natural products. To understand the mechanism of this protocol, several control experiments and DFT studies were carried out. Based on the DFT calculations, a metal-ligand cooperative mechanism was proposed for this system.

Catalysis Science & Technology published new progress about Aliphatic alcohols Role: NUU (Other Use, Unclassified), PRP (Properties), RCT (Reactant), USES (Uses), RACT (Reactant or Reagent). 5004-88-6 belongs to class amides-buliding-blocks, and the molecular formula is C9H12N2O3, COA of Formula: C9H12N2O3.

Referemce:
Amide – Wikipedia,
Amide – an overview | ScienceDirect Topics

Liu, Xing-Ping; Narla, Rama Krishna; Uckun, Fatih M. published the artcile< Organic phenyl arsonic acid compounds with potent antileukemic activity>, Product Details of C9H12N2O3, the main research area is phenyl arsonic acid quinazoline preparation potent antileukemic activity; chlorodimethoxyquinazoline condensation reaction aminophenylazo phenylarsonic acid.

12 Organic arsonic acid compounds, e.g. I, were synthesized and evaluated against human B-lineage (NALM-6) and T-lineage (MOLT-3) acute lymphoblastic leukemia (ALL) cell lines. E.g., I was prepared from condensation of 4-chloro-6,7-dimethoxyquinazoline and 4-(4′-aminophenylazo)phenylarsonic acid. The lead compounds 2-trichloromethyl-4-[4′-(4”-phenylazo)phenylarsonic acid]aminoquinazoline (compound 19, PHI-P518; IC50=1.1 ± 0.5 μM against NALM-6 and 2.0 ± 0.8 μM against MOLT-3) and 2-methylthio-4-(2′-phenylarsonic acid)aminopyrimidine (compound 15, PHI-P381; IC50=1.5 ± 0.3 μM against NALM-6 and 2.3 ± 0.5 μM against MOLT-3) exhibited potent antileukemic activity at low micromolar concentrations

Bioorganic & Medicinal Chemistry Letters published new progress about Antitumor agents. 5004-88-6 belongs to class amides-buliding-blocks, and the molecular formula is C9H12N2O3, Product Details of C9H12N2O3.

Referemce:
Amide – Wikipedia,
Amide – an overview | ScienceDirect Topics

Vaskevych, Alla I.; Savinchuk, Nataliia O.; Vaskevych, Ruslan I.; Rusanov, Eduard B.; Grygorenko, Oleksandr O.; Vovk, Mykhailo V. published the artcile< The PIFA-initiated oxidative cyclization of 2-(3-butenyl)quinazolin-4(3H)-ones - an efficient approach to 1-(hydroxymethyl)-2,3-dihydropyrrolo[1,2-a]quinazolin-5(1H)-ones>, Application In Synthesis of 5004-88-6, the main research area is hydroxymethyl dihydropyrroloquinazolinone preparation regioselective; butenyl quinazolinone oxidative exo trig cyclization PIFA; [bis(trifluoroacetoxy)iodo]benzene PIFA; nitrogen heterocycles; oxidative cyclization; pyrrolo[1,2-a]quinazolines.

A regioselective method for the synthesis of 1-(hydroxymethyl)-2,3-dihydropyrrolo[1,2-a]quinazolin-5(1H)-ones – close structural analogs of naturally occurring vasicinone alkaloids – is described. The procedure is based on PIFA-initiated oxidative 5-exo-trig cyclization of 2-(3-butenyl)quinazolin-4(3H)-ones, in turn prepared by thermal cyclocondensation of the corresponding 2-(pent-4-enamido)benzamides. The products obtained have a good natural product likeness (NPL) score and therefore can be useful for the design of natural product-like compound libraries.

Beilstein Journal of Organic Chemistry published new progress about Benzamides Role: RCT (Reactant), SPN (Synthetic Preparation), RACT (Reactant or Reagent), PREP (Preparation). 5004-88-6 belongs to class amides-buliding-blocks, and the molecular formula is C9H12N2O3, Application In Synthesis of 5004-88-6.

Referemce:
Amide – Wikipedia,
Amide – an overview | ScienceDirect Topics

Yuan, Shuo; Wang, Bo; Dai, Qing-Qing; Zhang, Xiao-Nan; Zhang, Jing-Ya; Zuo, Jia-Hui; Liu, Hui; Chen, Zhe-Sheng; Li, Guo-Bo; Wang, Shaomeng; Liu, Hong-Min; Yu, Bin published the artcile< Discovery of New 4-Indolyl Quinazoline Derivatives as Highly Potent and Orally Bioavailable P-Glycoprotein Inhibitors>, Related Products of 5004-88-6, the main research area is indolyl quinazoline derivative preparation oral P glycoprotein inhibitor cancer.

The major drawbacks of P-glycoprotein (P-gp) inhibitors at the clin. stage make the development of new P-gp inhibitors challenging and desirable. In this study, we reported our structure-activity relationship studies of 4-indolyl quinazoline, which led to the discovery of a highly effective and orally active P-gp inhibitor, YS-370. YS-370 effectively reversed multidrug resistance (MDR) to paclitaxel and colchicine in SW620/AD300 and HEK293T-ABCB1 cells. YS-370 bound directly to P-gp, did not alter expression or subcellular localization of P-gp in SW620/AD300 cells, but increased the intracellular accumulation of paclitaxel. Furthermore, YS-370 stimulated the P-gp ATPase activity and had moderate inhibition against CYP3A4. Significantly, oral administration of YS-370 in combination with paclitaxel achieved much stronger antitumor activity in a xenograft model bearing SW620/Ad300 cells than either drug alone. Taken together, our data demonstrate that YS-370 is a promising P-gp inhibitor capable of overcoming MDR and represents a unique scaffold for the development of new P-gp inhibitors.

Journal of Medicinal Chemistry published new progress about Antitumor agent resistance. 5004-88-6 belongs to class amides-buliding-blocks, and the molecular formula is C9H12N2O3, Related Products of 5004-88-6.

Referemce:
Amide – Wikipedia,
Amide – an overview | ScienceDirect Topics

Rohokale, Rajendra S.; Kalshetti, Rupali G.; Ramana, Chepuri V. published the artcile< Iridium(III)-Catalyzed Alkynylation of 2-(Hetero)arylquinazolin-4-one Scaffolds via C-H Bond Activation>, Application of C9H12N2O3, the main research area is alkynylarylquinazolinone derivative preparation; arylquinazolinone ethynylbenziodoxolone alkynylation iridium catalyst.

The directed C-H alkynylation of 2-(hetero)arylquinazolin-4-ones has been explored with the ethynylbenziodoxolone reagent TIPS-EBX employing an Ir(III) catalyst. Complementary conditions for either monoalkynylation or dialkynylation have been developed. Also demonstrated is the broad scope of this reaction and the compatibility of various functional groups such as -F, -Cl, -Br, -CF3, -OMe, -NO2, and alkyl, etc.

Journal of Organic Chemistry published new progress about Alkynylation. 5004-88-6 belongs to class amides-buliding-blocks, and the molecular formula is C9H12N2O3, Application of C9H12N2O3.

Referemce:
Amide – Wikipedia,
Amide – an overview | ScienceDirect Topics

Yadav, Mange Ram; Chauhan, Bishram Singh; Naik, Prashant; Gandhi, Hardik; Giridhar, Rajani published the artcile< 6,7-Dimethoxyquinazolines as Potential Cytotoxic Agents: Synthesis and in vitro Activity>, Electric Literature of 5004-88-6, the main research area is quinazolinone dimethoxy preparation anticancer cytotoxicity; quinazoline dimethoxy diamino preparation antitumor.

Series of substituted 6,7-dimethoxyquinazolinones I (R1 = H, n-Bu; n = 0, 1; R2 = 4-ClC6H4, 4-MeOC6H4, etc.) and diaminoquinazolines II (R3 = 2-MeC6H4, 3-HO2CC6H4, 4-H2NSO2C6H4, etc.) were synthesized. The compounds I (R1 = n-Bu) were synthesized with the aim of increasing the lipophilicity. The cytotoxicity of the selected products was evaluated against National Cancer Institute (NCI) 60 cell panel using the NCI disease oriented antitumor screen protocol. Based on the results of this screening, it was generalized that compounds having aryl groups directly attached to the quinazoline ring are less active than those which have one atom linker between the two ring systems. Substitution with a lipophilic group like n-Bu decreased cytotoxic activity among the compounds, whereas 4-aminoquinazolines showed better activity than 4-quinazolinones. Lipophilic groups in the aromatic ring increased the cytotoxicity. The selected compounds I (R1 = H; n = 1; R2 = 4-MeOC6H4) and II (R3 = 3-ClC6H4) were found to be potential lead compounds, which could be further optimized as potential anti-neoplastic agents.

Letters in Drug Design & Discovery published new progress about Antitumor agents. 5004-88-6 belongs to class amides-buliding-blocks, and the molecular formula is C9H12N2O3, Electric Literature of 5004-88-6.

Referemce:
Amide – Wikipedia,
Amide – an overview | ScienceDirect Topics

Zhu, Fengjuan; Song, Runjiang; Li, Shen; Shao, Xusheng published the artcile< In-Water Synthesis of Quinazolinones from 1,1-Dichloro-2-nitroethene and Anthranilamides>, Name: 2-Amino-4,5-dimethoxybenzamide, the main research area is quinazolinone preparation; dichloronitroethene cyclization anthranilamide water solvent.

An efficient synthetic methodol. was developed for direct formation of quinazolinones with 2-nitromethyl substituent via 1,1-dichloro-2-nitroethene and anthranilamides. This strategy provides an alternative for quinazolinones construction with merits of proceeding in water, easy purification, and no addition of catalysts.

Synlett published new progress about Aromatic amides Role: RCT (Reactant), RACT (Reactant or Reagent) (2-amino). 5004-88-6 belongs to class amides-buliding-blocks, and the molecular formula is C9H12N2O3, Name: 2-Amino-4,5-dimethoxybenzamide.

Referemce:
Amide – Wikipedia,
Amide – an overview | ScienceDirect Topics