Category: 5004-88-6

Asano, Toru; Yoshikawa, Tomohiro; Usui, Taikou; Yamamoto, Hiroshi; Yamamoto, Yoshinori; Uehara, Yoshimasa; Nakamura, Hiroyuki published the artcile< Benzamides and benzamidines as specific inhibitors of epidermal growth factor receptor and v-Src protein tyrosine kinases>, Product Details of C9H12N2O3, the main research area is EGF receptor tyrosine kinase inhibitor design cytotoxic.

The benzamides 1 and the benzamidines 2 as well as the cyclic benzamidines 3 were designed and synthesized as the mimics of 4-anilinoquinazolines for an inhibitor of EGFR tyrosine kinase. The specific inhibitions of EGFR tyrosine kinase were observed in the benzamides 1c and 1d, and the benzamidine 2a, whereas the specific inhibitions of v-Src kinase were observed in the benzamide 1j and the benzamidine 2d at a 10 μg/mL concentration of compounds The cyclic benzamidines 3a and 3b showed potent kinase inhibition of EGFR at a 1.0 μg/mL concentration According to the docking simulation using the x-ray structure of EGFR kinase domain in complex with erlotinib, the LigScore2 scoring function value of erlotinib was calculated as 5.61, whereas that of the benzamide 1c was 5.05. In a similar manner, the LigScore2 value of the cyclic benzamidine 3a was calculated as 5.10.

Bioorganic & Medicinal Chemistry published new progress about Cytotoxic 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

Narasimhamurthy, Kereyagalahally H.; Chandrappa, Siddappa; Sharath Kumar, Kothanahally S.; Harsha, Kachigere B.; Ananda, Hanumappa; Rangappa, Kanchugarakoppal S. published the artcile< Easy access for the synthesis of 2-aryl 2,3-dihydroquinazolin-4(1H)-ones using gem-dibromomethylarenes as synthetic aldehyde equivalent>, Recommanded Product: 2-Amino-4,5-dimethoxybenzamide, the main research area is quinazolinone dihydro aryl preparation.

One step synthesis of 2,3-dihydroquinazolin-4(1H)-ones I (R = H, Cl, OCH3; R1 = H, Br, Cl, OCH3; Ar = 3-ClC6H4, 4-pyridyl, 4-CF3C6H4, etc.) from gem-dibromomethylarenes ArCH(Br)2 using 2-aminobenzamide is described. Gem-dibromomethylarenes are used as aldehyde equivalent for the efficient synthesis of 2,3-dihydroquinazolin-4(1H)-ones, this synthesis takes shorter reaction time with quick isolation and excellent product yield.

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

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

Hour, Mann-Jen; Huang, Li-Jiau; Kuo, Sheng-Chu; Xia, Yi; Bastow, Kenneth; Nakanishi, Yuka; Hamel, Ernest; Lee, Kuo-Hsiung published the artcile< 6-Alkylamino- and 2,3-Dihydro-3'-methoxy-2-phenyl-4-quinazolinones and Related Compounds: Their Synthesis, Cytotoxicity, and Inhibition of Tubulin Polymerization>, Quality Control of 5004-88-6, the main research area is quinazolinone dihydroquinazolinone preparation cytotoxicity tubulin polymerization inhibition; antitumor activity quinazolinone dihydroquinazolinone; antimitotic potential quinazolinone dihydroquinazolinone.

As part of the authors’ continuing search for potential anticancer candidates among 2-phenyl-4-quinolones and 2-phenyl-4-quinazolinones, two series of 6,7,2′,3′,4′,5′-substituted 2-phenyl-4-quinazolinones (shown as I) and 6,2′,3′,4′,5′-substituted 2,3-dihydro-2-phenyl-4-quinazolinones (shown as II) were synthesized and evaluated for cytotoxicity and as inhibitors of tubulin polymerization In general, a good correlation was found between the two activities. Five of the 6-substituted heterocyclic 2-phenyl-4-quinazolinones showed significant cytotoxicity against a panel of human tumor cell lines with EC50 values in the low micromolar to nanomolar concentration ranges. Compound 38 (I; R6 = pyrrolino; R7 = R2′ = R4′ = R5′ = H; R3′ = OMe) was the most potent of these compounds, as well as the most potent inhibitor of tubulin polymerization in this series. The activity of 38 was in the same range as those of the antimitotic natural products, colchicine, podophyllotoxin, and combretastatin A-4. Substituted 2-phenyl-4-quinazolinones and 2,3-dihydro-2-phenyl-4-quinazolinones also displayed highly selective cytotoxicity against the ovarian cancer 1A9 and P-gp resistant KB-VIN cell lines.

Journal of Medicinal Chemistry published new progress about Antitumor agents. 5004-88-6 belongs to class amides-buliding-blocks, and the molecular formula is C9H12N2O3, Quality Control of 5004-88-6.

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

Zhang, Yan; Zhou, Zhenghong; Li, Zhibin; Hu, Kangfei; Zha, Zhenggen; Wang, Zhiyong published the artcile< Iodine-mediated electrochemical C(sp3)-H cyclization: the synthesis of quinazolinone-fused N-heterocycles>, Related Products of 5004-88-6, the main research area is quinazolinone fused heterocycle preparation; methyl heteroaromatic aminobenzamide electrochem cyclization iodine.

An efficient iodine-mediated electrochem. C(sp3)-H cyclization was developed under mild conditions. A variety of functionalized quinazolinone-fused N-heterocycles can be obtained with good to excellent yields by virtue of this method. The reaction features a broad substrate scope and scalability, and is metal-free and chem. oxidant-free.

Chemical Communications (Cambridge, United Kingdom) published new progress about Benzamides Role: RCT (Reactant), RACT (Reactant or Reagent) (amino). 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

Kaniskan, Nevin; Kokten, Sule; Celik, Ilhami published the artcile< A new protocol for the synthesis of primary, secondary and tertiary anthranilamides utilizing N-(2-aminoarylacyl)benzotriazoles>, Application In Synthesis of 5004-88-6, the main research area is anthranilamide production benzotriazole intermediate.

A convenient route for efficient conversion of unprotected anthranilic acids into the corresponding N-(2-aminoarylacyl)benzotriazoles is described. N-(2-Aminoarylacyl)benzotriazoles have been successfully used to synthesize primary, secondary, and tertiary anthranilamides in high yields (71-96%).

ARKIVOC (Gainesville, FL, United States) published new progress about Aromatic amides Role: SPN (Synthetic Preparation), 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

Venkateswarlu, Somepalli; Satyanarayana, Meka; Srinivas, Kolla; Aadisudhakar, Kodumuri N. V. V. published the artcile< Synthesis of isomeric angularly fused dihydroquinazolinoquinazolinones and an unusual oxidative rearrangement>, Reference of 5004-88-6, the main research area is dihydroquinazolino quinazolinone preparation cyclization oxidative rearrangement.

Cyclization of 2-(2-aminophenyl)-2,3-dihydroquinazolin-4(1H)-ones onto N1-nitrogen and onto N3-nitrogen leading to 11b,12-dihydro-(13H)-quinazolino[3,4-a]quinazolin-13-ones, e.g., I, and 13,13a-dihydro-(8H)-quinazolino[4,3-b]quinazolin-8-ones, e.g., II, resp., is described for the first time. An unusual dehydrogenative rearrangement of compound I to (8H)-quinazolino[4,3-b]quinazolin-8-one is also described.

Tetrahedron Letters published new progress about Aromatic amides Role: RCT (Reactant), RACT (Reactant or Reagent) (2-aminoaryl). 5004-88-6 belongs to class amides-buliding-blocks, and the molecular formula is C9H12N2O3, Reference of 5004-88-6.

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

Callingham, Michael; Blum, Francesca; Pave, Gregoire published the artcile< One-Step Synthesis of 2-Chloropyrimidin-4-ol Derivatives: An Unusual Reactivity of Thiophosgene>, HPLC of Formula: 5004-88-6, the main research area is quinazoline oxazinone fused pyrimidine bicycle preparation; aminoamide reaction thiophosgene.

A novel, high-yielding, one-step synthesis of 2-chloroquinazolin-4-ols and analogous bicycles from 2-aminoamides using thiophosgene is described. The scope of the reaction includes aminothioamides, amino acids, and fused heterocycle derivatives, furnishing quinazolines, oxazinones, and substituted fused pyrimidine bicycles, resp. On the basis of observed results with substituted analogs, a mechanism for this transformation is thought to occur via an isothiocyanate intermediate followed by an unexpected chemoselective reaction of thiophosgene on the thiol intermediate.

Organic Letters published new progress about Amino amides Role: RCT (Reactant), RACT (Reactant or Reagent). 5004-88-6 belongs to class amides-buliding-blocks, and the molecular formula is C9H12N2O3, HPLC of Formula: 5004-88-6.

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

Kerdphon, Sutthichat; Sanghong, Patthadon; Chatwichien, Jaruwan; Choommongkol, Vachira; Rithchumpon, Puracheth; Singh, Thishana; Meepowpan, Puttinan published the artcile< Commercial Copper-Catalyzed Aerobic Oxidative Synthesis of Quinazolinones from 2-Aminobenzamide and Methanol>, Computed Properties of 5004-88-6, the main research area is quinazolinone preparation copper catalyst aerobic oxidation aminobenzamide methanol.

The focus of this study was the development of a new synthetic method for quinazolinones based on the principles of Green Chem. Quinazolinones were synthesized from 2-aminobenzamide using methanol as both the C1 source and a green solvent in the presence of base Cs2CO3. Addnl., a com. available, economical copper complex was used as a catalyst in the reaction. The desired products were achieved in moderate to high yield with up to 99% isolated yield.

European Journal of Organic Chemistry published new progress about Benzamides Role: RCT (Reactant), RACT (Reactant or Reagent) (2-Aminobenzamide). 5004-88-6 belongs to class amides-buliding-blocks, and the molecular formula is C9H12N2O3, Computed Properties of 5004-88-6.

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

Tocco, Graziella; Esposito, Francesca; Caboni, Pierluigi; Laus, Antonio; Beutler, John A.; Wilson, Jennifer A.; Corona, Angela; Le Grice, Stuart F. J.; Tramontano, Enzo published the artcile< Scaffold hopping and optimisation of 3′,4′-dihydroxyphenyl- containing thienopyrimidinones: synthesis of quinazolinone derivatives as novel allosteric inhibitors of HIV-1 reverse transcriptase-associated ribonuclease H>, SDS of cas: 5004-88-6, the main research area is HIV1 virus allosteric inhibitors reverse transcriptase RNase H; Bioisosters; HIV-1 virus; RNase H; RNase H allosteric inhibitors; integrase.

Bioisosteric replacement and scaffold hopping are powerful strategies in drug design useful for rationally modifying a hit compound towards novel lead therapeutic agents. Recently, we reported a series of thienopyrimidinones that compromise dynamics at the p66/p51 HIV-1 reverse transcriptase (RT)-associated RNase H (RNase H) dimer interface, thereby allosterically interrupting catalysis by altering the active site geometry. Although they exhibited good submicromolar activity, the isosteric replacement of the thiophene ring, a potential toxicophore, is warranted. Thus, in this article, the most active 2-(3,4-dihydroxyphenyl)-5,6-dimethylthieno[2,3-d]pyrimidin-4(3H)-one was selected as the hit scaffold and several isosteric substitutions of the thiophene ring were performed. A novel series of highly active RNase H allosteric quinazolinone inhibitors was thus obtained. To determine their target selectivity, they were tested against RT-associated RNA-dependent DNA polymerase (RDDP) and integrase (IN). Interestingly, none of the compounds were particularly active on (RDDP) but many displayed micromolar to submicromolar activity against IN.

Journal of Enzyme Inhibition and Medicinal Chemistry published new progress about Antiviral agents. 5004-88-6 belongs to class amides-buliding-blocks, and the molecular formula is C9H12N2O3, SDS of cas: 5004-88-6.

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

Goodman, Patricia A.; Niehoff, Lisa B.; Uckun, Fatih M. published the artcile< Role of tyrosine kinases in induction of the c-jun proto-oncogene in irradiated B-lineage lymphoid cells>, Synthetic Route of 5004-88-6, the main research area is gamma irradiation cjun lymphocyte tyrosine kinase.

Exposure of B-lineage lymphoid cells to ionizing radiation induces an elevation of c-jun proto-oncogene mRNA levels. This signal is abrogated by protein-tyrosine kinase (PTK) inhibitors, indicating that activation of an as yet unidentified PTK is mandatory for radiation-induced c-jun expression. Here, we provide exptl. evidence that the cytoplasmic tyrosine kinases BTK, SYK, and LYN are not required for this signal. Lymphoma B-cells rendered deficient for LYN, SYK, or both by targeted gene disruption showed increased c-jun expression levels after radiation exposure, but the magnitude of the stimulation was lower than in wild-type cells. Thus, these PTKs may participate in the generation of an optimal signal. Notably, an inhibitor of JAK-3 (Janus family kinase-3) abrogated radiation-induced c-jun activation, prompting the hypothesis that a chicken homolog of JAK-3 may play a key role in initiation of the radiation-induced c-jun signal in B-lineage lymphoid cells.

Journal of Biological Chemistry published new progress about Animal gene, c-jun Role: BSU (Biological Study, Unclassified), BIOL (Biological Study). 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