Category: 18436-73-2

In organic chemistry, atoms other than carbon and hydrogen are generally referred to as heteroatoms. The most common heteroatoms are nitrogen, oxygen and sulfur. Now I present to you an article called Potent antiviral activity of novel multi-substituted 4-anilinoquin(az)olines, published in 2020-08-15, which mentions a compound: 18436-73-2, mainly applied to anilinoquinazoline anilinoquinoline preparation antiviral agent Dengue virus; 4-Anilinoquinazoline; 4-Anilinoquinoline; Antiviral; Dengue Virus; Flavivirus, Category: pyrimidines.

Screening a series of 4-anilinoquinolines and 4-anilinoquinazolines enabled identification of potent novel inhibitors of dengue virus (DENV). Preparation of focused 4-anilinoquinoline/quinazoline scaffold arrays led to the identification of a series of high potency 6-substituted bromine and iodine derivatives The most potent compound 6-iodo-4-((3,4,5-trimethoxyphenyl)amino)quinoline-3-carbonitrile inhibited DENV infection with an EC50 = 79 nM. Crucially, these compounds showed very limited toxicity with CC50 values >10μM in almost all cases. This new promising series provides an anchor point for further development to optimize compound properties.

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Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Berg, Maya; Bal, Gunther; Goeminne, Annelies; Van der Veken, Pieter; Versees, Wim; Steyaert, Jan; Haemers, Achiel; Augustyns, Koen published the article 《Synthesis of bicyclic N-arylmethyl-substituted iminoribitol derivatives as selective nucleoside hydrolase inhibitors》. Keywords: bicyclic iminoribitol selective nucleoside hydrolase inhibitor structure activity.They researched the compound: 4-Chloro-8-methylquinoline( cas:18436-73-2 ).Electric Literature of C10H8ClN. Aromatic heterocyclic compounds can be divided into two categories: single heterocyclic and fused heterocyclic. In addition, there is a lot of other information about this compound (cas:18436-73-2) here.

The purine metabolism of Trypanosoma and Leishmania spp. provides a good target in the search for new selective drugs. Bicyclic N-arylmethyl-substituted iminoribitols were developed as inhibitors of T. vivax nucleoside hydrolase, a key enzyme of the purine salvage pathway. The obtained results and structure-activity data confirmed our model for inhibitor binding with a hydrogen bond between a nitrogen atom of the nucleobase mimetic and the protonated Asp40 from the enzyme. This interaction depends on an optimal pKa value, which can be influenced by the electronic properties of the substituents. These compounds are potent, selective inhibitors of nucleoside hydrolase and are inactive toward human nucleoside phosphorylase.

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Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Formula: C10H8ClN. So far, in addition to halogen atoms, other non-metallic atoms can become part of the aromatic heterocycle, and the target ring system is still aromatic. Compound: 4-Chloro-8-methylquinoline, is researched, Molecular C10H8ClN, CAS is 18436-73-2, about Ru(II)/Rh(III)-Catalyzed C(sp3)-C(sp3) Bond Formation through C(sp3)-H Activation: Selective Linear Alkylation of 8-Methylquinolines and Ketoximes with Olefins.

In the presence of either [RuCl2(p-cymene)]2 or [Cp*RhCl2]2 and AgSbF6, 8-methylquinolines underwent regioselective alkylation with acrylates, styrenes, and other alkenes mediated by pivalic acid in hexafluoroisopropanol to yield 8-alkylquinolines with linear alkyl substituents. The mechanism of the reaction was studied using deuterium labeling, kinetic isotope effect, and competition studies; the reaction may proceed through a five-membered metallacycle intermediate. Under similar conditions, an O-methyloxime derivative of (-)-santonin underwent regioselective alkylation with Et acrylate and acrylonitrile.

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Reference:
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Formula: C10H8ClN. The fused heterocycle is formed by combining a benzene ring with a single heterocycle, or two or more single heterocycles. Compound: 4-Chloro-8-methylquinoline, is researched, Molecular C10H8ClN, CAS is 18436-73-2, about Synthesis and in-vitro evaluation of new benzenesulfonamides as antileishmanial agents. Author is Borges, Julio C.; Carvalho, Adriana V.; Bernardino, Alice M. R.; Oliveira, Cesar D.; Pinheiro, Luiz C. S.; Marra, Roberta K. F.; Castro, Helena C.; Wardell, Solange M. S. V.; Wardell, James L.; Amaral, Veronica F.; Canto-Cavalheiro, Marilene M.; Leon, Leonor L.; Genestra, Marcelo.

The synthesis and the antileishmanial activity of sulfonamides I (R1 = H, Me, Cl, Br; R2 = H, Me; R3 = H, Me) was reported. In particular, compound I (R1 = H, R2 = Me, R3 = H) showed significant in-vitro activity against Leishmania amazonensis. Compounds I also were found to not show any toxicity to murine macrophage up to a concentration of 320μgL-1.

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Reference:
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Name: 4-Chloro-8-methylquinoline. Aromatic heterocyclic compounds can also be classified according to the number of heteroatoms contained in the heterocycle: single heteroatom, two heteroatoms, three heteroatoms and four heteroatoms. Compound: 4-Chloro-8-methylquinoline, is researched, Molecular C10H8ClN, CAS is 18436-73-2, about Ru(II)/Rh(III)-Catalyzed C(sp3)-C(sp3) Bond Formation through C(sp3)-H Activation: Selective Linear Alkylation of 8-Methylquinolines and Ketoximes with Olefins. Author is Kumar, Rohit; Kumar, Rakesh; Parmar, Diksha; Gupta, Shiv Shankar; Sharma, Upendra.

In the presence of either [RuCl2(p-cymene)]2 or [Cp*RhCl2]2 and AgSbF6, 8-methylquinolines underwent regioselective alkylation with acrylates, styrenes, and other alkenes mediated by pivalic acid in hexafluoroisopropanol to yield 8-alkylquinolines with linear alkyl substituents. The mechanism of the reaction was studied using deuterium labeling, kinetic isotope effect, and competition studies; the reaction may proceed through a five-membered metallacycle intermediate. Under similar conditions, an O-methyloxime derivative of (-)-santonin underwent regioselective alkylation with Et acrylate and acrylonitrile.

Although many compounds look similar to this compound(18436-73-2)Name: 4-Chloro-8-methylquinoline, numerous studies have shown that this compound(SMILES:CC1=C2N=CC=C(Cl)C2=CC=C1), has unique advantages. If you want to know more about similar compounds, you can read my other articles.

Reference:
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

COA of Formula: C10H8ClN. Aromatic compounds can be divided into two categories: single heterocycles and fused heterocycles. Compound: 4-Chloro-8-methylquinoline, is researched, Molecular C10H8ClN, CAS is 18436-73-2, about C(sp3)-H amination of 8-methylquinolines with azodicarboxylates under Rh(III) catalysis: cytotoxic evaluation of quinolin-8-ylmethanamines. Author is Jeong, Taejoo; Mishra, Neeraj Kumar; Dey, Prasanta; Oh, Hyunjung; Han, Sangil; Lee, Suk Hun; Kim, Hyung Sik; Park, Jihye; Kim, In Su.

The rhodium(III)-catalyzed C(sp3)-H amination reaction of 8-methylquinolines and azodicarboxylates is described. A cationic rhodium catalyst in the presence of lithium acetate and lithium carbonate was found to be an optimal catalytic system for the construction of quinolin-8-ylmethanamine derivatives, which were evaluated for in vitro cytotoxicity against human breast adenocarcinoma cells (MCF-7) and human prostate adenocarcinoma cells (LNCaP).

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Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Chen, Junli; Campbell, Adrian P.; Urmi, Kaniz F.; Wakelin, Laurence P. G.; Denny, William A.; Griffith, Renate; Finch, Angela M. published an article about the compound: 4-Chloro-8-methylquinoline( cas:18436-73-2,SMILESS:CC1=C2N=CC=C(Cl)C2=CC=C1 ).Application of 18436-73-2. Aromatic heterocyclic compounds can be classified according to the number of heteroatoms or the size of the ring. The authors also want to convey more information about this compound (cas:18436-73-2) through the article.

A series of ring-substituted ethyl- and heptyl-linked 4-aminoquinoline dimers were synthesized and evaluated for their affinities at the 3 human α1-adrenoceptor (α1-AR) subtypes and the human serotonin 5-HT1A-receptor (5-HT1A-R). We find that the structure-specificity profiles are different for the two series at the α1-AR subtypes, which suggests that homobivalent 4-aminoquinolines can be developed with α1-AR subtype selectivity. The 8-Me ethyl-linked analog has the highest affinity for the α1A-AR, 7 nM, and the greatest capacity for discriminating between α1A-AR and α1B-AR (6-fold), α1D-AR (68-fold), and the 5-HT1A-R (168-fold). α1B-AR selectivity was observed with the 6-Me derivative of the ethyl- and heptyl-linked 4-aminoquinoline dimers and the 7-methoxy (7-OMe) derivative of the heptyl-linked analog. These substitutions result in 4- to 80-fold selectivity for α1B-AR over α1A-AR, α1D-AR, and 5-HT1A-R. In contrast, 4-aminoquinoline dimers with selectivity for α1D-AR are more elusive, since none studied to date has greater affinity for the α1D-AR over the other two α1-ARs. The selectivity of the 8-Me ethyl-linked 4-aminoquinoline dimer for the α1A-AR, and 6-Me ethyl-linked, and the 6-Me and 7-OMe heptyl-linked 4-aminoquinoline dimers for the α1B-AR, makes them promising leads for drug development of α1A-AR or α1B-AR subtype selective ligands with reduced 5-HT1A-R affinity.

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Reference:
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Khan, M. Akram; Miller, Keith; Rainsford, Kim Drummond; Zhou, Yong published the article 《Synthesis and antimicrobial activity of novel substituted ethyl 2-(quinolin-4-yl)-propanoates》. Keywords: quinolinylpropanoate preparation antimicrobial Helicobacter.They researched the compound: 4-Chloro-8-methylquinoline( cas:18436-73-2 ).Synthetic Route of C10H8ClN. Aromatic heterocyclic compounds can be divided into two categories: single heterocyclic and fused heterocyclic. In addition, there is a lot of other information about this compound (cas:18436-73-2) here.

4-Hydroxyquinolines were synthesized from anilines and EtOCH:C(CO2Et)2 by Gould-Jacobs reaction via cyclization of the intermediate (anilinomethylene)malonate followed by hydrolysis and decarboxylation. The 4-hydroxyquinolines reacted with POCl3 to form 4-chloroquinolines, which reacted on heating with Na+MeC-(CO2Et)2 in DMF to yield moderate yields of 2-(quinolin-4-yl)propanoates, many of which showed potent antimicrobial activity against Helicobacter pylori.

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Pyrimidine | C4H4N2 – PubChem,
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Epoxy compounds usually have stronger nucleophilic ability, because the alkyl group on the oxygen atom makes the bond angle smaller, which makes the lone pair of electrons react more dissimilarly with the electron-deficient system. Compound: 4-Chloro-8-methylquinoline, is researched, Molecular C10H8ClN, CAS is 18436-73-2, about Cp*CoIII-Catalyzed Alkylation of Primary and Secondary C(sp3)-H Bonds of 8-Alkylquinolines with Maleimides.Electric Literature of C10H8ClN.

The cobalt(III)-catalyzed C(sp3)-H bond alkylation of 8-Me quinoline with maleimides is reported. In contrast to the rhodium-catalyzed method, in the current cobalt-catalyzed method, a catalytic amount of acid is used, and importantly, it is also applicable to secondary C(sp3)-H bond alkylation. The developed methodol. is applicable for N-alkyl- and N-aryl-substituted maleimides and unsubstituted maleimides, and it also tolerates the variety of functional groups on the 8-Me quinoline moiety. Atom-economy and high regioselectivity with good to excellent yields of the alkylated products under mild reaction conditions are important features of this method.

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Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Application of 18436-73-2. Aromatic compounds can be divided into two categories: single heterocycles and fused heterocycles. Compound: 4-Chloro-8-methylquinoline, is researched, Molecular C10H8ClN, CAS is 18436-73-2, about C(sp3)-H amination of 8-methylquinolines with azodicarboxylates under Rh(III) catalysis: cytotoxic evaluation of quinolin-8-ylmethanamines. Author is Jeong, Taejoo; Mishra, Neeraj Kumar; Dey, Prasanta; Oh, Hyunjung; Han, Sangil; Lee, Suk Hun; Kim, Hyung Sik; Park, Jihye; Kim, In Su.

The rhodium(III)-catalyzed C(sp3)-H amination reaction of 8-methylquinolines and azodicarboxylates is described. A cationic rhodium catalyst in the presence of lithium acetate and lithium carbonate was found to be an optimal catalytic system for the construction of quinolin-8-ylmethanamine derivatives, which were evaluated for in vitro cytotoxicity against human breast adenocarcinoma cells (MCF-7) and human prostate adenocarcinoma cells (LNCaP).

Compounds in my other articles are similar to this one(4-Chloro-8-methylquinoline)Application of 18436-73-2, you can compare them to see their pros and cons in some ways,such as convenient, effective and so on.

Reference:
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia