Tag: 100-200

Discovery of 5-Phenyl-N-(pyridin-2-ylmethyl)-2-(pyrimidin-5-yl)quinazolin-4-amine as a Potent I_Kur Inhibitor was written by Finlay, Heather J.;Johnson, James A.;Lloyd, John L.;Jiang, Ji;Neels, James;Gunaga, Prashantha;Banerjee, Abhisek;Dhondi, Naveen;Chimalakonda, Anjaneya;Mandlekar, Sandhya;Conder, Mary Lee;Sale, Harinath;Xing, Dezhi;Levesque, Paul;Wexler, Ruth R.. And the article was included in ACS Medicinal Chemistry Letters in 2016.Application of 54166-95-9 This article mentions the following:

A new series of phenylquinazoline inhibitors of K_v 1.5 is disclosed. The series was optimized for K_v 1.5 potency, selectivity vs. hERG, pharmacokinetic exposure, and pharmacodynamic potency. 5-Phenyl-N-(pyridin-2-ylmethyl)-2-(pyrimidin-5-yl)quinazolin-4-amine (13k) was identified as a potent and ion channel selective inhibitor with robust efficacy in the preclin. rat ventricular effective refractory period (VERP) model and the rabbit atrial effective refractory period (AERP) model. In the experiment, the researchers used many compounds, for example, 6-Chloro-2-aminobenzamide (cas: 54166-95-9Application of 54166-95-9).

6-Chloro-2-aminobenzamide (cas: 54166-95-9) belongs to amides. Because of the greater electronegativity of oxygen, the carbonyl (C=O) is a stronger dipole than the N–C dipole. The presence of a C=O dipole and, to a lesser extent a N–C dipole, allows amides to act as H-bond acceptors. The presence of the amide group –C(=O)N– is generally easily established, at least in small molecules. It can be distinguished from nitro and cyano groups in IR spectra. Amides exhibit a moderately intense νCO band near 1650 cm−1. By 1H NMR spectroscopy, CONHR signals occur at low fields. In X-ray crystallography, the C(=O)N center together with the three immediately adjacent atoms characteristically define a plane.Application of 54166-95-9

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

α-Aminoamides as ligands in Goldberg amidations was written by Mitra, Aurpon W.;Hansen, Marvin M.;Laurila, Michael E.;Kolis, Stanley P.;Martinelli, Joseph R.. And the article was included in Tetrahedron Letters in 2013.Name: N,N-Diethylsalicylamide This article mentions the following:

α-Aminoamides are shown to be useful as ligands in Goldberg amidations. A number of α-aminoamides are examined and the importance of substitution on the α-aminoamides is explored. Acetamide is focused on as the nucleophilic coupling partner due to its low cost, stability and convenience as a protecting group. The initial substrate scope for these catalysts is explored and includes electronically activated and deactivated aryl bromides, however o-substituted aryl bromides are problematic. In the experiment, the researchers used many compounds, for example, N,N-Diethylsalicylamide (cas: 19311-91-2Name: N,N-Diethylsalicylamide).

N,N-Diethylsalicylamide (cas: 19311-91-2) belongs to amides. In primary and secondary amides, the presence of N–H dipoles allows amides to function as H-bond donors as well. Thus amides can participate in hydrogen bonding with water and other protic solvents; the oxygen atom can accept hydrogen bonds from water and the N–H hydrogen atoms can donate H-bonds. Amides are stable compounds. The lower-melting members (such as acetamide) can be readily purified by fractional distillation. Most amides are solids which have low solubilities in water.Name: N,N-Diethylsalicylamide

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

One-pot synthesis of quinazolinones from anthranilamides and aldehydes via p-toluenesulfonic acid catalyzed cyclocondensation and phenyliodine diacetate mediated oxidative dehydrogenation was written by Cheng, Ran;Guo, Tianjian;Zhang-Negrerie, Daisy;Du, Yunfei;Zhao, Kang. And the article was included in Synthesis in 2013.Related Products of 119023-25-5 This article mentions the following:

A variety of 4(3H)-quinazolinones are synthesized conveniently in one pot from 2-aminobenzamides and aldehydes, via cyclization catalyzed by 4-toluenesulfonic acid, followed by oxidative dehydrogenation mediated by hypervalent iodine, PhI(OAc)₂ (PIDA). Highlights of the described method include the synthesis of quinazolinones bearing an N-alkoxy substituent, a new application of PIDA as an efficient dehydrogenative oxidant, and mild reaction conditions. In the experiment, the researchers used many compounds, for example, 2-Amino-4-fluorobenzamide (cas: 119023-25-5Related Products of 119023-25-5).

2-Amino-4-fluorobenzamide (cas: 119023-25-5) belongs to amides. Amides include many other important biological compounds, as well as many drugs like paracetamol, penicillin and LSD. Low-molecular-weight amides, such as dimethylformamide, are common solvents. In simple aromatic amides, fragmentation occurs on both sides of the carbonyl group. If a hydrogen is available in N-substituted aromatic amides, it tends to migrate and form an aromatic amine and the loss of a ketene.Related Products of 119023-25-5

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

The action of mixed organomagnesium compounds on several aromatic amides with hydroxyl or alkoxyl groups was written by Couturier, Paul. And the article was included in Compt. rend. in 1937.Formula: C11H15NO2 This article mentions the following:

Under conditions in which EtMgBr reacts with o-HOC₆H₄CONEt₂ to give 85% ketone and with the p-isomer to give 5%, it reacts with the corresponding 2,4-di-OH compound to give 10% 2,4-dihydroxypropiophenone. The diethylamides of o- and p-MeOC₆H₄CO₂H (I), 3,4-dihydroxy- and 3,4,5-trihydroxybenzoic acid (II) give with EtMgBr 60-80% of mono-, di- or trimethoxypropiophenones. The diethylamide of anisic acid gives the corresponding ketone and also Et₂NCPh₂C₆H₄OMe which is decomposed by acids to Et₂NH and HOCPh₂C₆H₄OMe. Simple amides of I and II with EtMgBr give 70% of the same ketones, mixed with the corresponding imides, which m. 45° and 48°, resp. In the experiment, the researchers used many compounds, for example, N,N-Diethylsalicylamide (cas: 19311-91-2Formula: C11H15NO2).

N,N-Diethylsalicylamide (cas: 19311-91-2) belongs to amides. Amides include many other important biological compounds, as well as many drugs like paracetamol, penicillin and LSD. Low-molecular-weight amides, such as dimethylformamide, are common solvents. Amides can be recrystallised from large quantities of water, ethanol, ethanol/ether, aqueous ethanol, chloroform/toluene, chloroform or acetic acid. The likely impurities are the parent acids or the alkyl esters from which they have been made. The former can be removed by thorough washing with aqueous ammonia followed by recrystallisation, whereas elimination of the latter is by trituration or recrystallisation from an organic solvent.Formula: C11H15NO2

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

Synthesis and geometric configuration of 2-(hydroxyiminomethyl)thiazole-4-carboxylic acid in antibiotic althiomycin was written by Shiba, Tetsuo;Inami, Kaoru;Sawada, Kozo;Hirotsu, Yoshihiro. And the article was included in Heterocycles in 1979.Product Details of 61189-99-9 This article mentions the following:

Isomeric oximes I (R = Et) were prepared from (EtO)₂CHCO₂Et in 6 steps. The isomers were separated and their configuration determined by nuclear Overhauser enhancement. These assignments were used to established that I (R = H) in althiomycin have the syn configuration and it isomerized on purification on acid ion exchange resin. Althiomycin has the syn configuration II. In the experiment, the researchers used many compounds, for example, 2,2-Diethoxyacetamide (cas: 61189-99-9Product Details of 61189-99-9).

2,2-Diethoxyacetamide (cas: 61189-99-9) belongs to amides. Compared to amines, amides are very weak bases and do not have clearly defined acid–base properties in water. On the other hand, amides are much stronger bases than esters, aldehydes, and ketones. As a result of interactions such as these, the water solubility of amides is greater than that of corresponding hydrocarbons. These hydrogen bonds are also have an important role in the secondary structure of proteins.Product Details of 61189-99-9

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

Cleavage of the C-C triple bond of ketoalkynes: synthesis of 4(3H)-quinazolinones was written by Yang, Xifa;Cheng, Guolin;Shen, Jinhai;Kuai, Changsheng;Cui, Xiuling. And the article was included in Organic Chemistry Frontiers in 2015.Category: amides-buliding-blocks This article mentions the following:

A novel protocol for the synthesis of 4(3H)-quinazolinones I (R¹ = H, 6-Me, 7-Me, 5-F, etc.; R² = H, n-hexyl, Ph, 2-MeC₆H₄, 2-thienyl, etc.; R³ = H, Me, Ph) from o-amino benzamides II and alkynyl ketones R²CCC(O)Ph under oxidant-, metal-, and ligand-free conditions has been developed. The process includes selective cleavage of the C-C triple bond of alkynyl ketones and formation of two C-N bonds. In the experiment, the researchers used many compounds, for example, 6-Chloro-2-aminobenzamide (cas: 54166-95-9Category: amides-buliding-blocks).

6-Chloro-2-aminobenzamide (cas: 54166-95-9) belongs to amides. Amides are pervasive in nature and technology. Proteins and important plastics like Nylons, Aramid, Twaron, and Kevlar are polymers whose units are connected by amide groups (polyamides); these linkages are easily formed, confer structural rigidity, and resist hydrolysis. Amides are stable compounds. The lower-melting members (such as acetamide) can be readily purified by fractional distillation. Most amides are solids which have low solubilities in water.Category: amides-buliding-blocks

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

Hydroxylation of carbanions with lithium tert-butyl peroxide acting as an oxenoid was written by Julia, Marc;Pfeuty-Saint Jalmes, Virginie;Ple, Karen;Verpeaux, Jean-Noel. And the article was included in Bulletin de la Societe Chimique de France in 1996.Safety of N,N-Diethylsalicylamide This article mentions the following:

The lithium salt of tert-Bu hydroperoxide can convert alkyl, vinyl, aryl carbanions, acetylides and various enolates into the corresponding hydroxylated derivatives in good yields and under mild conditions. In the experiment, the researchers used many compounds, for example, N,N-Diethylsalicylamide (cas: 19311-91-2Safety of N,N-Diethylsalicylamide).

N,N-Diethylsalicylamide (cas: 19311-91-2) belongs to amides. Amides are pervasive in nature and technology. Proteins and important plastics like Nylons, Aramid, Twaron, and Kevlar are polymers whose units are connected by amide groups (polyamides); these linkages are easily formed, confer structural rigidity, and resist hydrolysis. In simple aromatic amides, fragmentation occurs on both sides of the carbonyl group. If a hydrogen is available in N-substituted aromatic amides, it tends to migrate and form an aromatic amine and the loss of a ketene.Safety of N,N-Diethylsalicylamide

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

Gold- and Platinum-Catalyzed Formal Markownikoff’s Double Hydroamination of Alkynes: A Rapid Access to Tetrahydroquinazolinones and Angularly-Fused Analogues Thereof was written by Patil, Nitin T.;Kavthe, Rahul D.;Raut, Vivek S.;Shinde, Valmik S.;Sridhar, Balasubramanian. And the article was included in Journal of Organic Chemistry in 2010.Name: 6-Chloro-2-aminobenzamide This article mentions the following:

A highly efficient gold(I)- and platinum(II)-catalyzed process for formal Markownikoff’s double hydroamination of alkynes tethered with hydroxyl group has been developed. The method was shown to be applicable to a broad range of 2-aminobenzamides and alkynols leading to the formation of multiply substituted tetrahydroquinazolinones. Interestingly, when Pt(IV)Cl₄ catalyst was employed, cyclic angularly fused compound was obtained. In the experiment, the researchers used many compounds, for example, 6-Chloro-2-aminobenzamide (cas: 54166-95-9Name: 6-Chloro-2-aminobenzamide).

6-Chloro-2-aminobenzamide (cas: 54166-95-9) belongs to amides. In primary and secondary amides, the presence of N–H dipoles allows amides to function as H-bond donors as well. Thus amides can participate in hydrogen bonding with water and other protic solvents; the oxygen atom can accept hydrogen bonds from water and the N–H hydrogen atoms can donate H-bonds. Amides are not in general accessible by the direct condensation of amines with carboxylic acids for two reasons: first, both components are readily deactivated by a transfer of a proton from the acid to the amine and second, the hydroxy unit on the carbonyl of the acid is a relatively poor leaving group. Nevertheless, the formation of five- and six-membered rings is often surprisingly simple provided that other factors can be brought into play to assist in the condensation.Name: 6-Chloro-2-aminobenzamide

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

Stereoselective Synthesis of Isoxazolidines via Copper-Catalyzed Alkene Diamination was written by Khoder, Zainab M.;Wong, Christina E.;Chemler, Sherry R.. And the article was included in ACS Catalysis in 2017.SDS of cas: 19311-91-2 This article mentions the following:

In the presence of copper(II) 2-ethylhexanoate, 2,6-di-tert-butyl-4-methylpyridine, and MnO₂ in 1,2-dichloroethane, (homoallyloxy)carbamates and sulfonamides such as H₂C:CHCH₂CHPhONHCbz (Cbz = benzyloxycarbonyl) underwent diastereoselective diamination and cyclization reactions with sulfonamides such as TsNH₂ (Ts = 4-MeC₆H₄SO₂), arylamines, morpholine, piperidine, and benzamide (in some cases using N,N-diethylsalicylamide as a secondary ligand) to provide 3-(aminomethyl)isoxazolidines such as I in 34-92% yields and in 3:1->20:1 dr (where applicable). Unsaturated carbamates were good substrates for copper-catalyzed diamination. The mild reaction conditions allowed a variety of amines to be used in the diamination reaction. Two (sulfonamidomethyl)isoxazolidines were reduced to yield protected 3,4-diamino alcs. In the experiment, the researchers used many compounds, for example, N,N-Diethylsalicylamide (cas: 19311-91-2SDS of cas: 19311-91-2).

N,N-Diethylsalicylamide (cas: 19311-91-2) belongs to amides. Amides include many other important biological compounds, as well as many drugs like paracetamol, penicillin and LSD. Low-molecular-weight amides, such as dimethylformamide, are common solvents. Amides are stable compounds. The lower-melting members (such as acetamide) can be readily purified by fractional distillation. Most amides are solids which have low solubilities in water.SDS of cas: 19311-91-2

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

Enzymatic cyclizations using laccases: Multiple bond formation between dihydroxybenzoic acid derivatives and aromatic amines was written by Hahn, Veronika;Davids, Timo;Lalk, Michael;Schauer, Frieder;Mikolasch, Annett. And the article was included in Green Chemistry in 2010.Formula: C6H7N3O This article mentions the following:

Oxidative C-N bond formation followed by cyclization of dihydroxybenzoic acid derivatives with aromatic and heteroaromatic amines was catalyzed in the presence of oxygen by laccases [E.C. 1.10.3.2] from the white rot fungi Pycnoporus cinnabarinus and Myceliophthora thermophila. The laccase-catalyzed formation of cycloheptenes, cyclooctenes, diazaspiro cyclohexenes, and phenazines was investigated for the first time with regard to the ring size and substituents of the aromatic amines as well as to the substitution patterns of the substrates. Differences to C-N bond formation without cyclization are discussed. In the experiment, the researchers used many compounds, for example, 3-Aminopicolinamide (cas: 50608-99-6Formula: C6H7N3O).

3-Aminopicolinamide (cas: 50608-99-6) belongs to amides. Because of the greater electronegativity of oxygen, the carbonyl (C=O) is a stronger dipole than the N–C dipole. The presence of a C=O dipole and, to a lesser extent a N–C dipole, allows amides to act as H-bond acceptors. Amides are not in general accessible by the direct condensation of amines with carboxylic acids for two reasons: first, both components are readily deactivated by a transfer of a proton from the acid to the amine and second, the hydroxy unit on the carbonyl of the acid is a relatively poor leaving group. Nevertheless, the formation of five- and six-membered rings is often surprisingly simple provided that other factors can be brought into play to assist in the condensation.Formula: C6H7N3O

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