Tag: 100-200

Synthesis and pharmacological and conformational studies of 4-benzylisoquinolines, papaverine analogs was written by Bouvier, Philippe;Branceni, Dan;Prouteau, Monique;Prudhommeaux, Elie;Viel, Claude. And the article was included in European Journal of Medicinal Chemistry in 1976.SDS of cas: 61189-99-9 This article mentions the following:

Benzylisoquinolines I (R = Ph, 4-ClC6H4, 2-FC6H4, 3-FC6H4, 4-FC6H4, 2-ClC6H4, 2,6-Cl2C6H3, 3,4-Cl2C6H3, 4-MeOC6H4, 3,4-(MeO)2C6H3, 3,4,5-(MeO)3C6H2, 3,4-(methylenedioxy)phenyl, 4-HCOC6H4, 4-Me2NC6H4, 4-O2NC6H4; R1 = 6-OMe, R2 = 7-OMe, R3 = H; R1 = 7-OMe, R2 = R3 = H; R1 = 5-OMe, 7-OMe, R2 = 8-OMe, R3 = H; R1 = 5-OMe, R2 = 6-OMe, R3 = 7-OMe; R1R2 = 6,7-OCH2O, R3 = H) were prepared by treating (EtO)2CHCO2Et with NH3, reducing (EtO)2CHCONH2, treating H2NCH2CH(OEt)2 with R1R2R3C6H2CHO followed by hydrogenation, and cyclizing R1R2R3C6H2CH2NHCH2CH(OEt)2 with RCHO. In the experiment, the researchers used many compounds, for example, 2,2-Diethoxyacetamide (cas: 61189-99-9SDS of cas: 61189-99-9).

2,2-Diethoxyacetamide (cas: 61189-99-9) 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. Ionic, or saltlike, amides are strongly alkaline compounds ordinarily made by treating ammonia, an amine, or a covalent amide with a reactive metal such as sodium.SDS of cas: 61189-99-9

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

RVX-208, an inhibitor of BET transcriptional regulators with selectivity for the second bromodomain was written by Picaud, Sarah;Wells, Christopher;Felletar, Ildiko;Brotherton, Deborah;Martin, Sarah;Savitsky, Pavel;Diez-Dacal, Beatriz;Philpott, Martin;Bountra, Chas;Lingard, Hannah;Fedorov, Oleg;Muller, Susanne;Brennan, Paul E.;Knapp, Stefan;Filippakopoulos, Panagis. And the article was included in Proceedings of the National Academy of Sciences of the United States of America in 2013.SDS of cas: 63920-73-0 This article mentions the following:

Bromodomains have emerged as attractive candidates for the development of inhibitors targeting gene transcription. Inhibitors of the bromo and extraterminal (BET) family recently showed promising activity in diverse disease models. However, the pleiotropic nature of BET proteins regulating tissue-specific transcription has raised safety concerns and suggested that attempts should be made for domain-specific targeting. Here, we report that RVX-208, a compound currently in phase II clin. trials, is a BET bromodomain inhibitor specific for second bromodomains (BD2s). Cocrystal structures revealed binding modes of RVX-208 and its synthetic precursor, and fluorescent recovery after photobleaching demonstrated that RVX-208 displaces BET proteins from chromatin. However, gene-expression data showed that BD2 inhibition only modestly affects BET-dependent gene transcription. Our data demonstrate the feasibility of specific targeting within the BET family resulting in different transcriptional outcomes and highlight the importance of BD1 in transcriptional regulation. In the experiment, the researchers used many compounds, for example, 2-Amino-4,6-dimethoxybenzamide (cas: 63920-73-0SDS of cas: 63920-73-0).

2-Amino-4,6-dimethoxybenzamide (cas: 63920-73-0) 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 freed from solvent or water by drying below their melting points. These purifications can also be used for sulfonamides and acid hydrazides.SDS of cas: 63920-73-0

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

α-Keto Amides and 1,2-Diketones from N,N’-Dimethoxy-N,N’-dimethylethanediamide. A Synthetic and Mechanistic Investigation was written by Sibi, Mukund P.;Marvin, Mali;Sharma, Rajiv. And the article was included in Journal of Organic Chemistry in 1995.Reference of 106675-70-1 This article mentions the following:

Title diamide (MeONMeCO)₂ (1), a 1,2-dicarbonyl synthon prepared from oxalyl chloride, undergoes nucleophilic displacements with Grignard reagents to provide α-keto amides in 28-90% yields. The synthon also undergoes double nucleophilic displacements with organolithium reagents to furnish sym. 1,2-diketones in 15-84% yields. A mechanism accounting for all the products from the reaction of 1 with nucleophiles has been proposed. Several control experiments were carried out to support the proposed mechanism. In the experiment, the researchers used many compounds, for example, N1,N2-Dimethoxy-N1,N2-dimethyloxalamide (cas: 106675-70-1Reference of 106675-70-1).

N1,N2-Dimethoxy-N1,N2-dimethyloxalamide (cas: 106675-70-1) 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 can be freed from solvent or water by drying below their melting points. These purifications can also be used for sulfonamides and acid hydrazides.Reference of 106675-70-1

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

Evidence and isolation of tetrahedral intermediates formed upon the addition of lithium carbenoids to Weinreb amides and N-acylpyrroles was written by Castoldi, Laura;Holzer, Wolfgang;Langer, Thierry;Pace, Vittorio. And the article was included in Chemical Communications (Cambridge, United Kingdom) in 2017.Reference of 226260-01-1 This article mentions the following:

The tetrahedral intermediates generated upon the addition of halolithium carbenoids (LiCH₂X and LiCHXY) to Weinreb amides have been intercepted and fully characterized as O-TMS heminals. The com. available N-trimethylsilyl imidazole is the ideal trapping agent whose employment, combined with a straightforward neutral Alox chromatog. purification, enables the isolation of such labile species. The procedure could be advantageously extended also for obtaining O-TMS heminals from N-acylpyrroles. These intermediates manifest interesting reactivity including as precursors of more complex carbenoids. In the experiment, the researchers used many compounds, for example, 3-Fluoro-N-methoxy-N-methylbenzamide (cas: 226260-01-1Reference of 226260-01-1).

3-Fluoro-N-methoxy-N-methylbenzamide (cas: 226260-01-1) 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. 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.Reference of 226260-01-1

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

Formation of a fiber from high-molecular-weight plasticized polycaprolactam and study of its properties was written by Poludennaya, V. M.;Zhigotskii, A. G.;Razina, V. Yu.;Bychkovskii, N. I.;Genina, M. A.;Konkin, A. A.. And the article was included in Khimicheskie Volokna in 1970.COA of Formula: C9H13NO2S This article mentions the following:

High-mol.-weight polycaprolactam (I) plasticized with 2-5% N-isopropylbenzenesulfonamide (II) or N-cyclohexyl-m-diethylbenzenesulfonamide exhibited superior physicomech. properties and optimum orientation. Fiber from plasticized I was formed at low temperatures and pressures. For example, I containing 5% II could be spun at 245° compared with 265° for I without II. Spinning pressures were 4 and 12 kg/mm2, resp. In the experiment, the researchers used many compounds, for example, N-Isopropylbenzenesulfonamide (cas: 5339-69-5COA of Formula: C9H13NO2S).

N-Isopropylbenzenesulfonamide (cas: 5339-69-5) belongs to amides. Amides can be viewed as a derivative of a carboxylic acid RC(=O)OH with the hydroxyl group –OH replaced by an amine group −NR′R″; or, equivalently, an acyl (alkanoyl) group RC(=O)− joined to an amine group. Amides can be freed from solvent or water by drying below their melting points. These purifications can also be used for sulfonamides and acid hydrazides.COA of Formula: C9H13NO2S

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

Direct and metal-free oxidative amination of sp³ C-H bonds for the construction of 2-hetarylquinazolin-4(3H)-ones was written by Liu, Huanhuan;Zhai, Tianran;Ding, Shiteng;Hou, Yalei;Zhang, Xiangyu;Feng, Lei;Ma, Chen. And the article was included in Organic Chemistry Frontiers in 2016.SDS of cas: 54166-95-9 This article mentions the following:

A new method for the synthesis of 2-hetarylquinazolin-4(3H)-ones I [R¹ = H, 6-Me, 5-Cl, 6-C₆H₅CC, etc.; R² = H, Me, Pr, iso-Pr, benzyl, oxolan-2-ylmethyl, 2-(3,4-dimethoxyphenyl)ethyl; R³ = quinolin-2-yl, 7-chloroquinolin-2-yl, 8-(benzyloxy)quinolin-2-yl, etc.; X = C(O), SO₂] from 2-aminobenzamides R¹-2-H₂NC₆H₃C(O)NHR² and (2-azaaryl)methanes such as 2-methylquinoline, 2-methylbenzo[d]thiazole, 2-methylquinoxaline, etc. under transition metal-free conditions has been described. This protocol features a wide substrate scope with a broad range of functional group tolerance under mild conditions. The oxidation of (2-azaaryl)methanes to (2-azaaryl)methanals is proposed as the key step in this transformation. In the experiment, the researchers used many compounds, for example, 6-Chloro-2-aminobenzamide (cas: 54166-95-9SDS of cas: 54166-95-9).

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. 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.SDS of cas: 54166-95-9

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

Direct access to pyrido/pyrrolo[2,1-b]quinazolin-9(1H)-ones through silver-mediated intramolecular alkyne hydroamination reactions was written by Wang, Hengshuai;Jiao, Shengchao;Chen, Kerong;Zhang, Xu;Zhao, Linxiang;Liu, Dan;Zhou, Yu;Liu, Hong. And the article was included in Beilstein Journal of Organic Chemistry in 2015.Computed Properties of C7H7ClN2O This article mentions the following:

A synthetic methodol. for the construction of the fused heterocyclic compounds pyrido[2,1-b]quinazolin-9(1H)-ones I(R = H, 2-OCH₃, 1-F, 3-C₆H₅, 2,3-C₄H₄, etc.) and pyrrolo[2,1-b]quinazolin-9(1H)-ones II (R¹ = H, 8-Cl, 5-OCH₃, 6,7-C₄H₄, etc.) through an AgOTf-catalyzed intramol. alkyne hydroamination reaction were described. In the experiment, the researchers used many compounds, for example, 6-Chloro-2-aminobenzamide (cas: 54166-95-9Computed Properties of C7H7ClN2O).

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. 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.Computed Properties of C7H7ClN2O

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

Introduction of Z-GP scaffold into procarbazine reduces spermatoxicity and myelosuppression was written by Wang, Rikang;Zhang, Chao;Zheng, Chaojun;Li, Huilan;Xie, Xinshu;Jin, Yi;Liu, Zhijun;Chen, Heru. And the article was included in Bioorganic Chemistry in 2019.Synthetic Route of C11H13NO2 This article mentions the following:

Incorporation of carbobenzoxy-glycylprolyl (Z-GP) to either α or β position of the hydrazine moiety in procarbazine (Pcb) has been carried on in 5-steps process. The overall yield was 32.7%. The new entity Z-GP-Pcb was confirmed targeting to fibroblast activation protein-α (FAPα). Z-GP-Pcb may be hydrolyzed by either isolated rhFAPα or tumor homogenate. It was shown far less cytotoxicity against NCI-H460 cell line than Pcb. Z-GP-Pcb was displayed the potency to reduce spermatoxcity in H22-bearing mice. The mechanism may be ascribed to the blockade of dehydrogenation by α-glycerolphosphate dehydrogenase. This candidate was further proved equal antitumor activity to Pcb. However, the introduction of Z-GP scaffold decreased myelosuppression. All the evidences support that Z-GP-Pcb is a better antitumor agent than Pcb. In the experiment, the researchers used many compounds, for example, 4-Formyl-N-isopropylbenzamide (cas: 13255-50-0Synthetic Route of C11H13NO2).

4-Formyl-N-isopropylbenzamide (cas: 13255-50-0) 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. Ionic, or saltlike, amides are strongly alkaline compounds ordinarily made by treating ammonia, an amine, or a covalent amide with a reactive metal such as sodium.Synthetic Route of C11H13NO2

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

Pharmacological research on new salicylic and gentisic acid derivatives. I. Toxicity was written by Preziosi, P.. And the article was included in Archivio Italiano di Scienze Farmacologiche in 1955.Category: amides-buliding-blocks This article mentions the following:

The L.D.₅₀ of N-diethylsalicylamide (I), o-ethoxybenzamide (II), o-diethylaminoethoxybenzamide (III), salicoyl hydrazide (IV), N-acetylsalicoyl hydrazide (V), gentisamide (VI) and diacetylgentisic acid (VII) on rats, subcutaneously, was 121, 111, 70, 10, 181, 101, and 148%, resp., that of salicylamide (VIII); and on rabbits, intravenously, 92, 106, 107, 116, 145, 212, and 139%, resp. In experiments of chronic toxicity, with doses 1.51-3.02 times the therapeutic ones, the above behavior was confirmed: I, V, VI and VII gave no unfavorable effect, VIII was toxic in 50-100 mg. doses, II inhibited rat growth. None of the above drugs affected the blood crasis. On yeast respiration, the most toxic drug was IV, followed by I and V. The influence of the different groups (carboxyl, hydrazine, acetyl) on the drug toxicity is stressed. In the experiment, the researchers used many compounds, for example, N,N-Diethylsalicylamide (cas: 19311-91-2Category: amides-buliding-blocks).

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. 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.Category: amides-buliding-blocks

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

Direct and Chemoselective Synthesis of Tertiary Difluoroketones via Weinreb Amide Homologation with a CHF₂-Carbene Equivalent was written by Miele, Margherita;Citarella, Andrea;Micale, Nicola;Holzer, Wolfgang;Pace, Vittorio. And the article was included in Organic Letters in 2019.Electric Literature of C9H10FNO2 This article mentions the following:

The homologation of Weinreb amides into difluoromethylketones with a formal nucleophilic CHF₂ transfer agent is reported. Activating TMSCHF₂ with potassium tert-amylate enables a convenient access to the difluorinated homologation reagent, which adds to the acylating partners. The high chemoselectivity showcased in the presence of variously multifunctionalized Weinreb amides, jointly with uniformly high yields, enables the strategy of general applicability without requiring any stabilization element for the putative carbanion. In the experiment, the researchers used many compounds, for example, 3-Fluoro-N-methoxy-N-methylbenzamide (cas: 226260-01-1Electric Literature of C9H10FNO2).

3-Fluoro-N-methoxy-N-methylbenzamide (cas: 226260-01-1) 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 can be freed from solvent or water by drying below their melting points. These purifications can also be used for sulfonamides and acid hydrazides.Electric Literature of C9H10FNO2

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