Month: December 2022

Lunazzi, L. published the artcileConformational analysis in heteroaromatic carbonyl compounds. I. Radical anions of 2,5-thiophenedicarboxaldehyde and related derivatives, Category: amides-buliding-blocks, the publication is Journal of the Chemical Society, Perkin Transactions 2: Physical Organic Chemistry (1972-1999) (1972), 751-4, database is CAplus.

The room temperature ESR spectrum of the photolytically generated radical anion of 2,5-thio-phenedicarboxaldehyde (I) showed the existence of 2 of the 3 possible rotational isomers. The less stable was the O-cis-trans isomer as seen from the nonequivalence of the thiophene proton splittings. Examination of several derivatives of I, e.g. thieno[3,2-b]-thiophene-2,5-dicarboxaldehyde, with different steric requirements allowed the assignment of the O-cis-cis conformation to the other rotamer.

Journal of the Chemical Society, Perkin Transactions 2: Physical Organic Chemistry (1972-1999) published new progress about 360-92-9. 360-92-9 belongs to amides-buliding-blocks, auxiliary class Trifluoromethyl,Fluoride,Amine,Aliphatic hydrocarbon chain,Amide, name is N,N-Diethyl-2,2,2-trifluoroacetamide, and the molecular formula is C6H10F3NO, Category: amides-buliding-blocks.

Referemce:
https://en.wikipedia.org/wiki/Amide,
Amide – an overview | ScienceDirect Topics

Hermann, Markus R. published the artcileCovalent inhibitor reactivity prediction by the electrophilicity index-in and out of scope, Recommanded Product: 2-Chloroacetamide, the publication is Journal of Computer-Aided Molecular Design (2021), 35(4), 531-539, database is CAplus and MEDLINE.

Drug discovery is an expensive and time-consuming process. To make this process more efficient quantum chem. methods can be employed. The electrophilicity index is one property that can be calculated by quantum chem. methods, and if calculated correctly gives insight into the reactivity of covalent inhibitors. Herein we present the usage of the electrophilicity index on three common warheads, i.e., acrylamides, 2-chloroacetamides, and propargylamides. We thoroughly examine the properties of the electrophilicity index, show which pitfalls should be avoided, and what the requirements to successfully apply the electrophilicity index are.

Journal of Computer-Aided Molecular Design published new progress about 79-07-2. 79-07-2 belongs to amides-buliding-blocks, auxiliary class Chloride,Amine,Aliphatic hydrocarbon chain,Amide,Inhibitor, name is 2-Chloroacetamide, and the molecular formula is C2H4ClNO, Recommanded Product: 2-Chloroacetamide.

Referemce:
https://en.wikipedia.org/wiki/Amide,
Amide – an overview | ScienceDirect Topics

Umape, Prashant G. published the artcileSynthesis and characterization of novel yellow azo dyes from 2-morpholin-4-yl-1,3-thiazol-4(5H)-one and study of their azo-hydrazone tautomerism, Name: Morpholine-4-carbothioamide, the publication is Dyes and Pigments (2013), 99(2), 291-298, database is CAplus.

Novel yellow azo dyes were synthesized by diazotization of aromatic amines followed by coupling with 2-morpholin-4-yl-1,3-thiazol-4(5H)-one and fully characterized. The geometries of the synthesized dyes for azo and hydrazone tautomeric forms were optimized using B3LYP, CAM-B3LYP and M06 functional and 6-31G(d) and 6-311++G (d,p) basis sets, also their electronic excitation properties were evaluated using d. functional theory. The optimized geometries reveal that the hydrazone for is more stable than the azo form. Photophys. properties of the synthesized dyes were evaluated by UV-Visible spectroscopy and compared with computed vertical excitation obtained from TDDFT. The results clearly illustrate existence of dye 8a, 8b and 8c in hydrazone tautomeric form, while 8d exist in both azo as well as hydrazone form. Thermal stabilities were estimated by using thermo gravimetric anal., and results revels that the synthesized dyes have good thermal stability.

Dyes and Pigments published new progress about 14294-10-1. 14294-10-1 belongs to amides-buliding-blocks, auxiliary class Morpholine,Thiourea,Amine,Amide, name is Morpholine-4-carbothioamide, and the molecular formula is C20H19NO4, Name: Morpholine-4-carbothioamide.

Referemce:
https://en.wikipedia.org/wiki/Amide,
Amide – an overview | ScienceDirect Topics

Avhad, Kiran C. published the artcileViscosity induced emission of red-emitting NLOphoric coumarin morpholine-thiazole hybrid styryl dyes as FMRs: Consolidated experimental and theoretical approach, Safety of Morpholine-4-carbothioamide, the publication is Optical Materials (Amsterdam, Netherlands) (2018), 90-107, database is CAplus.

Four new coumarin hybrid styryl dyes are synthesized by condensing 4-(7-(diethylamino)-2-oxo-2H-chromen-3-yl)-2-morpholinothiazole-5-carbaldehyde with dicyanovinylene containing active methylene intermediates and their linear and non-linear optical properties are studied. The dye having dicyanovinylene-isophorone acceptor displayed a large Stokes shift of 3702-4795 cm^-1 in non-polar to polar solvent resp. The dyes exhibit a good charge transfer characteristics and pos. emission solvatochromism (∼50 nm-72 nm) in non-polar to a polar solvent which is well supported by multi-linear regression anal. Viscosity induced enhancement study in ethanol/polyethylene glycol-400 system shows 2.71-6.78 fold increase in emission intensity. The intra and twisted-intramol. charge transfer (ICT-TICT) characteristics were established using emission solvatochromism, polarity plots, generalized Mullikan-Hush (GMH) anal. and optimized geometry. A dye having the highest charge transfer dipole moment relatively possess the maximum two-photon absorption cross-section area (KK-1 = 165-207 GM) which was established using theor. two-level model. The NLO properties have been investigated employing solvatochromic and computational methods and were found to be directly proportional to the polarity of the solvent. Z-scan results reveal that the dyes KK-1 and KK-2 possesses reverse saturable kind of behavior whereas KK-3 and KK-4 show saturable kind of behavior. From the exptl. and theor. data, these coumarin thiazole hybrid dyes can be considered as promising candidates for FMR and NLOphores.

Optical Materials (Amsterdam, Netherlands) published new progress about 14294-10-1. 14294-10-1 belongs to amides-buliding-blocks, auxiliary class Morpholine,Thiourea,Amine,Amide, name is Morpholine-4-carbothioamide, and the molecular formula is C5H10N2OS, Safety of Morpholine-4-carbothioamide.

Referemce:
https://en.wikipedia.org/wiki/Amide,
Amide – an overview | ScienceDirect Topics

Pandey, Lokesh Kumar published the artcileA thiophosphoryl chloride assisted transformation of arylaldoximes to thioamides, COA of Formula: C8H9NOS, the publication is Synthesis (2012), 44(3), 377-379, database is CAplus.

Primary benzothioamides were accessed from benzaldoximes (benzaldehyde oximes) via benzonitriles in a sequential tandem approach utilizing thiophosphoryl chloride as a dehydrating and thionating agent.

Synthesis published new progress about 64559-06-4. 64559-06-4 belongs to amides-buliding-blocks, auxiliary class Amine,Benzene,Amide,Ether, name is 3-Methoxybenzothioamide, and the molecular formula is C8H9NOS, COA of Formula: C8H9NOS.

Referemce:
https://en.wikipedia.org/wiki/Amide,
Amide – an overview | ScienceDirect Topics

Modi, Visha P. published the artcileStudies on synthesis, characterization and solvatochromic effect of novel tris(heteroaryl)bisazo dyes for dyeing polyester fabric, Product Details of C5H8N2O, the publication is Elixir Online Journal (2012), 7192-7201, database is CAplus.

In the present communication novel tris(hetroaryl)bisazo dyes were synthesized by the coupling of various heterocyclic diazonium salt with 1-ethyl-6-hydroxy-4-methyl-2-oxo-5-((4-phenylthiazol-2-yl)diazenyl)-1,2-dihydropyridine-3-carbonitrile. The later compound was synthesized by a new procedure for the synthesis of well known azo pyridone dyes from 2-cyano-N-ethylacetamide, ethyl-3-oxobutanoate and 4-aryl-2-aminothaizole. Structural confirmation of all the synthesized compounds have been accomplished by UV-Visible, FT-IR, 1H-NMR,13C-NMR and mass spectroscopic techniques. Solvent effects on the visible absorption spectra of the dyes were evaluated. The color of the dyes is discussed with respect to the nature of the heterocyclic ring and substituent present therein. All these dyes were applied as disperse dyes on to polyester fabrics and their fastness properties were evaluated.

Elixir Online Journal published new progress about 15029-36-4. 15029-36-4 belongs to amides-buliding-blocks, auxiliary class Nitrile,Amine,Aliphatic hydrocarbon chain,Amide, name is 2-Cyano-N-ethylacetamide, and the molecular formula is C5H8N2O, Product Details of C5H8N2O.

Referemce:
https://en.wikipedia.org/wiki/Amide,
Amide – an overview | ScienceDirect Topics

Ladds, Marcus J. G. W. published the artcileAutophagic flux blockage by accumulation of weakly basic tenovins leads to elimination of B-Raf mutant tumour cells that survive vemurafenib, Related Products of amides-buliding-blocks, the publication is PLoS One (2018), 13(4), e0195956/1-e0195956/21, database is CAplus and MEDLINE.

Tenovin-6 is the most studied member of a family of small mols. with antitumor activity in vivo. Previously, it has been determined that part of the effects of tenovin-6 associate with its ability to inhibit SirT1 and activate p53. However, tenovin-6 has also been shown to modulate autophagic flux. Here we show that blockage of autophagic flux occurs in a variety of cell lines in response to certain tenovins, that autophagy blockage occurs regardless of the effect of tenovins on SirT1 or p53, and that this blockage is dependent on the aliphatic tertiary amine side chain of these mols. Addnl., we evaluate the contribution of this tertiary amine to the elimination of proliferating melanoma cells in culture. We also demonstrate that the presence of the tertiary amine is sufficient to lead to death of tumor cells arrested in G1 phase following vemurafenib treatment. We conclude that blockage of autophagic flux by tenovins is necessary to eliminate melanoma cells that survive B-Raf inhibition and achieve total tumor cell kill and that autophagy blockage can be achieved at a lower concentration than by chloroquine. This observation is of great relevance as relapse and resistance are frequently observed in cancer patients treated with B-Raf inhibitors.

PLoS One published new progress about 380315-80-0. 380315-80-0 belongs to amides-buliding-blocks, auxiliary class Apoptosis,p53, name is N-((4-Acetamidophenyl)carbamothioyl)-4-(tert-butyl)benzamide, and the molecular formula is C20H23N3O2S, Related Products of amides-buliding-blocks.

Referemce:
https://en.wikipedia.org/wiki/Amide,
Amide – an overview | ScienceDirect Topics

Lin, Yiyang published the artcilePlasmonic Chirality Imprinting on Nucleobase-Displaying Supramolecular Nanohelices by Metal-Nucleobase Recognition, Recommanded Product: 2-(N-(2-((((9H-Fluoren-9-yl)methoxy)carbonyl)amino)ethyl)-2-(2-(((benzhydryloxy)carbonyl)amino)-6-oxo-5H-purin-9(6H)-yl)acetamido)acetic acid, the publication is Angewandte Chemie, International Edition (2017), 56(9), 2361-2365, database is CAplus and MEDLINE.

Supramol. self-assembly is an important process that enables the conception of complex structures mimicking biol. motifs. Herein, we constructed helical fibrils through chiral self-assembly of nucleobase-peptide conjugates (NPCs), where achiral nucleobases are helically displayed on the surface of fibrils, comparable to polymerized nucleic acids. Selective binding between DNA and the NPC fibrils was observed with fluorescence polarization. Taking advantage of metal-nucleobase recognition, we highlight the possibility of deposition/assembly of plasmonic nanoparticles onto the fibrillar constructs. In this approach, the supramol. chirality of NPCs can be adaptively imparted to metallic nanoparticles, covering them to generate structures with plasmonic chirality that exhibit significantly improved colloidal stability. The self-assembly of rationally designed NPCs into nanohelices is a promising way to engineer complex, optically diverse nucleobase-derived nanomaterials.

Angewandte Chemie, International Edition published new progress about 186046-83-3. 186046-83-3 belongs to amides-buliding-blocks, auxiliary class Purine,Carboxylic acid,Amine,Benzene,Amide,Others,PNA,, name is 2-(N-(2-((((9H-Fluoren-9-yl)methoxy)carbonyl)amino)ethyl)-2-(2-(((benzhydryloxy)carbonyl)amino)-6-oxo-5H-purin-9(6H)-yl)acetamido)acetic acid, and the molecular formula is C40H35N7O8, Recommanded Product: 2-(N-(2-((((9H-Fluoren-9-yl)methoxy)carbonyl)amino)ethyl)-2-(2-(((benzhydryloxy)carbonyl)amino)-6-oxo-5H-purin-9(6H)-yl)acetamido)acetic acid.

Referemce:
https://en.wikipedia.org/wiki/Amide,
Amide – an overview | ScienceDirect Topics

Datta, Bandita published the artcileSilica chloride-catalyzed microwave-assisted efficient and selective one-pot synthesis of amides from aldehydes, Recommanded Product: 2,4-Dichlorobenzamide, the publication is Bulletin of the Korean Chemical Society (2012), 33(7), 2129-2130, database is CAplus.

A one-pot selective conversion of aromatic aldehydes to amides with NH₂OH.HCl by catalytic SiO₂-Cl in a microwave reactor at 100 W was presented. This synthesis is suitable for electron-withdrawing and electron-donating aldehydes. The developed protocol has advantages of short reaction time and high yields, utilizes an efficient and recyclable heterogeneous catalyst, and follows green chem. norms.

Bulletin of the Korean Chemical Society published new progress about 2447-79-2. 2447-79-2 belongs to amides-buliding-blocks, auxiliary class Chloride,Amine,Benzene,Amide, name is 2,4-Dichlorobenzamide, and the molecular formula is C7H5Cl2NO, Recommanded Product: 2,4-Dichlorobenzamide.

Referemce:
https://en.wikipedia.org/wiki/Amide,
Amide – an overview | ScienceDirect Topics

Kaye, Irving Allan published the artcilePreparation of secondary and tertiary 2-thiazolylamines, Computed Properties of 2451-91-4, the publication is Journal of the American Chemical Society (1952), 2271-3, database is CAplus.

cf. C.A. 46, 9094b. Basically mono- or disubstituted derivatives of 2-aminothiazole (I) were prepared by the condensation of an appropriately substituted thiourea with di-Me chloroacetal (II). The reaction of 2-bromothiazole (IIA) with either a primary or secondary amine was a less satisfactory method. N,N-Diethyl-N’-benzyl-N’-(2-thiazolyl)ethylenediamine (III), tested for antihistaminic activity on the isolated guinea-pig ileum strip, showed 1.5% of the activity of pyribenzamine (IV). The N,N-di-Me analog (V) of III was 20% as active as IV. Against acetylcholine, V had 0.15% the activity of atropine. The method of Ganapathi and Venkataraman (C.A. 40, 4059.5) gave 67% IIA. The method of Campbell, et al. (C.A. 43, 1340g), gave 93% PhCH:NEt (VI). VI with Pd-C gave 94% PhCH₂NHEt (VII), b₈₂ 124-5°. The method of Moore and Crossley (Organic Syntheses, 21, 81(1941); C.A. 35, 6241.4) yielded 91 and 89%, resp., of PhCH₂NCS, b₃ 105-7°, and EtNCS, b₁₂₀ 60-70°. The method of Frank and Smith (Ibid. 28, 89(1948); C.A. 43, 1734h) yielded 71% BzNHCSNHCH₂Ph (VIII), m. 124-4.5°. Alk. cleavage of VIII gave 92% H₂NCSNHCH₂Ph (IX). PhCH₂NCS and NH₄OH gave IX. EtNCS and NH₄OH gave 70% EtNHCSNH₂. The method of Frank and Smith, loc. cit., gave 79.5% BzNHCSN(CH₂Ph)₂ (X), m. 142-3°. Et₂NCH₂CH₂NHCH₂Ph (XI) (82.5 g.) in 100 cc. C₆H₆ added dropwise (cooling) to 21.2 g. BrCN in 100 cc. C₆H₆, the solution heated 4 h. on the steam bath, cooled, treated with 20 g. NaOH in 150 cc. water, extracted with C₆H₆, and the extract fractionated yielded 37.1 g. XI, b₅ 128-34°; and 41.3 g. benzyl(2-diethylaminoethyl)cyanamide (XII), b₅ 179-80°. The same procedure, except for filtration of the HBr salts of excess amines, yielded 95% NCNEtCH₂Ph (XIII), b₁₂ 157-8°; and 100% NCN(CH₂Ph)₂ (XIV), m. 60-2°, b₃ 180-5°. Gaseous NH₃ and H₂S passed rapidly into 17.6 g. XIII in 125 cc. MeOH saturated with NH₃ (temperature held below 35°), the flow of NH₃ stopped after 1 h., that of H₂S 1 h. later, ice and water added, and the precipitate filtered yielded 15.8 g. PhCH₂EtNCSNH₂, m. 122.5-3.5°. XIV yielded 73% (PhCH₂)₂NCSNH₂. XII gave an oil which was cyclized in 45% yield to III, b_0.9 135-9°, m. 147.5-8.5°. V, 34% yield, b_0.04 118-25°, m. 158.5-9.5°. Method A: PhCH₂NHCSNH₂ (74.8 g.), 67.3 g. II, and 250 cc. water heated 18 h. on the steam bath, diluted with 1 l. water, and made alk. with NaOH yielded 80.0 g. 2-benzylaminothiazole (XV), m. 126-7.5°. IIA (16.4 g.) and 21.4 g. PhCH₂NH₂ refluxed 72 h. in cumene or xylene yielded 1.8 g. XV, m. 127.5-8.5. B: IIA (8.2 g.), 11.6 g. Et₂NCH₂CH₂NH₂, and 12 g. pyridine refluxed 3.5 h., cooled to room temperature, 100 cc. water added, and the solution saturated with K₂CO₃ and extracted with Et₂O yielded 6.0 g. N,N-diethyl-N’-(2-thiazolyl)ethylenediamine, b_0.4 112-15°; di-HCl salt, m. 181.5-2.5°. The following N,N-disubstituted 2-aminothiazoles were also prepared (substituents, method, b.p./mm., % yield, and m.p. given): Et, H, A, -, 70, 49-50° (picrate, m. 182-3°); Et, benzyl, A, 119-22°/0.10, 28, 153.5-54°; benzyl, benzyl, A, 116-20°/0.05, 57, 167-7.5°.

Journal of the American Chemical Society published new progress about 2451-91-4. 2451-91-4 belongs to amides-buliding-blocks, auxiliary class Nitrile,Amine,Benzene, name is N,N-Dibenzylcyanamide, and the molecular formula is C15H14N2, Computed Properties of 2451-91-4.

Referemce:
https://en.wikipedia.org/wiki/Amide,
Amide – an overview | ScienceDirect Topics