Category: amides-buliding-blocks

Joullie, Madeleine M. published the artcileReactions of amines with esters of polyhalogenated acids, Category: amides-buliding-blocks, the publication is Journal of the American Chemical Society (1955), 6662-3, database is CAplus.

Me₂C:CH₂ passed 1 hr. into 37 g. CF₃CO₂H (I) at 50°, and the mixture allowed to stand overnight, treated with more Me₂C:CH₂ until the heat evolution ceased, and fractionated yielded 75% CF₃CO₂CMe₃ (II), b₆₀ 30°, b₇₆₀ 83°, n_D²⁵ 1.3300. An appropriate ester treated gradually with the appropriate amine, and the mixture allowed to stand overnight and fractionated gave the corresponding amide; the mixtures with II were allowed to stand 4 days before fractionation. In this manner were prepared the following amides of I (m.p. or b.p./mm., % yield, n_D²⁵ given): di-Et, 30°/2, 60, 1.3780; piperidide, 44°/1, 84, 1.4153; morpholide, 47°/1, 87, 1.4177. C₂F₅CO₂H: Bu, 48°/1, 80, 1.3642; morpholide, 59°/1 (m.p. 46-7°), 85, -. C₃F₇CO₂H: Bu, 56°/2, 80, 1.3568; piperidide, 57°/2, 85, 1.3846; pyrrolidide, 65°/2, 76, 1.3755; morpholide, 72°/2, 89, 1.3850; piperidide of CHF₂CO₂H, 66°/3, 85, 1.4500. CClF₂CO₂H piperidide, 98°/10, 90, 1.4520. CHCl₂CO₂H pyrrolidide, 120°/2, 75, 1.5182.

Journal of the American Chemical Society 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

Klosa, Josef published the artcileSynthesis of carboxylic acid amides from carboxylic acids and amines by means of polyphosphoric acid, Application In Synthesis of 530-40-5, the publication is Journal fuer Praktische Chemie (Leipzig) (1966), 31(1-2), 41-8, database is CAplus.

4-Amino-1-phenyl-2,3-dimethyl-5-pyrazolone (I) (100 g.) and 62 g. nicotinic acid (II) added with stirring in portions at 100-10° to 300 g. polyphosphoric acid (III) and heated 1.5-2 hrs. at 160-80° gave 135-40 g. 4-(pyridine-3-carboxamido)-2,3-dimethyl-1-phenyl-5-pyrazolone (IV), m. 256-8°. I (100 g.) and 62 g. II treated with 300-400 g. III, heated with occasional stirring to 100-20° and then during 1-2 hrs. to 160-80°, poured into 1-2 l. H₂O, and stirred 1-2 hrs. gave 145 g. IV. Similarly were prepared the following analogs of IV (4-substituent, m.p., and % yield given): pyridine-4-carboxamido, 273-5°, 90; 6-methylpyridine-2-carboxamido, 206-8°, 80; 4-methylpyridine-3-carboxamido, 248-60°, 65; 4-ethylpyridine-3-carboxamido, 240-2°, 70; 2,4-dimethylpyridine-3-carboxamido, 267-9° (MeOH), 75; 2,6-dimethyl-3-pyridinecarboxamido, 264-6° (MeOH), 85; 2-methylpyridine-5-carboxamido, >280° (decomposition), 78; 2-methylpyridine-4-carboxamido, >300° (decomposition), 70; 2,4,6-trimethylpyridine-3-carboxamido, >300° (decomposition with charring), 82; 2,3,4-trimethylpyridine-5-carboxamido, >300° (decomposition with charring), 80; 6-phenylpyridine-5-carboxamido, 270-2° (decomposition), 65; 2-methyl-6-phenylpyridine-3-carboxamido, >290° (decomposition), 65; 4-chloropyridine-2-carboxamido, >265-7° (decomposition), 65; 5-chloropyridine-2-carboxamido, >280° (decomposition), 75; 2-chloropyridine-3-carboxamido, from 260° (decomposition), 70; 3-chloropyridine-4-carboxamido, >300° (decomposition), 85; 4,6-dichloropyridine-2-carboxamido, from 250° (decomposition with browning), 68; 2,3-dichloropyridine-5-carboxamido, from 260° (decomposition and browning), 88; 2,6-dichloropyridine-4-carboxamido, >280°, 85; 2-hydroxypyridine-5-carboxamido, >300°, 65; 2-hydroxy-3-chloropyridine-5-carboxamido, >300° (decomposition), 60; 2-hydroxy-6-chloropyridine-4-carboxamido, from 270° (decomposition), 65; 2-phenylquinoline-4-carboxamido, 245-7°, 90; 2-phenyl-6-methoxyquinoline-4-carboxamido, 282-4°, 75. Similarly were prepared the following compounds (m.p. or b.p. and % yield given): p-ethoxyanilide of II, 170-2°, 60; diethylamide of II, 276-8°/760 mm., 65; piperidide of II, 314-16°/760, 60; diethylamide of isonicotinic acid (V), 26-8°, 68; p-ethoxyanilide of V, 198-290°, 75; 2-methylpyridine-5-carboxanilide (VI), 138-40°, 68; 2-Ph analog of VI, 200-2°, 70.

Journal fuer Praktische Chemie (Leipzig) published new progress about 530-40-5. 530-40-5 belongs to amides-buliding-blocks, auxiliary class Pyridine,Amine,Amide, name is N,N-Diethylisonicotinamide, and the molecular formula is C10H14N2O, Application In Synthesis of 530-40-5.

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

Lemmerer, Andreas published the artcileThe 2-Chloro-4-nitrobenzoic acid as a coformer with pharmaceutical cocrystals and molecular salts, SDS of cas: 1453-82-3, the publication is Acta Crystallographica, Section C: Structural Chemistry (2020), 76(8), 746-752, database is CAplus and MEDLINE.

A series of five binary complexes, i.e. three cocrystals and two mol. salts, using 2-chloro-4-nitrobenzoic acid as a coformer have been produced with five commonly available compounds, some of pharmaceutical relevance, namely, 2-chloro-4-nitrobenzoic acid-isonicotinamide (1/1), C7H4ClNO4·C6H6N2O, 2-chloro-4-nitrobenzoic acid-3,3-diethylpyridine-2,4(1H,3H)-dione (2/1), 2C7H4ClNO4·C9H13NO2, 2-chloro-4-nitrobenzoic acid-pyrrolidin-2-one (1/1), C7H4ClNO4·C4H7NO, 2-carboxypiperidinium 2-chloro-4-nitrobenzoate, C6H12NO2-·C7H3ClNO4-, and (2-hydroxyethyl)ammonium 2-chloro-4-nitrobenzoate, C2H8NO+·C7H3ClNO4-. The coformer falls under the classification of a generally regarded as safe compound All five complexes make use of a number of different heteromeric hydrogen-bonded interactions. Intermol. potentials were evaluated using the CSD-Materials module.

Acta Crystallographica, Section C: Structural Chemistry published new progress about 1453-82-3. 1453-82-3 belongs to amides-buliding-blocks, auxiliary class Pyridine,Amine,Amide, name is Isonicotinamide, and the molecular formula is C6H6N2O, SDS of cas: 1453-82-3.

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

Lieber, Charles M. published the artcileProbing polymer-induced reactivity effects in modified electrode/catalyst systems, Quality Control of 530-40-5, the publication is Journal of the Electrochemical Society (1986), 133(11), 442C-444C, database is CAplus.

To elucidate reactivity effects in modified electrode systems, the substitution kinetics of Ru(NH₃)₅(H₂O)²⁺ with substituted pyridines was selected: Ru(NH₃)₅(H₂O)²⁺ + R-Py → Ru(NH₃)₅(R-Py)²⁺ + H₂O; R-Py = pyridine derivatives: isonicotinamide, pyridine, 3-chloropyridine, or N,N-diethylisonicotinamide. A pyrolytic graphite electrode was modified with Nafion solutions to give in most cases a film thickness of ∼0.4 μm. Cyclic voltammograms were recorded and the kinetics and mechanistic implications were discussed. These results indicate that Nafion-modified electrodes may be utilized to effect chem. transformations that are quite different from those found in homogeneous solution

Journal of the Electrochemical Society published new progress about 530-40-5. 530-40-5 belongs to amides-buliding-blocks, auxiliary class Pyridine,Amine,Amide, name is N,N-Diethylisonicotinamide, and the molecular formula is C10H14N2O, Quality Control of 530-40-5.

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

Masaret, Ghada S. published the artcileSynthesis, Docking and Antihypertensive Activity of Pyridone Derivatives, Recommanded Product: 2-Cyano-N-ethylacetamide, the publication is ChemistrySelect (2020), 5(44), 13995-14003, database is CAplus.

A substituted 4-((5-cyano-1-ethyl-2-hydroxy-4-methyl-6-oxo-1,6-dihydropyridin-3-yl)diazenyl)benzene-sulfonamides were picked up via coupling of aromatic Diazonium salt for sulfonamide derivatives on 3-cyano-6-hydroxyl-2-pyridone derivative The produced derivatives were exposed to mol. docking to predict their antihypertensive activity toward protein databank identification number (PDB ID 6JP5) complexed with an amino acids consequent from the human Voltage-dependent L-type calcium channel (LCC) alpha-1S subunit. The docking studies outcomes endorsed to utilize these analogs in vivo antihypertensive effectiveness treatise. The Mean systolic blood pressure (SBP) of hypertensive rats injected by Dihydropyridine derivatives (DHPD) were evaluated in comparable with nifedipine that utilized as standard drug. Moreover, the vasorelaxant effectiveness of the synthesized derivatives were examined against the contraction induced by noradrenaline (0.1 mM, NA) on aorta rat rings.

ChemistrySelect 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, Recommanded Product: 2-Cyano-N-ethylacetamide.

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

Misner, Jerry W. published the artcileAn improved method for the decyanation of N,N-disubstituted cyanamides, Synthetic Route of 2451-91-4, the publication is Journal of Organic Chemistry (1987), 52(14), 3166-8, database is CAplus.

The cleavage of N,N-disubstituted cyanamides, e.g. the ergoline I (R = cyano), to secondary amines, e.g. I (R = H), is effected rapidly and in high yields with NaOH or KOH in ethylene glycol at temperature greater than 120°. The products can usually be isolated easily as either the free amines or as their salts so long as they are reasonably hydrophobic. This procedure is an excellent alternative to other methods, especially with acid sensitive substrates.

Journal of Organic Chemistry 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, Synthetic Route of 2451-91-4.

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

Nair, G. Vijayakumaran published the artcileTert-butyl and tert-amyl isothiocyanates as novel reagents for the preparation of 1-substituted thiocarbamide derivatives, Recommanded Product: Morpholine-4-carbothioamide, the publication is Indian Journal of Chemistry (1966), 4(12), 516-20, database is CAplus.

cf. Neville and McGee, CA 59: 8715f. tert-Butyl (I) and tert-amyl isothiocyanates (II) on treating with amino compounds, aliphatic and aromatic primary and secondary amines, heterocyclic primary amines and imines and cyclic amines, in which the amino group is part of the ring system, afforded the related tertiary alkyl thiocarbamide derivatives [TABLE OMITTED] I was prepared as follows: A mixture of 27.4 g. NH4CNS, 10 g. ZnCl2, 27.8 g. tert-BuCl, and 100 ml. H2O was shaken 96 hrs. at intervals. The upper organic layer was separated, washed with H2O, dried and shaken 1 hr. with 5 g. powd. anhydrous ZnCl2 for 96 hrs. The decanted liquid was washed with H2O and dried with CaCl2 to yield 29.5 g. I, which was used directly for condensation. II was similarly prepared using tert-AmCl. Molar quantities of aliphatic primary and secondary amines and I reacted rapidly at room temperature in petroleum ether solution giving quant. yields of the desired tertiary alkyl thiocarbamide derivatives Aromatic primary and secondary amines, heterocyclic amines, and mono- and diarylguanidines, however, reacted only when the reactants were heated 1.5-5 hrs. in C6H6 solution II also reacted similarly. These derivatives were easily and quant. heterolyzed by treating with concentrated HCl at 90-95° for 2-30 min. to the corresponding thiocarbamides and tertiary alkyl chloride. 1-Substituted-3-tert-butylthiocarbamides (III) prepared are listed in the first table. 1-Substituted-3-tert-amylthiocarbamides (IV) prepared by the reaction of II and amines are listed in the 2nd table. (Ts stands for thiosemicarbazide). [TABLE OMITTED] The reaction of I with N2H4.H2O for 30 min. yielded 90% 4-tert-butylthiosemicarbazide (V), m. 143° (dilute EtOH). Similar reaction with PhNHNH2 yielded 91% 2-phenyl-4-tert-butylthiosemicarbazide (VI), m. 177° (absolute EtOH). Heterolysis of V and VI yielded H2NNHCSNH2, m. 180°, and PhNHNHCSNH2, m. 201°, in 67 and 94% resp. This procedure provides a novel and economic method of wider applicability for the preparation of 1-substituted thiocarbamides.

Indian Journal of Chemistry 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, Recommanded Product: Morpholine-4-carbothioamide.

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

Nobuaki, Miyahara published the artcileLTB4 and Allergies, Recommanded Product: [(2-Hexylcyclopentylidene)amino]thiourea, the publication is Arerugi, Men’eki (2018), 25(3), 362-370, database is CAplus.

A review. Mouth leukotriene B₄ (LTB₄) is a bioactive lipid derived from arachidonic acid. Since the identification of the high-affinity receptor BLT1 and the low-affinity receptor BLT2 of LTB₄, their involvement in various allergic diseases has been elucidated. LTB₄-BLT1 pathway has been suggested to be involved in bronchial apol., especially in severe acute infarct steroid-resistant apnea, and in atopic dermatitis, allergic rhinitis, conjunctivitis, etc : LTB₄-BLT1 regulation of the pathway is expected as a new bureaucracy for allergic diseases.

Arerugi, Men’eki published new progress about 321673-30-7. 321673-30-7 belongs to amides-buliding-blocks, auxiliary class Immunology/Inflammation,Scavenger receptor, name is [(2-Hexylcyclopentylidene)amino]thiourea, and the molecular formula is C12H23N3S, Recommanded Product: [(2-Hexylcyclopentylidene)amino]thiourea.

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

O’Callaghan, C. N. published the artcileReaction of ethyl cyanoacetate with 2-iminochromene derivatives, Name: 2-Cyano-N-ethylacetamide, the publication is Proceedings of the Royal Irish Academy, Section B: Biological, Geological and Chemical Science (1977), 77B(19-47), 533-8, database is CAplus.

The carbamoyliminochromones I (R = H, 8-MeO, 8-EtO, 6-Cl) condensed with EtO₂CCH₂CN to give the benzopyranopyridines II. The coumarins III was also formed by a competing reaction.

Proceedings of the Royal Irish Academy, Section B: Biological, Geological and Chemical Science 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, Name: 2-Cyano-N-ethylacetamide.

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

Oeberg, Tomas published the artcileA QSAR for Baseline Toxicity: Validation, Domain of Application, and Prediction, Synthetic Route of 2447-79-2, the publication is Chemical Research in Toxicology (2004), 17(12), 1630-1637, database is CAplus and MEDLINE.

The interest in modeling and application of structure-activity relationships has steadily increased in recent decades. It is generally acknowledged that these empirical relationships are valid only within the same domain for which they were developed. However, model validation is sometimes neglected, and the application domain is not always well-defined. The purpose of this paper is to outline how validation and domain definition can facilitate the modeling and prediction of baseline toxicity for a large database. A large number of theor. descriptors (867) were generated from two-dimensional mol. structures for compounds present in the U.S. EPA’s Fathead Minnow Database (611) and the Syracuse Research Corporation’s PhysProp Database (25,000+). A quant. structure-activity relationship model was developed for baseline toxicity (narcosis) toward the fathead minnow (Pimephales promelas) using a projection-based regression technique, PLSR (partial least squares regression). The PLSR model was subsequently validated with an external test set. The main factors of variation were related to size/shape and polar interactions. The prediction error was comparable to, or slightly better than, the ECOSAR procedures. A set of 16 805 compounds, drawn from the PhysProp Database, was projected onto the PLSR model. More than 90% (15 597) of the compounds fall within the valid model domain, defined by the residual standard deviation and the leverage. The predicted baseline toxicity indicates an acute hazard for two-thirds of these compounds, classes I-III in the OECD Globally Harmonized Classification System (LC₅₀ ≤100 mg L^-1). Finally, the mode of action assigned in the U.S. EPA Fathead Minnow Database was investigated. Reclassification to narcosis as the mode of action is suggested for 92 compounds, mostly from the groups “unsure” and “mixed”. The present classification into specific modes of action seems to be further strengthened by the findings in this investigation.

Chemical Research in Toxicology 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, Synthetic Route of 2447-79-2.

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