Month: November 2022

Wan, Lingzi published the artcileNew synthetic method of Saflufenacil, Application of N-Methyl-N-isopropylsulfamoyl amide, the publication is Huaxue Tongbao (2019), 82(9), 826-830, database is CAplus.

The synthetic process of Saflufenacil and its key intermediates is designed and completed, which has the potential for industrial manufacturing The key intermediate N-methyl-N-isopropylaminosulfonamide is prepared by using chlorosulfonyl isocyanate, t-butanol, N-methyl-N-isopropylamine as the starting material. The overall yield of the three-step reaction is about 75%. Then, 2-chloro-4-fluorobenzoic acid was used as a raw material to prepare Saflufenacil by nitration, chloridization, condensation, catalytic hydrogenation reduction, aminolysis and methylation reactions. The total yield of 8 steps is 48.6%, and the purity of the target product is 98.6%. The final products and the intermediates are characterized by NMR and MS.

Huaxue Tongbao published new progress about 372136-76-0. 372136-76-0 belongs to amides-buliding-blocks, auxiliary class Sulfamide,Amine,Aliphatic hydrocarbon chain, name is N-Methyl-N-isopropylsulfamoyl amide, and the molecular formula is C15H14Cl2S2, Application of N-Methyl-N-isopropylsulfamoyl amide.

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

Epsztajn, Jan published the artcileApplications of organolithium and related reagents in synthesis. Part 4. A general study of the reactions of N,N-dialkylpyridinecarboxamides with lithium diisopropylamide, Safety of N,N-Diethylisonicotinamide, the publication is Journal of Chemical Research, Synopses (1986), 18-19, database is CAplus.

Treatment of N,N-diisopropylpyridinecarboxamides with (Me₂CH)₂NLi (I) gave the corresponding lithiated amides regioselectively and reversibly. The lithiated amides were stable at -78°, but underwent self-addition to the parent compounds at higher temperatures and underwent trapping by a variety of carbonyl electrophiles to give a range of substituted products. E.g., treatment of N,N-diisopropylnicotinamide with I in Et₂O-C₆H₆ at -78° for 1 h, followed by addition of BzNMe₂ and stirring 2 h, gave 73% 4-benzoyl-N,N-diisopropylnicotinamide.

Journal of Chemical Research, Synopses 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, Safety of N,N-Diethylisonicotinamide.

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

Katritzky, Alan R. published the artcile1-Cyanobenzotriazole: a safe and convenient source of ⁺CN, Related Products of amides-buliding-blocks, the publication is Revue Roumaine de Chimie (1991), 36(4-7), 573-80, database is CAplus.

Readily available 1-cyanobenzotriazole I is a convenient reagent for the conversion of secondary amines R¹R²NH (dioctylamine, dibenzylamine, pyrrolidine, etc.) into the corresponding cyanamides, R¹R²NCN. Exploratory work with primary amines and with mercaptans is also reported.

Revue Roumaine de Chimie 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, Related Products of amides-buliding-blocks.

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

Epsztajn, J. published the artcileApplication of organolithium and related reagents in synthesis. Part XII. Synthesis of phenyl- and pyridylpyridopyridazinones and their derivatives, Formula: C10H14N2O, the publication is Monatshefte fuer Chemie (1993), 124(5), 549-58, database is CAplus.

The pyridazinones I (R = 2-pyridyl, Ph), II (R = 3-pyridyl, Ph) and III (R = 4-pyridyl, Ph) were prepared from ketoamides, e.g. 4-benzoyl-N,N-diisopropyl-3-pyridinecarboxamide (IV) and 3-benzoyl-N,N-diisopropyl-4-pyridinecarboxamide (V), and hydrazine hydrate. From ketoamides IV and V in addition to the expected pyridopyridazinones II (R = Ph) and III (R = Ph) also aminopyridopyridazines VI and VII were formed. The pyridopyridazinones were alkylated with alkyl iodides.

Monatshefte fuer Chemie 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, Formula: C10H14N2O.

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

Palmer, James T. published the artcileDesign and synthesis of tri-ring P₃ benzamide-containing aminonitriles as potent, selective, orally effective inhibitors of cathepsin K, HPLC of Formula: 14294-10-1, the publication is Journal of Medicinal Chemistry (2005), 48(24), 7520-7534, database is CAplus and MEDLINE.

A series of achiral aminoacetonitriles, bearing tri-ring benzamide moieties and an aminocyclohexanecarboxylate residue was prepared This combination of binding elements resulted in sub-250 pM, reversible, selective, and orally bioavailable cathepsin K inhibitors. Lead compounds displayed single digit nanomolar inhibition in vitro (of rabbit osteoclast-mediated degradation of bovine bone). The best compound in this series, I (CRA-013783/L-006235), was orally bioavailable in rats, with a terminal half-life of over 3 h. I was dosed orally in ovariectomized rhesus monkeys once per day for 7 days. Collagen breakdown products were reduced by up to 76% dose-dependently. Plasma concentrations of I above the bone resorption IC₅₀ after 24 h indicated a correlation between functional cellular and in vivo assays. Inhibition of collagen breakdown by cathepsin K inhibitors suggests this mechanism of action may be useful in osteoporosis and other indications involving bone resorption.

Journal of Medicinal 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, HPLC of Formula: 14294-10-1.

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

Bromilow, John published the artcileCarbon-13 substituent chemical shifts in the side-chain carbons of aromatic systems: the importance of π-polarization in determining chemical shifts, Name: 3-Methoxybenzothioamide, the publication is Journal of the Chemical Society, Perkin Transactions 2: Physical Organic Chemistry (1972-1999) (1981), 753-9, database is CAplus.

¹³C substituent chem. shifts of the CO sites in the side chains of two-hundred and four m– and p-substituted benzenes were measured using a dual substituent parameter LFER, which showed that inductive effects are predominant. The reverse inductive contribution observed is explained in terms of a π-polarization mechanism. Critical support for this mechanism was obtained from an addnl. series where the CO group was complexed with Lewis acids. The concepts of extended and localized π-polarization are discussed.

Journal of the Chemical Society, Perkin Transactions 2: Physical Organic Chemistry (1972-1999) 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, Name: 3-Methoxybenzothioamide.

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

Sevov, Christo S. published the artcileEvolutionary Design of Low Molecular Weight Organic Anolyte Materials for Applications in Nonaqueous Redox Flow Batteries, Product Details of C10H14N2O, the publication is Journal of the American Chemical Society (2015), 137(45), 14465-14472, database is CAplus and MEDLINE.

The integration of renewable energy sources into the elec. grid requires low-cost energy storage systems that mediate the variable and intermittent flux of energy associated with most renewables. Nonaqueous redox-flow batteries have emerged as a promising technol. for grid-scale energy storage applications. Because the cost of the system scales with mass, the electroactive materials must have a low equivalent weight (ideally 150 g/(mol·e^–) or less), and must function with low mol. weight supporting electrolytes such as LiBF₄. However, soluble anolyte materials that undergo reversible redox processes in the presence of Li-ion supports are rare. We report the evolutionary design of a series of pyridine-based anolyte materials that exhibit up to two reversible redox couples at low potentials in the presence of Li-ion supporting electrolytes. A combination of cyclic voltammetry of anolyte candidates and independent synthesis of their corresponding charged-states was performed to rapidly screen for the most promising candidates. Results of this workflow provided evidence for possible decomposition pathways of first-generation materials and guided synthetic modifications to improve the stability of anolyte materials under the targeted conditions. This iterative process led to the identification of a promising anolyte material, N-Me 4-acetylpyridinium tetrafluoroborate. This compound is soluble in nonaqueous solvents, is prepared in a single synthetic step, has a low equivalent weight of 111 g/(mol·e^–), and undergoes two reversible 1e^– reductions in the presence of LiBF₄ to form reduced products that are stable over days in solution

Journal of the American Chemical 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 C3H8N2S, Product Details of C10H14N2O.

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

Luning Prak, Eline T. published the artcileNo increase in inflammation in late-life major depression screened to exclude physical illness, COA of Formula: C17H14F3N3O2S, the publication is Translational Psychiatry (2022), 12(1), 118, database is CAplus and MEDLINE.

Depression is a common and debilitating disorder in the elderly. Late-life depression (LLD) has been associated with inflammation and elevated levels of proinflammatory cytokines including interleukin (IL)-1β, tumor necrosis factor-alpha, and IL-6, but often depressed individuals have comorbid medical conditions that are associated with immune dysregulation. To determine whether depression has an association with inflammation independent of medical illness, 1120 adults were screened to identify individuals who had clin. significant depression but not medical conditions associated with systemic inflammation. In total, 66 patients with LLD screened to exclude medical conditions associated with inflammation were studied in detail along with 26 age-matched controls (HC). At baseline, circulating cytokines were low and similar in LLD and HC individuals. Furthermore, cytokines did not change significantly after treatment with either an antidepressant (escitalopram 20 mg/day) or an antidepressant plus a COX-2 inhibitor or placebo, even though depression scores improved in the non-placebo treatment arms. An anal. of cerebrospinal fluid in a subset of individuals for IL-1β using an ultrasensitive digital ELISA revealed low levels in both LLD and HC at baseline. Our results indicate that depression by itself does not result in systemic or intrathecal elevations in cytokines and that celecoxib does not appear to have an adjunctive antidepressant role in older patients who do not have medical reasons for having inflammation. The neg. finding for increased inflammation and the lack of a treatment effect for celecoxib in this carefully screened depressed population taken together with multiple pos. results for inflammation in previous studies that did not screen out phys. illness support a precision medicine approach to the treatment of depression that takes the medical causes for inflammation into account.

Translational Psychiatry published new progress about 169590-42-5. 169590-42-5 belongs to amides-buliding-blocks, auxiliary class Sulfamide,Immunology/Inflammation,COX, name is 4-(5-(p-Tolyl)-3-(trifluoromethyl)-1H-pyrazol-1-yl)benzenesulfonamide, and the molecular formula is C17H14F3N3O2S, COA of Formula: C17H14F3N3O2S.

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

Haefele, J.W. published the artcileProperties and reactions of hair after treatment with mercaptans of differing sulfhydryl acidities, HPLC of Formula: 1869-45-0, the publication is Proc. Sci. Sec. Toilet Goods Assoc. (1961), 31-9, database is CAplus.

cf. CA 54, 17233g.-Mercaptans of high sulfhydryl acidity have good hair-curling power and lower hair-damage potential than thioglycolic acid. However all compounds tested which have these properties are sensitizers. Thioglycolic acid has the great advantage that it is not a sensitizer. Three types of compounds represented by the following mercaptans were tested: thioglycolic acid, mercaptoethylacetamide, and thioglycolamide.

Proc. Sci. Sec. Toilet Goods Assoc. published new progress about 1869-45-0. 1869-45-0 belongs to amides-buliding-blocks, auxiliary class Trifluoromethylated Building Blocks, name is 2,2,2-Trifluoro-N-(2-mercaptoethyl)acetamide, and the molecular formula is C4H6F3NOS, HPLC of Formula: 1869-45-0.

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

Haefele, J. W. published the artcileSynthesis and properties of mercaptans with different SH-acidities, Safety of 2,2,2-Trifluoro-N-(2-mercaptoethyl)acetamide, the publication is Kosmetik-Parfum-Drogen Rundschau (1961), 1-4, database is CAplus.

cf. CA 54, 17233g.-The ionization constants of the SH groups of the following mercaptans were determined by potentiometric titration (pK given): thioglycolic acid (I), 10.2; βmercaptopropionic hydrazide, 10.2; EtSH, 10.0; βmercaptoethanol, 9.5; mercaptopropionamide, 9.4; thioglycerol, 9.3; 2mercaptoethylurea, 9.1; N-(mercaptoethyl)acetamide, 8.7; “mercaptoethylnitrile,” 8.6; 2-mercaptoethylamine, 8.6; glutathione, 8.7; cysteine, 8.3; thioglycolamide (II), 8.2; thiosalicylic acid, 8.2; thiolactamide, 8.1; thiophenol, 8.0; mercaptoethyl methyl sulfone, 7.9; hydroxyethyl thioglycolate, 7.8; thiomalimide, 6.7; “dimethoxyethyt thiomalate,” 6.0; thioacetic acid, 4.3. Passing NH₃ into an alc. solution of an ester of thioglycolic acid, cooling, and washing by decantation gave NH₄SCH₂CONH₂, aqueous solution pH 8.5-8.9; warming the solution to 55-60° in vacuo vaporized the NH₃ and lowered the pH to 6.0-6.4. II added to acrylonitrile (III) in acid medium, while I added only in alk. medium (Earle, CA 47, 7374g). Similarly, reduced hair added to III in acid medium, confirming the relative acidity of the keratin SH group.

Kosmetik-Parfum-Drogen Rundschau published new progress about 1869-45-0. 1869-45-0 belongs to amides-buliding-blocks, auxiliary class Trifluoromethylated Building Blocks, name is 2,2,2-Trifluoro-N-(2-mercaptoethyl)acetamide, and the molecular formula is C4H6F3NOS, Safety of 2,2,2-Trifluoro-N-(2-mercaptoethyl)acetamide.

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