Tag: M.W=250-300

Heard, Nina E. published the artcileThe synthesis of several novel triazine ring hydrolysis products of N-[[(4-methoxy-6-methyl-1,3,5-triazin-2-yl)amino]carbonyl]-2-(3,3,3-trifluoropropyl)benzenesulfonamide, Computed Properties of 94125-42-5, the publication is Journal of Heterocyclic Chemistry (1995), 32(5), 1621-4, database is CAplus.

The syntheses of four hydrolysis products, 2-F₃C(CH₂)₂C₆H₄SO₂NHCOR (R = NHCONHCONHAc, NHCONHCONH₂, NHCONH₂, NH₂), isolated from environmental studies on the title compound (CGA-152005) are reported. Spectral comparison of these synthetic standards with study isolates provided proof for sulfonyl urea intact triazine ring hydrolysis.

Journal of Heterocyclic Chemistry published new progress about 94125-42-5. 94125-42-5 belongs to amides-buliding-blocks, auxiliary class Trifluoromethyl,Fluoride,Sulfamide,Amine,Benzene, name is 2-(3,3,3-Trifluoropropyl)benzenesulfonamide, and the molecular formula is C9H10F3NO2S, Computed Properties of 94125-42-5.

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

Jang, Yoon Kyung published the artcileDesign, synthesis, and biological evaluation of aryl N-methoxyamide derivatives as GPR119 agonists, Computed Properties of 1204742-78-8, the publication is Bioorganic & Medicinal Chemistry Letters (2017), 27(16), 3909-3914, database is CAplus and MEDLINE.

A series of N-methoxyamide derivatives was identified and evaluated as GPR119 agonists. Several N-methoxyamides with thienopyrimidine and pyridine scaffolds showed potent GPR119 agonistic activities. Among them, compound I displayed good in vitro activity and potency. Moreover, compound I lowered glucose excursion in mice in an oral glucose tolerance test and increased GLP-1 secretion in intestinal cells.

Bioorganic & Medicinal Chemistry Letters published new progress about 1204742-78-8. 1204742-78-8 belongs to amides-buliding-blocks, auxiliary class Boronic acid and ester,Amine,Benzene,Amide,Boronate Esters,Boronic Acids,Boronic acid and ester,, name is N-Methoxy-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)benzamide, and the molecular formula is C14H20BNO4, Computed Properties of 1204742-78-8.

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

Vantourout, Julien C. published the artcileChan-Evans-Lam Amination of Boronic Acid Pinacol (BPin) Esters: Overcoming the Aryl Amine Problem, Category: amides-buliding-blocks, the publication is Journal of Organic Chemistry (2016), 81(9), 3942-3950, database is CAplus and MEDLINE.

The Chan-Evans-Lam reaction is a valuable C-N bond forming process. However, aryl boronic acid pinacol (BPin) ester reagents can be difficult coupling partners that often deliver low yields, in particular in reactions with aryl amines. Herein, we report effective reaction conditions for the Chan-Evans-Lam amination of aryl BPin with alkyl and aryl amines. A mixed MeCN/EtOH solvent system was found to enable effective C-N bond formation using aryl amines while EtOH is not required for the coupling of alkyl amines.

Journal of Organic Chemistry published new progress about 1197171-76-8. 1197171-76-8 belongs to amides-buliding-blocks, auxiliary class Boronic acid and ester,Amine,Benzene,Amide,Boronate Esters,Boronic Acids,Boronic acid and ester,, name is N-Methyl-3-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)benzamide, and the molecular formula is C15H21BO2, Category: amides-buliding-blocks.

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

Hultgren, Ryan P. published the artcileEffects of Soil pH and Soil Water Content on Prosulfuron Dissipation, Product Details of C9H10F3NO2S, the publication is Journal of Agricultural and Food Chemistry (2002), 50(11), 3236-3243, database is CAplus and MEDLINE.

The sulfonylurea herbicide prosulfuron is used for the selective control of broadleaf weeds in corn, sorghum, and cereal grains. To investigate its fate in soils, this study examined the effects of soil pH and water content on the rates of dissipation processes and the products formed under aerobic conditions. Radiometry and chromatog. analyses were used to quantify the degradation products and bound residues formed in incubations of 10 different soils. The pH-dependent hydrolysis of the sulfonylurea bridge to form Ph sulfonamide was the primary transformation process. Significant microbial degradation of prosulfuron occurred in 2 of the 10 soils, yielding ¹⁴CO₂ and desmethyl prosulfuron among the major products. The time required for 50% dissipation of the herbicide (DT₅₀) was determined for each soil and water content treatment. At equivalent water contents, prosulfuron DT₅₀ values were pos. correlated with soil pH (P < 0.0001), varying from 6.5 days at pH 5.4 to 122.9 days at pH 7.9. Soil pH and water content strongly influence the fate of sulfonylurea herbicides in agricultural fields. Differences in the effect of soil water content on dissipation kinetics in a comparison of two soils were attributed to differences in soil pH, texture, and the ability of indigenous microorganisms to transform the herbicide.

Journal of Agricultural and Food Chemistry published new progress about 94125-42-5. 94125-42-5 belongs to amides-buliding-blocks, auxiliary class Trifluoromethyl,Fluoride,Sulfamide,Amine,Benzene, name is 2-(3,3,3-Trifluoropropyl)benzenesulfonamide, and the molecular formula is C9H10F3NO2S, Product Details of C9H10F3NO2S.

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

Bisht, Ranjana published the artcileAmide Effects in C-H Activation: Noncovalent Interactions with L-Shaped Ligand for meta Borylation of Aromatic Amides, COA of Formula: C14H20BNO3, the publication is Angewandte Chemie, International Edition (2018), 57(48), 15762-15766, database is CAplus and MEDLINE.

Borylated aromatic amides 3-pinBC₆H_4-nX_nCONR₂ (6a–t; X = halo, CN, Ph, benzo, MeO) were prepared by meta C-H activation/borylation of amides X_nC₆H_5-nCONR₂ with B₂pin₂, catalyzed by [Ir₂(cod)₂(μ-OMe)₂]/L¹ with up to 99% regioselectivity. A new concept for the meta-selective iridium-catalyzed borylation of aromatic amides is described. It has been demonstrated that while esters gave para-borylated products, amides lead to meta borylations. For achieving high meta selectivity, an L-shaped bifunctional ligand I (L¹) has been employed and engages in an O…K noncovalent interaction with the oxygen atom of the moderately distorted amide carbonyl group. This interaction provides exceptional control for providing up to 99% selective formation of meta-borylated products.

Angewandte Chemie, International Edition published new progress about 1197171-76-8. 1197171-76-8 belongs to amides-buliding-blocks, auxiliary class Boronic acid and ester,Amine,Benzene,Amide,Boronate Esters,Boronic Acids,Boronic acid and ester,, name is N-Methyl-3-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)benzamide, and the molecular formula is C14H20BNO3, COA of Formula: C14H20BNO3.

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

Bray, Leslie D. published the artcileHydrolysis of prosulfuron at pH 5: evidence for a resonance-stabilized triazine cleavage product, HPLC of Formula: 94125-42-5, the publication is Pesticide Science (1997), 51(1), 56-64, database is CAplus.

Prosulfuron is a herbicide for the selective control of broadleaf weeds in corn. In order to exam. the effect of pH on the stability of prosulfuron in aqueous solution, a hydrolysis experiment was conducted in buffer at pH 5, 7 and 9 utilizing [phenyl-¹⁴C] and [triazine-¹⁴C]prosulfuron. Prosulfuron was found to be stable under neutral and basic conditions and hydrolytically unstable under acidic conditions (T_1/2 ∼ 10 days). One of the major routes of degradation at pH 5 involved hydrolysis of the sulfonylurea bridge to yield the corresponding phenyl- and triazine-cleavage products and minor amounts of desmethyl-prosulfuron and dihydroxymethyltriazine. In addition to these hydrolysis products, an unknown species was observed at significant levels after 30 days (∼20% of the applied dose). A large-scale experiment was subsequently performed to generate addition material for the spectroscopic characterization and identification of this unknown degradate. A thorough spectral evaluation of this unknown revealed a resonance-stabilized derivative of the parent mol. which stemmed from a hydrolytic opening of the triazine ring of desmethyl-prosulfuron. Although this triazine ring-opening phenomenon was first described for chlorsulfuron, a structurally related sulfonylurea herbicide, the structure of the product was only postulated. Recently, Cambon et al. described the hydrolysis kinetics of thifensulfuron and thifensulfuron-Me which resulted in cleavage of the sulfonylurea bridge and triazine ring-opening. The results support these findings and the characterization and identification of this resonance-stabilized species were described by comparison with the recently synthesized authentic reference standard

Pesticide Science published new progress about 94125-42-5. 94125-42-5 belongs to amides-buliding-blocks, auxiliary class Trifluoromethyl,Fluoride,Sulfamide,Amine,Benzene, name is 2-(3,3,3-Trifluoropropyl)benzenesulfonamide, and the molecular formula is C9H10F3NO2S, HPLC of Formula: 94125-42-5.

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

Partridge, Benjamin M. published the artcileSterically controlled iodination of arenes via iridium-catalyzed C-H borylation, Safety of N-Methyl-3-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)benzamide, the publication is Organic Letters (2013), 15(1), 140-143, database is CAplus and MEDLINE.

A mild method to prepare aryl and heteroaryl iodides by sequential C-H borylation and iodination is reported. The regioselectivity of this process is controlled by steric effects on the C-H borylation step and is complementary to existing methods to form aryl iodides. The iodination of boronic esters has potential for the synthesis of radiolabeled aryl iodides, as demonstrated by the concise synthesis of a potential tracer for SPECT imaging.

Organic Letters published new progress about 1197171-76-8. 1197171-76-8 belongs to amides-buliding-blocks, auxiliary class Boronic acid and ester,Amine,Benzene,Amide,Boronate Esters,Boronic Acids,Boronic acid and ester,, name is N-Methyl-3-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)benzamide, and the molecular formula is C14H20BNO3, Safety of N-Methyl-3-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)benzamide.

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

Hao, Jiamao published the artcileHighly regioselective Ru(II)-catalyzed [3+2] spiroannulation of 1-aryl-2-naphthols with alkynes via a double directing group strategy, Related Products of amides-buliding-blocks, the publication is Tetrahedron Letters (2021), 153050, database is CAplus.

A highly regioselective Ru(II)-catalyzed [3+2] spiroannulation of 1-aryl-2-naphthols with internal alkynes was developed by using a novel double directing group strategy. This method was compatible with many functional groups, thus affording a variety of sterically congested spirocyclic mols. in high yields.

Tetrahedron Letters published new progress about 1197171-76-8. 1197171-76-8 belongs to amides-buliding-blocks, auxiliary class Boronic acid and ester,Amine,Benzene,Amide,Boronate Esters,Boronic Acids,Boronic acid and ester,, name is N-Methyl-3-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)benzamide, and the molecular formula is C14H20BNO3, Related Products of amides-buliding-blocks.

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

Kawada, Hatsuo published the artcileLead optimization of a dihydropyrrolopyrimidine inhibitor against phosphoinositide 3-kinase (PI3K) to improve the phenol glucuronic acid conjugation, Recommanded Product: N-Methyl-3-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)benzamide, the publication is Bioorganic & Medicinal Chemistry Letters (2013), 23(3), 673-678, database is CAplus and MEDLINE.

Lead compound I, for a phosphoinositide 3-kinase (PI3K) inhibitor, was metabolically unstable because of rapid glucuronidation of the phenol moiety. Based on structure-activity relationship (SAR) information and a FlexSIS docking simulation score, aminopyrimidine was identified as a bioisostere of phenol. An X-ray structure study revealed a hydrogen bonding pattern of aminopyrimidine derivatives Finally, aminopyrimidine derivative II showed strong tumor growth inhibition against a KPL-4 breast cancer xenograft model in vivo.

Bioorganic & Medicinal Chemistry Letters published new progress about 1197171-76-8. 1197171-76-8 belongs to amides-buliding-blocks, auxiliary class Boronic acid and ester,Amine,Benzene,Amide,Boronate Esters,Boronic Acids,Boronic acid and ester,, name is N-Methyl-3-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)benzamide, and the molecular formula is C14H20BNO3, Recommanded Product: N-Methyl-3-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)benzamide.

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

Moreno-Sanz, Guillermo published the artcileSynthesis and Structure-Activity Relationship Studies of O-Biphenyl-3-yl Carbamates as Peripherally Restricted Fatty Acid Amide Hydrolase Inhibitors, COA of Formula: C14H20BNO3, the publication is Journal of Medicinal Chemistry (2013), 56(14), 5917-5930, database is CAplus and MEDLINE.

The peripherally restricted fatty acid amide hydrolase (FAAH) inhibitor URB937 (I, cyclohexylcarbamic acid 3′-carbamoyl-6-hydroxybiphenyl-3-yl ester) is extruded from the brain and spinal cord by the Abcg2 efflux transporter. Despite its inability to enter the central nervous system (CNS), I exerts profound antinociceptive effects in mice and rats, which result from the inhibition of FAAH in peripheral tissues and the consequent enhancement of anandamide signaling at CB₁ cannabinoid receptors localized on sensory nerve endings. In the present study, we examined the structure-activity relationships (SAR) for the biphenyl region of compound I, focusing on the carbamoyl and hydroxyl groups in the distal and proximal Ph rings. Our SAR studies generated a new series of peripherally restricted FAAH inhibitors and identified compound II (cyclohexylcarbamic acid 3′-carbamoyl-5-hydroxybiphenyl-3-yl ester) as the most potent brain-impermeant FAAH inhibitor disclosed to date.

Journal of Medicinal Chemistry published new progress about 1197171-76-8. 1197171-76-8 belongs to amides-buliding-blocks, auxiliary class Boronic acid and ester,Amine,Benzene,Amide,Boronate Esters,Boronic Acids,Boronic acid and ester,, name is N-Methyl-3-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)benzamide, and the molecular formula is C14H20BNO3, COA of Formula: C14H20BNO3.

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