6252-10-4

Usage

Uses

Used in Pharmaceutical Industry:
Lactanilide is used as a topical analgesic for its ability to alleviate pain sensations in the skin. It is particularly effective in treating minor skin irritations, burns, insect bites, and sunburns, offering temporary relief to affected areas.
Used in Cosmetic Industry:
In the cosmetic industry, Lactanilide is used as an antipruritic agent in creams and lotions to reduce itching associated with various skin conditions. Its inclusion in over-the-counter products makes it accessible for consumers seeking relief from mild skin discomforts without the need for a prescription.
Used in Dermatology:
Lactanilide is utilized in dermatological applications to provide localized pain relief and to soothe itching, making it a valuable component in formulations for treating skin conditions that cause discomfort. Its safety profile for short-term use makes it a preferred choice in dermatological treatments.

InChI:InChI=1/C9H11NO2/c1-7(11)9(12)10-8-5-3-2-4-6-8/h2-7,11H,1H3,(H,10,12)

Upstream product

• 6288-14-8 2-(acetyloxy)-N-phenylpropanamide 
• 849585-22-4 LACTIC ACID 
• 62-53-3 aniline 
• 95-96-5 D,L-lactide 
• 4158-85-4 2,2,5-trimethyl-1,3-dioxolan-4-one 
• 222851-56-1 N-phenylsulfinylamine 
• 591-50-4 iodobenzene 
• 598-81-2 (+/-)-lactamide 
• 46114-86-7 pyruvanilide 
• 110-70-3 N,N`-dimethylethylenediamine 
• 110-89-4 piperidine 
• 106-49-0 p-toluidine 
• 73622-98-7 (-)-2-phenylcarbamoyloxy-propionic acid 
• 7732-18-5 water 

Downstream Products

• 5455-63-0 2-lauroyloxy-propionic acid anilide 
• 46114-86-7 pyruvanilide 
• 21262-52-2 2-chloro-N-phenylpropanamide 
• 99233-47-3 N-(4-bromophenyl)-2-hydroxypropanamide 
• 108906-58-7 2-phenylcarbamoyloxy-propionic acid anilide 
• 99856-05-0 2-methoxycarbonyloxy-propionic acid anilide 
• 5323-69-3 2-(2-ethyl-hexanoyloxy)-propionic acid anilide 
• 1003855-72-8 (S)-2-(toluene-sulfonyl-⁽⁴⁾-oxy)-propionic acid anilide 
• 125473-43-0 (S)-N-phenyl-2-hydroxypropionamide 
• 1508320-16-8 C₂₇H₂₅NO₂Si 
• 1132759-12-6 2-(4-methoxyphenylamino)-N-phenylpropanamide 
• 1132697-63-2 2-(cyclohexylamino)-N-phenylpropanamide 
• 101961-58-4 2-amino-N-phenylpropanamide 
• 1352723-01-3 2-(octylamino)-N-phenylpropanamide 

Relevant academic research and scientific papers

Method for preparing alpha-hydroxyamide by reducing alpha-keto amides

The invention relates to a method for preparing alpha-hydroxyamide. Alpha-keto amides and inorganic alkali react in an organic solvent for 6-18 hours at 110-150 DEG C, and the alpha-hydroxyamide is obtained through reduction. According to the preparation

Design, synthesis, and evaluation of novel inhibitors for wild-type human serine racemase

Most of the endogenous free D-serine (about 90%) in the brain is produced by serine racemase (SR). D-Serine in the brain is involved in neurodegenerative disorders and epileptic states as an endogenous co-agonist of the NMDA-type glutamate receptor. Thus, SR inhibitors are expected to be novel therapeutic candidates for the treatment of these disorders. In this study, we solved the crystal structure of wild-type SR, and tried to identify a new inhibitor of SR by in silico screening using the structural information. As a result, we identified two hit compounds by their in vitro evaluations using wild-type SR. Based on the structure of the more potent hit compound 1, we synthesized 15 derivatives and evaluated their inhibitory activities against wild-type SR. Among them, the compound 9C showed relatively high inhibitory potency for wild-type SR. Compound 9C was a more potent inhibitor than compound 24, which was synthesized by our group based upon the structural information of the mutant-type SR.

Synthesis of α-hydroxyl amides via direct amidation of lactic acid at solvent- and catalyst-free conditions

The efficient synthesis of α-hydroxy-amides has been achieved by the direct amidation of lactic acid using primary amines. The reactions proceed smoothly under solvent-free conditions without using any catalyst. In general, good to excellent yields of products are obtained.

Amidation of Carboxylic Acids with Amines by Nb2O5 as a Reusable Lewis Acid Catalyst

Among 28 types of heterogeneous and homogenous catalysts tested, Nb2O5 shows the highest yield for direct amidation of n-dodecanoic acid with a less reactive amine (aniline). The catalytic amidation by Nb2O5 is applicable to a wide range of carboxylic acids and amines with various functional groups, and the catalyst is reusable. A comparison of the results of the catalytic study and an infrared study of the acetic acid adsorbed on the catalyst suggests that activation of the carbonyl group of the carboxylic acid by Lewis acid sites on Nb2O5 is responsible for the high activity of the Nb2O5 catalyst. Kinetic studies show that Lewis acid sites on Nb2O5 are more water-tolerant than conventional Lewis acidic oxides (Al2O3, TiO2). In comparison with the state-of-the-art homogeneous Lewis acid catalyst for amidation (ZrCl4), Nb2O5 undergoes fewer negative effects from basic additives in the solution, which indicates that Nb2O5 is a more base-tolerant Lewis acid catalyst than the homogeneous Lewis acid catalyst.

Fe3+-exchanged clay catalyzed transamidation of amides with amines under solvent-free condition

Fe3+-exchanged montmorillonite is shown to be an effective and reusable heterogeneous catalyst for the transamidation of various amides and amines under solvent-free condition. The catalyst shows high yields and wide substrate scope.

Silylation-based kinetic resolution of α-hydroxy lactones and lactams

A silylation-based kinetic resolution has been developed for α-hydroxy lactones and lactams employing the chiral isothiourea catalyst (-)-benzotetramisole and triphenylsilyl chloride as the silyl source. The system is more selective for lactones than lactams, and selectivity factors up to 100 can be achieved utilizing commercially available reagents.

Efficient copper(II)-catalyzed transamidation of non-activated primary carboxamides and ureas with amines

Amid(e) them all: Primary carboxamides and ureas react with aromatic and aliphatic amines in the presence of a copper catalyst to give a wide range of functionalized amides (see scheme). Copyright

Simultaneous quantification of metabolites involved in central carbon and energy metabolism using reversed-phase liquid chromatography-mass spectrometry and in vitro 13C labeling

Comprehensive analysis of intracellular metabolites is a critical component of elucidating cellular processes. Although the resolution and flexibility of reversed-phase liquid chromatography-mass spectrometry (RPLC-MS) makes it one of the most powerful analytical tools for metabolite analysis, the structural diversity of even the simplest metabolome provides a formidable analytical challenge. Here we describe a robust RPLC-MS method for identification and quantification of a diverse group of metabolites ranging from sugars, phosphosugars, and carboxylic acids to phosphocarboxylics acids, nucleotides, and coenzymes. This method is based on in vitro derivatization with a 13C-labeled tag that allows internal standard based quantification and enables separation of structural isomer pairs like glucose 6-phosphate and fructose 6-phosphate in a single chromatographic run. Calibration curves for individual metabolites showed linearity ranging over more than 2 orders of magnitude with correlation coefficients of R2 > 0.9975. The detection limits at a signalto-noise ratio of 3 were below 1.0 μM (20 pmol) for most compounds. Thirty common metabolites involved in glycolysis, the pentose phosphate pathway, and tricarboxylic acid cycle were identified and quantified from yeast lysate with a relative standard deviation of less than 10%.

Reduction of 2-chloro-N-phenylpropanamide and 2-methyl-N-phenylaziridine with lithium aluminium hydride

The reduction of 2-chloro-N-phenylpropanamide with LiAlH4 has been re-examined. In contrast to previous findings, we obtain in almost equal quantities two amines from this reaction, namely N-propylaniline and the rearranged product N-isopropylaniline. 2-Methyl-N-phenylaziridine is an intermediate in the reduction and can be isolated from reactions with less LiAlH4. Reduction of 2-methyl-N-phenylaziridine itself proceeds non-regioselectively to provide a mixture of propyl- and isopropylanilines. Formation of the amines by reduction of the aziridine is much slower than formation by reduction of the 2-chloropropanamide, which indicates that Lewis acid catalysis (by aluminium chlorohydrides) facilitates the reduction of the aziridine. In addition, Lewis acid catalysis increases the relative yield of the propylamine product. The reduction of 2-chloro-N-phenylpropanamide furnishes 2-phenylamino-1-propanol as a by-product, rather than the previously proposed 1-phenylamino-2-propanol. The Royal Society of Chemistry.

Copper-catalyzed formation of carbon-heteroatom and carbon-carbon bonds

The present invention relates to copper-catalyzed carbon-heteroatom and carbon-carbon bond-forming methods. In certain embodiments, the present invention relates to copper-catalyzed methods of forming a carbon-nitrogen bond between the nitrogen atom of an amide or amine moiety and the activated carbon of an aryl, heteroaryl, or vinyl halide or sulfonate. In additional embodiments, the present invention relates to copper-catalyzed methods of forming a carbon-nitrogen bond between a nitrogen atom of an acyl hydrazine and the activated carbon of an aryl, heteroaryl, or vinyl halide or sulfonate. In other embodiments, the present invention relates to copper-catalyzed methods of forming a carbon-nitrogen bond between the nitrogen atom of a nitrogen-containing heteroaromatic, e.g., indole, pyrazole, and indazole, and the activated carbon of an aryl, heteroaryl, or vinyl halide or sulfonate. In certain embodiments, the present invention relates to copper-catalyzed methods of forming a carbon-oxygen bond between the oxygen atom of an alcohol and the activated carbon of an aryl, heteroaryl, or vinyl halide or sulfonate. The present invention also relates to copper-catalyzed methods of forming a carbon-carbon bond between a reactant comprising a nucleophilic carbon atom, e.g., an enolate or malonate anion, and the activated carbon of an aryl, heteroaryl, or vinyl halide or sulfonate. Importantly, all the methods of the present invention are relatively inexpensive to practice due to the low cost of the copper comprised by the catalysts.