Category: 59721-16-3

Wang, Xiao-tian published the artcileSynthesis of p-guanidinobenzoic acid hydrochloride and its derivative camostat mesylate, COA of Formula: C12H15NO4, the publication is Jingxi Huagong (2004), 21(8), 597-599, database is CAplus.

P-Aminobenzoic acid is stirred with cyanamide in water-bath at 50 °C, and then aqueous HCI [w(HCI) = 5%] is dropped to precipitate p-guanidinobenzoic acid hydrochloride (I) in 76.4% yield. In the presence of DCC (N,N’-dicyclohexylcarbodiimide), I reacts at first at room temperature (25°) with N,N-dimethylcarbamoylmethyl p-hydroxyphenylacetate, then the product is purified by changing it to carbonic salt, at last methanesulfonic acid is added to adjust pH to 3 to give camostat mesylate in 64.4% yield. This method is simple, and the materials are easy to get.

Jingxi Huagong published new progress about 59721-16-3. 59721-16-3 belongs to esters-buliding-blocks, auxiliary class Amine,Benzene,Phenol,Ester,Amide, name is 2-(Dimethylamino)-2-oxoethyl 2-(4-hydroxyphenyl)acetate, and the molecular formula is C19H17N2NaO4S, COA of Formula: C12H15NO4.

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

Xiao, Zhi-qiang published the artcileStudy on synthesis process of p-hydroxyphenyl acetic acid-N,N-dimethylformamide, dimethyl carbamyl, HPLC of Formula: 59721-16-3, the publication is Yingyong Huagong (2014), 43(12), 2237-2238, database is CAplus.

Using N,N-dimethyl-2-chloro-acetamide, 4-hydroxyphenyl acetic acid, triethylamine, etc. as raw materials, the reaction in acetonitrile, HPLC was used to detect hydroxyphenyl acetic acid for synthesis of N,N-dimethylformamide, carbamoyl ester (compound B). The result showed that the optimal synthesis parameters were: reaction time 12 h, the reaction temperature 60 degree C, the amount of solvent 2200 m L, and material ratio of n(4-hydroxyphenyl acetic acid):n(N, N-dimethyl-2-chloroacetamide) = 1:1.10. Under the optimal conditions the yield was 86%, with a purity of over 98%.

Yingyong Huagong published new progress about 59721-16-3. 59721-16-3 belongs to esters-buliding-blocks, auxiliary class Amine,Benzene,Phenol,Ester,Amide, name is 2-(Dimethylamino)-2-oxoethyl 2-(4-hydroxyphenyl)acetate, and the molecular formula is C16H11Cl2N3O2, HPLC of Formula: 59721-16-3.

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

Yin, Xiumei published the artcileSynthesis of camostat mesilate, Recommanded Product: 2-(Dimethylamino)-2-oxoethyl 2-(4-hydroxyphenyl)acetate, the publication is Huaxue Yanjiu Yu Yingyong (2004), 16(6), 859-860, database is CAplus.

Camostat mesilate was synthesized from 4-aminobenzoic acid by adding cyanamide to obtain 4-guanidinobenzoic acid HCl, esterifying 4-hydroxyphenylacetic acid 2-dimethylamino-2-oxoethyl ester that was prepared from 4-hydroxyphenylacetic acid and N,N-dimethylchloroacetamide, neutralizing, and converting to the salt. The structures of the intermediates and product were confirmed by MS, IR, and ¹H-NMR. The overall yield of the improved procedure was 56%.

Huaxue Yanjiu Yu Yingyong published new progress about 59721-16-3. 59721-16-3 belongs to esters-buliding-blocks, auxiliary class Amine,Benzene,Phenol,Ester,Amide, name is 2-(Dimethylamino)-2-oxoethyl 2-(4-hydroxyphenyl)acetate, and the molecular formula is C15H21BO2, Recommanded Product: 2-(Dimethylamino)-2-oxoethyl 2-(4-hydroxyphenyl)acetate.

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

Florit, Federico published the artcileDesign of dynamic trajectories for efficient and data-rich exploration of flow reaction design spaces, Category: esters-buliding-blocks, the publication is Reaction Chemistry & Engineering (2021), 6(12), 2306-2314, database is CAplus.

Batch and continuous reactors both enable exploration of a chem. design space. The former rely on transient experiments, thus experiencing a wide variety of operating conditions over time, whereas the latter are usually operated at steady state and are representative of only one set of conditions. Operating a continuous reactor under dynamic conditions allows more efficient exploration of the underlying reaction space for extraction of kinetics and optimization of performance. We present a methodol. to efficiently explore a design space using a tubular flow reactor installed on an automatic platform (equipped with FTIR and HPLC anal.) operated in a transient regime using sinusoidal variations of the parameters. This data-dense method proves to be quicker with respect to steady-state operations because of the larger amount of information collected during a single experiment A computational anal. provides a simple criterion for the design of dynamic experiments in order for them to be representative of steady-state conditions. The methodol. is applied exptl. to the synthesis of a pharmaceutical intermediate via an esterification reaction in the presence of base. In the experiments, up to three parameters (reaction time, base equivalent, and temperature) are changed simultaneously. Proper design of the trajectories in the design space allows verification of the consistency of the results by exploiting the self-crossings within each trajectory and crossings between different trajectories. The experiments further validate the developed criterion for dynamic operations.

Reaction Chemistry & Engineering published new progress about 59721-16-3. 59721-16-3 belongs to esters-buliding-blocks, auxiliary class Amine,Benzene,Phenol,Ester,Amide, name is 2-(Dimethylamino)-2-oxoethyl 2-(4-hydroxyphenyl)acetate, and the molecular formula is C12H15NO4, Category: esters-buliding-blocks.

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

Liu, Bao-yu published the artcileThe synthesis of camostat intermediate, Formula: C12H15NO4, the publication is Huaxue Shiji (2006), 28(6), 371-372, database is CAplus.

4-(2-(2-(Dimethylamino)-2-oxoethoxy)-2-oxoethyl)phenyl-4-aminobenzoate, the intermediate of camostat, was obtained at room temperature and normal pressure with dimethylamine as the starting materials through 4 reaction steps to reduce the nitro group with ammonium formate as the hydrogen donor and palladium as the catalyst. The structure has been confirmed by FT-IR and ¹HNMR spectra.

Huaxue Shiji published new progress about 59721-16-3. 59721-16-3 belongs to esters-buliding-blocks, auxiliary class Amine,Benzene,Phenol,Ester,Amide, name is 2-(Dimethylamino)-2-oxoethyl 2-(4-hydroxyphenyl)acetate, and the molecular formula is C12H15NO4, Formula: C12H15NO4.

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

Li, Zong-lin published the artcileResearch on the determination methods of N,N-dimethylcarbamoylmethyl-p-hydroxyphenylacetate, Application of 2-(Dimethylamino)-2-oxoethyl 2-(4-hydroxyphenyl)acetate, the publication is Yingyong Huagong (2014), 43(10), 1922-1924, database is CAplus.

N,N-dimethylcarbamoylmethyl-p-hydroxyphenylacetate was determined by HPLC. The anal. column was Thermo Syncronis C₁₈ (250 mm × 4.6mm, 5 μm). The mobile phase consisted of acetonitrile-water (30:70). The flow rate was 1.0 mL/min and the detection wavelength was 275 nm. Results showed that the linear range of N,N-dimethylcarbamoylmethyl-p-hydroxyphenylacetate was at 0.1-1.0 μg, and the average recovery was 98.8%, RSD was 1.08%. The method is accurate, convenient, good reproducibility and can be used for the content determination of N,N-dimethylcarbamoylmethyl-p-hydroxyphenylacetate, also suitable for the quality controlling during the industrial producing process.

Yingyong Huagong published new progress about 59721-16-3. 59721-16-3 belongs to esters-buliding-blocks, auxiliary class Amine,Benzene,Phenol,Ester,Amide, name is 2-(Dimethylamino)-2-oxoethyl 2-(4-hydroxyphenyl)acetate, and the molecular formula is C12H15NO4, Application of 2-(Dimethylamino)-2-oxoethyl 2-(4-hydroxyphenyl)acetate.

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

Chen, Baoquan published the artcileSynthetic process of camostat mesilate for pancreatitis treatment, Formula: C12H15NO4, the publication is Huagong Jinzhan (2010), 29(7), 1334-1337, 1349, database is CAplus.

Camostat mesilate, a drug for pancreatitis treatment was prepared from p-guanidinobenzoic acid hydrochloride and N,N-dimethylcarbamoylmethyl-p-hydroxyphenylacetate in the presence of DCC(N,N-dicyclohexylcarbodiimide) using DMAP(4-dimethylaminopyridine) as catalyst. P-Guanidinobenzoic acid hydrochloride was prepared from p-aminobenzoic acid and cyanamide by optimization of reaction conditions. This process is simple with easily available starting materials, which is suitable for industrial production

Huagong Jinzhan published new progress about 59721-16-3. 59721-16-3 belongs to esters-buliding-blocks, auxiliary class Amine,Benzene,Phenol,Ester,Amide, name is 2-(Dimethylamino)-2-oxoethyl 2-(4-hydroxyphenyl)acetate, and the molecular formula is C12H15NO4, Formula: C12H15NO4.

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

Yokoo, Nobuo published the artcileStudies on synthesis of water-soluble chymotrypsin inhibitors. II, Recommanded Product: 2-(Dimethylamino)-2-oxoethyl 2-(4-hydroxyphenyl)acetate, the publication is Yakugaku Zasshi (1988), 108(5), 443-9, database is CAplus.

Water-soluble, substrate-analogous chymotrypsin inhibitors were synthesized to study the role of chymotrypsin and chymotrypsin-like enzymes in vivo. Ph esters of carboxylic acids containing condensed ring such as tetralin, naphthalene, indole, etc. show potent inhibitory activity against chymotrypsin. Thus, the influence of several substituents on the benzene nucleus of Ph component upon the inhibitory activity against enzymes was investigated. Phenolic esters containing basic substituents in the 4-position exhibited potent inhibition against chymotrypsin, e.g. the IC₅₀ value of 4-amidinophenyl tetralin-1-carboxylate was 5 × 10^-7 M. The activity of phenolic esters containing neutral substituents in the 4 position was weaker than that of the basic esters. The IC₅₀ value of the neutral ester, 4-(N,N-dimethylcarbamoylmethoxycarbonylmethyl)phenyl tetralin-1-carboxylate was 7 × 10^-6M. Acidic esters with carboxyl groups on the benzene nucleus inhibited most weakly of the three, whose corresponding IC₅₀ value was 6 × 10^-5M. A similar tendency was observed in other esters derived from benzoic acid, 1-naphthylacetic acid, 3-indolylacetic acid, etc. The relative order of inhibitory activity of the acyl groups against chymotrypsin was as follows: 5-methoxy-2-methyl-3-indolylacetyl ≥ 1-naphthylacetyl ≥ tetralin-1-carbonyl > 3-indolylacetyl > benzoyl. 4-(4-Guanidinobenzoyloxy)phenyl esters and 4-amidinophenyl esters inhibited not only chymotrypsin but also trypsin. On the other hand, the others, such as 4-(4-isopropylpiperazinocarbonyl)phenyl esters inhibited chymotrypsin specifically.

Yakugaku Zasshi published new progress about 59721-16-3. 59721-16-3 belongs to esters-buliding-blocks, auxiliary class Amine,Benzene,Phenol,Ester,Amide, name is 2-(Dimethylamino)-2-oxoethyl 2-(4-hydroxyphenyl)acetate, and the molecular formula is C8H6F3NO, Recommanded Product: 2-(Dimethylamino)-2-oxoethyl 2-(4-hydroxyphenyl)acetate.

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