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2-(4-NITROPHENYL)PROPIONIC ACID is an organic compound with the chemical structure featuring a nitrophenyl group attached to a propionic acid backbone. It is known for its reactivity and utility in various chemical and biological applications.

19910-33-9

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19910-33-9 Usage

Uses

Used in Pharmaceutical Industry:
2-(4-NITROPHENYL)PROPIONIC ACID is used as a reagent for the preparation of α-Methylated analogs of triiodothyroalkanoic acids, which are known to interact with hepatic thyroid receptors. This application is significant in the development of drugs targeting thyroid-related conditions.
Used in Chemical Synthesis:
2-(4-NITROPHENYL)PROPIONIC ACID is also utilized in chemical synthesis processes, where its unique structure and reactivity contribute to the creation of various compounds for different industries, including pharmaceuticals, agrochemicals, and materials science.

Check Digit Verification of cas no

The CAS Registry Mumber 19910-33-9 includes 8 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 5 digits, 1,9,9,1 and 0 respectively; the second part has 2 digits, 3 and 3 respectively.
Calculate Digit Verification of CAS Registry Number 19910-33:
(7*1)+(6*9)+(5*9)+(4*1)+(3*0)+(2*3)+(1*3)=119
119 % 10 = 9
So 19910-33-9 is a valid CAS Registry Number.
InChI:InChI=1/C9H9NO4/c1-6(9(11)12)7-2-4-8(5-3-7)10(13)14/h2-6H,1H3,(H,11,12)

19910-33-9Relevant academic research and scientific papers

Visible Light-Driven Carboxylation of Olefins by Using 2D Metal-Free Covalent Organic Framework as Intrinsic Photocatalyst: A Sustainable Approach for CO2 Utilization

Das, Anjan,Ghosh, Swarbhanu,Manirul Islam, Sk.,Sarkar, Priyanka

, (2022/05/20)

Photocatalytic metal-free carboxylation of olefins offers an environment-friendly approach for resolving the increasing energy issue as well as mitigating the dilemma caused by the greenhouse effect. Carboxylation of styrene and its derivatives by photocatalytic CO2 reduction reaction shows great potential for sustainable utilization of greenhouse gas CO2 into valuable chemicals. Herein, we have constructed a highly crystalline and thermally stable 2D porous covalent organic framework (COF) having very low band-gap energy, 1.8 eV and it shows efficient photocatalytic activity towards the carboxylation of aryl-alkenes in good yields in presence of p-terphenyl as a co-catalyst at ambient temperature under visible light irradiation and 1 atmospheric CO2 pressure which facilitates to overcome the current transition metal catalyzed approaches. In addition, TR-OT COF is a proficient and highly selective catalyst with outstanding recyclability. This suggests that this COF material is a novel photocatalyst for CO2 reduction towards α, β-carboxylation of styrene and its derivatives under 20 W light-emitting diode (LED) light.

Preparation method of alminoprofen intermediate

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Paragraph 0048-0051; 0055-0058, (2021/07/21)

The invention discloses a preparation method of an alminoprofen intermediate, belongs to the field of organic chemical synthesis, and provides a new technical route for improving the defects of synthetic reaction of ethyl 2-(4-amino-phenyl)propionate: 1) taking p-fluoronitrobenzene and diethyl methylmalonate as raw materials, adding alkali, conducting heating, finishing the reaction, conducting cooling, conducting hydrolyzing with alkali, after the reaction is finished, conducting layering, conducting washing with water, extracting impurities, adjusting the pH value, extracting a product, and conducting concentrating to obtain AMLF02; 2) heating AMLF02 in a solvent to 55-75 DEG C, and dropwise adding thionyl chloride for esterification reaction, conducting cooling, adjusting the pH, directly adding a catalyst for reduction at the temperature of 70-80 DEG C, after the reaction is finished, conducting filtering with the aid of diatomite, neutralizing the filtrate to 7-8, conducting concentrating to remove ethanol, extracting a water phase with methylbenzene, and conducting concentrating to obtain AMLF04. The method has the beneficial effects that the problem of slow filtration is solved, extraction is omitted, time is saved, and cost is saved; direct layering is performed after reaction, the amount of hydrochloric acid is reduced, and the treatment difficulty of three wastes is reduced; and safe hydrazine hydrate replaces active nickel.

TYK2 INHIBITORS AND USES THEREOF

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Paragraph 0625; 0628; 0629, (2016/09/26)

The present invention provides compounds, compositions thereof, and methods of using the same for the inhibition of TYK2, and the treatment of TYK2-mediated disorders.

Palladium-catalyzed decarboxylative coupling of potassium nitrophenyl acetates with aryl halides

Shang, Rui,Huang, Zheng,Chu, Ling,Fu, Yao,Liu, Lei

supporting information; experimental part, p. 4240 - 4243 (2011/10/09)

A palladium-catalyzed decarboxylative cross-coupling of potassium 2- and 4-nitrophenyl acetates with aryl chlorides and bromides has been developed. Because the nitro group can be readily converted to many other functional groups, the new reaction provides a useful method for the preparation of diverse 1,1-diaryl methanes and their derivatives.

Direct amino acid-catalyzed cascade reductive alkylation of arylacetonitriles: High-yielding synthesis of ibuprofen analogs

Ramachary, Dhevalapally B.,Shiva Prasad

scheme or table, p. 5246 - 5251 (2010/11/03)

A novel approach for a one-pot, three-component reductive alkylation (TCRA) reaction of arylacetonitriles-containing electron-withdrawing groups with aldehydes/ketones and 1,4-dihydropyridine via iminium-catalysis has been developed. Many TCRA reaction products have direct applications in agricultural and pharmaceutical chemistry.

Vanilloid Receptor Ligands, Pharmaceutical Compositions Containing Them, Process for Making Them, and Use Thereof for Treating Pain and Other Conditions

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Page/Page column 62; 63; 64; 65, (2009/07/03)

Vanilloid receptor ligand compounds corresponding to formula I: pharmaceutical compositions containing such compounds, a process for producing such compounds, and methods of using such compounds for treating or inhibiting pain and various other disorders or conditions.

Experiments on the Chaperon effect in the nitration of aromatics

Strazzolini, Paolo,Giumanini, Angelo G.,Runcio, Antonio,Scuccato, Massimo

, p. 952 - 958 (2007/10/03)

A nitro group may be effectively delivered to the ortho position of alkylbenzenes, provided that a suitable chaperon function is located in α- position and a dilute of HNO3 in CH2Cl2 is used. The carbonyl function of an aldehyde or ketone is the best choice, but a carboxyl, alkoxycarbonyl, and amide groups all work well. The ether function showed a less pronounced ortho orientation effect, whereas the hydroxyl group was too prone to oxidation. Side reactions were minimal under the conditions employed. A para chaperon effect was seemingly at work in the CH2Cl2 nitration of benzenepropanenitrile. All the results were compared with the corresponding classical nitration in H2SO4.

Presynaptic cholinergic modulators as potent cognition enhancers and analgesic drugs. 1. Tropic and 2-phenylpropionic acid esters

Gualtieri,Conti,Dei,Giovannoni,Nannucci,Romanelli,Scapecchi,Teodori,Fanfani,Ghelardini,Giotti,Bartolini

, p. 1704 - 1711 (2007/10/02)

Previous studies have shown that (R)-(+)-hyoscyamine has analgesic activity as a consequence of increased ACh release following antagonism of central muscarinic autoreceptors. Since the enhancement of central cholinergic transmission could be beneficial for cognitive disorders, we manipulated (R)-(+)-hyoscyamine, synthesizing several derivatives of tropic and 2-phenylpropionic acids, with the aim of obtaining drugs which are able to increase ACh release and consequently to show analgesic and nootropic activities. The results showed that several new compounds are indeed potent analgesics (with an analgesic efficacy comparable to that of morphine) and that the most potent one ((±)-19, PG9) also has remarkable cognition- enhancing properties. Our study confirmed that the mechanism of action involves ACh release even if it is still unclear whether only muscarinic autoreceptors or, also, heteroreceptors are involved.

Carbaphens: aprophen analogs that are binary antidotes for organophosphate poisoning

-

, (2008/06/13)

Novel carbaphens are provided of the formula STR1 wherein R is OH, OCON(CH3)2 or OCONHCH3, and R' is H, OH or 2 OCON(CH3)2, stereoisomers thereof, pharmaceutically-acceptable salts thereof or mixtures thereof. Compositions comprise the carbaphens with pharmaceutically acceptable carriers, and they may further comprise other drugs as well. Methods of treating patients either prophylactically or therapeutically which suffer from organophosphate poisoning, coronary insufficiency, cerebral vasospasms, spastic cholitis and cholecystitis comprise the administration of the carbaphens of the invention.

Immunomodulating agent

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, (2008/06/13)

Phenylacetic acid derivatives of the formula: STR1 wherein R1 is hydrogen or STR2 wherein R5 is an alkyl group of 1-6 carbon atoms or an aryl group; R2 and R3 are independently hydrogen or an alkyl group of 1-4 carbon atoms; R4 is hydrogen or an alkyl group of 1-4 carbon atoms, have been found to possess immunomodulating activity.

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