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Last update 08 May 2025

Ibuproxam

Last update 08 May 2025

Overview

R&D Status

Clinical Result

Translational Medicine

Overview

Basic Info

Drug Type

Small molecule drug

Synonyms

Ibuproxam (INN), p-Isobutylhydratropohydroxamic acid

+ [1]

Target-

Action-

Mechanism-

Therapeutic Areas

Nervous System DiseasesSkin and Musculoskeletal DiseasesOther Diseases

Active Indication-

Inactive Indication

ArthritisMusculoskeletal PainSoft Tissue Injuries

Originator Organization-

Active Organization-

Inactive Organization-

License Organization-

Drug Highest PhaseWithdrawn

First Approval Date-

Regulation-

Structure/Sequence

Molecular FormulaC13H19NO2

InChIKeyBYPIURIATSUHDW-UHFFFAOYSA-N

CAS Registry53648-05-8

100 Clinical Results associated with Ibuproxam

100 Translational Medicine associated with Ibuproxam

100 Patents (Medical) associated with Ibuproxam

Literatures (Medical) associated with Ibuproxam

16 Dec 2024·European Journal of Organic Chemistry

Examining 1,4,2‐Dioxazol‐5‐One as an Alternative Reagent to Acyl Azides in the Staudinger Reaction

Author: Zhou, Zijun ; Li, Jian ; Zhang, Qianlan ; Liu, Shijie ; Xie, Yunzhi ; Tang, Hao ; Du, Tianlei ; Guan, Jia ; Wang, Shuaihao

AbstractIn this study, we explore 1,4,2‐dioxazol‐5‐one as an alternative reagent to acyl azides in the Staudinger reaction, providing a safe and efficient method for synthesizing N‐acyliminophosphoranes under metal‐free conditions. This approach involves a heat‐promoted nucleophilic attack of phosphines on 1,4,2‐dioxazol‐5‐ones, followed by the extrusion of CO2 gas, resulting in the formation of the P−N coupling product. The synthetic utility of this metal‐free imidization of phosphine was demonstrated through a gram‐scale reaction and its suitability for subsequent transformations. Density functional theory (DFT) calculations were employed to elucidate the overall reaction pathway leading to the formation of N‐acyliminophosphoranes.

10 Apr 2024·Journal of the American Chemical Society

Rh(III)-Catalyzed Diastereo- and Enantioselective Regiodivergent (Hetero)Arylamidation of (Homo)Allylic Sulfides

Article

Author: Wang, Shou-Guo ; Huang, Liangbin ; Jia, Xiaoyan ; Hao, Gui-Lin ; Jiang, Huanfeng ; Feng, Mengxia

A rhodium-catalyzed 3-component conjunctive diastereo- and regioselective arylamidation of (homo)allylic sulfides, organon boronic acids, and dioxazolones is reported. These reactions deliver the 1,2-insertion and 2,1-insertion arylamidation products, respectively, for allylic sulfides and homoallylic sulfides. The enantioselective arylamidation of terminal and internal allylic sulfides is achieved, furnishing various 1,3-N,S compounds featuring one or two contiguous stereocenters in high yields and with high diastereo- and enantioselectivities. Mechanistic studies suggest a change in the turnover-limiting and selectivity-determining steps induced by the native and easily removable sulfide group.

01 Jan 2024·Drug Testing and Analysis

In vitro and in vivo metabolism of 3‐Methoxyeticyclidine in human liver microsomes, a zebrafish model, and two human urine samples based on liquid chromatography–high‐resolution mass spectrometry

Article

Author: Song, Zixuan ; Xiang, Ping ; Hang, Taijun ; Liu, Xinze ; Yan, Hui ; Xu, Linhao

Abstract3‐Methoxyeticyclidine (3‐MeO‐PCE), a phencyclidine‐type substance, has a higher N‐methyl‐D‐aspartate receptor binding affinity than phencyclidine and an involvement in fatal intoxication cases. The aim of this study was to identify new biomarkers and biotransformation pathways for 3‐MeO‐PCE. In vitro models were established using zebrafish and human liver microsomes for analysis of the phases I and II metabolites of 3‐MeO‐PCE by liquid chromatography–high‐resolution mass spectrometry. Urine samples of known 3‐MeO‐PCE consumers in forensic cases were then subjected to analysis. Overall, 14 metabolites were identified in zebrafish and human liver microsomes, allowing postulation of the following metabolic pathways: hydroxylation, O‐demethylation, N‐dealkylation, dehydrogenation, combination, and glucuronidation or sulfation. 3‐MeO‐PCE and three metabolites (M2, M3, and M6) were detected in urine. We recommended M2 (the hydroxylation product) as a potential biomarker for documenting 3‐MeO‐PCE intake in clinical and forensic cases.

100 Deals associated with Ibuproxam

External Link

KEGG	Wiki	ATC	Drug Bank
D07268	Ibuproxam	M01AE13	DB08955

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