26586-26-5

Basic information

• Product Name: 3-NITRO-4-PIPERIDIN-1-YLBENZOIC ACID
• Synonyms: 3-nitro-4-piperidin-1-ylbenzoic acid(SALTDATA: FREE);3-nitro-4-(1-piperidyl)benzoic acid;3-nitro-4-piperidino-benzoic acid
• CAS NO: 26586-26-5
• Molecular Formula: C₁₂H₁₄N₂O₄
• Molecular Weight: 250.26
• Mol File: 26586-26-5.mol

Chemical Properties

• Melting Point: 201-203
• Boiling Point: 452°Cat760mmHg
• Flash Point: 227.2°C
• Appearance: /
• Density: 1.344g/cm³
• Vapor Pressure: 5.85E-09mmHg at 25°C
• Refractive Index: 1.61
• Storage Temp.: 2-8°C
• CAS DataBase Reference: 3-NITRO-4-PIPERIDIN-1-YLBENZOIC ACID(CAS DataBase Reference)
• NIST Chemistry Reference: 3-NITRO-4-PIPERIDIN-1-YLBENZOIC ACID(26586-26-5)
• EPA Substance Registry System: 3-NITRO-4-PIPERIDIN-1-YLBENZOIC ACID(26586-26-5)

Safety Data

• Hazard Codes: Xi
• HazardClass: IRRITANT
• Hazardous Substances Data: 26586-26-5(Hazardous Substances Data)

Usage

Uses

Used in Pharmaceutical Industry:
3-NITRO-4-PIPERIDIN-1-YLBENZOIC ACID is used as an intermediate or precursor for the synthesis of various pharmaceuticals, leveraging its chemical structure to contribute to the development of new medications.
Used in Medicinal Chemistry Research:
3-NITRO-4-PIPERIDIN-1-YLBENZOIC ACID is utilized as a building block in organic synthesis, playing a crucial role in the research and development of novel drugs, where its structural attributes can be manipulated to create new therapeutic agents.
Used in Drug Discovery:
3-NITRO-4-PIPERIDIN-1-YLBENZOIC ACID is employed in drug discovery processes, where its properties are explored to identify potential therapeutic applications and to enhance the understanding of its pharmacological effects.

InChI:InChI=1/C12H14N2O4/c15-12(16)9-4-5-10(11(8-9)14(17)18)13-6-2-1-3-7-13/h4-5,8H,1-3,6-7H2,(H,15,16)

Upstream product

• 71254-72-3 ethyl 3-nitro-4-piperidin-1-ylbenzoate 
• 89642-49-9 4-bromo-3-nitrobenzonitrile 
• 110-89-4 piperidine 
• 610-39-9 3,4-Dinitrotoluene 
• 453-71-4 3-nitro-4-fluorobenzoic acid 
• 96-99-1 4-chloro-3-nitrobenzoate 
• 528-45-0 3,4-dinitrobenzoic acid 

Downstream Products

• 1140460-76-9 1-{4-[3-(2-methoxyphenyl)-1,2,4-oxadiazol-5-yl]-2-nitrophenyl}piperidine 
• 56106-97-9 3-nitro-4-piperidino-benzophenone 
• 56106-79-7 3-amino-4-piperidino-benzophenone 
• 26586-27-6 3-amino-4-piperidin-1-yl-benzoic acid 
• 875000-14-9 3-Nitro-4-piperidin-1-yl-benzoyl chloride 

Relevant articles and documents

Characterization of different reverse micelle interfaces using the reaction of 4-fluoro-3-nitrobenzoate with piperidine

The characterization of different reverse micellar interfaces, benzene-sodium 1,4-bis-2-ethylhexylsul-fosuccinate (AOT)-water and benzene-benzyl-rt-hexadecyldimethyJammonium chloride (BHDC)-water, were studied using an aromatic nucleophilic substitution reaction, SNAr, between acid 4-fluoro-3-nitrobenzoic (FNBA) and piperidine. The reaction was also studied in homogeneous media, water and benzene, varying the ionic strength in the aqueous solution. The kinetic profiles were investigated as a function of variables such as surfactant, amine concentration and the amount of water dispersed in the reverse micelles, W0 = [water]/[surfactant]. In the pure solvents, water and benzene, there is no genuine base-catalyzed reaction. In water the reaction is faster than in benzene, owing to the better stabilization of the intermediate Z. Also, the reaction rate in water is accelerated by the addition of salt. In both micellar systems FNBA is totally incorporated in the interface of the aggregate because, under the working conditions of excess of amine, it is ionized to carboxylate, The reactions kinetics in these media can be quantitatively explained taking into account the distribution of the nucleophile between the bulk solvent and the micelle interfaces. In the AOT reverse micelles at W0= 10, the anionic substrate seems to be located in the water side of the interface whereas in BHDC it resides in the oil side of the interface. The results were used to evaluate the intrinsic second-order rate coefficient of the SNAr reaction at the interface. From these data, properties such as micropolarity and ionic strength of this environment can be deduced. Hence, as expected, the micropolarity of the reverse micelles systems is higher than that of pure benzene and increases upon water addition. In the AOT system and owing to the location of the probe, the average ionic strength of the AOT reverse micelles could be estimated and a value of around 4.5 M was found. Copyright

“On Water” promoted N-arylation reactions using Cu (0)/myo-inositol catalytic system

Myo-inositol is originally applied as a cardiovascular medicine in clinic, which can be multi-ton manufactured via extraction from the byproducts in agricultural product processing such as defatted rice bran and corn-soaking water. Herein, the application of myo-inositol (MI) as a novel versatile tridentate O-donor ligand has been first described for promoting Cu-catalyzed amination reaction in aqueous medium.

Copper(ii)-catalyzed c-n coupling of aryl halides and n-nucleophiles promoted by quebrachitol or diethylene glycol

Herein, we report the natural ligand quebrachitol (QCT) as a promoter for a Cu(II) catalyst, which is highly effective for N-Arylation of various amines and related aryl halides. A series of diarylamine derivatives were obtained in high yields by using diethylene glycol (DEG) as both ligand and solvent. The C-N coupling reactions proceed under mild conditions and exhibit good functional group tolerance.

OXADIAZOLE DIARYL COMPOUNDS

The invention relates to compounds of formula (I): wherein R1, R2, Ra , Rb,Rc and W, have the meanings given in claim 1. The compounds are useful e.g. in the treatment of autoimmune disorders, such as multiple sclerosis.

OXADIAZOLE DERIVATIVES

The invention relates to compounds of formula (I): wherein R1, R2, Ra, Rb, W, Q and S have the meanings given in claim 1. The compounds are useful e.g. in the treatment of autoimmune disorders, such as multiple sclerosis.

Potent 2′-aminoanilide inhibitors of cFMS as potential anti-inflammatory agents

A series of 2′-aminoanilides have been identified which exhibit potent and selective inhibitory activity against the cFMS tyrosine kinase. Initial SAR studies within this series are described which examine aroyl and amino group substitutions, as well as the introduction of hydrophilic substituents on the benzene core. Compound 47 inhibits the isolated enzyme (IC50 = 0.027 μM) and blocks CSF-1-induced proliferation of bone marrow-derived macrophages (IC50 = 0.11 μM) and as such, serves as a lead candidate for further optimization studies.