2859-67-8

Usage

Uses

Used in Pharmaceutical Industry:
3-Pyridinepropanol is used as a reagent for the synthesis of pyridylalcohols, which are compounds with potential hypoglycemic activity. This application is particularly relevant in the development of treatments for diabetes, as these synthesized compounds have been shown to lower blood sugar levels in fasted rats.
Additionally, given its unique chemical structure, 3-Pyridinepropanol may have potential applications in other areas of the pharmaceutical industry, such as the development of new drugs targeting various diseases and conditions. However, further research and development would be required to explore these possibilities fully.

InChI:InChI=1/C8H11NO/c10-6-2-4-8-3-1-5-9-7-8/h1,3,5,7,10H,2,4,6H2

Upstream product

• 38737-52-9 1,8-dioxa-1,4,5,6,7,8,9,10-octahydronaphthalene 
• 626-55-1 3-Bromopyridine 
• 881183-42-2 3-(9-bora-bicyclo[3.3.1]non-9-yl)-propan-1-ol 
• 84199-98-4 methyl 3-(3-pyridyl)propanoate 
• 81124-48-3 methyl (E)-3-(3-pyridyl)acrylate 
• 140-88-5 ethyl acrylate 
• 1120-90-7 3-iodopyridine 
• 107-18-6 allyl alcohol 
• 21640-48-2 3-chlorohydrocinnamic acid 

Downstream Products

• 104642-46-8 C₉H₁₂O₃S*C₈H₁₂N₂O 
• 85002-86-4 3-[3-(4-Nitro-phenoxy)-propyl]-pyridine 
• 85364-54-1 3-(3-pyridyl)propyl phenylpropynoate 
• 3724-19-4 3-pyridine propionic acid 
• 1802-16-0 3-(3-pyridinyl)propionaldehyde 
• 41038-63-5 3-(pyridin-3-yl)propyl bromide hydrobromide 
• 21011-66-5 3-(3-chloropropyl)pyridine 
• 109839-74-9 3-(3-bromopropyl)pyridine 
• 38456-27-8 toluene-4-sulfonic acid 3-(pyridin-3-yl)-propyl ester 
• 934631-20-6 rac-3-(3-pyridine)propionic acid 1-phenyl-ethyl ester 

Relevant academic research and scientific papers

Practical Intermolecular Hydroarylation of Diverse Alkenes via Reductive Heck Coupling

The hydroarylation of alkenes is an attractive approach to construct carbon-carbon (C-C) bonds from abundant and structurally diverse starting materials. Herein we report a palladium-catalyzed reductive Heck hydroarylation of aliphatic and heteroatom-substituted terminal alkenes and select internal alkenes with an array of (hetero)aryl iodides. The reaction is anti-Markovnikov selective with terminal alkenes and tolerates a wide variety of functional groups on both the alkene and (hetero)aryl coupling partners. Additionally, applications of this method to complex molecule diversifications are demonstrated. Mechanistic experiments are consistent with a mechanism in which the key alkylpalladium(II) intermediate is intercepted with formate and undergoes a decarboxylation/C-H reductive elimination cascade to afford the saturated product and turn over the cycle.

Anti-Markovnikov Hydroarylation of Unactivated Olefins via Pyridyl Radical Intermediates

The intermolecular alkylation of pyridine units with simple alkenes has been achieved via a photoredox radical mechanism. This process occurs with complete regiocontrol, where single-electron reduction of halogenated pyridines regiospecifically yields the corresponding radicals in a programmed fashion, and radical addition to alkene substrates occurs with exclusive anti-Markovnikov selectivity. This system is mild, tolerant of many functional groups, and effective for the preparation of a wide range of complex alkylpyridines.

2-IMIDAZOLYL-PYRIMIDINE SCAFFOLDS AS POTENT AND SELECTIVE INHIBITORS OF NEURONAL NITRIC OXIDE SYNTHASE

Imidazolyl-pyrimidine and related compounds, as can utilize heme-iron coordination in the selective inhibition of neuronal nitric oxide synthase.

Reductive removal of methoxyacetyl protective group using sodium borohydride

Herein, we have developed a mild and selective reductive deprotection method for the MAc protected alcohols using sodium borohydride. The new deprotection conditions provide a complete orthogonality between O-MAc and other protecting groups such as tert-butyl ester, N-Boc, Fmoc, Cbz, O-TBDMS, N-benzyl, O-benzyl, O-acetyl, N-acetyl, N-MAc, etc. In addition to O-MAc deprotection, this method is also applicable for S-MAc deprotection.

Reaction of aldimine anions with vinamidinium chloride: Three-component access to 3-alkylpyridines and 3-alkylpyridinium salts and access to 2-alkyl glutaconaldehyde derivatives

(Chemical Equation Presented) N-tert-Butylimino derivatives of aldehydes were deprotonated with LDA and reacted with vinamidinium chloride to give 2-alkylaminopentadienimine derivatives, which were isolated as their corresponding hydrochloride in 68-81% yield. Reaction of these derivatives with ammonium acetate or salts of primary amines, in n-butanol at 80°C, afforded the corresponding 3-alkylpyridines or 3-alkylpyridinium salts in high yield. Alkaline hydrolysis of 2-alkylaminopentadieneimine derivatives allowed a practical accesss to potassium salts of 2-alkylglutaconaldehyde.

Synthesis of N-glyoxyl prolyl and pipecolyl amides and thioesters and evaluation of their in vitro and in vivo nerve regenerative effects

The recent discovery that small molecule ligands for the peptidyl-prolyl isomerase (PPIase) FKBP12 possess powerful neuroprotective and neuroregenerative properties in vitro and in vivo suggests therapeutic utility for such compounds in neurodegenerative disease. The neurotrophic effects of these compounds are independent of the immunosuppressive pathways by which drugs such as FK506 and rapamycin operate. Previous work by ourselves and other groups exploring the structure-activity relationships (SAR) of small molecules that mimic only the FKBP binding domain portion of FK506 has focused on esters of proline and pipecolic acid. We have explored amide and thioester analogues of these earlier structures and found that they too are extremely potent in promoting recovery of lesioned dopaminergic pathways in a mouse model of Parkinson's disease. Several compounds were shown to be highly effective upon oral administration after lesioning of the dopaminergic pathway, providing further evidence of the potential clinical utility of a variety of structural classes of FKBP12 ligands.

A general synthesis of alkylpyridines

The hydroboration of alkenes, followed by the coupling of the B-alkyl-9-borabicyclo[3.3.1]nonane derivatives with bromopyridines constitutes an efficient procedure for the attachment of functionalized alkyl chains to the pyridine nucleus.

Therapeutic phenoxyalkylheterocycles

Compounds of the formula STR1 wherein Q is chosen from the group consisting of pyridyl, pyrazyl, pyrimidyl, quinolyl, indolyl and 7-azaindolyl or any of these substituted with one or two substituents; Y is an alkylene bridge of 3-9 carbon atoms; R1 and R2 are each independently chosen from hydrogen, halo, alkyl, alkenyl, amino, alkylthio, hydroxy, hydroxyalkyl, alkoxyalkyl, alkylthioalkyl, alkylsulfinylalkyl, alkylsulfonylalkyl, alkoxy, nitro, carboxy, alkoxycarbonyl, dialkylaminoalkyl, alkylaminoalkyl, aminoalkyl, difluoromethyl, trifluoromethyl or cyano; R3 is alkoxycarbonyl, alkyltetrazolyl, substituted or unsubstituted phenyl or heterocyclyl, the N-oxide thereof, or a pharmaceutically acceptable acid addition salt thereof is an effective antipicornaviral agent.

Lactol PAF antagonists

The invention encompasses compounds of general formula I: STR1 wherein W represents an imidazo[4,5-c]pyridyl group, optionally substituted with one or more substituents selected from C1 -C6 alkyl, C1 -C6 alkoxy, halo, CF, and CN; and Z, R1, R2, R3, R4, R5, R6 are variables. These compounds are useful as antagonists of platelet activating factor.