312-68-5

Usage

Uses

Used in Pharmaceutical Industry:
3-FLUOROPROPYL P-TOLUENESULFONATE is used as a reagent for the synthesis of fluorinated amino acids, such as DL-erythro-4-Fluoroglutamine (F591630). These fluorinated amino acids have potential applications in the development of new pharmaceuticals and therapeutic agents.
Used in Radiochemistry:
3-FLUOROPROPYL P-TOLUENESULFONATE is used as a reagent for the synthesis of labelled N-desmethyl-loperamide analogues, which have potential use as imaging radiotracers. These radiotracers can be utilized in various diagnostic imaging techniques, such as positron emission tomography (PET), to study biological processes and disease mechanisms.

Upstream product

• 462-43-1 3-fluoropropane-1-ol 
• 98-59-9 p-toluenesulfonyl chloride 
• 5469-66-9 propane-1,3-diol ditosylate 
• 81842-71-9 toluene-4-sulfonic acid 3-hydroxy-propyl ester 

Downstream Products

• 2248-17-1 γ-fluorobutyrophenone 
• 141044-74-8 N-<2-(3,4-dichlorophenyl)-1-ethyl>-N-(3-fluoro-1-propyl)-2-(1-pyrrolidinyl)ethylamine 
• 958883-53-9 methyl 3-(3-fluoropropoxy)-4-(benzyloxy)-5-methoxybenzoate 
• 1019209-48-3 1-[3-(3-fluoropropylamino)-phenyl]-ethanone 
• 1016545-01-9 (S)-N-tert-butoxycarbonyl-2-[(S)-α-(2-(3-fluoropropoxy)phenylsulfanyl)benzyl]morpholine 
• 1089667-22-0 5-(3-fluoropropoxy)-2-(4-aminophenyl)-2,3-dihydroisoindol-1-one 
• 1089667-23-1 5-(3-fluoropropoxy)-2-(4-methylaminophenyl)-2,3-dihydroisoindol-1-one 
• 1089667-24-2 5-(3-fluoropropoxy)-2-(4-dimethylaminophenyl)-2,3-dihydroisoindol-1-one 
• 1089667-28-6 5-(3-fluoropropoxy)-2-(4-aminophenyl)isoindol-1,3-dione 
• 1089667-29-7 5-(3-fluoropropoxy)-2-(4-methylaminophenyl)isoindol-1,3-dione 
• 1089667-30-0 5-(3-fluoropropoxy)-2-(4-dimethylaminophenyl)isoindol-1,3-dione 
• 1239983-30-2 N-((benzofuran-2-yl)methyl)-N'-(2'-(3''-fluoropropoxy)benzyl)piperazine 
• 1239983-31-3 N-((benzofuran-2-yl)methyl)-N'-(3'-(3''-fluoropropoxy)benzyl)piperazine 
• 1239983-32-4 N-((benzofuran-2-yl)methyl)-N'-(4'-(3''-fluoropropoxy)benzyl)piperazine 

Relevant academic research and scientific papers

Novel fluoroalkyl derivatives of selective kappa opioid receptor antagonist JDTic: Design, synthesis, pharmacology and molecular modeling studies

Novel N- and O-fluoroalkyl derivatives of the highly potent KOR antagonist JDTic were designed and synthesized. Their opioid receptor properties were compared in both in vitro binding assays and modeling approach. All compounds displayed nanomolar affinit

Convenient Entry to 18F-Labeled Amines through the Staudinger Reduction

Fluorine-18 possesses outstanding decay characteristics for positron emission tomography (PET) imaging. Therefore, it is ideally suited for clinical applications. As such, improved strategies to incorporate fluorine-18 into bioactive molecules are of utmo

Fast and reliable generation of [18F]triflyl fluoride, a gaseous [18F]fluoride source

A novel strategy for the production of reactive [18F]fluoride has been developed, omitting time consuming azeotropic drying procedures. Gaseous [18F]triflyl fluoride is formed instantaneously at room temperature from hydrated [18F]fluoride, followed by distillation in less than 5 minutes into a dry aprotic solvent, in which dry [18F]fluoride is released in presence of base with >90% radiochemical yield. The reactivity of the [18F]fluoride has been confirmed by reaction with several model compounds and by the synthesis of the PET tracers [18F]fluoroestradiol ([18F]FES) and O-2-[18F]fluoroethyl-l-tyrosine ([18F]FET), providing good isolated radiochemical yields and molar activities of up to 123 GBq μmol?1.

Structure-Function Evaluation of Imidazopyridine Derivatives Selective for δ-Subunit-Containing γ-Aminobutyric Acid Type A (GABAA) Receptors

δ-Selective compounds 1 and 2 (DS1, compound 22; DS2, compound 16) were introduced as functionally selective modulators of δ-containing GABA type A receptors (GABAAR). In our hands, [3H]EBOB-binding experiments with recombinant GABAAR and compound 22 showed no proof of δ-selectivity, although there was a minimally higher preference for the α4β3δ and α6β2/3δ receptors with respect to potency. In order to delineate the structural determinants of δ preferences, we synthesized 25 derivatives of DS1 and DS2, and investigated their structure-activity relationships (SAR). Four of our derivatives showed selectivity for α6β3δ receptors (29, 38, 39, and 41). For all of them, the major factors that distinguished them from compound 22 were variations at the para-positions of their benzamide groups. However, two compounds (29 and 39), when tested in the presence of GABA, revealed effects at several additional GABAAR. The newly synthesized compounds will still serve as useful tools to investigate α6β3δ receptors.

Novel fluoroalkyl derivatives of selective kappa opioid receptor antagonist JDTic: Design, synthesis, pharmacology and molecular modeling studies

Novel N-and O-fluoroalkyl derivatives of the highly potent KOR antagonist JDTic were designed and synthesized. Their opioid receptor properties were compared in both in vitro binding assays and modeling approach. All compounds displayed nanomolar affiniti

Synthesis and evaluation of a 18F-labeled spirocyclic piperidine derivative as promising σ1receptor imaging agent

Several spirocyclic piperidine derivatives were designed and synthesized as σ1receptor ligands. In vitro competition binding assays showed that the fluoroalkoxy analogues with small substituents possessed high affinity towards σ1rece

Development of [18F]-labeled pyrazolo[4,3-e ]-1,2,4-triazolo[1, 5-c ]pyrimidine (SCH442416) analogs for the imaging of cerebral adenosine A 2A receptors with positron emission tomography

Cerebral adenosine A2A receptors (A2ARs) are attractive therapeutic targets for the treatment of neurodegenerative and psychiatric disorders. We developed high affinity and selective compound 8 (SCH442416) analogs as in vivo probes for A2ARs using PET. We observed the A2AR-mediated accumulation of [18F] fluoropropyl ([18F]-10b) and [18F]fluoroethyl ([ 18F]-10a) derivatives of 8 in the brain. The striatum was clearly visualized in PET and in vitro autoradiography images of control animals and was no longer visible after pretreatment with the A2AR subtype-selective antagonist KW6002. In vitro and in vivo metabolite analyses indicated the presence of hydrophilic (radio)metabolite(s), which are not expected to cross the blood-brain-barrier. [18F]-10b and [18F]-10a showed comparable striatum-to-cerebellum ratios (4.6 at 25 and 37 min post injection, respectively) and reversible binding in rat brains. We concluded that these compounds performed equally well, but their kinetics were slightly different. These molecules are potential tools for mapping cerebral A2ARs with PET.

MONOCYCLIC PYRIDINE DERIVATIVE

The present invention provides a novel compound having FGFR inhibitory activity or a pharmaceutically acceptable salt thereof, and a pharmaceutical composition containing the same. Specifically, the present invention provides a compound represented by the following formula (I) or a pharmaceutically acceptable salt thereof: wherein n represents 0 to 2; A represents an arylene group or a heteroarylene group; G represents a single bond, an oxygen atom or —CH2—; E represents a nitrogen-containing non-aromatic heterocycle; R1 represents an alkoxy group or the like; R2 represents a hydrogen atom or the like; and R3 represents a hydrogen atom, an alkyl group, an alkoxy group or the like, with the proviso that when E represents an azetidine ring and R2 or R3 is present on a nitrogen atom on the azetidine ring, the R2 or R3 does not represent a hydrogen atom.

Synthesis and evaluation of new 18F-labelled acetamidobenzoxazolone-based radioligands for imaging of the translocator protein (18 kDa, TSPO) in the brain

The visualization of the activated microglia/TSPO is one of the main aspects of neuroimaging. Here we describe two new 18F-labelled molecules, 2-[5-(4-[18F]fluoroethoxyphenyl)- ([18F]2) and 2-[5-(4-[18F]fluoropr

Synthesis and evaluation of novel radioligands for positron emission tomography imaging of metabotropic glutamate receptor subtype 1 (mGluR1) in rodent brain

We designed three novel positron emission tomography ligands, N-(4-(6-(isopropylamino)pyrimidin-4-yl)-1,3-thiazol-2-yl)-4-[ 11C]methoxy-N-methylbenzamide ([11C]6), 4-[ 18F]fluoroethoxy-N-[4-[6-(isopropylamino)pyrimidin-4-yl]-1, 3-thiazol-2-yl]-N-methylbenzamide ([18F]7), and 4-[ 18F]fluoropropoxy-N-[4-[6-(isopropylamino)pyrimidin-4-yl]-1, 3-thiazol-2-yl]-N-methylbenzamide ([18F]8), for imaging metabotropic glutamate receptor type 1 (mGluR1) in rodent brain. Unlabeled compound 6 was synthesized by benzoylation of 4-pyrimidinyl-2-methylaminothiazole 10, followed by reaction with isopropylamine. Removal of the methyl group in 6 gave phenol precursor 12 for radiosynthesis. Two fluoroalkoxy analogues 7 and 8 were prepared by reacting 12 with tosylates 13 and 14. Radioligands [ 11C]6, [18F]7, and [18F]8 were synthesized by O-[11C]methylation or [18F]fluoroalkylation of 12. Compound 6 showed high in vitro binding affinity for mGluR1, whereas 7 and 8 had weak affinity. Autoradiography using rat brain sections showed that [ 11C]6 binding is aligned with the reported distribution of mGluR1 with high specific binding in the cerebellum and thalamus. PET study with [ 11C]6 in rats showed high brain uptake and a similar distribution pattern to that in autoradiography, indicating the usefulness of [ 11C]6 for imaging brain mGluR1.