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Usage

Uses

Used in Scientific Research:
3-(1-pyrrolidinyl)propiophenone hydrochloride is used as a research chemical for investigating its psychoactive properties and effects on the central nervous system. It serves as a valuable tool in understanding the mechanisms of action and potential applications in neuroscience and psychopharmacology.
Used in Psychopharmacology Studies:
In the field of psychopharmacology, 3-(1-pyrrolidinyl)propiophenone hydrochloride is used as a stimulant compound to study its impact on brain and behavior. This helps researchers to gain insights into the effects of similar substances and contributes to the development of new therapeutic approaches for various neurological and psychiatric conditions.
Safety Considerations:
Due to the psychoactive nature of 3-(1-pyrrolidinyl)propiophenone hydrochloride, it is crucial to exercise caution and adhere to safety guidelines when handling and working with this substance in a laboratory setting. Proper safety measures should be implemented to ensure the well-being of researchers and the integrity of the studies conducted.

Upstream product

• 123-75-1 pyrrolidine 
• 879-72-1 3-(dimethylamino)propiophenone hydrochloride 
• 50-00-0 formaldehyd 
• 25150-61-2 pyrrolidine hydrochloride 
• 98-86-2 acetophenone 
• 110-88-3 1,3,5-Trioxan 

Downstream Products

• 96994-67-1 1,1-dimethoxy-1-phenyl-3-(1-pyrrolidinyl)propan-2-ol 
• 97669-92-6 1-Phenyl-3-pyrrolidin-1-yl-propan-1-one oxime 
• 102361-15-9 β-dimethylaminopropiophenone 2,4,6-triisopropylbenzenesulphonylhydrazone 
• 102361-17-1 β-(1-pyrrolidinyl)propiophenone 2,4,6-triisopropylbenzenesulphonylhydrazone 

Relevant academic research and scientific papers

Investigation of inhibitory properties of some hydrazone compounds on hCA I, hCA II and AChE enzymes

Recently, inhibition of carbonic anhydrase (hCA) and acetylcholinesterase (AChE) have appeared as a promising approach for pharmacological intervention in a variety of disorders such as glaucoma, epilepsy, obesity, cancer, and Alzheimer's disease. Keeping this in mind, N,N′-bis[(1-aryl-3-heteroaryl)propylidene]hydrazine dihydrochlorides, N1-N11, P1, P4-P8, and R1-R6, were synthesized to investigate their inhibitory activity against hCA I, hCA II, and AChE enzymes. All compounds in N, P, and R-series inhibited hCAs (I and II) and AChE more efficiently than the reference compounds acetazolamide (AZA), and tacrine. According to the activity results, the most effective inhibitory compounds were in R-series with the Ki values of 203 ± 55–473 ± 67 nM and 200 ± 34–419 ± 94 nM on hCA I, and hCA II, respectively. N,N′-Bis[1-(4-fluorophenyl)-3-(morpholine-4-yl)propylidene]hydrazine dihydrochlorides, N8, in N-series, N,N′-Bis[1-(4-hydroxyphenyl)-3-(piperidine-1-yl)propylidene]hydrazine dihydrochlorides, P4, in P-series, and N,N′-bis[1-(4-chlorophenyl)-3-(pyrrolidine-1-yl)propylidene]hydrazine dihydrochlorides, R5, in R-series were the most powerful compounds against hCA I with the Ki values of 438 ± 65 nM, 344 ± 64 nM, and 203 ± 55 nM, respectively. Similarly, N8, P4, and R5 efficiently inhibited hCA II isoenzyme with the Ki values of 405 ± 60 nM, 327 ± 80 nM, and 200 ± 34 nM, respectively. On the other hand, P-series compounds had notable inhibitory effect against AChE than the reference compound tacrine and the Ki values were between 66 ± 20 nM and 128 ± 36 nM. N,N′-Bis[1-(4-fluorophenyl)-3-(piperidine-1-yl)propylidene]hydrazine dihydrochlorides, P7, was the most potent compound on AChE with the Ki value of 66 ± 20 nM. The other most promising compounds, N,N′-bis[1-(4-hydroxyphenyl)-3-(morpholine-4-yl)propylidene]hydrazine dihydrochlorides, N4 in N-series and N,N′-bis[1-(4-hydroxyphenyl)-3-(pyrrolidine-1-yl)propylidene]hydrazine dihydrochlorides, R4 in R-series were againts AChE with the Ki values of 119 ± 20 nM, 88 ± 14 nM, respectively.

Cytotoxicities of novel hydrazone compounds with pyrrolidine moiety: inhibition of mitochondrial respiration may be a possible mechanism of action for the cytotoxicity of new hydrazones

N,N’-Bis[1-aryl-3-pyrrolidine-1-yl)propylidene]hydrazine dihydrochlorides (R1–R7) were synthesized by the reaction of 2 mols of 1-aryl-3-(pyrrolidine-1-yl)-1-propanone hydrochlorides with 1 mol of hydrazine hydrate and reported for the first time with their detailed spectral analysis and cytotoxicities towards human hepatoma (Huh7) and breast cancer (T47D) cell lines. Compounds R2, R6, and R7 with the IC50 values of 5.16, 6.96, and 5.96 μM, respectively, showed higher cytotoxic potency than the reference compound 5-FU with 7.0 μM against Huh7 cell line. However, all compounds did not show better cytotoxic activities than 5-FU against T47D cell line at the conditions studied. The representative compound of series, R2, inhibited the mitochondrial respiration at 90, 165, and 265 μM concentrations in a dose dependent manner in liver homogenates, suggesting that mitochondrial respiration may be one of the contributing factor to the cytotoxicity of the compounds synthesized. The compounds R2, R6, and R7 can be chosen as the leader compounds of this study for further studies.

Dramatically accelerated synthesis of β-aminoketones via aqueous Mannich reaction under combined microwave and ultrasound irradiation

An efficient green chemistry approach to the synthesis of β-aminoketones was developed under combined microwave and ultrasound irradiation. With this technique, the title compounds were rapidly synthesized in aqueous media with good yields. Georg Thieme Verlag Stuttgart.

SYNTHESIS OF α-HYDROXYDIMETHYLACETALS FROM NITROGEN HETEROCYCLIC KETONES USING HYPERVALENT IODINE OXIDATION

The synthesis of various α-hydroxydimethylacetals (2a-2J) has been achieved by the oxidation of nitrogen containing heterocyclic ketones (1a-1j) using C6H5I(OAc)2-KOH-MeOH.The nmr and mass spectra of the acetals are discussed.

Synthesis and pharmacologic activity of derivatives of 3-aminopropiophenone and 3-aminomethylcamphor

As a part of a research on analgesic compounds 0-(4-methoxyphenyl)carbamoyl-3-aminopropiophenone oximes, 0-(4-methoxyphenyl)-carbamoyl-3-aminomethylcamphor oximes and 4-(4-methoxyphenyl)semicarbazones of 3-aminopropiophenones were prepared. The analgesic activity of these compounds was tested and the results of pharmacological screening are discussed.