(1-Benzylpyrrolidin-2-yl)methanol - 67131-44-6

(1-Benzylpyrrolidin-2-yl)methanol

Catalog Number: EVT-288422
CAS Number: 67131-44-6
Molecular Formula: C12H17NO
Molecular Weight: 191.27 g/mol
The product is for non-human research only. Not for therapeutic or veterinary use.

Product Introduction

Description
(1-Benzylpyrrolidin-2-yl)methanol, also known as BPMM, is a chemical compound that belongs to the class of pyrrolidine derivatives. It has gained significant attention in recent years due to its potential therapeutic and industrial applications. This paper aims to provide an overview of the synthesis, chemical structure, biological activity, and applications of BPMM.
Applications in Various Fields
(1-Benzylpyrrolidin-2-yl)methanol has various applications in medical, environmental, and industrial research. In medical research, (1-Benzylpyrrolidin-2-yl)methanol has been studied for its potential role in drug development, particularly in the treatment of diabetes and obesity. Clinical trials have shown promising results, with (1-Benzylpyrrolidin-2-yl)methanol demonstrating improved glycemic control and weight loss in obese patients. However, further studies are needed to determine its long-term safety and efficacy. In environmental research, (1-Benzylpyrrolidin-2-yl)methanol has been studied for its effects on ecosystems and its potential role in pollution management. In industrial research, (1-Benzylpyrrolidin-2-yl)methanol has been used in manufacturing processes to improve product quality and efficiency. Health and safety considerations should be taken into account when using (1-Benzylpyrrolidin-2-yl)methanol in industrial settings.

Properties

CAS Number

67131-44-6

Product Name

(1-Benzylpyrrolidin-2-yl)methanol

IUPAC Name

(1-benzylpyrrolidin-2-yl)methanol

Molecular Formula

C12H17NO

Molecular Weight

191.27 g/mol

InChI

InChI=1S/C12H17NO/c14-10-12-7-4-8-13(12)9-11-5-2-1-3-6-11/h1-3,5-6,12,14H,4,7-10H2

InChI Key

ZAIQBJPTOXDDKA-UHFFFAOYSA-N

SMILES

C1CC(N(C1)CC2=CC=CC=C2)CO

Canonical SMILES

C1CC(N(C1)CC2=CC=CC=C2)CO
Method of Synthesis or Extraction
(1-Benzylpyrrolidin-2-yl)methanol can be synthesized using various methods, including the reduction of (1-benzylpyrrolidin-2-yl) methanone with sodium borohydride or lithium aluminum hydride. Another method involves the reduction of (1-benzylpyrrolidin-2-yl) acetic acid with sodium borohydride. The efficiency and yield of each method depend on the reaction conditions and the purity of the starting materials. However, the reduction of (1-benzylpyrrolidin-2-yl) methanone with sodium borohydride is the most commonly used method, with a yield of up to 90%. Environmental and safety considerations should be taken into account during the synthesis process, as some of the reagents used are hazardous and can cause harm to the environment.
Chemical Structure and Biological Activity
(1-Benzylpyrrolidin-2-yl)methanol has a unique chemical structure that consists of a pyrrolidine ring, a benzyl group, and a hydroxyl group. It has been found to exhibit potent biological activity, particularly as an inhibitor of protein tyrosine phosphatases (PTPs). PTPs are enzymes that play a crucial role in regulating cell signaling pathways, and their dysregulation has been linked to various diseases, including cancer, diabetes, and autoimmune disorders. (1-Benzylpyrrolidin-2-yl)methanol has been shown to selectively inhibit PTP1B, a PTP that is involved in insulin signaling, and has potential therapeutic applications in the treatment of diabetes and obesity.
Biological Effects
(1-Benzylpyrrolidin-2-yl)methanol has been found to have a significant impact on cell function and signal transduction. It has been shown to enhance insulin signaling and glucose uptake in adipocytes, which could potentially lead to improved glycemic control in diabetic patients. However, (1-Benzylpyrrolidin-2-yl)methanol also has potential toxic effects, as it can induce apoptosis in cancer cells and disrupt the normal functioning of immune cells. Further research is needed to determine the optimal dose and duration of (1-Benzylpyrrolidin-2-yl)methanol treatment to minimize potential side effects.
Future Perspectives and Challenges
Despite the promising potential of (1-Benzylpyrrolidin-2-yl)methanol, there are still limitations in its use and study. One of the main challenges is the lack of understanding of its mechanism of action and its potential side effects. Further research is needed to determine the optimal dose and duration of (1-Benzylpyrrolidin-2-yl)methanol treatment and to identify potential biomarkers for monitoring its efficacy and safety. Another challenge is the development of more efficient and sustainable methods for synthesizing (1-Benzylpyrrolidin-2-yl)methanol. Future trends and prospects in the application of (1-Benzylpyrrolidin-2-yl)methanol in scientific research include the development of more selective and potent PTP inhibitors and the identification of new therapeutic targets for the treatment of various diseases.

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