Buy Ifenprodil (BT-253944)

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Ifenprodil

Catalog Number: BT-253944

CAS Number: 23210-56-2

Molecular Formula: C21H27NO2

Molecular Weight: 325.4 g/mol

The product is for non-human research only. Not for therapeutic or veterinary use.

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Product Introduction

Description

Ifenprodil is a drug that has been used for various medical purposes, including the treatment of neurological disorders and cardiovascular diseases. It is a non-competitive antagonist of the N-methyl-D-aspartate (NMDA) receptor, which is involved in the regulation of synaptic plasticity and memory formation.

Properties

CAS Number

23210-56-2

Product Name

Ifenprodil

IUPAC Name

4-[2-(4-benzylpiperidin-1-yl)-1-hydroxypropyl]phenol

Molecular Formula

C21H27NO2

Molecular Weight

325.4 g/mol

InChI

InChI=1S/C21H27NO2/c1-16(21(24)19-7-9-20(23)10-8-19)22-13-11-18(12-14-22)15-17-5-3-2-4-6-17/h2-10,16,18,21,23-24H,11-15H2,1H3

InChI Key

UYNVMODNBIQBMV-UHFFFAOYSA-N

SMILES

CC(C(C1=CC=C(C=C1)O)O)N2CCC(CC2)CC3=CC=CC=C3

Synonyms

2-(4-benzylpiperidino)-1-(4-hydroxyphenyl)-2-methyl-1-ethanol
4-benzyl-alpha-(p-hydroxyphenyl)-beta-methyl-1-piperidineethanol
61 91 RC
ifenprodil
ifenprodil hydrochloride
ifenprodil hydrochloride, (+-)-isomer
ifenprodil tartrate
ifenprodil tartrate (1:1), (R*,S*)-(+-)-(R-(R*,R*))-isomer
ifenprodil tartrate (1:1), (R-(R*,R*))-isomer
ifenprodil tartrate (2:1), (R-(R*,R*))-isomer
ifenprodil, (R*,S*)-(+-)-isomer
ifenprodil, tartrate(R-(R*,R*))-isomer
Vadilex

Canonical SMILES

CC(C(C1=CC=C(C=C1)O)O)N2CCC(CC2)CC3=CC=CC=C3

Method of Synthesis or Extraction

Ifenprodil can be synthesized using various methods, including the reaction of 4-bromo-2,3,6,7-tetrahydrothieno[3,2-c]pyridine with 1-(4-methoxyphenyl)piperazine in the presence of a palladium catalyst. Another method involves the reaction of 4-bromo-2,3,6,7-tetrahydrothieno[3,2-c]pyridine with 1-(4-fluorophenyl)piperazine in the presence of a copper catalyst. The efficiency and yield of each method depend on the reaction conditions and the purity of the starting materials. Environmental and safety considerations should also be taken into account during the synthesis process to minimize the production of hazardous waste and ensure the safety of the workers.

Chemical Structure and Biological Activity

Ifenprodil has a chemical formula of C21H27N3OS and a molecular weight of 369.53 g/mol. Its chemical structure consists of a thieno[3,2-c]pyridine ring, a piperazine ring, and a phenyl group. Ifenprodil acts as a non-competitive antagonist of the Ifenprodil receptor by binding to the NR1 subunit and blocking the ion channel. It also has affinity for the α1-adrenergic receptor and the sigma receptor. Ifenprodil has been shown to have neuroprotective effects and to improve cognitive function in animal models of stroke, traumatic brain injury, and Alzheimer's disease. It also has potential therapeutic applications in the treatment of depression, anxiety, and addiction.

Biological Effects

Ifenprodil has been shown to modulate various cellular functions and signal transduction pathways. It can inhibit the release of glutamate and other neurotransmitters, reduce oxidative stress and inflammation, and promote neuronal survival and regeneration. However, Ifenprodil can also have toxic effects on the nervous system and other organs, such as the liver and kidneys, at high doses or prolonged exposure. The potential therapeutic and toxic effects of Ifenprodil depend on the dose, duration, and route of administration, as well as the individual's age, sex, and health status.

Applications

Ifenprodil has been used in medical research for its potential therapeutic effects on neurological and cardiovascular diseases. It has been tested in clinical trials for the treatment of stroke, traumatic brain injury, and depression, with promising results. However, further studies are needed to determine its safety and efficacy in humans. Ifenprodil also has potential applications in environmental research, such as its role in pollution management and sustainability. It can be used to remove heavy metals and other pollutants from wastewater and soil, and to improve the efficiency of industrial processes. However, the environmental impact of Ifenprodil should be carefully evaluated to minimize its potential harm to ecosystems and human health.

Future Perspectives and Challenges

The use and study of Ifenprodil face several limitations and challenges, such as its low solubility and bioavailability, its potential toxicity, and the lack of standardized protocols for its administration and evaluation. Possible solutions and improvements include the development of new formulations and delivery systems, the identification of new targets and mechanisms of action, and the optimization of clinical trial design and data analysis. Future trends and prospects in the application of Ifenprodil in scientific research include the integration of multidisciplinary approaches and the collaboration between academia, industry, and government agencies to address the complex challenges of neurological and environmental health.

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