Cas no 1803610-65-2 (4-(pyrrolidin-3-yl)aminobenzonitrile Hydrochloride)

4-(pyrrolidin-3-yl)aminobenzonitrile Hydrochloride is a chemically synthesized compound featuring a benzonitrile core substituted with a pyrrolidin-3-ylamino group, in its hydrochloride salt form. This structure imparts potential utility as an intermediate in pharmaceutical research, particularly for the development of bioactive molecules targeting central nervous system (CNS) disorders or receptor modulation. The hydrochloride salt enhances solubility and stability, facilitating handling and formulation in preclinical studies. Its defined molecular architecture allows for precise modifications, making it valuable for structure-activity relationship (SAR) investigations. The compound’s purity and consistent synthesis route ensure reproducibility in research applications. Suitable for use under controlled laboratory conditions.
4-(pyrrolidin-3-yl)aminobenzonitrile Hydrochloride structure
1803610-65-2 structure
Product Name:4-(pyrrolidin-3-yl)aminobenzonitrile Hydrochloride
CAS No:1803610-65-2
MF:C11H14ClN3
MW:223.701961040497
MDL:MFCD28246562
CID:5053719
PubChem ID:91663042
Update Time:2025-10-30

4-(pyrrolidin-3-yl)aminobenzonitrile Hydrochloride Chemical and Physical Properties

Names and Identifiers

    • 4-[(pyrrolidin-3-yl)amino]benzonitrile hydrochloride
    • 4-(pyrrolidin-3-ylamino)benzonitrile;hydrochloride
    • Z2786828653
    • 4-(pyrrolidin-3-yl)aminobenzonitrile Hydrochloride
    • MDL: MFCD28246562
    • Inchi: 1S/C11H13N3.ClH/c12-7-9-1-3-10(4-2-9)14-11-5-6-13-8-11;/h1-4,11,13-14H,5-6,8H2;1H
    • InChI Key: FKOGHTGTLGTFGQ-UHFFFAOYSA-N
    • SMILES: Cl.N1CCC(C1)NC1C=CC(C#N)=CC=1

Computed Properties

  • Hydrogen Bond Donor Count: 3
  • Hydrogen Bond Acceptor Count: 3
  • Heavy Atom Count: 15
  • Rotatable Bond Count: 2
  • Complexity: 222
  • Topological Polar Surface Area: 47.8

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Additional information on 4-(pyrrolidin-3-yl)aminobenzonitrile Hydrochloride

4-(Pyrrolidin-3-yl)aminobenzonitrile Hydrochloride (CAS No. 1803610-65-2): A Comprehensive Overview

4-(Pyrrolidin-3-yl)aminobenzonitrile Hydrochloride (CAS No. 1803610-65-2) is a synthetic compound that has garnered significant attention in the field of medicinal chemistry and pharmaceutical research. This compound, also known as 3-(4-cyanophenylamino)pyrrolidine hydrochloride, is a derivative of pyrrolidine and benzene, featuring a unique combination of a pyrrolidine ring and a benzene ring with a cyano group. The hydrochloride salt form enhances its solubility and stability, making it a valuable candidate for various applications in drug discovery and development.

The pyrrolidine moiety is a five-membered nitrogen-containing heterocycle that is widely used in the synthesis of bioactive compounds due to its structural flexibility and ability to form hydrogen bonds. The benzonitrile group, on the other hand, is known for its electron-withdrawing properties, which can influence the compound's biological activity and pharmacokinetic properties. The combination of these functional groups in 4-(pyrrolidin-3-yl)aminobenzonitrile Hydrochloride results in a molecule with potential therapeutic applications.

Recent studies have explored the pharmacological properties of 4-(pyrrolidin-3-yl)aminobenzonitrile Hydrochloride in various biological systems. One notable area of research is its potential as an antidepressant. Preclinical studies have shown that this compound exhibits significant antidepressant-like effects in animal models, suggesting its potential for treating mood disorders. The mechanism of action is thought to involve modulation of serotonin and norepinephrine levels in the brain, which are key neurotransmitters associated with mood regulation.

In addition to its antidepressant properties, 4-(pyrrolidin-3-yl)aminobenzonitrile Hydrochloride has also been investigated for its neuroprotective effects. Research has demonstrated that this compound can reduce oxidative stress and inflammation in neuronal cells, which are common factors contributing to neurodegenerative diseases such as Alzheimer's and Parkinson's disease. These findings suggest that 4-(pyrrolidin-3-yl)aminobenzonitrile Hydrochloride may have therapeutic potential in preventing or slowing the progression of these debilitating conditions.

The pharmacokinetic profile of 4-(pyrrolidin-3-yl)aminobenzonitrile Hydrochloride has also been studied to evaluate its suitability as a drug candidate. In vitro and in vivo experiments have shown that this compound has favorable absorption, distribution, metabolism, and excretion (ADME) properties. It exhibits good oral bioavailability and crosses the blood-brain barrier efficiently, which are crucial factors for central nervous system (CNS) drugs. These characteristics make it an attractive candidate for further preclinical and clinical development.

Safety and toxicity assessments are essential components of drug development, and several studies have been conducted to evaluate the safety profile of 4-(pyrrolidin-3-yl)aminobenzonitrile Hydrochloride. In acute toxicity studies, this compound has shown low toxicity at therapeutic doses, with no significant adverse effects observed in animal models. Chronic toxicity studies are ongoing to further investigate long-term safety and potential side effects.

The synthetic route for 4-(pyrrolidin-3-yl)aminobenzonitrile Hydrochloride involves multiple steps, including the formation of the pyrrolidine ring and the introduction of the cyano group onto the benzene ring. Recent advancements in synthetic chemistry have led to more efficient and scalable methods for producing this compound, making it more accessible for research purposes.

In conclusion, 4-(Pyrrolidin-3-yl)aminobenzonitrile Hydrochloride (CAS No. 1803610-65-2) is a promising compound with diverse pharmacological activities, including antidepressant and neuroprotective effects. Its favorable pharmacokinetic properties and low toxicity profile make it a viable candidate for further development as a therapeutic agent. Ongoing research continues to explore its full potential in various medical applications, highlighting its significance in the field of medicinal chemistry.

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