20925-25-1

Basic information

• Product Name: 2-PYRROLIDIN-1-YLBENZONITRILE
• Synonyms: 2-PYRROLIDIN-1-YLBENZONITRILE;2-Pyrrolidin-1-ylbenzonitrile 95%;2-(1-pyrrolidinyl)Benzonitrile
• CAS NO: 20925-25-1
• Molecular Formula: C₁₁H₁₂N₂
• Molecular Weight: 172.23
• Mol File: 20925-25-1.mol

Chemical Properties

• Boiling Point: 321.5°C at 760 mmHg
• Flash Point: 141.9°C
• Appearance: /
• Density: 1.12g/cm³
• Vapor Pressure: 0.000297mmHg at 25°C
• Refractive Index: 1.588
• PKA: 5.68±0.20(Predicted)
• CAS DataBase Reference: 2-PYRROLIDIN-1-YLBENZONITRILE(CAS DataBase Reference)
• NIST Chemistry Reference: 2-PYRROLIDIN-1-YLBENZONITRILE(20925-25-1)
• EPA Substance Registry System: 2-PYRROLIDIN-1-YLBENZONITRILE(20925-25-1)

Safety Data

• Hazard Codes: Xi
• Hazardous Substances Data: 20925-25-1(Hazardous Substances Data)

Usage

Uses

Used in Research Applications:
PB-22 is used as a research chemical for studying the effects and mechanisms of action of cannabinoids on the CB1 and CB2 receptors. This helps in understanding the therapeutic potential of cannabinoids in various medical conditions.
Used in Pharmaceutical Development:
Although its psychoactive properties and adverse effects limit its direct use, PB-22 can be used as a lead compound in the development of new drugs with improved safety profiles and targeted effects on cannabinoid receptors for specific medical applications.
Used in Forensic Toxicology:
PB-22 is used as a reference compound in forensic toxicology to detect and analyze the presence of synthetic cannabinoids in biological samples, such as blood or urine, for legal and medical purposes.

InChI:InChI=1/C11H12N2/c12-9-10-5-1-2-6-11(10)13-7-3-4-8-13/h1-2,5-6H,3-4,7-8H2

Upstream product

• 123-75-1 pyrrolidine 
• 394-47-8 2-fluorobenzonitrile 
• 4787-77-3 2-(pyrrolidin-1-yl)phenol 
• 109-74-0 propyl cyanide 
• 2042-37-7 o-cyanobromobenzene 

Downstream Products

• 67829-47-4 2-(pyrrolidin-1-yl)benzamide 

Relevant articles and documents

Nickel-Catalyzed Amination of (Hetero)aryl Halides Facilitated by a Catalytic Pyridinium Additive

An efficient and operationally simple Ni-catalyzed amination protocol has been developed. This methodology features a simple NiII salt, an organic base and catalytic amounts of both a pyridinium additive and Zn metal. A diverse number of (hetero)aryl halides were coupled successfully with primary and secondary alkyl amines, and anilines in good to excellent yields. Similarly, benzophenone imine gave the corresponding N-arylation product in an excellent yield.

Organic semiconductor photocatalyst can bifunctionalize arenes and heteroarenes

Photoexcited electron-hole pairs on a semiconductor surface can engage in redox reactions with two different substrates. Similar to conventional electrosynthesis, the primary redox intermediates afford only separate oxidized and reduced products or, more rarely, combine to one addition product. Here, we report that a stable organic semiconductor material, mesoporous graphitic carbon nitride (mpg-CN), can act as a visible-light photoredox catalyst to orchestrate oxidative and reductive interfacial electron transfers to two different substrates in a two- or three-component system for direct twofold carbon–hydrogen functionalization of arenes and heteroarenes. The mpg-CN catalyst tolerates reactive radicals and strong nucleophiles, is straightforwardly recoverable by simple centrifugation of reaction mixtures, and is reusable for at least four catalytic transformations with conserved activity.

Nickel-Catalyzed Cyanation of Aryl Chlorides and Triflates Using Butyronitrile: Merging Retro-hydrocyanation with Cross-Coupling

We describe a nickel-catalyzed cyanation reaction of aryl (pseudo)halides that employs butyronitrile as a cyanating reagent instead of highly toxic cyanide salts. A dual catalytic cycle merging retro-hydrocyanation and cross-coupling enables the conversion of a broad array of aryl chlorides and aryl/vinyl triflates into their corresponding nitriles. This new reaction provides a strategically distinct approach to the safe preparation of aryl cyanides, which are essential compounds in agrochemistry and medicinal chemistry.

Efficient construction of C=N double bonds via acceptorless dehydrogenative coupling

The efficient construction of C=N double bonds has been achieved by the Ir-catalyzed intramolecular acceptorless dehydrogenative cross-coupling of tertiary amines and amides. An iridium/2-hydroxypyridine complex was identified as the highly efficient catalyst. A number of quinazolinone derivatives was prepared in excellent yields. An iridium-mediated C-H activation mechanism is proposed. This finding provides an unprecedented strategy for the direct imidation of sp3 C-H bonds.

Substituted compounds derived from N-(benzyl)phenylacetamide, preparation and uses

This invention relates to poly-substituted derivatives of the N-(benzyl)phenylacetamide type, pharmaceutical compositions comprising same, therapeutic uses thereof, more particularly in the fields of human and animal health. This invention also relates to a process for the preparation of such derivatives.

Method of inhibiting neoplastic cells with imidazoquinazoline derivatives

A method for inhibiting neoplasia, particularly cancerous and precancerous lesions by exposing the affected cells to imidazoquinazoline derivatives.

Imidazoquinazoline derivatives

PCT No. PCT/JP97/03023 Sec. 371 Date Apr. 27, 1998 Sec. 102(e) Date Apr. 27, 1998 PCT Filed Aug. 29, 1997 PCT Pub. No. WO98/08848 PCT Pub. Date Mar. 5, 1998Imidazoquinoline derivatives of the formula (wherein X may be O or S) provide selective cyclic guanosine 3',5' monophosphate (cGMP)-specific phosphodiesterase (PDE) inhibitory activity. The compounds are useful for treating or ameliorating cardiovascular disease such as thrombosis, angina pectoris, hypertension, heart failure and arterial sclerosis, as well as asthma, impotence and the like.