14227-95-3

Basic information

• Product Name: N-CYANOACETYLPYRROLIDINE
• Synonyms: RARECHEM BG FB 0099;N-CYANOACETYLPYRROLIDINE;3-OXO-3-PYRROLIDIN-1-YLPROPANENITRILE;3-OXO-3-TETRAHYDRO-1H-PYRROL-1-YLPROPANENITRILE;3-OXO-3-(1-PYRROLIDINYL)PROPANENITRILE;AKOS BBS-00006372;1-(CYANOACETYL)PYRROLIDINE;1-(Cyanoacetyl)pyrrolidine, 98+%
• CAS NO: 14227-95-3
• Molecular Formula: C₇H₁₀N₂O
• Molecular Weight: 138.17
• EINECS: 238-096-3
• Mol File: 14227-95-3.mol
• Article Data: 16

Chemical Properties

• Melting Point: 73-74°C
• Boiling Point: 313.9 °C at 760 mmHg
• Flash Point: 143.7 °C
• Appearance: /
• Density: 1.142 g/cm³
• Vapor Pressure: 0.000481mmHg at 25°C
• Refractive Index: 1.503
• BRN: 637151
• CAS DataBase Reference: N-CYANOACETYLPYRROLIDINE(CAS DataBase Reference)
• NIST Chemistry Reference: N-CYANOACETYLPYRROLIDINE(14227-95-3)
• EPA Substance Registry System: N-CYANOACETYLPYRROLIDINE(14227-95-3)

Safety Data

• Hazard Codes: Xi
• Statements: 20/21/22
• Safety Statements: 23-36/37/39
• RIDADR: 3276
• HazardClass: 6.1
• PackingGroup: III
• Hazardous Substances Data: 14227-95-3(Hazardous Substances Data)

Usage

General Description

N-CYANOACETYLPYRROLIDINE is a chemical compound with the molecular formula C8H11NO. It is a colorless to yellow liquid that is used primarily as an intermediate in the synthesis of pharmaceuticals, agrochemicals, and other fine chemicals. N-CYANOACETYLPYRROLIDINE is known for its high reactivity and versatility, making it a valuable building block in organic synthesis. Its chemical structure contains a pyrrolidine ring with a cyanoacetyl group attached, which gives it unique properties and reactivity. N-CYANOACETYLPYRROLIDINE is commonly used in the pharmaceutical industry for the synthesis of various drugs, including antivirals, anticancer agents, and antipsychotics. Additionally, it is used as a key intermediate in the production of pesticides and herbicides.

InChI:InChI=1/C7H10N2O/c8-4-3-7(10)9-5-1-2-6-9/h1-3,5-6H2

Upstream product

• 123-75-1 pyrrolidine 
• 105-34-0 methyl 2-cyanoacetate 
• 105-56-6 ethyl 2-cyanoacetate 
• 372-09-8 cyanoacetic acid 
• 1193366-14-1 3-(pyrrolidin-1-yl)-3-oxopropanamide 
• 400-59-9 N-butyl-2,2,2-trifluoroacetamide 
• 107-91-5 cyanoacetic acid amide 

Downstream Products

• 1220572-63-3 (5-amino-3-(4-chlorophenyl)-4-(pyrrolidine-1-carbonyl)-1H-pyrrol-2-yl)(phenyl)methanone 
• 1589638-50-5 3-(2,4-dimethoxy-6-((E)-4-methoxystyryl)phenyl)-2-(pyrrolidine-1-carbonyl)acrylonitrile 
• 33543-42-9 (2-aminoquinolin-3-yl)(pyrrolidin-1-yl)methanone 
• 1307896-02-1 (E)-3-(3-(4-amino-5-(4-chlorophenyl)-7H-pyrrolo[2,3-d]pyrimidin-7-yl)phenyl)-2-(pyrrolidine-1-carbonyl)acrylonitrile 
• 1249802-54-7 C₁₂H₁₈N₂O 
• 1247206-65-0 1-aminomethyl-1-(pyrrolidinomethyl)cyclohexane 
• 681247-26-7 2,2-dimethyl-3-oxo-3-(pyrrolidin-1-yl)propanenitrile 
• 39581-24-3 6-chloro-2,4-dipyrrolidin-1-yl-nicotinonitrile 
• 476005-67-1 3-(pyrrolidin-1-yl)-3-thioxopropanenitrile 

Relevant articles and documents

New in vitro highly cytotoxic platinum and palladium cyanoximates with minimal side effects in vivo

Several biologically active bivalent Pd and Pt complexes with two structurally similar cyanoxime ligands abbreviated as H(DECO): 2-oximino-2-cyano-N,N′-diethylacetamide, and H(PyrCO): 2-oximino-2-cyan-N-pyrrolidine acetamide were synthesized and characterized using spectroscopic methods, thermal analysis and X-ray crystallography. Structures revealed planar cis-geometry of studied complexes. Freshly obtained Pt(DECO)2, Pd(DECO)2, Pt(PyrCO)2 and Pd(PyrCO)2 complexes were used in for in vitro cytotoxicity assays using two different etiology human cancer cell lines HeLa and WiDr cells. Investigated compounds showed cytotoxicity levels at or above cisplatin. Pt(DECO)2 was also tested in vivo in healthy C57BL/6 mice. The complex was administered at three different dosage (0, 7.5, 15 mg/kg, i.p. once/week), over a total period of 8 weeks. No changes were observed in the animal weight in the treated mice compared to the control dextrose-treated group. The levels of erythrocytes, leukocytes, and hemoglobin were within the normal level suggesting low myelotoxicity. Negligible cardiotoxicity was observed from the histological evaluation of the hearts from the treated animals. Results from the tail nerve conduction velocity (NCV) and nerve histomorphometry suggested no impact of Pt(DECO)2 on peripheral nerves. The complex, however, induced certain hepatotoxicity and lead to the elevation of IL-6, a pro-inflammatory cytokine. Overall, Pt(DECO)2 showed minimal in vivo toxicity, thus presenting a promising candidate for future testing in animal models of cancer.

Synthesis and Docking Study of Novel Pyranocoumarin Derivatives

Abstract: A new series of fused tricyclic coumarin derivatives were designed, synthesized by a simple and convenient method, starting from 4-hydroxycoumarin and virtually screened by molecular docking on the target protein 3FRZ (PDB ID: 3FRZ), a HCV RNA-dependent RNA polymerase, for potency against hepatitis C virus (HCV). Efficient binding to the target protein was found for most of the synthesized compounds.

Copper-Manganese Spinel Oxide Catalyzed Synthesis of Amides and Azobenzenes via Aminyl Radical Cations

A highly efficient Cu-Mn-catalyzed process for the aminolysis of esters was developed. Also, the catalyst promoted the self- And cross-dehydrogenative coupling of anilines to generate symmetrical and unsymmetrical azobenzenes, respectively. The reactions were performed under neutral conditions with an inexpensive catalyst, gave high yields, and offered wide functional group tolerance. Spinel tap: A novel facet of aminyl radical cation reactivity with esters for the synthesis of amides is presented. The developed method also gives access to symmetrical and unsymmetrical azobenzenes. The reactions are performed under neutral conditions with an inexpensive catalyst, give high yields, and have a wide functional group tolerance.