16752-54-8

Basic information

• Product Name: CP 88440
• Synonyms: CP 88440;2-(Methylamino)propiononitrile
• CAS NO: 16752-54-8
• Molecular Formula: C₄H₈N₂
• Molecular Weight: 84.1197
• Mol File: 16752-54-8.mol
• Article Data: 6

Chemical Properties

• Boiling Point: 157.2°Cat760mmHg
• Flash Point: 48.9°C
• Appearance: /
• Density: 0.865g/cm³
• Vapor Pressure: 2.79mmHg at 25°C
• Refractive Index: 1.409
• Storage Temp.: 2-8°C
• PKA: 4.77±0.10(Predicted)
• CAS DataBase Reference: CP 88440(CAS DataBase Reference)
• NIST Chemistry Reference: CP 88440(16752-54-8)
• EPA Substance Registry System: CP 88440(16752-54-8)

Safety Data

• Hazardous Substances Data: 16752-54-8(Hazardous Substances Data)

Usage

General Description

CP 88440 is a novel, potent, and selective antagonist of dopamine D4 receptors. It has been found to have high affinity for the dopamine D4 receptor and has demonstrated efficacy in blocking the effects of dopamine in in vitro and in vivo studies. CP 88440 has shown potential as a treatment for a variety of psychiatric and neurological disorders characterized by dysregulation of the dopamine system, including schizophrenia, bipolar disorder, and attention deficit hyperactivity disorder (ADHD). Its unique mechanism of action and promising preclinical data make it a promising candidate for further development as a novel therapeutic agent for these conditions.

InChI:InChI=1/C4H8N2/c1-4(3-5)6-2/h4,6H,1-2H3

Upstream product

• 143-33-9 sodium cyanide 
• 593-51-1 methylamine hydrochloride 
• 75-07-0 acetaldehyde 
• 74-90-8 hydrogen cyanide 
• 74-89-5 methylamine 
• 151-50-8 potassium cyanide 
• 78-97-7 2-hydroxy-propionitrile 
• 7732-18-5 water 
• 57768-53-3 α-methylaminodipropionitrile 
• 584-08-7 potassium carbonate 
• 17374-27-5 1,5-dimethylimidazolidine-2,4-dione 
• 57-12-5 cyanide^(1-) 
• 124-40-3 dimethyl amine 

Downstream Products

• 35118-08-2 N-(Cyano-methyl-methyl)-N-methyl-2-nitro-benzamide 
• 32012-16-1 α-N-methylaminopropionamide 
• 57768-53-3 α-methylaminodipropionitrile 
• 144207-93-2 carbamate de la methylamine 
• 93625-11-7 α-carboxymethylaminopropionitrile 
• 17374-27-5 1,5-dimethylimidazolidine-2,4-dione 
• 78-97-7 2-hydroxy-propionitrile 
• 56428-90-1 ethyl-α-methylaminopropionate 
• 600-21-5 N-methylalanine 

Relevant articles and documents

Intramolecular vinylation of carbanions using N-acyl benzomorpholines as masked vinylureas and vinylcarbamates

Treatment of urea or carbamate derived benzomorpholines with lithium diisopropylamide generates N-vinyl ureas or N-vinyl carbamates by elimination of a phenoxide anion, cleaving the benzomorpholine ring. Simultaneous formation of a carbanion α to a stabilising aryl or nitrile group allows migration of the newly formed N-vinyl substituent to the carbanionic centre, in some cases with high enantiospecificity. Mild hydrolysis of the resulting urea or carbamate returns a C-vinylated amine, alcohol or hydantoin, in some cases with high enantiomeric purity. This ‘masked’ vinylation strategy avoids the need to use the reactive and volatile vinyl isocyanate as a starting material.

α-Aminonitrile hydration in the presence of hydrogen peroxide in aqueous basic medium

α-Aminonitriles are hydrated into α-aminoamides in the presence of hydrogen peroxide in sodic or ammoniacal basic medium. While the hydration mechanism is close to the mechanism described previously in the case of aromatic nitrites, we showed that, in weakly basic conditions, the amine function of α-aminonitrile is competitively oxidized via a peroxyimidic acid by an intramolecular process. In the case of 2-aminopropanenitrile, this reaction leads to pyruvamide oxime. Furthermore, the study of structurereactivity relationships in the hydration of aliphatic and aromatic monofunctional nitriles and α-aminonitriles showed that the reactivity of the substrates towards hydroperoxide onion, which mostly depends on inductive effects of the substituents, is sufficiently enhanced to allow hydration of tertiary α-aminonitriles with low steric hindrance and regioselective hydration of dissymmetric α-aminodinitriles. Eisevier,.

Interaction α-aminoamide - compose carbonyle. Mecanisme de formation des imidazolidinones-4

The reaction of α-N-methylaminopropionamide 1 with formaldehyde was studied in unbuffered aqueous solution.The reaction led to 1,5-dimethyl-4 imidazolidinone, 2a, in equilibrium with 3-hydroxymethyl 1,5-dimethyl 4-imidazolidinone, 3a, formed by addition of a second formaldehyde molecule.A kinetic study of the formation of 2a and 3a indicated that the addition of the amino group of 1 was a complete equilibrium.The reaction pathway involved the rate determining attack of the amide group of 1 on formaldehyde to form a hydroxymethyl amide intermediate, which was not isolated.The intramolecular assistance by the amino group, noted for this step, was interpreted as an attack of 1 in a zwitterionic form.Secondary amines catalyzed the formation of 2a and 3a by a pathway which involved the intermediate formation of iminium ions >N=CH2(1+).