61437-85-2

Basic information

• Product Name: 2-(4-Amino-2-chloro-5-methylphenyl)-2-(4-chlorophenyl)acetonitrile
• Synonyms: 2-AMINO-4-CHLORO-5-(4'-CHLOROPHENYL) CYANOMETHYL TOLUENE;4-AMINO-2-CHLORO-ALPHA-(4-CHLOROPHENYL)-5-METHYLBENZENEACETONITRILE;(4-amino-2-chloro-5-methylphenyl)(4-chlorophenyl)acetonitrile;4-amino-2-chloro-alpha-(4-chlorophenyl)-5-methyl benzylcyanide;(4'-CHLOROPHENYL)CYANOMETHYL TOLUENE;4-AMINO-2-CHLORO-ALPHA-(4-CHLOROPHENYL)-5-METHYLBENZENEACETONITRILE 97%;2-(4-Amino-2-chloro-5-methylphenyl)-2-(4-chlorophenyl)acetonitrile;4-Amino-2-chloro-α-(4-chlorophenyl)-5-methylbenzeneacetonitrile
• CAS NO: 61437-85-2
• Molecular Formula: C15H12Cl2N2
• Molecular Weight: 291.18
• EINECS: 262-792-6
• Mol File: 61437-85-2.mol
• Article Data: 4

Chemical Properties

• Melting Point: 150.5°C
• Boiling Point: 444.03°C (rough estimate)
• Flash Point: 228 °C
• Appearance: light beige powder
• Density: 1.2635 (rough estimate)
• Vapor Pressure: 2.07E-08mmHg at 25°C
• Refractive Index: 1.6300 (estimate)
• Storage Temp.: 2-8°C
• PKA: 2.46±0.25(Predicted)
• Water Solubility: 2.293mg/L at 25℃
• CAS DataBase Reference: 2-(4-Amino-2-chloro-5-methylphenyl)-2-(4-chlorophenyl)acetonitrile(CAS DataBase Reference)
• NIST Chemistry Reference: 2-(4-Amino-2-chloro-5-methylphenyl)-2-(4-chlorophenyl)acetonitrile(61437-85-2)
• EPA Substance Registry System: 2-(4-Amino-2-chloro-5-methylphenyl)-2-(4-chlorophenyl)acetonitrile(61437-85-2)

Safety Data

• Hazard Codes: Xn:Harmful
• Statements: R22:Harmful if swallowed.
• Hazardous Substances Data: 61437-85-2(Hazardous Substances Data)

Usage

Description

2-(4-Amino-2-chloro-5-methylphenyl)-2-(4-chlorophenyl)acetonitrile is an organic compound characterized by its light beige powder appearance. It is an impurity found in Closantel Sodium Salt (C587390) Dihydrate, which is a broad-spectrum anthelmintic used for treating nematode infections.

Uses

Used in Pharmaceutical Industry:
2-(4-Amino-2-chloro-5-methylphenyl)-2-(4-chlorophenyl)acetonitrile is used as an impurity in the production of Closantel Sodium Salt (C587390) Dihydrate for its anthelmintic properties. The application reason is to aid in the treatment of nematode infections by targeting and eliminating these parasites.

Flammability and Explosibility

Notclassified

InChI:InChI=1/C15H12Cl2N2/c1-9-6-12(14(17)7-15(9)19)13(8-18)10-2-4-11(16)5-3-10/h2-7,13H,19H2,1H3

Upstream product

• 89-59-8 4-chloro-2-nitrotoluene 
• 140-53-4 p-chlorobenzyl cyanide 
• 844-24-6 4-chloro-α-[2-chloro-4-hydroxyimino-5-methylcyclohexa-2,5-dien-1-ylidene]phenylacetonitrile 
• 30273-47-3 4-bromo-5-chloro-2-methyl aniline 
• 7439-89-6 iron 
• 108-88-3 toluene 

Downstream Products

• 57808-65-8 closantel 
• 691887-49-7 3-Bromo-5-Tert-Butyl-N-{5-Chloro-4-[(4-Chloro-Phenyl)-Cyano-Methyl]-2-Methyl-Phenyl}-6-Hydroxy-2-Methyl-Benzamide 
• 212135-77-8 [2-[2-Chloro-4-(2-hydroxy-3,5-diiodo-benzoylamino)-5-methyl-phenyl]-2-(4-chloro-phenyl)-ethyl]-carbamic acid tert-butyl ester 
• 212135-76-7 N-tert-butoxycarbonyl-2-(4-chlorophenyl)-2-(2-chloro-4-amino-5-methylphenyl)ethylamine 
• 212135-72-3 N-{5-Chloro-4-[(4-chloro-phenyl)-cyano-methyl]-2-methyl-phenyl}-2-methoxy-3,5-bis-trifluoromethyl-benzamide 
• 212135-62-1 5-chloro-N-(5-chloro-4-((4-chlorophenyl)(cyano)methyl)-2-methylphenyl)-2-hydroxybenzamide 

Relevant articles and documents

The preparation method of the [...]

The invention discloses a method for preparing [...], which belongs to the chemical pharmaceutical intermediates preparation method technical field, the use of P-acetonitrile, O-nitro-P-chlorotoluene and 2 - hydroxy - 3, 5 - diiodosalicylic benzoic acid as the raw material, by condensation reaction, the reduction reaction and re-condensation reaction, then in the sodium hydroxide solution the salifiable preparation 2 - (trifluoromethyl) pyridine - 3 - formaldehyde. The method of the invention, adopting a relatively friendly reducing agent to replace the iron powder such as iron and waste water and the like to avoid the emission of pollutants, and simplifying the post-treatment, the improved process simple and safe operation, mild reaction conditions, the product yield is relatively high, less "wastes", has high industrial value.

Repositioning of an existing drug for the neglected tropical disease Onchocerciasis

Onchocerciasis, or river blindness, is a neglected tropical disease caused by the filarial nematode Onchocerca volvulus that affects more than 37 million people, mainly in third world countries. Currently, the only approved drug available for mass treatment is ivermectin, however, drug resistance is beginning to emerge, thus, new therapeutic targets and agents are desperately needed to treat and cure this devastating disease. Chitin metabolism plays a central role in invertebrate biology due to the critical structural function of chitin for the organism. Taken together with its absence in mammals, targeting chitin is an appealing therapeutic avenue. Importantly, the chitinase OvCHT1 from O. volvulus was recently discovered, however, its exact role in the worm's metabolism remains unknown. A screening effort against OvCHT1 was conducted using the Johns Hopkins Clinical Compound Library that contains over 1,500 existing drugs. Closantel, a veterinary anthelmintic with known proton ionophore activities, was identified as a potent and specific inhibitor of filarial chitinases, an activity not previously reported for this compound. Notably, closantel was found also to completely inhibit molting of O. volvulus infective L3 stage larvae. Closantel appears to target two important biochemical processes essential to filarial parasites. To begin to unravel closantel's effects, a retro-fragment-based study was used to define structural elements critical for closantel's chitinase inhibitor function. As resources towards the development of new agents that target neglected tropical diseases are scant, the finding of an existing drug with impact against O. volvulus provides promise in the hunt for new therapies against river blindness.