26187-18-8

Basic information

• Product Name: 2-chloro-N-(1,1-dimethyl-2-phenylethyl)acetamide
• CAS NO: 26187-18-8
• Molecular Formula: C₁₂H₁₆ClNO
• Molecular Weight: 225.7145
• Mol File: 26187-18-8.mol

Chemical Properties

• Boiling Point: 385.2°C at 760 mmHg
• Flash Point: 186.8°C
• Density: 1.097g/cm³
• Vapor Pressure: 3.86E-06mmHg at 25°C
• Refractive Index: 1.522
• CAS DataBase Reference: 2-chloro-N-(1,1-dimethyl-2-phenylethyl)acetamide(CAS DataBase Reference)
• NIST Chemistry Reference: 2-chloro-N-(1,1-dimethyl-2-phenylethyl)acetamide(26187-18-8)
• EPA Substance Registry System: 2-chloro-N-(1,1-dimethyl-2-phenylethyl)acetamide(26187-18-8)

Safety Data

• Hazardous Substances Data: 26187-18-8(Hazardous Substances Data)

Usage

Uses

Used in Pharmaceutical Industry:
2-chloro-N-(1,1-dimethyl-2-phenylethyl)acetamide is used as a chemical intermediate for the synthesis of various pharmaceutical compounds, leveraging its unique structural features to contribute to the development of new drugs with specific therapeutic properties.
Used in Polymer Industry:
In the polymer industry, 2-chloro-N-(1,1-dimethyl-2-phenylethyl)acetamide may serve as a monomer or a component in the production of specialty polymers, where its structural elements could enhance the polymer's characteristics, such as stability, reactivity, or specific chemical properties.
Used in Organic Synthesis:
As an intermediate in organic synthesis, 2-chloro-N-(1,1-dimethyl-2-phenylethyl)acetamide is utilized for the preparation of other complex organic molecules, where its chloro and phenyl groups can be further modified or used to build more intricate chemical structures.

Upstream product

• 79-04-9 chloroacetyl chloride 
• 122-09-8 Phentermin 
• 100-86-7 2-Methyl-1-phenyl-2-propanol 
• 107-14-2 chloroacetonitrile 
• 103-82-2 phenylacetic acid 

Downstream Products

• 110437-16-6 N-methyl-N-(1-methyl-hexyl)-glycine-(1,1-dimethyl-2-phenyl-ethylamide) 
• 126-27-2 oxethazaine 
• 122-09-8 Phentermin 
• 1274572-31-4 C₁₇H₁₈N₂O₆ 
• 82408-64-8 N-(1,1-dimethyl-2-(4-nitrophenyl)ethyl)amine 

Relevant articles and documents

Preparation of Substituted Tetrahydroisoquinolines by Pd(II)-Catalyzed NH2-Directed Insertion of Michael Acceptors into C-H Bonds Followed by NH2-Conjugated Addition

3,3-Disubstituted tetrahydroisoquinolines are prepared in one step from Michael acceptors and 2-phenylethylamines under Pd catalysis and Ag2CO3 as an oxidant. Presumably, activation of an ortho C-H bond of the aromatic ring with Pd(II) is directed by the primary amine to form a palladacycle. Insertion of the olefin, subsequent conjugated addition of the amine, and reductive elimination of Pd(0) affords the expected products. Silver carbonate is not necessary when 2-phenylethylamines are converted previously to N-benzoyloxy-2-phenylethylamines.

Transition-metal-free synthesis of phenanthridinones from biaryl-2-oxamic acid under radical conditions

Na2S2O8-promoted decarboxylative cyclization of biaryl-2-oxamic acid for phenanthridinones has been developed. This work illustrates the first example of intramolecular decarboxylative amidation of unactivated arene under transition-metal-free conditions. Additionally, this approach provides an efficient and economical method to access biologically interesting phenanthridinones, an important structure motif in many natural products. (Chemical Equation Presented).

SUBSTITUTED HETEROCYCLIC COMPOUNDS AND METHODS OF USE

The present invention relates to pyridines, pyrimidines and derivatives thereof, and pharmaceutically acceptable salts thereof. Also included is a method of treatment of inflammation, rheumatoid arthritis, Pagets disease, osteoporosis, multiple myeloma, uveititis, acute or chronic myelogenous leukemia, pancreatic beta cell destruction, osteoarthritis, rheumatoid spondylitis, gouty arthritis, inflammatory bowel disease, adult respiratory distress syndrome (ARDS), psoriasis, Crohn's disease, allergic rhinitis, ulcerative colitis, anaphylaxis, contact dermatitis, asthma, muscle degeneration, cachexia, Reiter's syndrome, type I diabetes, type II diabetes, bone resorption diseases, graft vs. host reaction, Alzheimer's disease, stroke, myocardial infarction, ischemia reperfusion injury, atherosclerosis, brain trauma, multiple sclerosis, cerebral malaria, sepsis, septic shock, toxic shock syndrome, fever, myalgias due to HIV-1, HIV-2, HIV-3, cytomegalovirus (CMV), influenza, adenovirus, the herpes viruses or herpes zoster infection in a mammal comprising administering an effective amount a compound as described above.

A practical synthesis of tert-alkylamines via the ritter reaction with chloroacetonitrile

Ritter reaction of tertiary alcohols with chloroacetonitrile and subsequent cleavage of chloroacetyl group in the resulting chloroacetamide with thiourea is an efficient procedure for synthesis of tert-alkylamines.

Substituted 1-(aminomethyl)-2-(arylacetyl)-1,2,3,4- tetrahydroisoquinolines: A novel class of very potent antinociceptive agents with varying degrees of selectivity for κ and μ opioid receptors

This study describes the synthesis of a series of novel substituted 1- (aminomethyl)-2-(arylacetyl)-1,2,3,4-tetrahydroisoquinolines, and discusses their structure-activity relationships (SARs) using binding affinity for opioid receptors and antinociceptive potency as the indices of biological activity. The introduction of a hydroxy substituent in position 5 of the isoquinoline nucleus generated a compound, 40, which is 2 times more potent than the previously disclosed unsubstituted analogue 39 in mouse models of antinociception. A QSAR analysis of the 5-substitution clearly demonstrates that antinociceptive activity is inversely associated with the lipophilicity of the substituents. The substituted compounds described herein are less selective for the κ opioid receptors than the unsubstituted isoquinoline 39. For example, the 5-hydroxy-substituted compound 59 shows high affinity for κ opioid receptors (K(i) κ = 0.09 nM) and a (K(i) μ/K(i) κ ratio of only 5. However, a multiple linear regression analysis demonstrates a lack of correlation between antinociceptive activity and affinity for the μ opioid receptor. On the other hand, the correlation between binding affinity to κ opioid receptor and antinociceptive activity was statistically significant.