135709-69-2

Basic information

• Product Name: 2-CHLORO-N-(2-THIEN-2-YLETHYL)ACETAMIDE
• Synonyms: 2-chloro-N-[2-(2-thienyl)ethyl]acetamide;acetamide, 2-chloro-N-[2-(2-thienyl)ethyl]-;2-Chloro-N-(2-(thiophen-2-yl)ethyl)acetaMide;2-chloro-N-(2-thiophen-2-ylethyl)ethanamide
• CAS NO: 135709-69-2
• Molecular Formula: C₈H₁₀ClNOS
• Molecular Weight: 203.69
• Mol File: 135709-69-2.mol

Chemical Properties

• Boiling Point: 388.9 °C at 760 mmHg
• Flash Point: 189 °C
• Appearance: /
• Density: 1.256 g/cm³
• Vapor Pressure: 2.96E-06mmHg at 25°C
• Refractive Index: 1.553
• CAS DataBase Reference: 2-CHLORO-N-(2-THIEN-2-YLETHYL)ACETAMIDE(CAS DataBase Reference)
• NIST Chemistry Reference: 2-CHLORO-N-(2-THIEN-2-YLETHYL)ACETAMIDE(135709-69-2)
• EPA Substance Registry System: 2-CHLORO-N-(2-THIEN-2-YLETHYL)ACETAMIDE(135709-69-2)

Safety Data

• HazardClass: IRRITANT
• Hazardous Substances Data: 135709-69-2(Hazardous Substances Data)

Usage

Uses

Used in Organic Synthesis:
2-CHLORO-N-(2-THIEN-2-YLETHYL)ACETAMIDE is used as a key intermediate in organic synthesis for the creation of various complex organic molecules. Its unique functional groups allow for versatile chemical reactions, facilitating the synthesis of a wide range of compounds.
Used in Pharmaceutical Research:
In the pharmaceutical industry, 2-CHLORO-N-(2-THIEN-2-YLETHYL)ACETAMIDE is utilized as a starting material or a building block in the development of new drugs. Its structural features may contribute to the discovery of novel therapeutic agents with specific biological activities.
Used in Drug Development:
2-CHLORO-N-(2-THIEN-2-YLETHYL)ACETAMIDE is employed as a potential candidate in drug development due to its unique chemical properties. Researchers may explore its interactions with biological targets, aiming to create new medications with improved efficacy and safety profiles.
Safety and Handling:
It is crucial to handle and store 2-CHLORO-N-(2-THIEN-2-YLETHYL)ACETAMIDE with care, as it may pose hazards to human health and the environment if not properly managed. Adequate safety measures should be implemented during its use to minimize potential risks.

InChI:InChI=1/C8H10ClNOS/c9-6-8(11)10-4-3-7-2-1-5-12-7/h1-2,5H,3-4,6H2,(H,10,11)

Upstream product

• 30433-91-1 [2-(2-thyenyl)ethyl]amine 
• 79-04-9 chloroacetyl chloride 
• 20893-30-5 2-cyanomethylthiophene 

Relevant articles and documents

Discovery of Dihydropyrrolo[1,2- a]pyrazin-3(4 H)-one-Based Second-Generation GluN2C- And GluN2D-Selective Positive Allosteric Modulators (PAMs) of the N-Methyl- d -Aspartate (NMDA) Receptor

The N-methyl-d-aspartate receptor (NMDAR) is an ion channel that mediates the slow, Ca2+-permeable component of glutamatergic synaptic transmission in the central nervous system (CNS). NMDARs are known to play a significant role in basic neurological functions, and their dysfunction has been implicated in several CNS disorders. Herein, we report the discovery of second-generation GluN2C/D-selective NMDAR-positive allosteric modulators (PAMs) with a dihydropyrrolo[1,2-a]pyrazin-3(4H)-one core. The prototype, R-(+)-EU-1180-453, exhibits log unit improvements in the concentration needed to double receptor response, lipophilic efficiency, and aqueous solubility, and lowers cLogP by one log unit compared to the first-generation prototype CIQ. Additionally, R-(+)-EU-1180-453 was found to increase glutamate potency 2-fold, increase the response to maximally effective concentration of agonist 4-fold, and the racemate is brain-penetrant. These compounds are useful second-generation in vitro tools and a promising step toward in vivo tools for the study of positive modulation of GluN2C- and GluN2D-containing NMDA receptors.

Synthesis of novel 2-iminothiazolidin-4-ones

Thiazolidin-4-ones are known to exhibit diverse biological activities such as antimicrobial, anticancer, antidiarrheal, anticonvulsant, antidiabetic, antihistaminic, and antifungal activities. In the present investigation, a series of 2-haloacetamides was prepared by reacting chloroacetyl chloride with amines in dry benzene under reflux conditions. The formed 2-haloacetamides reacted with potassium thiocyanate in refluxing dry acetone to afford new 2-iminothiazolidin-4-ones. The 5-arylidene-2-imino-3 (napthalen-2yl)- thiazolidin-4-ones were prepared by condensing 2-iminothiazolidin-4-ones with substituted benzaldehydes. All the products were characterized by infrared, mass, and 1H and 13C NMR techniques.

(1S)-1-(Aminomethyl)-2-(arylacetyl)-1,2,3,4-tetrahydroisoquinoline and heterocycle-condensed tetrahydropyridine derivatives: Members of a novel class of very potent κ opioid analgesics

The synthesis and structure-activity relationship (SAR) of a novel class of κ opioid analgesics, 1-(amino-methyl)-2-(arylacetyl)-1,2,3,4-tetrahydroisoquinolines and (aminomethyl)-N-(arylacetyl)-4,5,6,7-tetrahydrothienopyridines, are described. These compounds, formally derived by the condensation of a benzene or thiophene ring on the piperidine nucleus of the recently described compounds 1, are from 3 to 7 times more potent as antinociceptive agents and with a longer duration of action than the original lead compounds. A similar N2-C1-C9-N10 pharmacophore torsional angle of approximately 60° was also found for this class of compounds by using X-ray and 1H NMR analyses. The same absolute configuration (S) at the chiral center of the active (-) enantiomers was determined by X-ray crystallographic analysis. A varied degree of κ receptor selectivity was a feature of this novel class of antinociceptive agents (μ/κ ratio from 44 to 950 according to the nature of the basic moiety). A SAR analysis indicated that the presence of electron-withdrawing and lipophilic substituents in para and/or meta positions in the arylacetic moiety and the pyrrolidino or dimethylamino basic groups are required to optimize biological activity. The lead compounds 28, 30, and 48 are among the most potent antinociceptive agents (ED50 ca. 0.020 μM/kg sc) and κ ligands (K(i)(κ) ca. 0.20 nM) identified so far.