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
• Article Data: 3

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

General Description

2-CHLORO-N-(2-THIEN-2-YLETHYL)ACETAMIDE is a chemical compound with the molecular formula C8H10ClNOS. It is an organic compound that contains a chlorine atom, an acetamide group, and a thien-2-ylethyl group. This chemical is commonly used in the field of organic synthesis and pharmaceutical research. It may have potential applications in the development of drugs or other bioactive compounds due to its unique structure and properties. Additionally, it is important to handle and store this chemical with care as it may pose hazards to human health and the environment if not properly managed.

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.

(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.