886047-13-8

Basic information

• Product Name: 3-AMINO-5-CHLORO-N-CYCLOPROPYL-6-METHOXY-4-METHYLTHIENO[2,3-B]PYRIDINE-2-CARBOXAMIDE
• Synonyms: 3-AMINO-5-CHLORO-N-CYCLOPROPYL-6-METHOXY-4-METHYLTHIENO[2,3-B]PYRIDINE-2-CARBOXAMIDE;LY2033298
• CAS NO: 886047-13-8
• Molecular Formula: C13H14ClN3O2S
• Molecular Weight: 311.78716
• Mol File: 886047-13-8.mol
• Article Data: 1

Chemical Properties

• Boiling Point: 534.7°C at 760 mmHg
• Flash Point: 277.177°C
• Appearance: off-white to tan/
• Density: 1.475g/cm³
• Vapor Pressure: 0mmHg at 25°C
• Refractive Index: 1.68
• Storage Temp.: -20°C
• Solubility: DMSO: >20mg/mL
• CAS DataBase Reference: 3-AMINO-5-CHLORO-N-CYCLOPROPYL-6-METHOXY-4-METHYLTHIENO[2,3-B]PYRIDINE-2-CARBOXAMIDE(CAS DataBase Reference)
• NIST Chemistry Reference: 3-AMINO-5-CHLORO-N-CYCLOPROPYL-6-METHOXY-4-METHYLTHIENO[2,3-B]PYRIDINE-2-CARBOXAMIDE(886047-13-8)
• EPA Substance Registry System: 3-AMINO-5-CHLORO-N-CYCLOPROPYL-6-METHOXY-4-METHYLTHIENO[2,3-B]PYRIDINE-2-CARBOXAMIDE(886047-13-8)

Safety Data

• Hazard Codes: Xi
• Statements: 43
• Safety Statements: 36/37
• WGK Germany: 3
• Hazardous Substances Data: 886047-13-8(Hazardous Substances Data)

Usage

Uses

LY2033298 is an allosteric potentiator.

Biochem/physiol Actions

LY2033298 is a robust allosteric potentiator that is highly selective for the human M4 muscarinic acetylcholine receptor subtype. LY2033298 potentiates ACh-M4 binding, with no effect at M1/3/5 receptors. LY2033298 can also bind to the M ACh receptor, and mediate either positive or negative allosteric effects depending on the ligand used to probe receptor activity.

InChI:InChI=1/C13H14ClN3O2S/c1-5-7-9(15)10(11(18)16-6-3-4-6)20-13(7)17-12(19-2)8(5)14/h6H,3-4,15H2,1-2H3,(H,16,18)

Upstream product

• 134616-74-3 ethyl 2-((3-cyano-4-methyl-6-oxo-1,6-dihydropyridin-2-yl)thio)acetate 
• 1610591-78-0 ethyl 3-(1,3-dioxoisoindolin-2-yl)-6-methoxy-4-methylthieno[2,3-b]pyridine-2-carboxylate 
• 1610591-81-5 3-amino-5-chloro-6-methoxy-4-methylthieno[2,3-b]pyridine-2-carboxylic acid 
• 765-30-0 Cyclopropylamine 
• 1610591-80-4 ethyl 3-amino-5-chloro-6-methoxy-4-methylthieno[2,3-b]pyridine-2-carboxylate 
• 1610591-77-9 ethyl 3-amino-6-methoxy-4-methylthieno[2,3-b]pyridine-2-carboxylate 
• 1610591-79-1 ethyl 5-chloro-3-(1,3-dioxoisoindolin-2-yl)-6-methoxy-4-methylthieno[2,3-b]pyridine-2-carboxylate 

Relevant articles and documents

A structure-activity relationship study of the positive allosteric modulator LY2033298 at the M4 muscarinic acetylcholine receptor

Positive allosteric modulators (PAMs) targeting the M4 muscarinic acetylcholine receptor (mAChR) offer greater sub-type selectivity and unique potential as central nervous system agents through their novel mode of action to traditional orthosteric ligands. In an attempt to elucidate the molecular determinants of allostery mediated by the exemplar thienopyridine M4 mAChR PAM, LY2033298, we report herein a systematic structure-activity relationship (SAR) study investigating different linkage points, halogen replacements to examine size and electronic effects, and different substitution combinations on the thienopyridine scaffold. We applied an operational model of allosterism to determine values of functional affinity (KB), cooperativity (αβ) and intrinsic agonism (τB) for all compounds.