1221741-11-2

Basic information

• Product Name: 2-(3-azidopropyl)phenol
• Synonyms: 2-(3-azidopropyl)phenol
• CAS NO: 1221741-11-2
• Molecular Weight: 177.206
• Mol File: 1221741-11-2.mol
• Article Data: 3

Chemical Properties

• CAS DataBase Reference: 2-(3-azidopropyl)phenol(CAS DataBase Reference)
• NIST Chemistry Reference: 2-(3-azidopropyl)phenol(1221741-11-2)
• EPA Substance Registry System: 2-(3-azidopropyl)phenol(1221741-11-2)

Safety Data

• Hazardous Substances Data: 1221741-11-2(Hazardous Substances Data)

Upstream product

• 119-84-6 C₆H₄(CH₂CH₂C(O)O) 
• 81246-46-0 3-(2-hydroxyphenyl)-1-propyl tosylate 
• 10493-37-5 3-(2-methoxyphenyl)propan-1-ol 
• 6342-77-4 2-methoxy-benzenepropanoic acid 
• 146253-19-2 3-(2-methoxyphenyl)propyl methanesulfonate 
• 57027-76-6 2-(3-bromopropyl)phenol 

Downstream Products

• 1261033-20-8 C₁₀H₁₅NO₃S 
• 1221741-01-0 (E)-N-(3-(2-hydroxyphenyl)propyl)buta-1,3-diene-1-sulfonamide 
• 1221740-97-1 3-(2-(tert-butyldimethylsilyloxy)phenyl)propan-1-amine 
• 1221740-99-3 (E)-N-(3-(2-(tert-butyldimethylsilyloxy)phenyl)propyl)buta-1,3-diene-1-sulfonamide 
• 1261034-01-8 C₁₆H₂₉NO₃SSi 
• 1261034-02-9 C₂₁H₃₀N₂O₅SSi 
• 1261034-04-1 C₁₅H₁₆N₂O₅S 
• 1221741-12-3 (2-(3-azidopropyl)phenoxy)(tert-butyl)dimethylsilane 

Relevant articles and documents

Probing the Existence of a Metastable Binding Site at the β2-Adrenergic Receptor with Homobivalent Bitopic Ligands

Herein, we report the development of bitopic ligands aimed at targeting the orthosteric binding site (OBS) and a metastable binding site (MBS) within the same receptor unit. Previous molecular dynamics studies on ligand binding to the β2-adrenergic receptor (β2AR) suggested that ligands pause at transient, less-conserved MBSs. We envisioned that MBSs can be regarded as allosteric binding sites and targeted by homobivalent bitopic ligands linking two identical pharmacophores. Such ligands were designed based on docking of the antagonist (S)-alprenolol into the OBS and an MBS and synthesized. Pharmacological characterization revealed ligands with similar potency and affinity, slightly increased β2/β1AR-selectivity, and/or substantially slower β2AR off-rates compared to (S)-alprenolol. Truncated bitopic ligands suggested the major contribution of the metastable pharmacophore to be a hydrophobic interaction with the β2AR, while the linkers alone decreased the potency of the orthosteric fragment. Altogether, the study underlines the potential of targeting MBSs for improving the pharmacological profiles of ligands.

Tandem phenolic oxidative amidation-intramolecular diels-alder reaction: An approach to the himandrine core

An oxidative cyclization of dienic sulfonamides mediated by iodobenzene diacetate in TFA, followed by a tandem intramolecular Diels-Alder reaction, achieves desymmetrization of a "locally symmetrical" dienone with good levels of diastereoselectivity and leads to valuable synthetic intermediates for the himandrine alkaloids.