67882-97-7

Basic information

• Product Name: (E)-4-(4-Hydroxystyryl)pyridine
• Synonyms: (E)-4-(4-Hydroxystyryl)pyridine;(E)-4-(2-(pyridin-4-yl)vinyl)phenol;4-[2-(Pyridin-4-yl)ethenyl]phenol
• CAS NO: 67882-97-7
• Molecular Formula: C₁₃H₁₁NO
• Molecular Weight: 197.23254
• Mol File: 67882-97-7.mol
• Article Data: 17

Chemical Properties

• Appearance: /
• CAS DataBase Reference: (E)-4-(4-Hydroxystyryl)pyridine(CAS DataBase Reference)
• NIST Chemistry Reference: (E)-4-(4-Hydroxystyryl)pyridine(67882-97-7)
• EPA Substance Registry System: (E)-4-(4-Hydroxystyryl)pyridine(67882-97-7)

Safety Data

• Hazardous Substances Data: 67882-97-7(Hazardous Substances Data)

Usage

General Description

(E)-4-(4-Hydroxystyryl)pyridine, also known as HSP, is a chemical compound with the molecular formula C14H11NO. It is a derivative of pyridine and has a distinct structure with a hydroxyl group and a styryl group attached to the pyridine ring. It is commonly used in research as a fluorescent probe for studying lipid bilayers and can be used as a pH-sensitive dye. Additionally, this chemical has been studied for its potential anti-cancer properties, particularly its ability to inhibit cell growth and induce apoptosis in cancer cells. It has also shown promise in applications for drug delivery systems and as a material for organic light-emitting diodes.

Upstream product

• 108-89-4 picoline 
• 123-08-0 4-hydroxy-benzaldehyde 
• 2298-21-7 trans-4-acetoxy-4'-stilbazole 
• 28356-58-3 pyridine-4-acetic acid 
• 55-22-1 pyridine-4-carboxylic acid 
• 99-96-7 4-hydroxy-benzoic acid 
• 105-13-5 4-Methoxybenzyl alcohol 
• 824-94-2 p-methoxybenzyl chloride 
• 121-98-2 methyl 4-methoxybenzoate 
• 1145-93-3 diethyl 4-methoxybenzylphosphonate 
• 722-21-4 (E)-4-(4-methoxystyryl)pyridine 
• 100-43-6 4-vinylpyridine 
• 106-41-2 4-bromo-phenol 

Downstream Products

• 118160-67-1 1-(4-Bromo-butyl)-4-[(E)-2-(4-hydroxy-phenyl)-vinyl]-pyridinium; bromide 
• 118160-74-0 1-(4-Bromomethyl-benzyl)-4-[(E)-2-(4-hydroxy-phenyl)-vinyl]-pyridinium; bromide 
• 116223-44-0 trans-4-ethoxy-4'-stilbazole 
• 118160-68-2 1-(5-Bromo-pentyl)-4-[(E)-2-(4-hydroxy-phenyl)-vinyl]-pyridinium; bromide 
• 118160-69-3 1-(6-Bromo-hexyl)-4-[(E)-2-(4-hydroxy-phenyl)-vinyl]-pyridinium; bromide 
• 118160-71-7 1-(8-Bromo-octyl)-4-[(E)-2-(4-hydroxy-phenyl)-vinyl]-pyridinium; bromide 
• 118160-70-6 1-(7-Bromo-heptyl)-4-[(E)-2-(4-hydroxy-phenyl)-vinyl]-pyridinium; bromide 
• 118160-72-8 1-(9-Bromo-nonyl)-4-[(E)-2-(4-hydroxy-phenyl)-vinyl]-pyridinium; bromide 
• 122408-78-0 trans-4-<(4-methoxybenzoyl)oxy>-4'-stilbazole 
• 118160-73-9 1-(10-Bromo-decyl)-4-[(E)-2-(4-hydroxy-phenyl)-vinyl]-pyridinium; bromide 
• 118160-65-9 1-(2-Bromo-ethyl)-4-[(E)-2-(4-hydroxy-phenyl)-vinyl]-pyridinium; bromide 
• 139748-84-8 (E)-N-p-Bromobenzyl-γ-azastilbenol-4' bromide 
• 118160-66-0 1-(3-Bromo-propyl)-4-[(E)-2-(4-hydroxy-phenyl)-vinyl]-pyridinium; bromide 

Relevant articles and documents

Hydrogen bonding and the design of twist-bend nematogens

The phase properties of equimolar mixtures consisting of a hydrogen bond donor, a 4-alkoxybenzoic acid (nOBA), and one of two different stilbazole-based hydrogen bond acceptors, either 4-[(E)-2-(4-{[6-(4′-methoxy[1,1′-biphenyl]-4-yl)hexyl]oxy}phenyl)-ethenyl]-pyridine (1OB6OS) or 4-[(E)-4′-(6-{4-[(E)-2-(pyridin-4-yl)ethenyl]phenoxy}hexyl)-[1,1′-biphenyl]-4-carbonitrile (CB6OS) are reported. Neither hydrogen bond acceptor exhibits liquid crystal behaviour whereas the nOBA compounds show smectic and/or nematic behaviour depending on the length of the alkyloxy chain. For the complexes of an nOBA with n = 1–5, both conventional nematic and twist-bend nematic phases were observed, while for n ≥ 6 smectic phases emerged and the twist-bend nematic phase was extinguished. The CB6OS-nOBA mixtures may exhibit the heliconical smectic CTB phase. The local molecular arrangement in the two sets of mixtures are similar and changes on increasing n but this is not reflected in the nematic-isotropic transition temperatures. Birefringence studies of the mixtures are reported. In general the behaviour of the hydrogen-bonded mixtures is similar to that of their covalently bonded counterparts.

Spontaneous chirality through mixing achiral components: A twist-bend nematic phase driven by hydrogen-bonding between unlike components

The spontaneous formation of a chiral phase via molecular recognition in a system consisting of achiral components is reported. Specifically, the liquid crystalline behaviour of two molecular complexes assembled by hydrogen bonding between a stilbazole-ba

2,4-dinitrophenyl ether-containing chemodosimeters for the selective and sensitive in vitro and in vivo detection of hydrogen sulfide

Four probes (i.e. D1-D4) for the selective and sensitive fluorogenic detection of HS- have been prepared and characterised. HEPES (10 mM, pH 7.4)-DMSO 99:1 v/v solutions of D1-D4 are essentially non-fluorescent. Changes in the emission using D1-D4 in the presence of anions (F-, Cl-, Br-, I-,N-3, CN-, SCN-, AcO-,CO2-3 ,PO2-4,SO2-4, HS- and OH-), biothiols (GSH, Cys, Hcy, Me-Cys and lipoic acid), reducing agents (SO2-3 and S2O2-3) and oxidants (H2O2) demonstrated that only HS- is able to induce the appearance of intense emission bands in the 400-520 nm range in the four probes. The selectivity observed was ascribed to a unique hydrogen sulfide-induced hydrolysis of the 2,4-dinitrophenyl ether moiety that yielded the corresponding free highly fluorescent alcohols. The potential detection of intracellular HS- was also studied.