82575-52-8

Basic information

• Product Name: P-HYDROXYCINNAMYLNITRILE
• Synonyms: P-HYDROXYCINNAMYLNITRILE;p-hydroxycinnamonitrile;3-(4-Hydroxyphenyl)propenenitrile;Einecs 279-999-2
• CAS NO: 82575-52-8
• Molecular Formula: C₉H₇NO
• Molecular Weight: 145.16
• EINECS: 279-999-2
• Mol File: 82575-52-8.mol
• Article Data: 13

Chemical Properties

• Boiling Point: 313.3 °C at 760 mmHg
• Flash Point: 143.3 °C
• Appearance: /
• Density: 1.187 g/cm₃
• Vapor Pressure: 0.000272mmHg at 25°C
• Refractive Index: 1.638
• CAS DataBase Reference: P-HYDROXYCINNAMYLNITRILE(CAS DataBase Reference)
• NIST Chemistry Reference: P-HYDROXYCINNAMYLNITRILE(82575-52-8)
• EPA Substance Registry System: P-HYDROXYCINNAMYLNITRILE(82575-52-8)

Safety Data

• Hazardous Substances Data: 82575-52-8(Hazardous Substances Data)

Usage

InChI:InChI=1/C9H7NO/c10-7-1-2-8-3-5-9(11)6-4-8/h1-6,11H/b2-1+

Upstream product

• 122520-77-8 (E)-2-cyano-3-(4-hydroxyphenyl)prop-2-enoic acid 
• 123-08-0 4-hydroxy-benzaldehyde 
• 372-09-8 cyanoacetic acid 
• 4360-47-8 cinnamonitrile 
• 14482-11-2 (E)-p-methoxycinnamonitrile 
• 71-43-2 benzene 
• 590-17-0 cyanomethyl bromide 
• 540-38-5 p-Iodophenol 
• 107-13-1 acrylonitrile 
• 2537-48-6 diethyl 1-cyanomethylphosphonate 

Downstream Products

• 58187-52-3 N-(3-(4-hydroxyphenyl)propyl)acetamide 
• 59576-98-6 (E)-p-coumaric amide 
• 107223-57-4 1-<2-hydroxy-3-propyl-4-<<4-<2-(1H-tetrazol-5-yl)ethenyl>phenoxy>methyl>phenyl>ethanone 
• 1207604-15-6 3-(4-(2-(1,7'-dimethyl-2'-propyl-1H,3H'-2,5'-bibenzo[d]imidazol-3'-yl)ethoxy)phenyl)acrylonitrile 
• 1314759-67-5 C₁₉H₂₀O₂ 
• 1314759-68-6 C₂₀H₂₂O₂ 
• 1314839-77-4 C₂₂H₂₇NO₃ 
• 1314839-78-5 C₂₃H₂₉NO₃ 
• 1314759-76-6 C₂₂H₂₇NO₃*ClH 
• 1314759-78-8 C₂₃H₂₉NO₃*ClH 
• 20711-53-9 p-hydroxy-cinnamaldehyde 
• 1176235-31-6 C₁₂H₁₁NO₃S 
• 17362-17-3 3-(p-hydroxyphenyl)propiononitrile 

Relevant articles and documents

Design, synthesis and biological evaluation of 8-(2-amino-1-hydroxyethyl)-6-hydroxy-1,4-benzoxazine-3(4H)-one derivatives as potent β2-adrenoceptor agonists

A series of β2-adrenoceptor agonists with an 8-(2-amino-1-hydroxyethyl)-6-hydroxy-1,4-benzoxazine-3(4H)-one moiety is presented. The stimulatory effects of the compounds on human β2-adrenoceptor and β1-adrenoceptor were characterized by a cell-based assay. Their smooth muscle relaxant activities were tested on isolated guinea pig trachea. Most of the compounds were found to be potent and selective agonists of the β2-adrenoceptor. One of the compounds, (R)-18c, possessed a strong β2-adrenoceptor agonistic effect with an EC50 value of 24 pM. It produced a full and potent airway smooth muscle relaxant effect same as olodaterol. Its onset of action was 3.5 min and its duration of action was more than 12 h in an in vitro guinea pig trachea model of bronchodilation. These results suggest that (R)-18c is a potential candidate for long-acting β2-AR agonists.

Development of simple firefly luciferin analogs emitting blue, green, red, and near-infrared biological window light

Simple firefly luciferin analogs emitting blue, green, and red light were developed. The longest emission maximum was observed at 675 nm, which belongs to the NIR biological window (650-900 nm), useful for deep site bioimaging of living animals. The analogs showed a slow rise of emission intensity compared with the rapid emission of natural luciferin. The light emission of the adenylated analogs was strongly enhanced compared with those of analogs themselves.

Discovery of S1P agonists with a dihydronaphthalene scaffold

Structure-activity relationship of sphingosine-1-phosphate receptor agonists was examined. Cinnamyl derivative 1 was modified to improve S1P 1 agonistic activity as well as selectivity over S1P3 agonistic activity. Dihydronaphthalene derivative 10d was identified as a potent S1P1 receptor agonist with high selectivity against S1P3 and enhanced efficacy in lowering peripheral lymphocyte counts in mice.