71186-67-9

Basic information

• Product Name: 3,4-bis(prop-2-en-1-yloxy)benzaldehyde
• CAS NO: 71186-67-9
• Molecular Formula: C₁₃H₁₄O₃
• Molecular Weight: 218.2485
• Mol File: 71186-67-9.mol
• Article Data: 18

Chemical Properties

• Boiling Point: 348.2°C at 760 mmHg
• Flash Point: 155.6°C
• Density: 1.062g/cm³
• Vapor Pressure: 5.12E-05mmHg at 25°C
• Refractive Index: 1.539
• CAS DataBase Reference: 3,4-bis(prop-2-en-1-yloxy)benzaldehyde(CAS DataBase Reference)
• NIST Chemistry Reference: 3,4-bis(prop-2-en-1-yloxy)benzaldehyde(71186-67-9)
• EPA Substance Registry System: 3,4-bis(prop-2-en-1-yloxy)benzaldehyde(71186-67-9)

Safety Data

• Hazardous Substances Data: 71186-67-9(Hazardous Substances Data)

Upstream product

• 107-05-1 3-chloroprop-1-ene 
• 139-85-5 3,4-dihydroxybenzaldehyde 
• 106-95-6 allyl bromide 

Downstream Products

• 52507-49-0 4-hydroxy-3-(2-propenyloxy)benzaldehyde 
• 79822-65-4 3-hydroxy-4-(2-propenyloxy)benzaldehyde 
• 179128-84-8 (E)-3-(3,4-bis(allyloxy)phenyl)acrylic acid 
• 131271-52-8 3,4-di-(2-propenyloxy)phenyl acetylene 
• 1609628-23-0 (2E)-3-[3,4-bis(prop-2-en-1-yloxy)phenyl]-1-(4-chlorophenyl)prop-2-en-1-one 
• 487-52-5 3,4,2',4'-tetrahydroxy-chalcone 
• 1522361-72-3 (E)-1-(2,4-bis(allyloxy)-5-chlorophenyl)-3-(3,4-bis(allyloxy)phenyl)prop-2-en-1-one 
• 1522361-80-3 (E)-1-(5-chloro-2,4-dihydroxyphenyl)-3-(3,4-dihydroxyphenyl)prop-2-en-1-one 
• 1383814-06-9 C₁₉H₂₀N₂O₄ 
• 1190305-14-6 N-caffeoyl serotonin 
• 200059-78-5 3-(3,4-bis-allyloxyphenyl)acrylic acid 
• 883574-48-9 (3,4-Bisallyloxyphenyl)-(4-carbamimidoylphenylamino)acetic acid methyl ester 
• 131271-51-7 1-(3',4'-dihydroxyphenyl)-5-phenylpent-4-en-1-yne 
• 179462-77-2 (E)-3-(3,4-Bis-allyloxy-phenyl)-acrylic acid (R)-1-allyloxycarbonyl-2-(3,4-bis-allyloxy-phenyl)-ethyl ester 

Relevant articles and documents

Reaction-based fluorescent silk probes with high sensitivity and selectivity to Hg2+and Ag+ions

The detection and removal of heavy metals in the environment is urgent and meaningful. In this work, two types of fluorescent functionalized silksOSPandASPhave been prepared using worm silk as the substrate. These fluorescent silk probes exhibit an obvious fluorescence quenching effect in the presence of Hg2+or Ag+, enabling silk to specifically detect Hg2+or Ag+. An obvious color response occurs under visible light, from yellow to brown or gray, thereby realizing dual-channel identification of fluorescence and colorimetry. In addition, its sensing mechanism has been studied, and it is found that the probe reacts with metal ions as a reactive response. Compared with the fluorescent probes bearing one C-C/C-C bond, the probes with two terminal C-C/C-C bonds are more sensitive. And the excellent recognition ability can make the limit of detection as low as 0.25 μM. This indicates that silk fluorescent probes can be used to detect Hg2+and/or Ag+

Facile synthesis of vanillin-based novel bischalcones identifies one that induces apoptosis and displays synergy with Artemisinin in killing chloroquine resistant Plasmodium falciparum

The inherent affinity of natural compounds for biological receptors has been comprehensively exploited with great success for the development of many drugs, including antimalarials. Here the natural flavoring compound vanillin has been used as an economical precursor for the synthesis of a series of novel bischalcones whose in vitro antiplasmodial activities have been evaluated against erythrocytic stages of Plasmodium falciparum. Bischalcones 9, 11 and 13 showed promising antiplasmodial activity {Chloroquine (CQ) sensitive Pf3D7 IC50 (μM): 2.0, 1.5 and 2.5 respectively}but only 13 displayed potent activities also against CQ resistant PfDd2 and PfIndo strains exhibiting resistance indices of 1.4 and 1.5 respectively. IC90 (8 μM) of 13 showed killing activity against ring, trophozoite and schizont stages. Further, 13 initiated the cascade of reactions that culminates in programmed cell death of parasites including translocation of phosphatidylserine from inner to outer membrane leaflet, loss of mitochondrial membrane potential, activation of caspase like enzyme, DNA fragmentation and chromatin condensation. The combinations of 13 + Artemisinin (ART) exhibited strong synergy (ΣFIC50:0.46 to 0.58) while 13 + CQ exhibited mild synergy (ΣFIC50: 0.7 to 0.98) to mild antagonism (ΣFIC50: 1.08 to 1.23) against PfIndo. In contrast, both combinations showed marked antagonism against Pf3D7(ΣFIC50: 1.33 to 3.34). These features of apoptosis and strong synergy with Artemisinin suggest that bischalcones possess promising antimalarial drug-like properties and may also act as a good partner drugs for artemisinin based combination therapies (ACTs) against Chloroquine resistant P. falciparum.

Butein disrupts hsp90's molecular chaperoning function and exhibits anti-proliferative effects against drug-resistant cancer cells

Hsp90 shows great promise as a therapeutic target due to its potential to disable multiple signaling pathways simultaneously. In this study, we discovered that a natural product, butein moderately inhibited the growth of drug-resistant cancer cells (A2780cis and H1975), and brought about the degradation of oncogenic Hsp90 client proteins. The study demonstrated that butein would be a therapeutic lead to circumvent drug-resistance in cancer chemotherapy. The structure-based screening, synthesis, and biological evaluation of butein are described herein.