20240-58-8

Basic information

• Product Name: 3-ALLYL-4-HYDROXY-5-METHOXY-BENZALDEHYDE
• Synonyms: AKOS B029066;AKOS BC-3067;3-ALLYL-4-HYDROXY-5-METHOXY-BENZALDEHYDE;CHEMBRDG-BB 4012328;AKOS BBS-00008392;AKOS LT-302X10;ART-CHEM-BB B029066;IFLAB-BB F1274-0234
• CAS NO: 20240-58-8
• Molecular Formula: C₁₁H₁₂O₃
• Molecular Weight: 192.21
• Mol File: 20240-58-8.mol
• Article Data: 12

Chemical Properties

• Boiling Point: 320.2°C at 760 mmHg
• Flash Point: 123.7°C
• Appearance: /
• Density: 1.144g/cm³
• Vapor Pressure: 0.000172mmHg at 25°C
• Refractive Index: 1.574
• Storage Temp.: Hygroscopic, Refrigerator, under inert atmosphere
• Solubility: Chloroform (Sparingly), Methanol (Slightly)
• Stability: Hygroscopic
• CAS DataBase Reference: 3-ALLYL-4-HYDROXY-5-METHOXY-BENZALDEHYDE(CAS DataBase Reference)
• NIST Chemistry Reference: 3-ALLYL-4-HYDROXY-5-METHOXY-BENZALDEHYDE(20240-58-8)
• EPA Substance Registry System: 3-ALLYL-4-HYDROXY-5-METHOXY-BENZALDEHYDE(20240-58-8)

Safety Data

• Hazard Codes: Xi
• HazardClass: IRRITANT
• Hazardous Substances Data: 20240-58-8(Hazardous Substances Data)

Usage

General Description

3-ALLYL-4-HYDROXY-5-METHOXY-BENZALDEHYDE is a compound with the molecular formula C10H10O3. It is a natural chemical compound found in plants and is known for its antimicrobial and antioxidant properties. It has a strong, sweet, floral scent and is often used in fragrance and flavoring applications. 3-ALLYL-4-HYDROXY-5-METHOXY-BENZALDEHYDE has also shown potential as a therapeutic agent in the treatment of various diseases, including cancer and diabetes. Additionally, it is used in the production of pharmaceuticals and as a chemical intermediate in organic synthesis.

InChI:InChI=1/C11H12O3/c1-3-4-9-5-8(7-12)6-10(14-2)11(9)13/h3,5-7,13H,1,4H2,2H3

Upstream product

• 22280-95-1 4-allyloxy-3-methoxybenzaldehyde 
• 23343-06-8 2-allyloxy-3-methoxy-benzaldehyde 
• 148-53-8 3-methoxy-2-hydroxybenzaldehyde 
• 121-33-5 vanillin 

Downstream Products

• 2931-90-0 5-formylvanillin 
• 91352-71-5 4-hydroxy-3-methoxy-5-propyl-benzyl alcohol 
• 25006-17-1 4-hydroxy-3-methoxy-5-propylbenzaldehyde 
• 5438-52-8 4-hydroxy-3-methoxy-5-cis-propenyl-benzaldehyde 
• 5438-52-8 4-hydroxy-3-methoxy-5-trans-propenyl-benzaldehyde 
• 67483-49-2 3,4-dimethoxy-5-(prop-2-enyl)benzaldehyde 
• 138223-87-7 Formic acid 4-hydroxy-3-methoxy-5-oxiranylmethyl-phenyl ester 
• 31788-37-1 2-Allyl-6-methoxy-1,4-benzoquinone 
• 37941-97-2 3-Allyl-4-hydroxy-5-methoxybenzylalkohol 
• 31788-39-3 2-methoxy-6-prop-2'-enylbenzene-1,4-diol 
• 578020-86-7 methyl (5-formyl-2,3-dimethoxyphenyl)acetate 
• 578020-87-8 (5-dimethoxymethyl)-1,2-dimethoxy-3-(prop-2-enyl)benzene 
• 578020-88-9 (5-formyl-2,3-dimethoxyphenyl)acetic acid 
• 578020-89-0 methyl [5-(dimethoxymethyl)-2,3-dimethoxyphenyl]acetate 

Relevant articles and documents

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.

Synthesis and hypolipidemic and antiplatelet activities of α-asarone isomers in humans (in vitro), mice (in vivo), and rats (in vivo)

A series of α-asarone isomers was synthesized and investigated for their hypolipidemic and antiplatelet activity. Considering the hypolipidemic activity in rats at a dose of 80 mg/kg/day, some isomers were more potent than clofibrate at 150 mg/kg. Compoun

Novel curcumin analogue, preparation method and application thereof

The invention relates to a novel curcumin analogue. The analogue is obtained by modifying curcumin with a substituent common in natural products. Specifically, the general structural formula of the analogue is shown as the specification, wherein R1 and R2

A combined RCM-Bischler-Napieralski strategy towards the synthesis of the carbon skeleton of excentricine and related stephaoxocanes

A convenient synthetic approach to a cyclodeca[ij]isoquinoline derivative, which embodies the carbon skeleton of excentricine and related stephaoxocanes, is described. The synthesis involves the combined use of ring closing metathesis and Bischler-Napiera