90426-22-5

Basic information

• Product Name: Danielone
• Synonyms: Danielone;2-Hydroxy-1-(4-hydroxy-3,5-dimethoxyphenyl)ethanone;3',5'-Dimethoxy-4',α-dihydroxyacetophenone;α-Hydroxyacetosyringone
• CAS NO: 90426-22-5
• Molecular Formula: C₁₀H₁₂O₅
• Molecular Weight: 212.19928
• Mol File: 90426-22-5.mol

Chemical Properties

• Melting Point: 145°C
• Boiling Point: 390.8°Cat760mmHg
• Flash Point: 155.8°C
• Appearance: /
• Density: 1.286g/cm³
• Vapor Pressure: 8.29E-07mmHg at 25°C
• Refractive Index: 1.556
• CAS DataBase Reference: Danielone(CAS DataBase Reference)
• NIST Chemistry Reference: Danielone(90426-22-5)
• EPA Substance Registry System: Danielone(90426-22-5)

Safety Data

• Hazardous Substances Data: 90426-22-5(Hazardous Substances Data)

Usage

Uses

Used in Agriculture:
Danielone is used as a natural antifungal agent for protecting crops from fungal infections and diseases.
Used in Food Industry:
Danielone is used as a preservative to prevent fungal contamination in food products, ensuring their safety and quality.
Used in Pharmaceutical Industry:
Danielone is used as an active ingredient in antifungal medications for treating various fungal infections in humans and animals.
Used in Cosmetic Industry:
Danielone is used as an antifungal agent in cosmetic products to prevent fungal growth and maintain product quality and safety.

Preparation

Preparation by an efficient simple three-step synthesis.

InChI:InChI=1/C10H12O5/c1-14-8-3-6(7(12)5-11)4-9(15-2)10(8)13/h3-4,11,13H,5H2,1-2H3

Upstream product

• 90426-23-6 α-hydroxyacetosyringone diacetate 
• 873978-83-7 4'-O-benzyl-α-hydroxyacetosyringone 
• 51149-28-1 2-bromo-1-(4-hydroxy-3,5-dimethoxyphenyl)ethanone 
• 226383-16-0 3',5'-dimethoxy-4'-methoxymethoxyacetophenone 
• 284043-08-9 γ-O-(3,5-dimethoxy-4-hydroxyphenacyl) t-butyl N-t-boc L-glutamate 
• 284043-14-7 4-tert-butoxycarbonylamino-butyric acid 2-(4-hydroxy-3,5-dimethoxy-phenyl)-2-oxo-ethyl ester 
• 2478-38-8 1-(4-hydroxy-3,5-dimethoxy-phenyl)-ethanone 
• 134-96-3 syringic aldehyde 
• 284043-12-5 4-amino-butyric acid 2-(4-hydroxy-3,5-dimethoxy-phenyl)-2-oxo-ethyl ester 

Relevant articles and documents

Identification of plant factors inducing virulence gene expression in Agrobacterium tumefaciens

In the natural gene-transfer system of Agrobacterium tumefaciens, the expression of virulence (vir) gene of Ti (tumor inducing) plasmid is essential for the subsequent transferred deoxyribonucleic acid (T-DNA) transfer from bacterium to plant cells. vir g

Synthesis of α-hydroxyacetosyringone

A phytoalexin from papaya fruit has been synthesized in four steps; this procedure involved a Pummerer- type reaction.

New Phototriggers: Extending the p-Hydroxyphenacyl π-π* Absorption Range

(Matrix Presented) Introducing 3-methoxy or 3,5-dimethoxy substituents on the 4-hydroxyphenacyl (pHP) photoremovable protecting group has been explored with two excitatory γ-amino acids, L-glutamic acid and γ-amino butyric acid (GABA). These substituents significantly extend the absorption range of the pHP chromophore, e.g., the tail of absorption bands of 2a,b extend above 400 nm, well beyond the absorptions of aromatic amino acids and nucleotides. Irradiation releases the amino acids with rate constants of ～107 s-1 and appearance efficiencies (Φapp) of 0.03-0.04. The photoproducts are formed through the pHP excited triplet and are primarily products of photoreduction and photohydrolysis. 1a,b also rearranged to the phenylacetic acid 3.

Synthesis of danielone (α-hydroxyacetosyringone)

An efficient simple three step synthesis of the phytoalexin danielone (α-hydroxyacetosyringone) from acetosyringone is described.