53669-33-3

Basic information

• Product Name: 4-ACETOXY-3,5-DIMETHOXYBENZALDEHYDE
• Synonyms: ACETYL SYRINGALDEHYDE;AKOS BBS-00003176;4-ACETOXY-3,5-DIMETHOXYBENZALDEHYDE;4-ACETYL SYRINGALDEHYDE;4-FORMYL-2,6-DIMETHOXYPHENYL ACETATE;O-Acetylsyringaldehyde;4-ACETOXY-3,5-DIMETHOXYBENZALDEHYDE 98%;3,5-Dimethoxy-4-acetoxybenzaldehyde
• CAS NO: 53669-33-3
• Molecular Formula: C₁₁H₁₂O₅
• Molecular Weight: 224.21
• Product Categories: Aromatic Aldehydes & Derivatives (substituted)
• Mol File: 53669-33-3.mol
• Article Data: 17

Chemical Properties

• Melting Point: 115-117 °C(lit.)
• Boiling Point: 307.9 °C at 760 mmHg
• Flash Point: 152.3 °C
• Appearance: /
• Density: 1.2 g/cm³
• Vapor Pressure: 0.000705mmHg at 25°C
• Refractive Index: 1.53
• Storage Temp.: Refrigerator, under inert atmosphere
• Solubility: Acetonitrile (Slightly), Chloroform (Slightly),Methanol (Slightly)
• CAS DataBase Reference: 4-ACETOXY-3,5-DIMETHOXYBENZALDEHYDE(CAS DataBase Reference)
• NIST Chemistry Reference: 4-ACETOXY-3,5-DIMETHOXYBENZALDEHYDE(53669-33-3)
• EPA Substance Registry System: 4-ACETOXY-3,5-DIMETHOXYBENZALDEHYDE(53669-33-3)

Safety Data

• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-36
• WGK Germany: 3
• Hazardous Substances Data: 53669-33-3(Hazardous Substances Data)

Usage

General Description

4-Acetoxy-3,5-dimethoxybenzaldehyde is an organic compound that belongs to the benzaldehyde family. It is a white solid that is commonly used in the synthesis of various pharmaceutical drugs and research chemicals. The chemical properties of 4-acetoxy-3,5-dimethoxybenzaldehyde make it suitable for use in the production of certain hallucinogenic substances and as an intermediate in the synthesis of other organic compounds. The compound is also known for its potential psychoactive effects, leading to its association with recreational drug use. However, its precise mechanism of action and pharmacological properties are not fully understood, necessitating further research into its potential uses and effects on the human body.

InChI:InChI=1/C11H12O5/c1-7(13)16-11-9(14-2)4-8(6-12)5-10(11)15-3/h4-6H,1-3H3

Upstream product

• 108-24-7 acetic anhydride 
• 134-96-3 syringic aldehyde 
• 572-09-8 2,3,4,6-tetra-O-acetyl-α-D-glucopyranosyl bromide 
• 3068-32-4 1-bromo-1-deoxy-2,3,4,6-tetra-O-acetyl-a-D-galactopyranoside 
• 14414-32-5 4,4'-hydrazine-1,2-diylidenebis(methan-1-yl-1-ylidene)bis(2,6-dimethoxyphenol) 
• 2973-76-4 5-bromo-4-hydroxy-3-methoxybenzaldehyde 
• 121-33-5 vanillin 
• 6318-20-3 O-acetylsyringic acid 
• 86-81-7 3,4,5-trimethoxy-benzaldehyde 
• 4753-07-5 2,3,6,2',3',4',6'-hepta-O-acetyl-α-D-maltosyl bromide 
• 24332-96-5 2,3,4-Tri-O-acetyl-α-L-fucopyranosyl chloride 
• 39657-47-1 O-acetylsyringic acid chloride 

Downstream Products

• 134-96-3 syringic aldehyde 
• 90985-68-5 (E)-4-acetoxy-3,5-dimethoxycinnamic acid 
• 115061-15-9 4-t-butyl 1-methyl (E)-2-(4-acetoxy-3,5-dimethoxyphenylmethylene)butadienoate 
• 71686-40-3 (E)-2,6-dimethoxy-4-(3-oxoprop-1-en-1-yl)phenyl acetate 
• 150614-67-8 4-(hydroxymethyl)-2,6-dimethoxyphenyl acetate 
• 54208-17-2 (E)-3-(4-Acetoxy-3,5-dimethoxy-phenyl)-2-(3,4-dimethoxy-phenyl)-acrylic acid 
• 878800-16-9 methyl 5-(4-Acetoxy-3,5-dimethoxyphenyl)-penta-2E,4E-dienoate 
• 154461-65-1 sinapyl aldehyde 4-O-β-D-glucopyranoside 
• 203179-62-8 3,5-dimethoxy-4-(tetra-O-acetyl-β-D-glucopyranosyloxy)-trans-cinnamaldehyde 
• 41628-47-1 ethyl (2E)-3-[4-hydroxy-3,5-bis(methyloxy)phenyl]-2-propenoate 

Relevant articles and documents

Bioactive constitutents from the stems of Annona montana.

Three structurally related acid amides, N-trans-feruloyltyramine (1), N-p-coumaroyltyramine (2), and N-trans-caffeoyltyramine (3), one lignan, (-)-syringaresinol (4), one aromatic aldehyde, syringaldehyde (5), and two steroids, beta-sitosterol and beta-si

Design, synthesis and antitumour and anti-angiogenesis evaluation of 22 moscatilin derivatives

Two series of moscatilin derivatives were designed, synthesized and evaluated as anti-tumor and anti-angiogenesis agents. Most of these compounds showed moderate-to-obvious cytotoxicity against five cancer cell lines (A549, HepG2, MDA-MB-231, MKN-45, HCT116). Among these cell lines, compounds had obvious effects on HCT116. Especially for 8Ae, the IC50 was low to 0.25 μM. 8Ae can inhibit the viability and induce the apoptosis of HCT116 cells but exhibit no cytotoxic activity in noncancerous NCM460 colon cells. 8Ae can also arrest the G2/M cell cycle in HCT116 cells by inhibiting the α-tubulin expression. Zebrafish bioassay-guided screen showed the 22 moscatilin derivatives had potent anti-angiogenic activities and compound 8Ae had better activities than positive compound. Molecular docking indicated 8Ae interacted with tubulin at the affinity of ?7.2 Kcal/mol. In conclusion, compound 8Ae was a potential antitumor and anti-angiogenesis candidate for further development.

Halogen or nitrogen-containing group substituted bibenzyl analog, preparation method and uses thereof

The present invention discloses a halogen or nitrogen-containing group substituted bibenzyl analog or a pharmaceutically acceptable salt, a hydrate thereof, wherein the halogen or nitrogen-containing group substituted bibenzyl analog is represented by a f