5780-07-4

Basic information

• Product Name: MYRISTICIN ALDEHYDE
• Synonyms: 5-METHOXYPIPERONAL;3-METHOXY-4,5-METHYLENEDIOXYBENZALDEHYDE;3-METHOXYPIPERONAL;MYRISTICIN ALDEHYDE;1,3-Benzodioxole-5-carboxaldehyde, 7-methoxy-;7-Methoxy-1,3-benzodioxole-5-carbaldehyde;7-methoxy-3-benzodioxole-5-carboxaldehyde;7-methoxy-1,3-benzodioxole-5-carboxaldehyde
• CAS NO: 5780-07-4
• Molecular Formula: C₉H₈O₄
• Molecular Weight: 180.16
• EINECS: 227-304-8
• Product Categories: Aromatic Aldehydes & Derivatives (substituted)
• Mol File: 5780-07-4.mol
• Article Data: 32

Chemical Properties

• Melting Point: 130-132°C
• Boiling Point: 303.2 °C at 760 mmHg
• Flash Point: 134.7 °C
• Appearance: /
• Density: 1.321 g/cm³
• Vapor Pressure: 0.000943mmHg at 25°C
• Refractive Index: 1.587
• Storage Temp.: Inert atmosphere,Room Temperature
• Water Solubility: Insoluble in water.
• Sensitive: Air Sensitive
• BRN: 384077
• CAS DataBase Reference: MYRISTICIN ALDEHYDE(CAS DataBase Reference)
• NIST Chemistry Reference: MYRISTICIN ALDEHYDE(5780-07-4)
• EPA Substance Registry System: MYRISTICIN ALDEHYDE(5780-07-4)

Safety Data

• Statements: 36/37/38
• Safety Statements: 26-36/37/39
• TSCA: Yes
• HazardClass: IRRITANT
• Hazardous Substances Data: 5780-07-4(Hazardous Substances Data)

Usage

Uses

5-Methoxypiperonal is used in the synthesis of oxazole combretastatin A-4 analogs showing anti-tumor activity. It is also used in the synthesis of endothelin-A antagonist ABT-546, and further in the synthesis of antidepressant rolipram.

InChI:InChI=1/C9H8O4/c1-11-7-2-6(4-10)3-8-9(7)13-5-12-8/h2-4H,5H2,1H3

Upstream product

• 67-56-1 methanol 
• 3934-87-0 5-hydroxyvanillin 
• 20757-83-9 [1,3,5,7,2,6]tetroxadithiocane 2,2,6,6-tetraoxide 
• 65144-13-0 4-bromo-7-methoxybenzo[d][1,3]dioxole-5-carbaldehyde 
• 75-09-2 dichloromethane 
• 22934-59-4 (7-methoxybenzo[d][1,3]dioxol-5-yl)methanol 
• 121974-58-1 3-methoxy-4,5-methylenedioxybenzoic acid hydrazide 
• 487-62-7 isomyristicin 
• 607-91-0 myristicin 
• 2973-76-4 5-bromo-4-hydroxy-3-methoxybenzaldehyde 
• 121-33-5 vanillin 
• 108853-30-1 n-butyl 3-methoxy-4,5-methylenedioxybenzoate 
• 108853-29-8 n-butyl 3,4-dihydroxy-5-methoxybenzoate 
• 1083-41-6 n-butyl gallate 

Downstream Products

• 15896-78-3 (E)-4-methoxy-6-(2-nitrovinyl)benzo[d][1,3]dioxole 
• 41514-66-3 (E)-3-(7-methoxybenzo[d][1,3]dioxol-5-yl)acrylic acid 
• 526-34-1 5-methoxy-3,4-methylenedioxybenzoic acid 
• 17055-07-1 1-<3-methoxy-4,5-(methylenedioxy)phenyl>-2-nitropropene 
• 96909-07-8 3-(7-Methoxy-benzo[1,3]dioxol-5-yl)-2-methyl-oxirane-2-carboxylic acid methyl ester 
• 161906-44-1 (R)-(E)-3-(3,4,5-trimethoxybenzyl)-2-(3,4-methylenedioxy-5-methoxy)butyrolactone 
• 111394-44-6 3'-hydroxy-4,5-methylenedioxy-3,4'-dimethoxy-(Z)-stilbene 
• 111394-53-7 3'-hydroxy-3,4-methylenedioxy-4',5-dimethoxy-(E)-stilbene 
• 127974-64-5 5--1-methoxy-2,3-(methylenedioxy)benzene 
• 22934-59-4 (7-methoxybenzo[d][1,3]dioxol-5-yl)methanol 

Relevant articles and documents

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Synthesis and anti-proliferative activities of 5,6,7-trimethoxyflavones and their derivatives

A series of 5,6,7-trimethoxyflavones 1a-1g and their derivatives 2a-2g, 3a-3d, 4 and 5, including the natural products 5,6,7-trimethoxy-4’-hydroxyflavone (1a), 5,6,7,3’,4’ -pentamethoxyflavone (sinensetin, 1 b), 5,6,7-trimethoxy-3’,4’-methyl enedioxy flavone (1c), 5,6,7,3’-tetramethoxy-4,5’-methylenedioxyflavone (1e), 5,6,7, 3’,4’,5’-hextamethoxyflavone (1 g), 5-hydroxy-3,4,2’,3’,4’-pentamethoxy chal-cone (2 b), 5,4’-dihydroxy-6,7-dimethoxy flavone (cirsimaritin, 3a) and 5-hydroxy-6,7,3’, 4’-tetramethoxyflavone (5-demethylsinensetin, 3 b), 3,5,6,7,3’,4’-hexamethoxyflavone (3-methoxysinensetin, 4) and 5’-hydroxy-3,6,7,3’,4’-pentamethoxyflavone (5) were synthesized. Their anti-proliferative activity in?vitro was evaluated against a panel of four human cancer cell lines (Aspc-1, HCT-116, HepG-2 and SUN-5) by the CTG assay. The results showed that most of the synthetic compounds exhibited moderate to high anti-proliferative activities. In particular, compound 3c possess IC50 (5.30 μM) values below 10 μM against Aspc-1 cells and are worthy of further investigation.

An Acid-Catalyzed Epoxide Ring-Opening/Transesterification Cascade Cyclization to Diastereoselective Syntheses of (±)-β-Noscapine and (±)-β-Hydrastine

An acid-catalyzed stereoselective epoxide ring-opening/intramolecular transesterification cascade cyclization reaction and N-Boc deprotection was found to be a successful strategy to construct the phthalide tetrahydroisoquinoline skeleton in one pot. Based on this strategy, the unified and highly diastereoselective routes for the total syntheses of (±)-β-Noscapine and (±)-β-Hydrastine were exploited.