2,4,5-Trimethoxybenzaldehyde Chemical Properties

Melting point:

112-114 °C (lit.)

Boiling point:

140°C 4mm

Density 

1.2166 (rough estimate)

refractive index 

1.5550 (estimate)

Flash point:

140°C/4mm subl.

storage temp. 

Keep in dark place,Sealed in dry,Room Temperature

solubility 

Chloroform (Slightly), Ethyl Acetate (Slightly), Methanol (Slightly)

form 

Fine Crystalline Powder

color 

White to light beige

Water Solubility 

<0.1 g/100 mL at 22 ºC

Sensitive 

Air Sensitive

BRN 

1951403

InChIKey

IAJBQAYHSQIQRE-UHFFFAOYSA-N

LogP

1.634 (est)

CAS DataBase Reference

4460-86-0(CAS DataBase Reference)

NIST Chemistry Reference

Benzaldehyde, 2,4,5-trimethoxy-(4460-86-0)

EPA Substance Registry System

2,4,5-Trimethoxybenzaldehyde (4460-86-0)

Safety Information

Hazard Codes 

C

Risk Statements 

36/37/38-34

Safety Statements 

22-24/25-45-36/37/39-27-26

WGK Germany 

3

RTECS 

CU8460000

TSCA 

Yes

HS Code 

29124990

Hazardous Substances Data

4460-86-0(Hazardous Substances Data)

MSDS

• Language:English Provider:3,4,6-Trimethoxybenzaldehyde
• Language:English Provider:ACROS
• Language:English Provider:SigmaAldrich
• Language:English Provider:ALFA

2,4,5-Trimethoxybenzaldehyde Usage And Synthesis

Description

2,4,5-Trimethoxybenzaldehyde (2,4,5-TMBA) is a natural cyclooxygenase-2 (COX-2) activity inhibitor that is present in carrot seeds (Daucus carota L.) and can be synthesised using Indonesia Sweet Flag (Acorus calamus) as a raw material. 2,4,5-TMBA may serve as a synthetic intermediate component for various pharmaceuticals. In addition, 2,4,5-TMBA is also considered a candidate drug for oral non-steroidal anti-inflammatory drugs (NSAIDs)^[1].
[1] LERRICK R I. Synthesis of Nonsteroidal Anti-Inflammatory Drug (NSAID) 2,4,5-Trimethoxybenzaldehyde from Indonesian Calamus oil and Its In Silico Pharmacokinetic Study[J]. Canadian Journal of Chemistry, 2022, 20 1. DOI:10.1139/cjc-2022-0121.

Chemical Properties

white to light beige fine crystalline powder

Uses

fly attractant

Uses

A selective Cox-2 inhibitor.

Uses

2,4,5-Trimethoxybenzaldehyde is used in the synthesis of stilbene and hydrostibene derivatives as potential anticancer agents, inhibiting tubulin. Also used in the synthesis of HIV-RT inhibitors.

Definition

ChEBI: 2,4,5-trimethoxybenzaldehyde is a carbonyl compound.

General Description

Beige powder.

Air & Water Reactions

Insoluble in water.

Reactivity Profile

2,4,5-Trimethoxybenzaldehyde is light sensitive. .

Health Hazard

SYMPTOMS: Symptoms of exposure to related compounds are skin and gastrointestinal tract irritation, sensitization, blistering, nausea, vomiting, diarrhea, urinary tract irritation, initial excitement, convulsions and central nervous system depression.

Fire Hazard

Flash point data for 2,4,5-Trimethoxybenzaldehyde are not available, but 2,4,5-Trimethoxybenzaldehyde is probably combustible.

Biological Activity

2,4,5-Trimethoxybenzaldehyde (2,4,5-TMBA) is a bitter principle present in plant seeds, leaves, and roots. 2,4,5-TMBA exhibits anti-inflammatory, anti-adipogenic, and immunomodulatory activities. 2,4,5-TMBA has significant inhibitory effects on COX-2 activity. COX-2 not only plays a crucial role in inflammatory reactions, but also participates in the adipogenesis of 3T3-L1 cells via its derivative 15-deoxy-D12,14 prostaglandin (PG)J2 (15d-PGJ2). Studies indicate that 2,4,5-TMBA further inhibits lipogenesis and promotes lipolysis in 3T3-L1 adipocytes. This is closely associated with 2,4,5-TMBA's downregulation of proteins critical for adipogenesis, including CCAAT/enhancer-binding proteins (C/EBP) α, β, δ, peroxisome proliferator-activated receptor (PPAR)γ2, acyl-CoA carboxylase (ACC), fatty acid synthase (FAS), and perilipin A in preadipocytes. In addition, carrot seed extracts rich in 2,4,5-TMBA exhibit immunomodulatory activity.

2,4,5-Trimethoxybenzaldehyde(4460-86-0)Related Product Information

• Trimethyl phosphite
• Mesitaldehyde
• 3-(Trifluoromethyl)benzaldehyde
• Benzaldehyde
• p-Anisaldehyde
• 3-Methoxybenzaldehyde
• o-Anisaldehyde
• 2-(Trifluoromethyl)benzaldehyde
• (Trifluoromethoxy)benzene
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• 3,4,5-TRIMETHOXYBENZALDEHYDE (TMBA),3,4,5-TRIMETHOXYBENZALDEHYDE pure,3,4,5-Trimethoxybenzaldehyde,~98%,3,4,5-TRIMETHOXYBENZALDEHYDE
• 2,4,6-Trimethoxybenzaldehyde98%,2,4,6-TRIMETHOXYBENZALDEHYDE
• 3',5-DIHYDROXY-4',6,7-TRIMETHOXYFLAVONE
• SCUTELLAREIN TETRAMETHYL ETHER
• 2,3,4-Trimethoxybenzaldehyde