| Identification | More | [Name]
2,4,5-Trimethoxybenzaldehyde | [CAS]
4460-86-0 | [Synonyms]
2,4,5-TRIMETHOXYBENZALDEHYDE
3,4,6-trimethoxybenzaldehyde
AKOS BBS-00003175
ASARALDEHYDE
ASARONALDEHYDE
2,4,5-trimethoxybenzaldehdye
2,4,5-Trimethoxy-benzaldehyd
2,4,5-Trimethoxybenzaldheyde
Asarylaldehyde
Azarylaldehyde
Gazarin
NCI-C61632
2,4,5-trimethyl ether
2,4,5-Trimethoxy
2.4.5-TRIMOTHOXYBENZALDEHYDE
2,4,5-TRIMETHOXYBENZALDEHYDE 98+% (GC)
Benzaldehyde, 2,4,5-trimethoxy- | [EINECS(EC#)]
224-713-3 | [Molecular Formula]
C10H12O4 | [MDL Number]
MFCD00003312 | [Molecular Weight]
196.2 | [MOL File]
4460-86-0.mol |
| Chemical Properties | Back Directory | [Appearance]
white to light beige fine crystalline powder | [Melting point ]
112-114 °C (lit.) | [Boiling point ]
140°C 4mm | [density ]
1.2166 (rough estimate) | [refractive index ]
1.5550 (estimate) | [Fp ]
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 | [InChI]
1S/C10H12O4/c1-12-8-5-10(14-3)9(13-2)4-7(8)6-11/h4-6H,1-3H3 | [InChIKey]
IAJBQAYHSQIQRE-UHFFFAOYSA-N | [SMILES]
[H]C(=O)c1cc(OC)c(OC)cc1OC | [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]
4460-86-0(EPA Substance) |
| Safety Data | Back Directory | [Hazard Codes ]
C | [Risk Statements ]
R36/37/38:Irritating to eyes, respiratory system and skin .
R34:Causes burns. | [Safety Statements ]
S22:Do not breathe dust .
S24/25:Avoid contact with skin and eyes .
S45:In case of accident or if you feel unwell, seek medical advice immediately (show label where possible) .
S36/37/39:Wear suitable protective clothing, gloves and eye/face protection .
S27:Take off immediately all contaminated clothing .
S26:In case of contact with eyes, rinse immediately with plenty of water and seek medical advice . | [WGK Germany ]
3
| [RTECS ]
CU8460000
| [TSCA ]
Yes | [HS Code ]
29124900 | [Storage Class]
11 - Combustible Solids | [Hazard Classifications]
Acute Tox. 4 Oral | [Hazardous Substances Data]
4460-86-0(Hazardous Substances Data) |
| Hazard Information | Back Directory | [General Description]
Beige powder. | [Reactivity Profile]
2,4,5-TRIMETHOXYBENZALDEHYDE(4460-86-0) is light sensitive. . | [Air & Water Reactions]
Insoluble in water. | [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 this chemical are not available, but 2,4,5-TRIMETHOXYBENZALDEHYDE is probably combustible. | [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]
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. | [Uses]
A selective Cox-2 inhibitor. | [Uses]
fly attractant | [Definition]
ChEBI: 2,4,5-trimethoxybenzaldehyde is a carbonyl compound. | [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. | [storage]
Store at -20°C |
| Spectrum Detail | Back Directory | [Spectrum Detail]
2,4,5-Trimethoxybenzaldehyde(4460-86-0)MS
2,4,5-Trimethoxybenzaldehyde(4460-86-0)1HNMR
2,4,5-Trimethoxybenzaldehyde(4460-86-0)13CNMR
2,4,5-Trimethoxybenzaldehyde(4460-86-0)IR1
2,4,5-Trimethoxybenzaldehyde(4460-86-0)IR2
2,4,5-Trimethoxybenzaldehyde(4460-86-0)Raman
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