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4460-86-0

2,4,5-Trimethoxybenzaldehyde

CAS: 4460-86-0

Molecular Formula: C10H12O4

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4460-86-0 - Names and Identifiers

Name 2,4,5-Trimethoxybenzaldehyde
Synonyms Gazarin
NCI-C61632
ASARALDEHYDE
ASARONALDEHYDE
Asarylaldehyde
Azarylaldehyde
2,4,5-trimethyl ether
2,4,5-TRIMETHOXYBENZALDEHYDE
2,4,5-Trimethoxybenzaldehyde
CAS 4460-86-0
EINECS 224-713-3
InChI InChI=1/C10H12O4/c1-12-8-5-10(14-3)9(13-2)4-7(8)6-11/h4-6H,1-3H3
InChIKey IAJBQAYHSQIQRE-UHFFFAOYSA-N

4460-86-0 - Physico-chemical Properties

Molecular FormulaC10H12O4
Molar Mass196.2
Density1.2166 (rough estimate)
Melting Point112-114 °C (lit.)
Boling Point140°C 4mm
Flash Point140°C/4mm subl.
Water Solubility<0.1 g/100 mL at 22 ºC
Solubility Water solubility <0.1g/100 mL (22°C)
Vapor Presure0.000125mmHg at 25°C
AppearanceWhite-like crystal
ColorWhite to light beige
BRN1951403
Storage ConditionKeep in dark place,Sealed in dry,Room Temperature
SensitiveAir Sensitive
Refractive Index1.5550 (estimate)
MDLMFCD00003312
Physical and Chemical PropertiesOff-white crystals. Melting point 109-112 °c.
UseUsed as a pharmaceutical intermediate for the preparation of asarone
In vitro studyAsaraldehyde production is abundant, but not at all in its liquid medium as well as in its natural host, C. kanehirae wood. If cultured with acid-digested sawdust or vanillin from C. kanehirae wood, Asaraldehyde was produced in its medium. 100 mg/ml Asaraldehyde showed 3.32% prostaglandin H endoperoxide synthase -1 (COX-1) inhibitory activity, 52.69% of prostaglandin H endoperoxide synthase -2 (COX-2) inhibitory activity. 100 µg/mL of Asaraldehyde tended to inhibit the COX-2 enzyme. The inhibition ratio of Asaraldehyde to COX-2/COX-1 was 17.68 at 100 µg/mL compared to control. Asaraldehyde down-regulates the expression of C/EBPβ, C/ebpδ and C/EBPα, and inhibits the expression of PPARγ1, PPARγ2 and acetyl-coenzyme A carboxylase (ACC).

4460-86-0 - Risk and Safety

Hazard SymbolsC - Corrosive
Corrosive
Risk CodesR36/37/38 - Irritating to eyes, respiratory system and skin.
R34 - Causes burns
Safety DescriptionS22 - 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 the label whenever 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 Germany3
RTECSCU8460000
TSCAYes
HS Code29124990

4460-86-0 - Upstream Downstream Industry

Raw Materials1,4-Benzoquinone

4460-86-0 - Reference

Reference
Show more
1. Dong Xiaoke, Liu Jinmin, Li Zhonghao, Yuan Siyuan, Wang Kaiyue, Li Lili, Zheng xiangchun. Study on the main blood components and pharmacokinetics of chaibei Zhixian decoction in rats [J]. Global Journal of Traditional Chinese Medicine, 2021,14(03):377-383.

4460-86-0 - Reference Information

NIST chemical information Information provided by: webbook.nist.gov (external link)
EPA chemical information Information provided by: ofmpub.epa.gov (external link)
overview 2,4, 5-trimethoxybenzaldehyde is mainly used to prepare asarone. Alpha-asarone mainly exists in the volatile oil of natural products such as Acorus calamus. It has sedative, hypnotic and antibacterial effects. It is clinically used for the treatment of chronic bronchitis, epilepsy, coma and other mental diseases. Since the 1960s, the extraction, synthesis, pharmacology, toxicology and clinic of α-asarone monomer, an effective component of Acorus plants, have been extensively studied at home and abroad, and significant progress has been made.
biological activity Asaraldehyde (Asaronaldehyde) is a natural COX-2 inhibitor, which is 17 times more selective than COX-1.
TargetValue
use used for content determination/identification/pharmacological experiments, etc.
Used as a pharmaceutical intermediate to prepare asarone
toxic substance data information provided by: pubchem.ncbi.nlm.nih.gov (external link)
Last Update：2024-04-09 20:52:54
4460-86-0
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View History
4460-86-0
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Raw Materials for 4460-86-0
1,4-Benzoquinone
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