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1,2,4-Trimethoxybenzene

CAT: 0804-HY-W017087Size: 1 EachDry Ice: NoHazardous: No
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Description
1,2,4-Trimethoxybenzene is an orally active NLRP3 selective inhibitor. 1,2,4-Trimethoxybenzene can markedly suppress Nigericin or ATP (HY-B2176) -induced NLRP3 inflammasome activation, thus decreasing caspase-1 activation and IL-1β secretion. 1,2,4-Trimethoxybenzene specifically inhibits the activation of NLRP3 inflammasome without affecting absent in melanoma 2 (AIM2) inflammasome activation. 1,2,4-Trimethoxybenzene inhibits oligomerization of the apoptosis-associated speck-like protein containing a CARD (ASC) and protein-protein interaction between NLRP3 and ASC, thus blocking NLRP3 inflammasome assembly. 1,2,4-Trimethoxybenzene can be used for the study of experimental autoimmune encephalomyelitis (EAE), multiple sclerosis, and type 2 diabetes[1][2][3].
CAS Number
135-77-3
UNSPSC
12352005
Hazard Statement
H302, H315, H319, H335
Target
Caspase; Interleukin Related; NOD-like Receptor (NLR)
Related Pathways
Apoptosis; Immunology/Inflammation
Field of Research
Infection; Metabolic Disease
Purity
98.43
Smiles
COC(C(OC)=C1)=CC=C1OC
Molecular Formula
C9H12O3
Molecular Weight
168.19
Precautions
H302, H315, H319, H335
References & Citations
[1]Pan RY, et al. 1,2,4-Trimethoxybenzene selectively inhibits NLRP3 inflammasome activation and attenuates experimental autoimmune encephalomyelitis. Acta Pharmacol Sin. 2021 Nov;42 (11) :1769-1779. doi: 10.1038/s41401-021-00613-8IF: 8.4 Q1 . Epub 2021 Feb 24. Erratum in: Acta Pharmacol Sin. 2022 Feb;43 (2) :504.|[2]Zhang Y, et al. 1,2,4-Trimethoxybenzene ameliorates depression-like behaviors by inhibiting the activation of NLRP3 inflammasome. Int Immunopharmacol. 2025 Apr 4;151:114361.|[3]Zhong P, et al. 1,2,4-Trimethoxybenzene alleviates cognitive dysfunction in type 2 diabetes model rats by inhibiting NLRP3 inflammasome and restoring gut microbiota disorders. Biochem Pharmacol. 2025 Dec;242 (Pt 4) :117409.
Shipping Conditions
Room Temperature
Storage Conditions
Store at room temperature 3 years
Scientific Category
Reference compound2
Clinical Information
No Development Reported
Isoform
Caspase 1; IL-1; NLRP3

Chemical Information

1,2,4-Trimethoxybenzene

1,2,4-Trimethoxybenzene is a member of methoxybenzenes.

CAS Number135-77-3
PubChem CID67284
IUPAC Name1,2,4-trimethoxybenzene
Molecular FormulaC9H12O3
Molecular Weight168.19
XLogP2.1
Topological Polar Surface Area27.7
Hydrogen Bond Donor Count0
Hydrogen Bond Acceptor Count3
Rotatable Bond Count3
Heavy Atom Count12
Formal Charge0
Complexity127
SMILES
COC1=CC(=C(C=C1)OC)OC
InChI
InChI=1S/C9H12O3/c1-10-7-4-5-8(11-2)9(6-7)12-3/h4-6H,1-3H3
InChIKey
AGIQIOSHSMJYJP-UHFFFAOYSA-N
Chemical Structure
2D Structure
2D structure of 1,2,4-Trimethoxybenzene
CAS: 135-77-3
CID: 67284
Formula: C9H12O3
MW: 168.19
Interactive 3D Structure
Loading 3D structure...
View on PubChemRaw 3D data
Computed Properties
PropertyValue
Molecular Weight168.19
XLogP32.1
Hydrogen Bond Donor Count0
Hydrogen Bond Acceptor Count3
Rotatable Bond Count3
Exact Mass168.078644241
Monoisotopic Mass168.078644241
Topological Polar Surface Area27.7 Ų
Heavy Atom Count12
Formal Charge0
Complexity127
Isotope Atom Count0
Defined Atom Stereocenter Count0
Undefined Atom Stereocenter Count0
Defined Bond Stereocenter Count0
Undefined Bond Stereocenter Count0
Covalently-Bonded Unit Count1
Compound Is CanonicalizedYes

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