3187-58-4

Basic information

• Product Name: METHYL ORSELLINATE
• Synonyms: Orsellinic acid methyl;6-Methyl-β-resorcylic acid methyl;Methyl o-orsellinate;o-Orsellinic acid methyl
• CAS NO: 3187-58-4
• Molecular Formula: C₉H₁₀O₄
• Molecular Weight: 182.18
• Product Categories: Aromatic Esters
• Mol File: 3187-58-4.mol
• Article Data: 49

Chemical Properties

• Melting Point: 141-142℃
• Boiling Point: 339℃
• Flash Point: 138℃
• Appearance: /
• Density: 1.296
• Vapor Pressure: 4.8E-05mmHg at 25°C
• Refractive Index: 1.578
• Storage Temp.: 2-8°C
• PKA: 8.27±0.23(Predicted)
• CAS DataBase Reference: METHYL ORSELLINATE(CAS DataBase Reference)
• NIST Chemistry Reference: METHYL ORSELLINATE(3187-58-4)
• EPA Substance Registry System: METHYL ORSELLINATE(3187-58-4)

Safety Data

• Hazardous Substances Data: 3187-58-4(Hazardous Substances Data)

Usage

Uses

Methyl 2,4-Dihydroxy-6-methylbenzoate is a useful synthetic intermediate in the synthesis of Grifolic Acid (G786500); a selective partial GPR120 agonist. Grifolic Acid induces ERK and [Ca2+]i responses in cells expressing GPR120, but has no effects on those expressing GPR40.

InChI:InChI=1/C9H10O4/c1-5-3-6(10)4-7(11)8(5)9(12)13-2/h3-4,10-11H,1-2H3

Upstream product

• 186581-53-3 diazomethane 
• 60-29-7 diethyl ether 
• 480-64-8 orsellinic acid 
• 67-56-1 methanol 
• 480-56-8 lecanoric acid 
• 30666-92-3 umbilicaric acid 
• 548-89-0 gyrophoric acid 
• 106-99-0 buta-1,3-diene 
• 860752-66-5 2,4-bis-methoxycarbonyloxy-6-methyl-benzoic acid 
• 74-88-4 methyl iodide 
• 105-45-3 acetoacetic acid methyl ester 
• 61996-35-8 2-[(N-acetyl-N-methyl)amino]pyridine 
• 29736-80-9 3,5-dioxohexanoic acid methyl ester 
• 127-19-5 N,N-dimethyl acetamide 

Downstream Products

• 520-43-4 2-hydroxy-4-methoxy-6-methyl-benzoic acid methyl ester 
• 34874-90-3 methyl haematommate 
• 64400-53-9 methyl isohaematommate 
• 715-33-3 methyl 2,4-dihydroxy-3,5-dibromo-6-methylbenzoate 
• 19104-05-3 3,4,6-trihydroxy-2-methyl-benzoic acid methyl ester 
• 715-34-4 methyl 3,5-dichloro-2,4-dihydroxy-6-methylbenzoate 
• 856176-93-7 2-hydroxy-6-methyl-4-(toluene-4-sulfonyloxy)-benzoic acid methyl ester 
• 34874-77-6 methyl 3,5-diformyl-2,4-dihydroxy-6-methylbenzoate 
• 80145-01-3 methyl 4-O-benzyl-2-O-methyllecanorate 
• 130998-50-4 2-Hydroxy-6-methyl-4-((3R,4S,5R,6R)-3,4,5-tris-benzyloxy-6-benzyloxymethyl-tetrahydro-pyran-2-yloxy)-benzoic acid methyl ester 
• 118607-91-3 potassium methyl orsenillate 
• 82752-88-3 methyl 2,4-bis(methoxymethoxy)-6-methylbenzoate 
• 6110-37-8 methyl 2,4-dimethoxy-6-methylbenzoate 
• 300719-64-6 Methyl 2-hydroxy-4-[13C]methoxy-6-methylbenzoate 

Relevant articles and documents

Chemical Studies on the Lichen. I. The Structure of Isolecanoric Acid, a New ortho-Depside Isolated from Parmelia tinctorum Despr.

A new ortho-depside, isolecanoric acid was isolated from Parmelia tinctorum Despr. and 2-(2,4-dihydroxy-6-methylbenzoyloxy)-4-hydroxy-6-methylbenzoic acid was assigned to this substance from studies on the hydrolysis products and from analyses of the 1H and 13C NMR spectra.This substance is the first ortho-depside isolated from the genus Lichen.

CANNABIDIOL-TYPE CANNABINOID COMPOUND

The present invention relates to a cannabidiol (CBD) type cannabinoid compound for use as a medicament. The CBD-type cannabinoid, cannabidiol-C1 (CBD-C1), is a naturally occurring cannabinoid that can be found in minor quantities in the cannabis plant. Furthermore, the 5 cannabinoid can be produced by synthetic means and a method for the production of CBD-C1 is described herein. In addition, disclosed herein are data which demonstrate the efficacy of CBD-C1 in models of disease.

Biomimetic synthesis and anti-inflammatory evaluation of violacin A analogues

Violacin A, a chromanone derivative, isolated from a fermentation broth of Streptomyces violaceoruber, has excellent anti-inflammatory potential. Herein, a biogenetically modeled approach to synthesize violacin A and twenty-five analogues was described, which involved the preparation of aromatic polyketide precursor through Claisen condensation and its spontaneous cyclization. The inhibitory effect on nitric oxide (NO) production of all synthetic molecules was evaluated by lipopolysaccharide (LPS)-induced Raw264.7 cells. The results revealed that introduction of aliphatic amine moieties on C-7 obviously improved the anti-inflammation effect of violacin A, and also the aromatic ether instead of ketone group at side chain was favorable to increase the activity. Among them, analogue 7a and 16d were screened as the most effective anti-inflammatory candidates. Molecular mechanism research revealed that 7a and 16d acquired anti-inflammatory ability due to the inhibition of NF-κB signaling pathway.