3-Methylflavone-8-carboxylic acid

Base Information

• Chemical Name: 3-Methylflavone-8-carboxylic acid
• CAS No.: 3468-01-7
• Molecular Formula: C17H12O4
• Molecular Weight: 280.28
• Hs Code.: 2932996560
• European Community (EC) Number: 222-425-2
• UNII: O8RCM70C48
• DSSTox Substance ID: DTXSID00188231
• Nikkaji Number: J120.469F
• Wikidata: Q27130916
• Metabolomics Workbench ID: 72176
• ChEMBL ID: CHEMBL1615
• Mol file: 3468-01-7.mol

Synonyms:3-methylflavone-8-carboxylic acid

Chemical Property of 3-Methylflavone-8-carboxylic acid

Chemical Property:

• Appearance/Colour: White crystalline solid
• Vapor Pressure: 3.2E-10mmHg at 25°C
• Melting Point: 234-236 °C
• Refractive Index: 1.642
• Boiling Point: 485.1 °C at 760 mmHg
• PKA: 2.85±0.40(Predicted)
• Flash Point: 183.3 °C
• PSA: 67.51000
• Density: 1.336 g/cm³
• LogP: 3.46660
• Storage Temp.: Refrigerator
• Solubility.: DMSO (Slightly), Methanol (Slightly)
• XLogP3: 3.4
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 2
• Exact Mass: 280.07355886
• Heavy Atom Count: 21
• Complexity: 473

Purity/Quality:

99%, ^*data from raw suppliers

3-Methylflavone-8-carboxylic Acid ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-36

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1=C(OC2=C(C1=O)C=CC=C2C(=O)O)C3=CC=CC=C3
• Uses: The main active metabolite of Flavoxate hydrochloride (FX) in human.

Technology Process of 3-Methylflavone-8-carboxylic acid

There total 9 articles about 3-Methylflavone-8-carboxylic acid which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 88.0%

methyl 2-benzoyloxy-3-propionylbenzoate → 3-methylflavone-8-carboxylic acid (3468-01-7)

Guidance literature:

methyl 2-benzoyloxy-3-propionylbenzoate; With aluminum oxide; at 165 ℃; for 4h;

With sodium hydroxide; In methanol; water; at 75 - 80 ℃; for 1.5h; Temperature;

Reference yield: 85.0%

8-formyl-3-methyl-4-oxo-2-phenyl-4H-1-benzopyran (103085-54-7) → 3-methylflavone-8-carboxylic acid (3468-01-7)

Guidance literature:

With dihydrogen peroxide; In butanone; at 90 - 95 ℃; for 44h;

DOI:10.1246/bcsj.58.2361

Reference yield:

flavoxate hydrochloride (3717-88-2) → 3-methylflavone-8-carboxylic acid (3468-01-7)

Guidance literature:

flavoxate hydrochloride; With sodium hydroxide; for 3h; Reflux;

With hydrogenchloride; water;

DOI:10.1016/j.saa.2014.06.058

upstream raw materials:

8-formyl-3-methyl-4-oxo-2-phenyl-4H-1-benzopyran

3-methyl-2-phenyl-8-(1-propenyl)-4H-1-benzopyran-4-one

8-(1,2-epoxypropyl)-3-methyl-2-phenyl-4H-1-benzopyran-4-one

8-(1,2-dihydroxypropyl)-3-methyl-2-phenyl-4H-1-benzopyran-4-one

Downstream raw materials:

flavoxate hydrochloride

N-[(2-Dimethylamino-1-methyl)ethyl]-3-methylflavone-8-carboxamide

Refernces

• 1、 -. "Preparation method for synthesizing flavoxate hydrochloride intermediate (3-methylflavone-8-carboxylic acid)". . . Retrieved 2020/06/05.
• 2、 Uneyama, Kenji,Masatsugu, Yosinori,Torii, Sigeru. "Electrochemical Epoxidation and Carbon-Carbon Bond Cleavage for the Preparation of 3-Methyl-4-oxo-2-phenyl-4H-1-benzopyran-8-carboxylic Acid from 3-Methyl-2-phenyl-8-(1-propenyl)-4H-1-benzopyran-4-one". . p. 2361 - 2365. Retrieved 2007/10/02.