484-33-3

Basic information

• Product Name: PONGAMOL
• Synonyms: PONGAMOL;1-(4-METHOXY-5-BENZOFURANYL)-3-PHENYL-1,3-PROPANEDIONE;pongamiaextract,pongamol;pongamolfrompongamiaglabrafruits;1-(4-Methoxybenzofuran-5-yl)-3-phenyl-1,3-propanedione;1-(4-methoxybenzofuran-5-yl)-3-phenylpropane-1,3-dione;1-(4-methoxy-1-benzofuran-5-yl)-3-phenylpropane-1,3-dione
• CAS NO: 484-33-3
• Molecular Formula: C₁₈H₁₄O₄
• Molecular Weight: 294.3
• EINECS: 414-540-3
• Product Categories: Heterocycles
• Mol File: 484-33-3.mol

Chemical Properties

• Melting Point: 126-130 °C
• Boiling Point: 448.7 °C at 760 mmHg
• Flash Point: 218.7 °C
• Appearance: /
• Density: 1.236 g/cm3
• Vapor Pressure: 3.02E-10mmHg at 25°C
• Refractive Index: 1.646
• PKA: 6.86±0.23(Predicted)
• CAS DataBase Reference: PONGAMOL(CAS DataBase Reference)
• NIST Chemistry Reference: PONGAMOL(484-33-3)
• EPA Substance Registry System: PONGAMOL(484-33-3)

Safety Data

• Hazard Codes: N
• Statements: 50/53
• Safety Statements: 60-61
• RIDADR: UN 3077 9/PG 3
• WGK Germany: 2
• F: 10
• Hazardous Substances Data: 484-33-3(Hazardous Substances Data)

Usage

Uses

Used in Skincare Industry:
Pongamol is used as a protective agent for skin, primarily due to its ability to shield the skin from harmful UV radiation and environmental damage. Its antioxidant properties help in combating free radicals, thus preserving the skin's health and youthfulness.
Pongamol is also used as a therapeutic agent for treating various skin conditions such as acne, eczema, and psoriasis. Its anti-inflammatory and antimicrobial effects contribute to soothing inflammation and combating microbial infections associated with these conditions.
Used in Agricultural Industry:
Pongamol is used as a potential natural insecticide, leveraging its antimicrobial properties to deter or control pests, thereby reducing the need for chemical pesticides and promoting more sustainable agricultural practices.
Used in Pharmaceutical Industry:
Pongamol is used as a potential therapeutic agent in the treatment of certain types of cancer. Its multi-targeted approach to inhibiting cancer cell growth and proliferation suggests a promising role in oncology, possibly enhancing the effectiveness of existing cancer treatments or providing a natural alternative for cancer management.

InChI:InChI=1/C18H14O4/c1-21-18-13(7-8-17-14(18)9-10-22-17)16(20)11-15(19)12-5-3-2-4-6-12/h2-11,19H,1H3/b15-11-

Synthetic route

2-methoxy-furano<3',2':3,4>acetophenone (52055-86-4) + benzoyl chloride (98-88-4) → pongamol (484-33-3)

Conditions	Yield
Stage #1: 2-methoxy-furano<3',2':3,4>acetophenone With lithium hexamethyldisilazane In tetrahydrofuran at -78℃; Inert atmosphere; Stage #2: benzoyl chloride In tetrahydrofuran at 20℃; for 1h;	80%

methyl-4-methoxybenzofuran-5-carboxylate (75158-84-8) + acetophenone (98-86-2) → 4-methoxybenzofuran-5-carboxylic acid (116169-25-6) + pongamol (484-33-3)

Conditions	Yield
With diethyl ether; sodium amide

Upstream product

• 75158-84-8 methyl-4-methoxybenzofuran-5-carboxylate 
• 98-86-2 acetophenone 
• 52055-86-4 2-methoxy-furano<3',2':3,4>acetophenone 
• 98-88-4 benzoyl chloride 

Downstream Products

• 482-00-8 lanceolatin B 
• 1286238-21-8 3-(4-methoxybenzofuran-5-yl)-1,5-diphenyl-1H-pyrazole 
• 1286238-27-4 1-(2,4-dichlorophenyl)-3-(4-methoxybenzofuran-5-yl)-5-phenyl-1H-pyrazole 
• 1286238-30-9 1-(2,4-dimethylphenyl)-3-(4-methoxybenzofuran-5-yl)-5-phenyl-1H-pyrazole 
• 1286238-29-6 3-(4-methoxybenzofuran-5-yl)-5-phenyl-1-o-tolyl-1H-pyrazole 
• 1286238-26-3 1-(2,4-dinitrophenyl)-3-(4-methoxybenzofuran-5-yl)-5-phenyl-1H-pyrazole 
• 1286238-23-0 1-(2-fluorophenyl)-3-(4-methoxybenzofuran-5-yl)-5-phenyl-1H-pyrazole 
• 1286238-22-9 1-(3-fluorophenyl)-3-(4-methoxybenzofuran-5-yl)-5-phenyl-1H-pyrazole 
• 1286238-24-1 1-(4-fluorophenyl)-3-(4-methoxybenzofuran-5-yl)-5-phenyl-1H-pyrazole 
• 1286238-25-2 3-(4-methoxybenzofuran-5-yl)-1-(3-nitrophenyl)-5-phenyl-1H-pyrazole 
• 1286238-28-5 3-(4-methoxybenzofuran-5-yl)-1-(4-methoxyphenyl)-5-phenyl-1H-pyrazole 
• 864745-80-2 3-(4-methoxybenzofuran-5-yl)-5-phenylisoxazole 
• 101450-96-8 1-(4-methoxy-benzofuran-5-yl)-ethanone-(2,4-dinitro-phenylhydrazone) 
• 137028-84-3 4-[1-(2-Chloro-phenyl)-meth-(E)-ylidene]-3-(4-methoxy-benzofuran-5-yl)-5-phenyl-4H-pyrazole 

Relevant articles and documents

Preparation method and application of pongamol

The invention belongs to the field of medicinal chemistry, and relates to a preparation method and application of pongamol. The preparation method comprises the following steps: with 1,3-cyclohexanedione (6) as a starting raw material, carrying out a cyclization reaction to obtain 6,7-dihydro-4-(5H)-benzofuranone (7); carrying out acylation reaction on the compound (7) to obtain 5-acetyl-6,7-dihydro-4-(5H)-benzofuranone (8); carrying out dehydrogenation reaction on the compound (8) to obtain 1-(4-hydroxy-5-benzofuryl) ethyl ketone (3); carrying out methylation reaction on the compound (3) to obtain 1-(4-methoxy-5-benzofuryl) ethyl ketone (4); and condensing the compound (4) with benzoyl chloride to obtain the pongamol. According to the preparation method, the selected reagents are cheap and easy to obtain, the post-treatment method is simple, the reaction conditions are mild, and the product yield is high. Pharmacological activity experiments show that the synthesized compound has nerve injury resistance and anti-inflammatory activity, which means that the compound has a good application prospect in the field of treatment of nerve injury and inflammation related diseases.