22273-47-8

Usage

Category

Organic compound

Structure

A derivative of naphthalene with two hydroxyl groups (-OH) at positions 5 and 6, and a methyl group (-CH3) at position 2

Synthetic form

Vitamin K

Usage

Nutritional supplement in animal feed

Function

Essential for the synthesis of proteins involved in blood clotting and bone metabolism

Toxicity

Excessive intake can cause toxicity and liver damage

Applications

Production of pharmaceuticals and as a precursor for the synthesis of other vitamin K compounds

Upstream product

• 99316-36-6 5,8-Dimethoxy-6-methyl-1,2-naphthochinon 
• 481-42-5 5-hydroxy-2-methyl-1,4-naphthoquinone 
• 89475-09-2 5-Benzyloxy-8-chlor-1,4-dimethoxy-2-methylnaphthalin 
• 99316-35-5 5,8-Dimethoxy-6-methyl-1-naphthol 

Downstream Products

• 99316-39-9 6-Benzyloxy-5-hydroxy-2-methyl-1,4-naphthochinon 
• 99316-41-3 5,6-Dibenzyloxy-2-methyl-1,4-naphthochinon 
• 7539-90-4 6-hydroxy-5-methoxy-2-methyl-1,4-naphthoquinone 
• 99316-40-2 6-Benzyloxy-5-methoxy-2-methyl-1,4-naphthochinon 

Relevant academic research and scientific papers

Preparation of naphthoquinone derivatives from plumbagin and their ichthyotoxicity

Various naphthoquinone derivatives were prepared from a natural product, 5-hydroxy-2-methyl-1,4-naphthoquinone (plumbagin); these were mostly substituted at C-3 through carbon-carbon bond formation mediated by a metal- based oxidant such as lead tetraacetate in the presence of various carboxylic acids. The halogenated compounds showed stronger ichthyotoxicity than plumbagin, but other derivatives were less active.

Dimeric Naphthoquinones, XV. Syntheses of Diomelquinone A and its Dimer, 7,7'-Dihydroxy-8,8'-dimethoxy-3,3'-dimethyl-2,2'-bi-1,4-naphthoquinone

Diomelquinone A (3b) and its dimer 3a are synthesized starting from 8-chloroplumbagin (4a) or juglone (2a); the ortho-quinones 7a and 11a are intermediates.