71043-64-6

Usage

Chemical structure

A synthetic musk compound with a 1,2-dihydroquinoline core structure, featuring trimethyl groups at the 2,2, and 4 positions.

Appearance

White to pale yellow solid.

Odor

Sweet and floral, with a slight fruity note.

Common uses

As a fragrance ingredient in various consumer products such as perfumes, colognes, soaps, and lotions.

Fragrance characteristics

Adds a warm, powdery, and long-lasting musk-like scent to the final product.

Industrial applications

Used in the formulation of household and industrial products for its masking and odor-masking properties, as well as its ability to impart a pleasant fragrance.

Environmental concerns

Potential health and environmental impacts due to its persistence and bioaccumulation in the environment.

Upstream product

• 72107-05-2 2,2,4-trimethyl-6-hydroxy-1,2-dihydroquinoline 
• 75-36-5 acetyl chloride 

Relevant academic research and scientific papers

Compounds for treating peripheral; neuropathies and other neurodegenerative; disorders

Compounds and methods for treating or preventing a neurodegenerative disease, disorder or condition associated with the overall activity of hsp90 but not with the ATPase activity of hsp90, including peripheral neuropathy, such as peripheral neuropathy caused by chemotherapy or diabetes, disorders 5 of the central nervous system, such as Alzheimer's disease and Parkinsons disease, and motor neuron diseases, such as amyotrophic lateral sclerosis (ALS), in a subject are provided.

Antitrypanosomal activity of 1,2-dihydroquinolin-6-ols and their ester derivatives

The current chemotherapy for second stage human African trypanosomiasis is unsatisfactory. A synthetic optimization study based on the lead antitrypanosomal compound 1,2-dihydro-2,2,4-trimethylquinolin-6-yl 3,5-dimethoxybenzoate (TDR20364, 1a) was undertaken in an attempt to discover new trypanocides with potent in vivo activity. While 6-ether derivatives were less active than the lead compound, several N1-substituted derivatives displayed nanomolar IC50 values against T. b. rhodesiense STIB900 in vitro, with selectivity indexes up to > 18000. 1-Benzyl-1,2-dihydro-2,2,4- trimethylquinolin-6-yl acetate (10a) displayed an IC50 value of 0.014 μM against these parasites and a selectivity index of 1700. Intraperitoneal administration of 10a at 50 (mg/kg)/day for 4 days caused a promising prolongation of lifespan in T. b. brucei STIB795-infected mice (>14 days vs 7.75 days for untreated controls). Reactive oxygen species were produced when T. b. brucei were exposed to 10a in vitro, implicating oxidative stress in the trypanocidal mode of action of these 1,2-dihydroquinoline derivatives.