41790-33-4

Usage

Uses

Used in Pharmaceutical Industry:
2-(Chloromethyl)-6-methoxynaphthalene is used as a chemical intermediate for the synthesis of various pharmaceuticals. Its reactivity and aromatic properties allow for the creation of complex molecules that can be utilized in the development of new drugs.
Used in Agrochemical Industry:
In the agrochemical sector, 2-(Chloromethyl)-6-methoxynaphthalene is employed as a building block in the production of agrochemicals. Its versatility in forming different chemical structures contributes to the development of effective crop protection products.
Used in Dye Industry:
2-(Chloromethyl)-6-methoxynaphthalene is used as a precursor in the synthesis of dyes. Its aromatic nature lends itself to the creation of vibrant and stable colorants for various applications.
Used in Research and Development:
2-(chloromethyl)-6-methoxynaphthalene is also used as a research tool in the development of new chemical structures. Its reactivity and the ability to form a wide range of derivatives make it an essential component in the exploration of novel chemical entities.
It is crucial to handle 2-(chloromethyl)-6-methoxynaphthalene with caution due to its potentially hazardous nature, ensuring safety in industrial and research applications.

Upstream product

• 60200-44-4 2-chloro-6-hydroxymethylnaphthalene 
• 26386-94-7 2-methyl-6-methoxynaphthalene 
• 3453-33-6 6-methoxynaphthalene-2-carbaldehyde 
• 42036-59-9 2-acetyl-6-chloronaphthalene 
• 5043-02-7 6-methoxy-2-naphthoic acid methyl ester 
• 6297-10-5 ethyl 6-methoxy-2-naphthoate 
• 78112-30-8 6-methoxy-3,4-dihydronaphthalene-2-carboxylic acid 
• 5042-97-7 6-chloronaphthalene-2-carboxylic acid 
• 5042-96-6 methyl 6-chloro-2-naphtoate 
• 5111-65-9 2-Bromo-6-methoxynaphthalene 
• 2471-70-7 2-methoxy-6-naphthoic acid 
• 200875-37-2 2-bromo-6-isopropoxynaphthalene 
• 15231-91-1 6-bromo-naphthalen-2-ol 
• 60201-22-1 (6-methoxy-2-naphthyl)methanol 

Downstream Products

• 88411-92-1 1-benzhydryl-4-(6-methoxy-2-naphthyl)methylpiperazine hydrochloride 
• 88285-49-8 1-benzhydryl-4-(6-methoxy-2-naphthyl)methylpiperazine 
• 71056-96-7 2-(6-methoxynaphthalen-2-yl)acetonitrile 
• 23981-48-8 methyl 6-methoxy-2-naphthylacetate 
• 60201-22-1 (6-methoxy-2-naphthyl)methanol 

Relevant academic research and scientific papers

CATECHOL O-METHYLTRANSFERASE ACTIVITY INHIBITING COMPOUNDS

Compounds of formula (I), wherein R1 is as defined in the claims, exhibit COMT enzyme inhibiting activity and are thus useful as COMT inhibitors.

Design, synthesis, and antitumor activity of new bis-aminomethylnaphthalenes

A new series of bis-aminomethylnaphthalenes were synthesized in satisfactory overall yield, through a simple synthetic strategy using reductive amination. The DNA binding properties of these compounds have been examined and compared to those of reference drugs using an UV spectroscopy method. The compounds were evaluated for their in vitro anticancer activity and some of them were studied in vivo. Compound 15 exhibited remarkable antitumor activity and represents a novel template for anticancer chemotherapy and can serve as a new lead compound.

Synthesis and fluoride-induced chemiluminescent decomposition of bicyclic dioxetanes substituted with a 2-hydroxynaphthyl group

Five bicyclic dioxetanes bearing a 2-hydroxynaphthyl group, 1aA-1eA, were synthesized and their chemiluminescent decomposition was examined by the use of tetrabutylammonium fluoride (TBAF) as a base in DMSO. It was found that these dioxetanes hold completely the 'odd/even' relationship between the substitution pattern of hydroxy as a trigger on the naphthalene ring and their chemiluminescent efficiency, and that dioxetane 1aA exhibited chemiluminescence with the highest efficiency among those for the oxynaphthyl-substituted dioxetanes hitherto known. The significant change in chemiluminescent efficiency depending on the substitution pattern was clarified to be attributed to the marked change in singlet-chemiexcitation efficiency for charge-transfer-induced chemiluminescence (CTICL) of 1aA-1eA. In respect of the rate of CTICL-decomposition, 'odd/even' relationship was observed for 1aA-1dA.

C17,20-lyase inhibitors. Part 2: Design, synthesis and structure-activity relationships of (2-naphthylmethyl)-1H-imidazoles as novel C17,20-lyase inhibitors

A series of 1- and 4-(2-naphthylmethyl)-1H-imidazoles (3 and 4) has been synthesized and evaluated as C17,20-lyase inhibitors. Several 6-methoxynaphthyl derivatives showed potent C17,20-lyase inhibition, suppression of testosterone biosynthesis in rats and reduction in the weight of prostate and seminal vesicles in rats, whereas most of these compounds increased the liver weight after consecutive administrations. The effect on the liver weight was removed by incorporation of a hydroxy group and an isopropyl group at the methylene bridge, as seen in (S)-28d and (S)-42. Selectivity for C 17,20-lyase over 11β-hydroxylase is also discussed, and (S)-42 was found to be a more than 260-fold selective inhibitor. Furthermore, (S)-42 showed a potent suppression of testosterone biosynthesis after a single oral administration in monkeys. These data suggest that (S)-42 may be a promising agent for the treatment of androgen-dependent prostate cancer.

Antihyperglycemic Activity of Novel Naphthalenyl 3H-1,2,3,5-Oxathiadiazole 2-Oxides

A series of naphthalenyl 3H-1,2,3,5-oxathiadiazole 2-oxides was prepared and tested for antihyperglycemic activity in the db/db mouse, a model for type 2 (non-insulin dependent) diabetes mellitus.Substitution at the 1-,5-, or 8-positions of the naphthalene ring with a halogen was found to be beneficial to antihyperglycemic activity. 4--3H-1,2,3,5-oxathiadiazole 2-oxide (45), one of the most potent compounds in this series, was selected for further pharmacological evaluation.

Analogues of clofibrate and clobuzarit containing fluorine in the side chains

A series of analogues of clofibrate and 2-[4-(4-chlorophenyl)phenylmethoxy]-2-methylpropionic acid (clobuzarit) has been prepared by replacing the methyl groups by trifluoromethyl groups and changing the aromatic moiety. The activity of these compounds has been assayed on the plasma levels of cholesterol, Total Esterified Fatty Acids (T.E.F.A.) and fibrinogen in rats. It appears that derivatives of the first series which contain only one trifluoromethyl group are hypocholesterolaemic and that many mono- of bis- trifluoromethyl derivatives of the second series lower the levels of both cholesterol and T.E.F.A. in contrast to clobuzarit.

Synthesis and biological activities of 3-aminomethyl-1,2-dihydronaphthalene derivatives

A series of 3-aminomethyl-1,2-dihydronaphthalene derivatives was prepared from the corresponding 3,4-dihydro-1(2H)-naphthalenone derivatives in three steps, namely the Mannich reaction, reduction of the carbonyl group with sodium borohydride, and dehydrat

Fluorinated compounds as therapeutics

Derivatives of 2-hydroxy-3,3,3-trifluoro-2-(alkyl or trifluoromethyl)propionic acid bearing a phenyl or naphthyl group linked to the 2-hydroxy group either directly or via an intermediate methylene group. The compounds reduce the concentrations of cholesterol, total esterified fatty acids or fibrinogen in the blood plasma of test animals and some compounds show anti-arthritic properties.

Substituted aryloxy-3,3,3-trifluoro-2-propionic acids, esters and salts thereof

Derivatives of 2-hydroxy-3,3,3-trifluoro-2-(alkyl or trifluoromethyl)propionic acid bearing a phenyl or naphthyl group linked to the 2-hydroxy group either directly or via an intermediate methylene group. The compounds reduce the concentrations of cholesterol, total esterified fatty acids or fibrinogen in the blood plasma of test animals and some compounds show anti-arthritic properties.