7353-59-5

Usage

Chemical class

Tetralin ketones

Synonym

DMTM

Physical state

Yellowish liquid

Molar mass

203.28 g/mol

Applications

Organic synthesis, drug research, pharmaceuticals and bioactive compounds development, chemical reactions reagent, and intermediate in compound production

Safety concerns

Potential health hazards and environmental risks, proper handling and safety measures required

InChI:InChI=1/C13H17NO/c1-14(2)9-11-8-7-10-5-3-4-6-12(10)13(11)15/h3-6,11H,7-9H2,1-2H3

Upstream product

• 50-00-0 formaldehyd 
• 506-59-2 N,N-dimethylammonium chloride 
• 529-34-0 3,4-dihydronaphthalene-1(2H)-one 
• 7007-34-3 1-(3,4-dihydro-1-naphthalenyl)pyrrolidine 
• 30354-18-8 N,N-dimethyl(methylene)ammonium chloride 
• 30931-91-0 N,N-dimethylmethyleneammonium tetrachloroaluminate 
• 646-06-0 1,3-DIOXOLANE 
• 124-40-3 dimethyl amine 

Downstream Products

• 579490-30-5 2-[4-(2-benzhydryloxy-ethyl)-piperazin-1-ylmethyl]-3,4-dihydro-2H-naphthalen-1-one 
• 579490-32-7 2-(4-{2-[bis-(4-fluoro-phenyl)-methoxy]-ethyl}-piperazin-1-ylmethyl)-3,4-dihydro-2H-naphthalen-1-one 
• 125101-74-8 2,2-dibenzyloxy-1,9,10,10a-tetrahydro-3(2H)-phenanthrenone 
• 391652-92-9 E-(2RS)-[1-(2-Methoxybenzylidene)-1,2,3,4-tetrahydro-naphth-2-ylmethyl]-dimethylamine hydrochloride 
• 54669-72-6 2-(2-oxo-2-phenylethyl)-3,4-dihydronaphthalen-1(2H)-one 

Relevant academic research and scientific papers

Synthesis and appetite suppressant activity of 1-aryloxy-2-substituted aminomethyltetrahydronaphthalenes as conformationally rigid analogues of fluoxetine

Several 1-aryloxy-2-substituted aminomethyltetrahydronaphthalenes (7-21) as conformationally rigid analogues of fluoxetine were synthesized and evaluated for their anorexigenic and antidepressant activities. For SAR studies the related acyclic analogues (

Further exploration of 1-{2-[Bis-(4-fluorophenyl)methoxy]ethyl}piperazine (GBR 12909): Role of N-aromatic, N-heteroaromatic, and 3-oxygenated N-phenylpropyl substituents on affinity for the dopamine and serotonin transporter

A series of N-aromatic, N-heteroaromatic, and oxygenated N-phenylpropyl derivatives of 1-(2-benzhydryloxyethyl)-piperazine and 1-{2-[bis-(4-fluorophenyl)methoxy]ethyl}piperazine, analogues of GBR 12909 (1a) and 12935 (1b), was synthesized and examined for their dopamine (DAT) and serotonin (SERT) transporter binding properties. One of these compounds, racemic 3-[4-(2-benzhydryloxyethyl)piperazin-1-yl]-1-(3-fluorophenyl)-propan-1-ol (33), had DAT affinity as good as, or better than, GBR 12909 and 12935, and was more selective for DAT over SERT than the GBR compounds. Both trans- (43) and cis- (47) (±)-2-(4-{2-[bis-(4-fluorophenyl)-methoxy]ethyl}piperazin-1- ylmethyl)-6-methoxy-1,2,3,4-tetrahydronaphthalen-1-ol had relatively good SERT selectivity and, as well, showed high affinity for SERT.

Substituted amino compounds and their use as substances having an analgesic effect

Substituted amino compounds of general formula (I) are described, as are a method of preparing them and their use as drugs, especially as analgesics.

A synthetic approach to benanomicin A. 1. Synthesis of 5,6-dihydrobenzo[a] naphthacenequinone

5,6-Dihydrobenzo[a] naphthacenequinone has been constructed by DIELS-ALDER reaction of an outer-ring diene with a naphthoquinone regioselectively. Similarly, the 14-hydroxy-5,6-dihydrobenzo[a] naphthacenequinone has also been synthesized via the reaction of vinylketene acetal with naphthoquinone.

A modified Mannich reaction using 1,3-dioxolane

Mannich reaction of ketones using 1,3-dioxolane instead of formaldehyde, paraformaldehyde, or 1,3,5-trioxane afforded the corresponding Mannich bases in high yields. Under the same conditions the aminomethylation of aromatics did not proceed but the intramolecular aminomethylation, like a Pictet-Spengler type reaction, proceeded smoothly.

Intramolecular photocyclizations of amino ketones to form fused and bridged bicyclic amines

The irradiation of cyclic aminoketones produces bicyclic amines derived from intramolecular electron transfer followed by cyclization.

α-Aminoalkylation of Enamines with Iminiumtetrachloro-aluminates

We report the use of iminiumtetrachloro-aluminates 1a, 2a, and 3a in Mannich reactions.These salts are easily synthesized and offer some important advantages compared to iminium salts 1b-e. - Keywords: Iminiumtetrachloro-aluminates, Preformed Mannich Salts, α-Aminoalkylation, Enamines

Nitrones and Oxaziridines. XXXI. Synthesis of Some Bicyclic 1-Pyrroline 1-Oxides

The bicyclic 1-pyrroline 1-oxides (10), (11) and (13) have been prepared by reductive cyclization of the respective γ-nitro ketones (3), (4) and (6).Reduction of nitro ketone (2a) gave the unstable nitrone (7), which underwent dimerization to compound (8)

Analgesic and tranquilizing activity of 5,8 disubstituted 1 tetralone Mannich bases

5,8-Disubstituted 1-tetralone Mannich bases represent semirigid variants of classical (i.e., chlorpromazine) neuroleptic agents. 8-Chloro-5-methoxy-2- morpholinomethyl-1-tetralone exhibits neuroleptic potency in the thiothixene range in animal models. Of greater potential interest, however, is the analgesic potency of the 8-chloro-5-methoxy-2-pyrrolidinomethyl analogue which was in the morphine range. This compound did not induce tolerance nor was its activity reversed by naloxone. Structure-activity relationships of the series are discussed.