3880-77-1

Basic information

• Product Name: 8-METHOXY-2-AMINOTETRALIN
• Synonyms: 2-Naphthalenamine, 1,2,3,4-tetrahydro-8-methoxy-;8-Methoxy-2-aminotetralin hydrochloride
• CAS NO: 3880-77-1
• Molecular Formula: C₁₁H₁₅NO
• Molecular Weight: 177.24
• Mol File: 3880-77-1.mol

Chemical Properties

• Boiling Point: 309.1°Cat760mmHg
• Flash Point: 147.4°C
• Appearance: /
• Density: 1.056g/cm³
• Vapor Pressure: 0.001mmHg at 25°C
• Refractive Index: 1.548
• PKA: 10.22±0.20(Predicted)
• CAS DataBase Reference: 8-METHOXY-2-AMINOTETRALIN(CAS DataBase Reference)
• NIST Chemistry Reference: 8-METHOXY-2-AMINOTETRALIN(3880-77-1)
• EPA Substance Registry System: 8-METHOXY-2-AMINOTETRALIN(3880-77-1)

Safety Data

• Hazardous Substances Data: 3880-77-1(Hazardous Substances Data)

Usage

Uses

Used in Neuroscience Research:
8-METHOXY-2-AMINOTETRALIN is used as a selective ligand for different dopamine receptor subtypes, aiding in the study of the central nervous system and the modulation of dopamine levels in the brain. Its application is crucial for understanding the mechanisms of action of dopamine and its influence on various brain-related conditions.
Used in Pharmaceutical Development:
In the pharmaceutical industry, 8-METHOXY-2-AMINOTETRALIN is utilized for its potential therapeutic applications in the development of treatments for neurological disorders and psychiatric conditions. Its ability to modulate dopamine levels makes it a promising candidate for drugs targeting conditions influenced by dopamine dysregulation.
Used in Diagnostic Tools:
8-METHOXY-2-AMINOTETRALIN can be employed as a diagnostic tool in the medical field to identify and study the presence and function of dopamine receptor subtypes. This can help in the early detection and monitoring of diseases associated with dopamine imbalances.
Used in Academic Research:
In academic settings, 8-METHOXY-2-AMINOTETRALIN serves as a valuable research compound for exploring the intricate relationships between neurotransmitters, brain function, and behavior. It contributes to the advancement of knowledge in neurobiology and the development of novel therapeutic strategies.

InChI:InChI=1/C11H15NO/c1-13-11-4-2-3-8-5-6-9(12)7-10(8)11/h2-4,9H,5-7,12H2,1H3

Upstream product

• 5309-19-3 8-methoxy-2-tetralone 
• 3880-73-7 8-(methyloxy)-3,4-dihydro-2(1H)-naphthalenone oxime 
• 81185-19-5 N-benzyl-8-methoxy-1,2,3,4-tetrahydronaphthalen-2-amine 
• 575-38-2 1,7-Dihydroxynaphthalene 
• 5309-18-2 1,7-dimethoxynaphthalene 
• 6342-77-4 2-methoxy-benzenepropanoic acid 
• 1011-54-7 2-methoxycinnamic acid 
• 22955-75-5 3-(2-methoxyphenyl)propionyl chloride 
• 90266-01-6 1-diazo-4-(2'-methoxyphenyl)butan-2-one 
• 135-02-4 ortho-anisaldehyde 
• 121-44-8 triethylamine 

Downstream Products

• 80270-68-4 N-(1,2,3,4-tetrahydro,8-methoxy-2-naphthalenyl)-acetamide 
• 114665-52-0 7-Benzenesulphonylamino-1-methoxy-5,6,7,8-tetra-hydronaphthalene 
• 81998-18-7 1,2,3,4-tetrahydro-8-methoxy-5-(methylthio)-2-naphthalenamine 
• 80270-70-8 1,2,3,4-tetrahydro-8-methoxy-N-ethyl-5-(phenylthio)-2-naphthalenamine hydrochloride 
• 80270-83-3 N-<1,2,3,4-tetrahydro-8-methoxy-5-(phenylthio)-2-naphthalenyl>acetamide 

Relevant articles and documents

Synthesis and antifungal activities of novel 2-aminotetralin derivatives

Novel 2-aminotetralin derivatives were synthesized as antifungal agents. The 2-aminotetralin scaffold was chemically designed to mimic the tetrahydroisoquinoline ring of the lead molecule described before. Their antifungal activities were evaluated in vitro by measuring the minimal inhibitory concentrations (MICs). Compounds 10a, 12a, 12c, 13b, and 13d are more potent than fluconazole against seven testing human fungal pathogens. Compound 10b exhibits much higher antifungal activities against all of the four fluconazole-resistant clinic Candida albicans strains than the control drugs including amphotericin B, terbinafine, ketoconazole, and itraconazole. The mode of action of some compounds to the potential receptor lanosterol 14α-demethylase (CYP51) was investigated by molecular docking. The studies presented here provide a new structural type for the development of novel antifungal compounds. Furthermore, 10b was evaluated in vivo by a rat vaginal candidiasis model, and it was found that 10b significantly decreases the number of fungal colony counts.

Enantioselection of amines using homocarbonates with hydrolase

Racemic amines are enzymically converted by enantioselective carbamation to produce to chiral carbamates. Simple homocarbonates employed as substrates. The chiral carbamates may then be deprotected to yield the original amine in a chiral form. Alternatively, the chiral carbamates may be reduced so as to produce methylated chiral amines.

2-Amido-8-methoxytetralins: A Series of Nonindolic Melatonin-like Agents

A series of unsubstituted and methoxy-substituted 2-amidotetralins (4a-q) was prepared and evaluated for their ability to complete for 2-iodomelatonin binding to chicken retinal membranes and for their potency to inhibit the calcium-dependent release of dopamine from rabbit retina.The lead compound, 2-acetamido-8-methoxytetralin (4j), showed a moderate affinity (Ki = 46 nM) and potency (IC50 = 1.4 nM) at the melatonin receptor.The structural requirements necessary for optimal agonistic activity at the melatonin receptor are as follows.First, the amido group, which should have a small, nonbranched alkyl group, is essential for affinity, and second, the methoxy substituent at the 8-position of the 2-amidotetralin ring is essential for optimal agonistic activity at the melatonin receptor.We concluded that this series of unsubstituted and methoxy-substituted 2-amidotetralins constitutes a class of nonindolic melatonin-like agents that can be used as pharmacological tools to further characterize melatonin receptors and to elucidate the mode of action of melatonin.

Conformationally Restricted and Conformationally Defined Tyramine Analogues as Inhibitors of Phenylethanolamine N-Methyltransferase

In a search for a selective inhibitor for the epinephrine synthesizing enzyme phenylethanolamine N-methyltransferase (PNMT; EC 2.1.1.28), phenolic 2-aminotetralins (12-15 as conformationally restricted analogues of tyramine) and phenolic benzobicyclo3.2.

2-(Alkylamino)tetralin Derivatives: Interaction with 5-HT1A Serotonin Binding Sites

8-Hydroxy-2-(di-n-propylamino)tetralin (8-OH-DPAT) is a selective 5-HT1A serotonin agonist.Derivatives of 8-OH-DPAT with amine substituents larger or more bulky than n-propyl appear to be inactive in a presynaptic biochemical assay measuring ag

α-Adrenergic Agents. 2. Synthesis and α1-Agonist Activity of 2-Aminotetralins

Substituted 2-aminotetralins are potent, selective, direct-acting agonists as postjunctional α1 receptors.Within this series, substituent alterations on the ring, as well as on the nitrogen, change the potency of compounds by over three orders