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
• Article Data: 7

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

General Description

8-METHOXY-2-AMINOTETRALIN is a chemical compound with the molecular formula C11H15NO and a molar mass of 177.24 g/mol. It is a derivative of the neurotransmitter dopamine and is used in scientific research as a selective ligand for different dopamine receptor subtypes. This chemical is known for its potential effects on the central nervous system and its role in modulating dopamine levels in the brain. Its structure consists of a tetralin core with a methoxy group and an amino group, and it has been studied for its potential therapeutic applications in neurological disorders and psychiatric conditions. Overall, 8-METHOXY-2-AMINOTETRALIN is a significant compound in the field of neuroscience research and has potential implications for understanding and treating various brain-related conditions.

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

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.

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.

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