(R) -2-Amino-7-Hydroxyltetralin
As a derivative of tetrahydronaphthalene, the molecule contains both amino and hydroxyl functional groups and has a chiral center. Its (R) configuration is the active conformation of the compound, possessing specific stereochemical characteristics.
Product Details
| CAS No | 85951-60-6 |
| Molecular formula | C10H13NO |
| Assay | 98% |
| Packing | Bag |
| Appearance | Solid |
| Standard | According to customer requirements |
product advantages
•Dual Functional Groups for Versatile Modification: The presence of both amino (-NH₂) and hydroxyl (-OH) groups in its molecular structure enables a wide range of chemical modifications, such as acylation, alkylation, and esterification. This versatility allows researchers to tailor its structure for developing novel derivatives with optimized pharmacological properties.
•Potent and Selective Target Binding: It acts as a selective agonist for dopamine receptors (particularly D2 and D3 subtypes), showing high affinity for these targets. This selectivity minimizes off-target effects, making it an ideal tool for studying the physiological and pathological roles of dopamine receptors.
•Well-Characterized Physicochemical Properties: With a known melting point (143-151°C), specific optical rotation ([α]₂⁰ᴰ +85° to +95° in methanol), and solubility in polar solvents (e.g., methanol), it offers reproducible performance in experimental settings, reducing variability in research results.
product applications
1. Pharmaceutical R&D
•Neurological Disease Research: It is widely used in preclinical studies of neurodegenerative diseases such as Parkinson’s disease. By activating dopamine receptors, it helps alleviate motor deficits associated with dopamine depletion, serving as a lead compound for developing new therapeutic agents for Parkinson's and other dopamine-related disorders.
•Psychopharmacology Studies: Given its interaction with dopamine receptors (key regulators of mood, motivation, and reward), it is employed to investigate the mechanisms underlying psychiatric conditions like schizophrenia, depression, and addiction. It aids in evaluating the efficacy of potential drugs targeting the dopamine system.
•Drug Candidate Optimization: Its structural scaffold (2-aminotetralin derivative) is a privileged structure in drug discovery. Researchers modify its functional groups to enhance potency, improve pharmacokinetics (e.g., bioavailability, metabolic stability), and reduce toxicity, accelerating the development of clinically viable drugs.
2. Chemical Research
•Chiral Synthesis and Catalysis: As a chiral amine with a well-defined configuration, it is used as a chiral building block in asymmetric synthesis. It facilitates the preparation of other chiral compounds, including pharmaceuticals and agrochemicals, by inducing stereoselectivity in reactions like hydrogenation and nucleophilic addition.
•Structure-Activity Relationship (SAR) Studies: It serves as a reference compound for SAR analysis in the development of dopamine receptor ligands. By comparing the biological activity of its derivatives with that of R-2AHT, researchers can identify structural features critical for target binding and activity, guiding the design of more effective compounds.
3. Biomedical Research
•Receptor Pharmacology Tools: It is an essential tool for validating dopamine receptor subtypes in vitro (e.g., cell-based assays) and in vivo (e.g., animal models). It helps characterize receptor expression, signaling pathways, and ligand-receptor interactions, advancing our understanding of dopamine biology.
•Neuropharmacology Assays: It is used in high-throughput screening (HTS) assays to identify new compounds that modulate dopamine receptor activity. Its consistent performance and known activity make it a reliable positive control in HTS campaigns for drug discovery.
FAQ
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