152786-06-6

Basic information

• Product Name: 1-phenyl-3-dimethylamino-1,2,3,4-tetrahydronaphthalene
• Synonyms: 1-phenyl-3-dimethylamino-1,2,3,4-tetrahydronaphthalene
• CAS NO: 152786-06-6
• Molecular Formula: C18H21 N
• Molecular Weight: 251.37
• Mol File: 152786-06-6.mol

Chemical Properties

• Boiling Point: 367.1°Cat760mmHg
• Flash Point: 158.4°C
• Appearance: /
• Density: 1.06g/cm³
• Vapor Pressure: 1.4E-05mmHg at 25°C
• Refractive Index: 1.599
• CAS DataBase Reference: 1-phenyl-3-dimethylamino-1,2,3,4-tetrahydronaphthalene(CAS DataBase Reference)
• NIST Chemistry Reference: 1-phenyl-3-dimethylamino-1,2,3,4-tetrahydronaphthalene(152786-06-6)
• EPA Substance Registry System: 1-phenyl-3-dimethylamino-1,2,3,4-tetrahydronaphthalene(152786-06-6)

Safety Data

• Hazardous Substances Data: 152786-06-6(Hazardous Substances Data)

Usage

Physical properties

Clear, colorless liquid with a faint odor.

Main function

Constricts blood vessels in the eyes, providing relief from redness and irritation.

Mechanism of action

Stimulates alpha-adrenergic receptors in the smooth muscle of blood vessels, causing them to constrict and reducing blood flow.

Common uses

Found in over-the-counter eye drops and nasal decongestants.

Additional use

May be used in nasal decongestants to reduce swelling and congestion in nasal passages.

Caution

Products containing 1-phenyl-3-dimethylamino-1,2,3,4-tetrahydronaphthalene should be used as directed to avoid potential side effects such as rebound redness and irritation.

InChI:InChI=1/C18H21N/c1-19(2)16-12-15-10-6-7-11-17(15)18(13-16)14-8-4-3-5-9-14/h3-11,16,18H,12-13H2,1-2H3

Upstream product

• 50-00-0 formaldehyd 
• 150576-70-8 (-)-trans-1-phenyl-3-amino-1,2,3,4-tetrahydronaphthalene 
• 1187323-16-5 cis-(2R,4R)-4-phenyltetral-2-yl tosylate 
• 124-40-3 dimethyl amine 

Downstream Products

• 1182226-36-3 (+/-)-cis-H₂-PAT hydrochloride 

Relevant articles and documents

New approach to 4-phenyl-β-aminotetralin from 4-(3-halophenyl)tetralen-2-ol phenylacetate

Mixed trifluoroacetyl phenylacetyl anhydride and 3-halostyrenes (fluoro, chloro, and bromo) or vinylcycloalkanes (cyclohexyl and cyclooctyl), undergo cascade Friedel-Crafts cycli-acylalkylation, enolization, and O-acylation to give 4-substituted tetralen-

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Conformation by NMR of two tetralin-based receptor ligands

The conformation in solution of 1-phenyl-3-propionamido-1,2,3,4-tetrahydronaphthalene and 1-phenyl-3-(N,N-dimethylamino)-1,2,3,4-tetrahydronaphthalene has been determined by a combination of nuclear magnetic resonance measurements and molecular mechanics

1-phenyl-3-dimethylamino-1,2,3,4-tetrahydronaphthalene (H2-PAT): Effect of stereochemistry on binding and function at brain histamine receptors

We report the synthesis, separation, receptor binding, and functional effects on mammalian brain dopamine synthesis of the isomers of 1-phenyl-3- dimethylamino-1,2,3,4-tetrahydronaphthalene (1-phenyl-3-aminotetralin, H2- PAT). The trans-(1R,3S)-(-)-H2-PAT isomer has highest affinity (K0.5 ~ 0.3 and 1.4 nM, respectively) and the cis-(1R,3R)-(+) isomer has lowest affinity (K0.5 ~ 70 and 340 nM, respectively) at histamine H1-type receptors labeled by [3H]-trans(-)-H2-PAT and [3H]-mepyramine in guinea pig brain. In general, our results suggest that stereochemistry at C1 and especially C3 is critically important for affinity of PAT and other diarylaminopropane-containing molecules at histamine H1-type receptors. At 1.0 μM, the two H2-PAT diastereomeric pairs and the racemates stimulate dopamine synthesis by activation of tyrosine hydroxylase to a similar extent (ca. 120% of control). These results are discussed in light of recent findings that [3H]-trans(-)-H2-PAT may radiolabel a presynaptic subpopulation of histamine H1-type receptors in mammalian forebrain.

Synthesis and Pharmacological Evaluation of 1-Phenyl-3-amino-1,2,3,4-tetrahydronaphthalenes as Ligands for a Novel Receptor with ?-like Neuromodulatory Activity

Certain novel 1-phenyl-3-amino-1,2,3,4-tetrahydronaphthalenes (1-phenyl-3-aminotetralins, PATs) produced stimulation (ca. 30percent above basal levels) of tyrosine hydroxylase (TH) activity at 0.1 μM concentrations in rodent brain tissue. This effect on T