32820-10-3

Basic information

• Product Name: 1-Hydroxy-7-Methoxy-1,2,3,4-tetrahydronaphthalene
• Synonyms: 1-Hydroxy-7-Methoxy-1,2,3,4-tetrahydronaphthalene;(RS)-1-Hydroxy-7-methoxytetralin;7-Methoxy-1-tetralol;7-Methoxy-alpha-tetralol;AgoMelatine IMp.I;AgoMelatine IMpurity A;7-METHOXY-1,2,3,4-TETRAHYDRONAPHTHALEN-1-OL;The dimer agomelatine 1
• CAS NO: 32820-10-3
• Molecular Formula: C₁₁H₁₄O₂
• Molecular Weight: 178.22766
• Mol File: 32820-10-3.mol
• Article Data: 30

Chemical Properties

• Melting Point: 38.0-39.0 °C
• Boiling Point: 164-166 °C(Press: 10 Torr)
• Appearance: /
• Density: 1.133
• PKA: 14.41±0.20(Predicted)
• CAS DataBase Reference: 1-Hydroxy-7-Methoxy-1,2,3,4-tetrahydronaphthalene(CAS DataBase Reference)
• NIST Chemistry Reference: 1-Hydroxy-7-Methoxy-1,2,3,4-tetrahydronaphthalene(32820-10-3)
• EPA Substance Registry System: 1-Hydroxy-7-Methoxy-1,2,3,4-tetrahydronaphthalene(32820-10-3)

Safety Data

• Hazardous Substances Data: 32820-10-3(Hazardous Substances Data)

Usage

Uses

7-Methoxy-1-tetralol, is an intermediate that can be used for the synthesis of dimeric 1,2,3,4-Tetrahydro-naphthalenylamine and Indan-1-ylamine derivatives with mast cell-stabilising and anti-allergic activity.

Upstream product

• 6836-19-7 7-Methoxy-1-tetralone 
• 1068-55-9 isopropylmagnesium chloride 
• 6836-18-6 4-(4-methoxyphenyl) butanoyl chloride 
• 1190118-13-8 C₁₆H₂₂O₃ 
• 3536-96-7 vinylmagnesium chloride 
• 75-91-2 tert.-butylhydroperoxide 
• 1730-48-9 6-methoxy-1,2,3,4-tetrahydronaphthalene 

Downstream Products

• 6836-19-7 7-Methoxy-1-tetralone 
• 182965-69-1 (+)-(S)-7-Methoxy-1-tetralol 
• 1730-48-9 6-methoxy-1,2,3,4-tetrahydronaphthalene 
• 124049-62-3 2-Benzyl-7-methoxy-3,4-dihydro-2H-naphthalen-1-one 
• 85858-95-3 7-methoxy-1,2,3,4-tetrahydronaphthalene-1-carboxylic acid 
• 1313511-67-9 C₂₉H₂₈O₂Si 
• 1251857-71-2 7-methoxy-1-tosyl-1,2,3,4-tetrahydronaphthalene 
• 214401-42-0 [7-(4-Cyano-benzyloxy)-1,2,3,4-tetrahydro-naphthalen-2-yl]-acetic acid ethyl ester 

Relevant articles and documents

New 5-carba-pterocarpans: Synthesis and preliminary antiproliferative activity on a panel of human cancer cells

Natural pterocarpans and synthetic 5-carba-pterocarpans are isosteres in which the oxygen atom at position 5 in the pyran-ring of pterocarpans is replaced by a methylene group. These 5-carba-analogues were obtained in good yields through the palladium-catalyzed oxyarylation of alcoxy-1,2-dihydronaphthalens with o-iodophenols in PEG-400. They were evaluated on human cancer cell lineages derived respectively from prostate tumor (PC3, IC50 = 11.84 μmol L?1, SI > 12)) and acute myeloid leukemia (HL-60, IC50 = 8.81 μmol L?1, SI > 16), highly incident cancer types presenting resistance against traditional chemotherapeutics. Compound 6c (LQB-492) was the most potent (IC50 = 3.85 μmol L?1, SI > 37) in SF-295 cell lineage (glioblastoma). Such findings suggest that 5-carba-pterocarpan can potentially be new hit compounds for further development of novel antiproliferative agents.

Development of Novel Phosphino-Oxazoline Ligands and Their Application in Asymmetric Alkynlylation of Benzylic Halides

A new set of stereochemically diverse phosphino-oxazoline ligands derived from simple L-amino acids and 2-(diphenylphosphaneyl)benzoic acid were developed. Those mono anionic tridentated N,N,P-ligands promote the Cu-catalyzed enantioselective radical coupling of terminal alkynes with a broad range of benzylic halides including benzo-fused cyclic α-halides and α-silyl benzyl halides in high yield and excellent enantioselectivity under mild reaction conditions. With multi distinct sites for structural modification, a diverse pool of chiral N,N,P-ligands is readily accessed, allowing for rapid optimization of the ligand structure for a specific substrate. Notably, the enantioselective alkynlylation of benzylic halides bonds in benzo-cyclic molecules has also been realized for the first time.

Oxidative β-Halogenation of Alcohols: A Concise and Diastereoselective Approach to Halohydrins

β-Halohydrins bearing transformable halo- and hydroxyl groups, are easily converted into various valuable blocks in organic and pharmaceutical synthesis. A diastereoselective β-halogenation of benzylic alcohols was achieved under simple and low-cost conditions, which provided a direct synthesis of β-halohydrins. The simple reaction conditions, easily available reagents, high diastereoselectivities, and additional oxidant-free make this reaction very attractive and practical.