897035-05-1

Basic information

• Product Name: 1-(2-HYDROXYNAPHTH-1-YL)-1,2,3,4-TETRAHYDROISOQUINOLINE
• Synonyms: 1-(2-HYDROXYNAPHTH-1-YL)-1,2,3,4-TETRAHYDROISOQUINOLINE
• CAS NO: 897035-05-1
• Molecular Formula: C₁₉H₁₇NO
• Molecular Weight: 275.34
• Mol File: 897035-05-1.mol

Chemical Properties

• Boiling Point: 424.797°C at 760 mmHg
• Flash Point: 133.261°C
• Appearance: /
• Density: 1.202g/cm³
• Vapor Pressure: 0mmHg at 25°C
• Refractive Index: 1.674
• CAS DataBase Reference: 1-(2-HYDROXYNAPHTH-1-YL)-1,2,3,4-TETRAHYDROISOQUINOLINE(CAS DataBase Reference)
• NIST Chemistry Reference: 1-(2-HYDROXYNAPHTH-1-YL)-1,2,3,4-TETRAHYDROISOQUINOLINE(897035-05-1)
• EPA Substance Registry System: 1-(2-HYDROXYNAPHTH-1-YL)-1,2,3,4-TETRAHYDROISOQUINOLINE(897035-05-1)

Safety Data

• Hazardous Substances Data: 897035-05-1(Hazardous Substances Data)

Usage

Uses

Used in Pharmaceutical Industry:
1-(2-Hydroxynaphth-1-yl)-1,2,3,4-tetrahydroisoquinoline is used as a pharmaceutical intermediate for the synthesis of various biologically active compounds. Its diverse pharmacological activities, including analgesic, neuroprotective, and anti-inflammatory properties, make it a valuable compound in the development of new medications.
Used in Antioxidant Applications:
1-(2-HYDROXYNAPHTH-1-YL)-1,2,3,4-TETRAHYDROISOQUINOLINE is used as an antioxidant due to the presence of the hydroxy naphthalene group in its structure. Antioxidants are essential in preventing cell damage caused by free radicals, which can lead to various diseases and aging.
Used in Anti-cancer Applications:
1-(2-Hydroxynaphth-1-yl)-1,2,3,4-tetrahydroisoquinoline is used as a potential anti-cancer agent. Its hydroxy naphthalene group may contribute to its anti-cancer properties, making it a promising candidate for further research and development in the field of oncology.
Used in Medicinal Chemistry Research:
1-(2-HYDROXYNAPHTH-1-YL)-1,2,3,4-TETRAHYDROISOQUINOLINE is used in medicinal chemistry research for the development of novel pharmaceutical agents. Its diverse pharmacological activities and potential antioxidant and anti-cancer properties make it an interesting subject for further study and potential application in the creation of new drugs.

InChI:InChI=1/C19H17NO/c21-17-10-9-13-5-1-3-7-15(13)18(17)19-16-8-4-2-6-14(16)11-12-20-19/h1-10,19-21H,11-12H2

Upstream product

• 3230-65-7 3,4-dihydroisoquinoline 
• 135-19-3 β-naphthol 

Downstream Products

• 1047998-27-5 N¹-[1-(2-hydroxy-1-naphthyl)-1,2,3,4-tetrahydroisoquinoline]-N²-p-chlorophenylthiourea 

Relevant articles and documents

Microwave-assisted, solvent-free synthesis of 1-(α- or β-hydroxynaphthyl)-1,2,3,4-tetrahydroisoquinolines by the Mannich reaction

As a new extension of the Mannich reaction of naphthols, 1-(hydroxynaphthyl)-substituted 1,2,3,4-tetrahydroisoquinolines were synthesized by the nucleophilic addition of 1- or 2-naphthol to 3,4-dihydroisoquinolines under solvent-free conditions, using microwave irradiation. The additions to 3-methyl-6,7-dimethoxy-3,4-dihydroisoquinoline proved to be a highly diastereoselective processes, resulting in the cis isomers as the main or the only products.

Betti reaction of cyclic imines with naphthols and phenols - Preparation of new derivatives of Betti's bases

A large library of aminocycloalkylphenols and -naphthols is obtained by the Betti reaction between activated phenols and naphthols and five- and six-membered cyclic imines. Due to the formation of an intramolecular hydrogen bond in the transition state, the attack takes place regioselectively at the position adjacent to the hydroxy group of the aromatic compounds. X-ray crystallography and chirooptical methods (electronic circular dichroism) were used to ascertain the absolute configuration of two aminoalkylnaphthols obtained, after resolution of the corresponding racemates with (R,R)-tartaric acid. In addition, some aminoalkylnaphthols and-phenols were alkylated at the nitrogen atom to obtain N-methylated products in good yields. Copyright

Self-catalytic, solvent-free or in/on water protocol: aza-Friedel-Crafts reactions between 3,4-dihydroisoquinoline and 1- or 2-naphthols

A self-catalytic protocol was developed using an aza-Friedel-Crafts method to generate 1-naphthoyl tetrahydroisoquinoline products under solvent-free conditions or in/on water. Yields were increased with the use of water. The reaction proceeded with 100%

Synthesis and conformational analysis of naphth[1,2-e][1,3]oxazino[4,3-a][1,3]isoquinoline and naphth[2,1-e][1,3]oxazino[4,3-a]isoquinoline derivatives

Through the cyclization of 1-(β-hydroxynaphthyl)-1,2,3,4-tetrahydroisoquinoline and 1-(α-hydroxynaphthyl)-1,2,3,4-tetrahydroisoquinoline with formaldehyde, phosgene, p-nitrobenzaldehyde or p-chlorophenyl isothiocyanate, 8-substituted 10,11-dihydro-8H,15bH

CHIRAL LIGANDS, THEIR PREPARATION AND USES THEREOF IN ASSYMETRIC REACTIONS

A novel class of chiral ligands represented by a structure of Formula (I): wherein R1, R2, R3, R4 and R5 are independently selected from the group consisting of hydrogen, halogen, C1-10 alk

Solvent-free direct aza-Friedel-Crafts reactions between 3,4-dihydroisoquinoline and 1- or 2-naphthols

A self-catalytic aza-Friedel-Crafts method was employed to generate 1-naphtholyl tetrahydroisoquinoline products under neat conditions. In addition, a derivative was prepared in its enantiomerically pure form and has shown moderate activity for asymmetric catalysis in the asymmetric diethylzinc addition to aldehydes.