1-Phenyl-1,2,3,4-tetrahydroisoquinoline

Base Information

• Chemical Name: 1-Phenyl-1,2,3,4-tetrahydroisoquinoline
• CAS No.: 22990-19-8
• Molecular Formula: C15H15N
• Molecular Weight: 209.291
• Hs Code.: 2933499090
• European Community (EC) Number: 675-478-2
• NSC Number: 338399
• Nikkaji Number: J641.380C
• ChEMBL ID: CHEMBL21465
• Mol file: 22990-19-8.mol

Synonyms:1,2,3,4-tetrahydro-1-phenylisoquinoline;1,2,3,4-tetrahydro-1-phenylisoquinoline hydrochloride;1,2,3,4-tetrahydro-1-phenylisoquinoline hydrochloride, (+)-isomer;1,2,3,4-tetrahydro-1-phenylisoquinoline hydrochloride, (+-)-isomer;1,2,3,4-tetrahydro-1-phenylisoquinoline hydrochloride, (-)-isomer;1-phenyl-1,2,3,4-tetrahydroisoquinoline;phenyl-TIQ

Chemical Property of 1-Phenyl-1,2,3,4-tetrahydroisoquinoline

Chemical Property:

• Vapor Pressure: 9.87E-05mmHg at 25°C
• Melting Point: 96-98 °C
• Refractive Index: 1.589
• Boiling Point: 338.4 °C at 760 mmHg
• PKA: 8.91±0.40(Predicted)
• Flash Point: 166.9 °C
• PSA: 12.03000
• Density: 1.065 g/cm³
• LogP: 3.25050
• Storage Temp.: Keep in dark place,Inert atmosphere,Room temperature
• Solubility.: Chloroform (Slightly), Methanol (Slightly)
• XLogP3: 3
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 1
• Exact Mass: 209.120449483
• Heavy Atom Count: 16
• Complexity: 220

Purity/Quality:

99% ^*data from raw suppliers

rac 1-Phenyl-1,2,3,4-tetrahydroisoquinoline ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xn
• Hazard Codes: Xn
• Statements: 22

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1CNC(C2=CC=CC=C21)C3=CC=CC=C3
• Uses: 1-Phenyl-1,2,3,4-tetrahydroisoquinoline is a Solifenacin (S676700) intermediate. 1-Phenyl-1,2,3,4-tetrahydroisoquinoline had been detected in parkinsonian human brain. 1-Phenyl-1,2,3,4-tetrahydroisoqu inoline maybe a candidate for endogenous MPTP-like neurotoxin since it is a structural analogue of MPTP which produces parkinsonism in humans. 1-Phenyl-1,2,3,4-tetrahydroisoquinoline is a Solifenacin (S676700) intermediate. 1-Phenyl-1,2,3,4-tetrahydroisoquinoline had been detected in parkinsonian human brain. 1-Phenyl-1,2,3,4-tetrahydroisoquinoline maybe a candidate for endogenous MPTP-like neurotoxin since it is a structural analogue of MPTP which produces parkinsonism in humans.

Technology Process of 1-Phenyl-1,2,3,4-tetrahydroisoquinoline

There total 162 articles about 1-Phenyl-1,2,3,4-tetrahydroisoquinoline which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 97.9%

(S)-1-phenyl-1,2,3,4-tetrahydroisoquinoline tartarate (869884-00-4) → (S)-1-phenyl-1,2,3,4-tetrahydroisoquinoline (22990-19-8,96719-89-0,118864-75-8)

Guidance literature:

With sodium hydroxide; In water; for 1.5h; pH=8.5;

Reference yield: 90.0%

1-phenyl-1,2,3,4-tetrahydroisoquinoline (22990-19-8) → 1-phenyl-3,4-dihydroisoquinoline (52250-50-7) + (S)-1-phenyl-1,2,3,4-tetrahydroisoquinoline (22990-19-8,96719-89-0,118864-75-8)

Guidance literature:

With hydrogenchloride; borane-ammonia complex; In aq. phosphate buffer; at 37 ℃; pH=7.8;

DOI:10.1021/ja4051235

Reference yield: 86.0%

1-phenyl-1,2,3,4-tetrahydroisoquinoline (22990-19-8) → (S)-1-phenyl-1,2,3,4-tetrahydroisoquinoline (22990-19-8,96719-89-0,118864-75-8) + (R)-(-)-1-phenyl-1,2,3,4-tetrahydroisoquinoline (180272-45-1)

Guidance literature:

With borane-ammonia complex; 6-hydroxy-D-nicotine oxidase E₃₅₀L/E₃₅₂D mutant; for 120h; enantioselective reaction; Kinetics; Enzymatic reaction;

DOI:10.1002/cctc.201301008

upstream raw materials:

3,4-dihydroisoquinoline

1-phenyl-3,4-dihydroisoquinoline

isoquinoline

acetyl hypochlorite

Downstream raw materials:

1(S)-phenyl-3,4-dihydro-1H-isoquinoline-2-carboxylic acid ethyl ester

(S)-1-phenyl-1,2,3,4-tetrahydroisoquinoline

3-(trideuteriomethyl)-1-phenyl-2,3,4,5-tetrahydro-1H-3-benzazepine

(1S,2R)-2-Methyl-1-phenyl-2-trimethylsilanylmethyl-1,2,3,4-tetrahydro-isoquinolinium; iodide

Refernces

• 1、 Kurouchi, Hiroaki. "Enhancement of the carbamate activation rate enabled syntheses of tetracyclic benzolactams: 8-oxoberbines and their 5- And 7-membered C-ring homologues". supporting information. p. 653 - 658. Retrieved 2021/02/06.
• 2、 Burnett, Duane A.,Chen, Angela Y.-P.,Koenig, Gerhard,Lanter, James C.,Williamson, Toni,Blain, Jean-Fran?ois. "Discovery of quinuclidine modulators of cellular progranulin". . . Retrieved 2021/06/30.