6-Chloro-2,3,4,5-tetrahydro-1-phenyl-1H-3-benzazepine-7,8-diol

Base Information

• Chemical Name: 6-Chloro-2,3,4,5-tetrahydro-1-phenyl-1H-3-benzazepine-7,8-diol
• CAS No.: 71636-61-8
• Molecular Formula: C16H16ClNO2
• Molecular Weight: 289.762
• European Community (EC) Number: 635-324-7
• UNII: 9GBP09E08K
• DSSTox Substance ID: DTXSID3043815
• Nikkaji Number: J245.676A
• Wikipedia: SKF-81,297
• Pharos Ligand ID: 5T1G6LQT41V2
• ChEMBL ID: CHEMBL353335
• Mol file: 71636-61-8.mol

Synonyms:SK and F 81297;SK and F-81297;SKF 81297;SKF-81297;SKF81297

Chemical Property of 6-Chloro-2,3,4,5-tetrahydro-1-phenyl-1H-3-benzazepine-7,8-diol

Chemical Property:

• Vapor Pressure: 2.35E-09mmHg at 25°C
• Boiling Point: 467.3 °C at 760 mmHg
• Flash Point: 236.4 °C
• PSA: 52.49000
• Density: 1.299 g/cm³
• LogP: 4.31570
• Storage Temp.: Desiccate at +4°C
• Solubility.: H2O: 1.7 mg/mL
• XLogP3: 2.7
• Hydrogen Bond Donor Count: 3
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 1
• Exact Mass: 289.0869564
• Heavy Atom Count: 20
• Complexity: 322

Purity/Quality:

98%,99%, ^*data from raw suppliers

SKF 81297 hydrobromide ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 22-26-36

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: C1CNCC(C2=CC(=C(C(=C21)Cl)O)O)C3=CC=CC=C3
• Uses: (±)-6-Chloro-PB hydrobromide has been used as a dopamine D1 receptor (Drd1a) agonist to study the role of the drd1a-dopamine receptor inactivation of extracellular signal?regulated protein kinase 1/2 (ERK1/2) in the wild-type and striatum of dopamine-depleted mice. It has also been used as a Drd1a agonist to identify the contribution of D1 (D1R)-like dopamine receptor signaling on learning and memory in Barnes maze in rats.

Technology Process of 6-Chloro-2,3,4,5-tetrahydro-1-phenyl-1H-3-benzazepine-7,8-diol

There total 6 articles about 6-Chloro-2,3,4,5-tetrahydro-1-phenyl-1H-3-benzazepine-7,8-diol 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:

6-chloro-7,8-dimethoxy-1-phenyl-2,3,4,5-tetrahydro-1H-3-benzazepine (67287-38-1) → (+-)-6-chloro-7, 8-dihydroxy-1-phenyl-2,3,4,5-tetrahydro-1H-3-benzazepine (71636-61-8)

Guidance literature:

With boron tribromide; In dichloromethane;

DOI:10.1021/jm00183a001

Reference yield:

styrene oxide (96-09-3) → (+-)-6-chloro-7, 8-dihydroxy-1-phenyl-2,3,4,5-tetrahydro-1H-3-benzazepine (71636-61-8)

Guidance literature:

Multi-step reaction with 3 steps

1: 44 percent

2: 85 percent / H₂SO₄ / trifluoroacetic acid / Heating

3: BBr₃ / CH₂Cl₂

With sulfuric acid; boron tribromide; In dichloromethane; trifluoroacetic acid;

DOI:10.1021/jm00183a001

Reference yield:

N-(2-Hydroxy-2-phenethyl)-N-<2-(2'-chlor-3',4'-dimethoxyphenyl)-ethyl>-amin (67287-37-0) → (+-)-6-chloro-7, 8-dihydroxy-1-phenyl-2,3,4,5-tetrahydro-1H-3-benzazepine (71636-61-8)

Guidance literature:

Multi-step reaction with 2 steps

1: 85 percent / H₂SO₄ / trifluoroacetic acid / Heating

2: BBr₃ / CH₂Cl₂

With sulfuric acid; boron tribromide; In dichloromethane; trifluoroacetic acid;

DOI:10.1021/jm00183a001

upstream raw materials:

6-chloro-7,8-dimethoxy-1-phenyl-2,3,4,5-tetrahydro-1H-3-benzazepine

styrene oxide

N-(2-Hydroxy-2-phenethyl)-N-<2-(2'-chlor-3',4'-dimethoxyphenyl)-ethyl>-amin

2-(2-chloro-3,4-dimethoxyphenyl)ethylamine

Refernces