7-Nitro-1,2,3,4-tetrahydroisoquinoline

Base Information

• Chemical Name: 7-Nitro-1,2,3,4-tetrahydroisoquinoline
• CAS No.: 42923-79-5
• Molecular Formula: C9H10N2O2
• Molecular Weight: 178.191
• Hs Code.: 2933499090
• DSSTox Substance ID: DTXSID30423728
• Nikkaji Number: J1.060.903H
• Wikidata: Q72496283
• Pharos Ligand ID: SUY3BJCXFGDB
• ChEMBL ID: CHEMBL281289
• Mol file: 42923-79-5.mol

Synonyms:7-Nitro-1,2,3,4-tetrahydroisoquinoline;42923-79-5;7-Nitro-1,2,3,4-tetrahydro-isoquinoline;1,2,3,4-Tetrahydro-7-nitroisoquinoline;MFCD04973400;ISOQUINOLINE, 1,2,3,4-TETRAHYDRO-7-NITRO-;CHEMBL281289;D01SRL;N90100;7-nitrotetrahydroisoquinoline;7-Nitro-tetrahydroisoquinoline;SCHEMBL324460;SCHEMBL10066165;DTXSID30423728;BCP09681;CS-D0150;BDBM50072991;AKOS005259136;AB21318;AC-9598;CCG-355656;SB37167;7-nitro-1,2,3,4 tetrahydroisoquinoline;AM807264;DS-14339;PD129931;SY006289;7-Nitro-1,2,3,4-tetrahydro Isoquinoline;FT-0732132;EN300-42648;A26453;A853018;J-519321;Not available;7-Nitro-1,2,3,4-tetrahydroisoquinoline Hydrochloride

Chemical Property of 7-Nitro-1,2,3,4-tetrahydroisoquinoline

Chemical Property:

• Vapor Pressure: 0.000336mmHg at 25°C
• Refractive Index: 1.585
• Boiling Point: 319.6 °C at 760 mmHg
• PKA: 8.49±0.20(Predicted)
• Flash Point: 147.1 °C
• PSA: 57.85000
• Density: 1.236 g/cm³
• LogP: 2.09250
• Storage Temp.: 2-8°C(protect from light)
• XLogP3: 1.2
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 0
• Exact Mass: 178.074227566
• Heavy Atom Count: 13
• Complexity: 202

Purity/Quality:

99% ^*data from raw suppliers

7-Nitro-1,2,3,4-tetrahydroisoquinoline ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: C1CNCC2=C1C=CC(=C2)[N+](=O)[O-]

Technology Process of 7-Nitro-1,2,3,4-tetrahydroisoquinoline

There total 11 articles about 7-Nitro-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: 95.0%

1,2,3,4-tetrahydroisoquinoline (91-21-4) → 7-nitro-1,2,3,4-tetrahydroisoquinoline (42923-79-5)

Guidance literature:

With sodium nitrate; sulfuric acid; at 0 - 20 ℃; for 20h;

DOI:10.1007/s00204-021-02981-w

Reference yield: 92.0%

2,2,2-trifluoro-1-(7-nitro-3,4-dihydroisoquinolin-2(1H)-yl)-ethan-1-one (181514-37-4) → 7-nitro-1,2,3,4-tetrahydroisoquinoline (42923-79-5)

Guidance literature:

With lithium hydroxide; In tetrahydrofuran; methanol; for 1h;

DOI:10.1021/jm9604787

Reference yield: 76.0%

borane methylsulfide + 7-nitro-3,4-dihydro-2H-isoquinolin-1-one (22245-96-1) → 7-nitro-1,2,3,4-tetrahydroisoquinoline (42923-79-5)

Guidance literature:

In tetrahydrofuran;

upstream raw materials:

1,2,3,4-tetrahydroisoquinoline

1-(7-nitro-3,4-dihydroisoquinolin-2(1H)-yl)ethan-1-one

2,2,2-trifluoro-1-(7-nitro-3,4-dihydroisoquinolin-2(1H)-yl)-ethan-1-one

2,2,2-Trifluoro-N-(2-(4-nitrophenyl)ethyl)acetamide

Downstream raw materials:

7-nitroisoquinoline

2-benzoyl-7-nitro-1,2,3,4-tetrahydro-isoquinoline

2-methyl-7-nitro-1,2,3,4-tetrahydroisoquinoline

2-ethyl-7-nitro-1,2,3,4-tetrahydroisoquinoline

Refernces

• 1、 Zampieri, Daniele,Fortuna, Sara,Calabretti, Antonella,Romano, Maurizio,Menegazzi, Renzo,Schepmann, Dirk,Wünsch, Bernhard,Collina, Simona,Zanon, Davide,Mamolo, Maria Grazia. "Discovery of new potent dual sigma receptor/GluN2b ligands with antioxidant property as neuroprotective agents". . p. 268 - 282. Retrieved 2019.
• 2、 -. "6-HETEROARYLOXY BENZIMIDAZOLES AND AZABENZIMIDAZOLES AS JAK2 INHIBITORS". Paragraph 0352; 0353. . Retrieved 2021/11/13.
• 3、 -. "1, 2 - DIHYDRO- 3H- PYRAZOLO [3, 4 - D] PYRIMIDIN -3 - ONE ANALOGS". Paragraph 0141. . Retrieved 2019/02/15.