Tetrophan

Base Information

• Chemical Name: Tetrophan
• CAS No.: 83-93-2
• Molecular Formula: C₁₈H₁₃NO₂
• Molecular Weight: 275.307
• Hs Code.: 2933990090
• European Community (EC) Number: 663-807-2
• UNII: 4U947K73Q2
• DSSTox Substance ID: DTXSID30232115
• Nikkaji Number: J4.886K
• Wikidata: Q27260520
• ChEMBL ID: CHEMBL1492340
• Mol file: 83-93-2.mol

Synonyms:Tetrophan;83-93-2;Tetrofan;5,6-Dihydrobenzo[c]acridine-7-carboxylic acid;5,6-Dihydro-benzo[c]acridine-7-carboxylic acid;Tetrophine;Benz(c)acridine-7-carboxylic acid, 5,6-dihydro-;5,6-Dihydrobenz(c)acridine-7-carboxylic acid;3,4-Dihydro-1,2-benzacridinic-5-carbonic acid;4U947K73Q2;5,6-Dihydrobenz[c]acridine-7-carboxylic acid;BRN 0256492;Tetraphan;UNII-4U947K73Q2;BAS 01280118;Oprea1_594595;Oprea1_739589;4-22-00-01422 (Beilstein Handbook Reference);MLS000703599;SCHEMBL8172786;CHEMBL1492340;DTXSID30232115;QWNOQAWEROHNNQ-UHFFFAOYSA-N;HMS1679O04;HMS2653P10;AKOS000349517;NCGC00245280-01;SMR000273964;CS-0322382;5,6-Dihydrobenzo[c]acridine-7-carboxylicacid;5,6-Dihydrobenzo[c]acridine-7-carboxylic acid #;AK-968/11842141;Q27260520

Chemical Property of Tetrophan

Chemical Property:

• Vapor Pressure: 1.19E-10mmHg at 25°C
• Refractive Index: 1.4800 (estimate)
• Boiling Point: 495.8°Cat760mmHg
• Flash Point: 253.7°C
• PSA: 50.19000
• Density: 1.336g/cm³
• LogP: 3.69860
• XLogP3: 3.7
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 1
• Exact Mass: 275.094628657
• Heavy Atom Count: 21
• Complexity: 410

Purity/Quality:

98%min ^*data from raw suppliers

5,6-Dihydro-benzo[c]acridine-7-carboxylic acid ^*data from reagent suppliers

Safty Information:

• Hazard Codes: Xi

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1CC2=C(C3=CC=CC=C3N=C2C4=CC=CC=C41)C(=O)O

Technology Process of Tetrophan

There total 2 articles about Tetrophan 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: 89.0%

indole-2,3-dione (91-56-5,1186480-61-4,84788-92-1) + 3,4-dihydronaphthalene-1(2H)-one (529-34-0) → 5,6-dihydrobenzacridine-7-carboxylic acid (83-93-2)

Guidance literature:

With sulfuric acid; In 1,2-dimethoxyethane; water; for 16h; Heating;

DOI:10.1055/s-1993-25987

Reference yield:

→ 5,6-dihydrobenzacridine-7-carboxylic acid (83-93-2)

Guidance literature:

α-Tetralon, Isatin;

Reference yield:

5,6-dihydrobenzacridine-7-carboxylic acid (83-93-2) + DL-2-phenylglycine methyl ester hydrochloride (15028-40-7,13226-98-7) → [(5,6-Dihydro-benzo[c]acridine-7-carbonyl)-amino]-phenyl-acetic acid methyl ester

Guidance literature:

With 4-methyl-morpholine; benzotriazol-1-ol; triethylamine; dicyclohexyl-carbodiimide; In tetrahydrofuran; acetonitrile;

DOI:10.1021/jm960818o

upstream raw materials:

indole-2,3-dione

3,4-dihydronaphthalene-1(2H)-one

Refernces

Cyclometalated Iridium(III) complexes of azadipyrromethene chromophores

10.1021/om4007032

The research, investigates the synthesis, properties, and potential applications of cyclometalated iridium(III) complexes incorporating azadipyrromethene ligands. The purpose of this study is to combine the visible excitability of azadipyrromethenes with the triplet-state photoproperties of iridium(III) complexes, aiming to create new materials with desirable optical and electrochemical properties for applications in areas such as light-emitting diodes (OLEDs), metal ion sensors, and biological tags. The researchers used base-assisted transmetalation from boron to synthesize a series of iridium(III) complexes with various cyclometalating ligands, such as 2-phenylpyridine (ppy), p-tolylpyridine (tpy), and 2-phenylbenzothiazole (bt), and azadipyrromethene ligands like LaBr2. The resulting complexes were characterized by various techniques, including X-ray crystallography, cyclic voltammetry, and density functional theory (DFT) calculations. The key findings include the preservation of the common four-aryl geometry of azadipyrromethenes in the six-coordinate iridium(III) complexes, the dominance of azadipyrromethene absorption bands in the optical spectra, and the identification of the azadipyrromethene as the site of one-electron reduction. The study concludes that these new complexes exhibit electroactive properties with reversible reductions and oxidations, and their optical properties are mainly governed by the azadipyrromethene ligand. The results suggest that the electrooptical properties of azadipyrromethene ligands could be extended to other metal complexes and materials, opening up new possibilities for the development of functional materials.