1H-Benz[g]indole

Base Information

• Chemical Name: 1H-Benz[g]indole
• CAS No.: 233-34-1
• Molecular Formula: C12H9 N
• Molecular Weight: 167.21
• Hs Code.: 2933990090
• European Community (EC) Number: 622-621-1
• NSC Number: 153687
• DSSTox Substance ID: DTXSID3075202
• Nikkaji Number: J38.208F
• Wikidata: Q63408666
• Mol file: 233-34-1.mol

Synonyms:1H-Benzo[g]indole;1H-Benz[g]indole;233-34-1;1H-Benz(g)indole;1H-BENZO(G)INDOLE;NSC 153687;Benzindole;benzoindole;NSC153687;1-H-Benzo[g]indole;1H-Benzo[g]indole, 97%;SCHEMBL305400;DTXSID3075202;HIYWOHBEPVGIQN-UHFFFAOYSA-N;AMY37910;AKOS024015227;AS-0625;NSC-153687;CS-0206927;J-015078;Q63408666

Chemical Property of 1H-Benz[g]indole

Chemical Property:

• Vapor Pressure: 2.26E-05mmHg at 25°C
• Melting Point: 180-184 °C
• Boiling Point: 371.1°Cat760mmHg
• PKA: 17.00±0.30(Predicted)
• Flash Point: 168.8°C
• PSA: 15.79000
• Density: 1.229g/cm³
• LogP: 3.32110
• XLogP3: 3.3
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 0
• Rotatable Bond Count: 0
• Exact Mass: 167.073499291
• Heavy Atom Count: 13
• Complexity: 190

Purity/Quality:

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

1H-Benzo[g]indole 97% ^*data from reagent suppliers

Safty Information:

• Hazard Codes: Xn
• Statements: 22-41
• Safety Statements: 26

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC=C2C(=C1)C=CC3=C2NC=C3
• Uses: Reactant for preparation of tryptophan dioxygenase inhibitors pyridyl-ethenyl-indoles as potential anticancer immunomodulators

Technology Process of 1H-Benz[g]indole

There total 26 articles about 1H-Benz[g]indole 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: 90.0%

2-<β-trans-(N,N-dimethylamino)ethenyl>-1-nitronaphthalene (176853-40-0) → 1H-benz[g]indole (233-34-1)

Guidance literature:

With hydrogen; palladium on activated charcoal; In methanol; dichloromethane; at 20 ℃;

DOI:10.1039/b313012f

Reference yield: 90.0%

1-amino-naphthalene (134-32-7) + ethylene glycol (107-21-1) → 1H-benz[g]indole (233-34-1)

Guidance literature:

With Pt/Al₂O₃; zinc(II) oxide; In neat (no solvent); at 175 ℃; for 24h; Sealed tube;

DOI:10.1021/acs.joc.7b02722

Reference yield: 87.0%

C29H39INO3Si(1+)*C7H7O3S(1-) → 1H-benz[g]indole (233-34-1)

Guidance literature:

With tetrabutyl ammonium fluoride; In tetrahydrofuran; N,N-dimethyl-formamide; at 20 ℃; for 4h; Inert atmosphere; Molecular sieve;

DOI:10.1021/acs.joc.1c00820

upstream raw materials:

3-hydroxy-7,8-benzo-1,2,3,4-tetrahydroquinoline

1-Nitronaphthalene

vinyl magnesium bromide

N-(1-naphtyl)-ethenesulphenamide

Refernces

• 1、 Shibata, Kouhei,Takao, Ken-Ichi,Ogura, Akihiro. "Diaryliodonium Salt-Based Synthesis of N-Alkoxyindolines and Further Insights into the Ishikawa Indole Synthesis". . p. 10067 - 10087. Retrieved 2021/07/26.
• 2、 Sellmer, Andreas,Stangl, Hubert,Beyer, Mandy,Grünstein, Elisabeth,Leonhardt, Michel,Pongratz, Herwig,Eichhorn, Emerich,Elz, Sigurd,Striegl, Birgit,Jenei-Lanzl, Zsuzsa,Dove, Stefan,Straub, Rainer H.,Kr?mer, Oliver H.,Mahboobi, Siavosh. "Marbostat-100 Defines a New Class of Potent and Selective Antiinflammatory and Antirheumatic Histone Deacetylase 6 Inhibitors". supporting information. p. 3454 - 3477. Retrieved 2018/05/01.