3790-45-2

Basic information

• Product Name: 1-PHENYL-2,3,4,9-TETRAHYDRO-1H-BETA-CARBOLINE
• Synonyms: 1-PHENYL-2,3,4,9-TETRAHYDRO-1H-BETA-CARBOLINE;2,3,4,9-Tetrahydro-1-phenyl-1H-pyrido[3,4-b]indole;1H-Pyrido[3,4-b]indole, 2,3,4,9-tetrahydro-1-phenyl-
• CAS NO: 3790-45-2
• Molecular Formula: C₁₇H₁₆N₂
• Molecular Weight: 248.32234
• Product Categories: Aromatics Compounds;Aromatics
• Mol File: 3790-45-2.mol
• Article Data: 74

Chemical Properties

• Melting Point: 165-168°C
• Boiling Point: 444.7°C at 760 mmHg
• Flash Point: 222.7°C
• Appearance: /
• Density: 1.188g/cm³
• Vapor Pressure: 4.19E-08mmHg at 25°C
• Refractive Index: 1.674
• Storage Temp.: -20°C Freezer
• Stability: Store at -20°C
• CAS DataBase Reference: 1-PHENYL-2,3,4,9-TETRAHYDRO-1H-BETA-CARBOLINE(CAS DataBase Reference)
• NIST Chemistry Reference: 1-PHENYL-2,3,4,9-TETRAHYDRO-1H-BETA-CARBOLINE(3790-45-2)
• EPA Substance Registry System: 1-PHENYL-2,3,4,9-TETRAHYDRO-1H-BETA-CARBOLINE(3790-45-2)

Safety Data

• Hazardous Substances Data: 3790-45-2(Hazardous Substances Data)

Usage

Chemical Properties

Pale Yellow Solid

Synthesis Reference(s)

Chemical and Pharmaceutical Bulletin, 41, p. 287, 1993 DOI: 10.1248/cpb.41.287Tetrahedron Letters, 31, p. 3397, 1990 DOI: 10.1016/S0040-4039(00)97406-9

InChI:InChI=1/C17H16N2/c1-2-6-12(7-3-1)16-17-14(10-11-18-16)13-8-4-5-9-15(13)19-17/h1-9,16,18-19H,10-11H2

Upstream product

• 61-54-1 tryptamine 
• 1630-62-2 3-methyl-2-phenyl-oxazolidine 
• 17762-72-0 2-phenyl-tetrahydro-(2H)-1,3-oxazine 
• 31230-83-8 2-Phenylbenzothiazolin 
• 16192-33-9 3-Methyl-2-phenyl-2,3-dihydrobenzothiazoline 
• 96625-02-4 C₃H₄SN(n-C₄H₉)HC₆H₅ 
• 67189-36-0 N-acetyl-2-phenyl-1,3-thiazolidine 
• 16285-78-2 2,3-Diphenyl-1,3-oxazolidine 
• 538-51-2 benzylidene phenylamine 
• 2211-66-7 N-phenyl(methylidene)cyclohexanamine 
• 88939-53-1 3,4,4-Trimethyl-2-phenyl-1-(toluene-4-sulfonyl)-imidazolidine 
• 780-21-2 N-(4-chlorobenzylidene)aniline 
• 1077-18-5 N-benzylidenebutan-1-amine 
• 20515-61-1 2-phenyl-4,4-dimethyloxazolidine 

Downstream Products

• 3574-01-4 1-phenyl-2,3,4,9-tetrahydro-1H-pyrido<3,4-b>indole hydrochloride 
• 114896-50-3 2-(ethoxycarbonyl)-1-phenyl-2,3,4,9-tetrahydro-1H-pyrido<3,4-b>indole 
• 114896-46-7 2-(chloroacetyl)-1-phenyl-2,3,4,9-tetrahydro-1H-pyrido<3,4-b>indole 
• 16765-79-0 1-phenyl-9H-pyrido[3,4-b]indole 
• 10022-79-4 1-phenyl-4,9-dihydro-3H-β-carboline 
• 17071-83-9 2,3,4,9-tetrahydro-1-phenyl-2-tosyl-1H-pyrido[3,4-b]indole 
• 65048-57-9 2-N-benzyl-1-phenyl-2,3,4,9-tetrahydro-1H-pyrido[3,4-b]indole 
• 3790-46-3 2-methyl-1-phenyl-2,3,4,9-tetrahydro-1H-pyrido<3,4-b>indole 

Relevant articles and documents

Metal-Free Access to (Spirocyclic)Tetrahydro-β-carbolines in Water Using an Ion-Pair as a Superacidic Precatalyst

The unprecedented triarylcarbonium ion-pair-catalyzed Pictet-Spengler reaction of tryptamines with aromatic aldehydes and cyclic ketones in water was disclosed. Under metal-free conditions, diverse tetrahydro-β-carbolines and spirocyclic tetrahydro-β-carb

Selectivity-tunable oxidation of tetrahydro-β-carboline over an OMS-2 composite catalyst: preparation and catalytic performance

Controlling the reaction selectivity of organic transformations without losing high conversion is always a challenge in catalytic processes. In this work, a H3PO4·12WO3/OMS-2 nanocomposite catalyst ([PW]-OMS-2) was prepared through the oxidation of a Mn(ii) salt with sodium phosphotungstate by KMnO4. Comprehensive characterization indicates that different Mn2+precursors significantly affected the crystalline phase and morphology of the as-synthesized catalysts and only MnSO4·H2O as the precursor could lead to a cryptomelane phase. Moreover, [PW]-OMS-2 demonstrated excellent catalytic activity toward aerobic oxidative dehydrogenation of tetrahydro-β-carbolines due to mixed crystalline phases, enhanced surface areas, rich surface oxygen vacancies and labile lattice oxygen species. In particular, β-carbolines and 3,4-dihydro-β-carbolines could be obtained from tetrahydro-β-carbolines with very high selectivity (up to 99%) over [PW]-OMS-2viatuning the reaction solvent and temperature. Under the present catalytic system, scalable synthesis of a β-carboline was achieved and the composite catalyst showed good stability and recyclability. This work not only clarified the structure-activity relationship of the catalyst, but also provided a practical pathway to achieve flexible, controllable synthesis of functional N-heterocycles.

Synthesis of crystalline tetrahydro-beta-carboline

The present invention relates to a method for preparing a tetrahydro-beta-carboline compound, which comprises a step of preparing a tetrahydro-beta-caboline compound by reacting a tryptamine compound and an aldehyde in an aqueous solution using a reaction accelerator containing a divalent acid. Accordingly, the method for preparing a tetrahydro-beta-carboline compound according to the present invention is an eco-friendly synthetic method that does not use an explosive organic solvent, but uses water as a solvent and tartaric acid which is a natural product as a reaction accelerator, thereby causing no environmental pollution; and requiring no separation process in addition to a simple filtering process since final products are crystals. Therefore, the method for preparing a tetrahydro-beta-carboline compound can be carried out in an industrially very simple and suitable process.