HARMANE

Base Information

• Chemical Name: HARMANE
• CAS No.: 486-84-0
• Molecular Formula: C12H10 N2
• Molecular Weight: 182.225
• Hs Code.: 2933990090
• Mol file: 486-84-0.mol

Synonyms:2,9-Pyridindole,1-methyl- (3CI); 1-Methyl-9H-pyrido[3,4-b]indole; 1-Methyl-b-carboline; Aribin; Aribine;Harman; Harmane; Indoter; Locuturin; Locuturine; NSC 54439; Zygofabagine

Chemical Property of HARMANE

Chemical Property:

• Appearance/Colour: Off-White Solid
• Vapor Pressure: 7.61E-06mmHg at 25°C
• Melting Point: 235-238 °C(lit.)
• Refractive Index: 1.6266 (estimate)
• Boiling Point: 386.9°Cat760mmHg
• PKA: 7.37, 14.6(at 25℃)
• Flash Point: 176.2°C
• PSA: 28.68000
• Density: 1.252g/cm³
• LogP: 3.02450
• Storage Temp.: Store at RT
• Solubility.: methanol: soluble50mg/ml
• Water Solubility.: 1523g/L(20 oC)

Purity/Quality:

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

Harmane 98+% ^*data from reagent suppliers

Safty Information:

• Hazard Codes: Xn,Xi
• Statements: 20/21-36/37/38
• Safety Statements: 22-24/25-36-26

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Uses: Harmane was used in trace level determination of harmane by planar chromatography coupled with (tandem) mass spectrometry. It was used to study interactions of norharman and harman with DNA.It may be used as matrix for analysis of cyclodextrins and for sulfated oligosaccharides in combination with DHB as co-matrix.

Technology Process of HARMANE

There total 101 articles about HARMANE 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: 93.0%

eleagnine (2506-10-7) → harmane (486-84-0)

Guidance literature:

With C₂₁H₂₁ClIrNO₂; In tetrahydrofuran; 2,2,2-trifluoroethanol; for 20h; Inert atmosphere;

DOI:10.1002/anie.201300292

Reference yield: 93.0%

1-methyl-2,3,4,9-tetrahydro-1H-pyrido[3,4-b]indole trifluoroacetate → harmane (486-84-0)

Guidance literature:

With 2 mol-% Pd/C; lithium carbonate; In ethanol; at 150 ℃; for 0.166667h; Sealed tube; Microwave irradiation;

DOI:10.1002/ejoc.201301580

Reference yield: 92.0%

1-methyl-4,9-dihydro-3H-β-carboline (525-41-7) → harmane (486-84-0)

Guidance literature:

With potassium permanganate; In acetone; at 20 ℃;

DOI:10.3987/COM-05-10484

upstream raw materials:

eleagnine

1-methyl-6,7,8,9-tetrahydro-5H-pyrido[3,4-b]indole

harmol

Trp

Downstream raw materials:

1-methyl-2-(3-trimethylammonio-propyl)-9H-β-carbolinium; dibromide

1-methyl-2-(10-trimethylammonio-decyl)-9H-β-carbolinium; dibromide

(E)-1-(2-phenylvinyl)-9H-pyrido[3,4-b]indole

eleagnine

Refernces

• 1、 Bracher, Franz,Puzik, Andreas. "β-Carboline Alkaloids 9 [1]. Total Synthesis of the β-Carboline Alkaloids Arenarine A and (±)Arenarine B". . p. 173 - 176. Retrieved 2004.
• 2、 Mohamad Arshad, Ahmad Saifuddin,Meesala, Ramu,Hanapi, Nur Aziah,Mordi, Mohd Nizam. "A convenient synthesis of β-carbolines by iron-catalyzed aerobic decarboxylative/dehydrogenative aromatization of tetrahydro-β-carbolines under air". . . Retrieved 2021/02/12.
• 3、 Santhanam, Srinath,Ramu, Abinaya,Baburaj, Baskar,Kalpatu Kuppusamy, Balasubramanian. "Application of metal free aromatization to total synthesis of perlolyrin, flazin, eudistomin U and harmane". . p. 2121 - 2127. Retrieved 2020/03/04.