9-Methyl-9H-beta-carboline

Base Information

• Chemical Name: 9-Methyl-9H-beta-carboline
• CAS No.: 2521-07-5
• Molecular Formula: C12H10N2
• Molecular Weight: 182.225
• Mol file: 2521-07-5.mol

Synonyms:N-methylnorharmane;9-Methyl-9H-pyrido(3,4-b)indole;N9-methylbetacarboline;9-methyl-|A-carboline;9H-Pyrido(3,4-b)indole,9-methyl;9-methylnorharmane;

Chemical Property of 9-Methyl-9H-beta-carboline

Chemical Property:

• Vapor Pressure: 1.38E-05mmHg at 25°C
• Melting Point: 105.0 to 109.0 °C
• Boiling Point: 367.3°Cat760mmHg
• PKA: 8.21±0.30(Predicted)
• Flash Point: 175.9°C
• PSA: 17.82000
• Density: 1.17g/cm³
• LogP: 2.72650

Purity/Quality:

9-Methyl-9H-pyrido[3,4-b]indole ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Description: 9-Methyl-β-carboline (9-Me-BC) is a heterocyclic amine of the β-carboline family, and a research chemical. It is a methylated derivative of β-carboline with the molecular formula C12H10N2.
• Uses: 9-Methyl-β-carboline is an analytical reference standard categorized as a nootropic. 9-Methyl-β-carboline improves spatial learning in rats. This product is intended for research and forensic applications.

Technology Process of 9-Methyl-9H-beta-carboline

There total 27 articles about 9-Methyl-9H-beta-carboline 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: 97.0%

2-methyl-β-carbolinium iodide → 9-methylnorharmane (2521-07-5)

Guidance literature:

With pyridine hydrochloride; for 10h; Heating;

DOI:10.1016/S0040-4039(97)01399-3

Reference yield: 85.0%

9-methyl-2,3,4,9-tetrahydro-1H-pyrido[3,4-b]indole (16502-02-6) → 9-methylnorharmane (2521-07-5)

Guidance literature:

9-methyl-2,3,4,9-tetrahydro-1H-pyrido[3,4-b]indole; In tetrahydrofuran; at -78 ℃; for 2h;

With oxygen; In tetrahydrofuran; at 20 ℃; Reagent/catalyst;

DOI:10.1002/chem.201705202

Reference yield: 80.0%

betacarboline (244-63-3) → 9-methylnorharmane (2521-07-5)

Guidance literature:

betacarboline; With sodium hydride; In N,N-dimethyl-formamide; at 20 ℃; for 1h;

methyl halide; In N,N-dimethyl-formamide; at 20 ℃; for 12h;

DOI:10.1016/j.bmcl.2017.02.010

upstream raw materials:

9-methyl-2,3,4,9-tetrahydro-1H-pyrido[3,4-b]indole

betacarboline

methyl iodide

1-methyl-3-vinyl-1H-indole-2-carbaldehyde oxime

Downstream raw materials:

2-benzyl-9-methyl-β-carbolinium bromide

Refernces

• 1、 Enoki, Toshiaki,Ooyama, Yousuke. "Colorimetric and ratiometric fluorescence sensing of water based on 9-methyl pyrido[3,4-: b] indole-boron trifluoride complex". . p. 2086 - 2092. Retrieved 2019/02/12.
• 2、 Rasse-Suriani, Federico A. O.,García-Einschlag, Fernando S.,Rafti, Matías,Schmidt De León, Tobías,David Gara, Pedro M.,Erra-Balsells, Rosa,Cabrerizo, Franco M.. "Photophysical and Photochemical Properties of Naturally Occurring normelinonine F and Melinonine F Alkaloids and Structurally Related N(2)- and/or N(9)-methyl-β-carboline Derivatives". . p. 36 - 51. Retrieved 2017/10/07.