BANISTERINE MONOHYDRATE

Base Information

• Chemical Name: BANISTERINE MONOHYDRATE
• CAS No.: 442-51-3
• Molecular Formula: C13H12N2O
• Molecular Weight: 212.251
• Hs Code.: 29339900
• Mol file: 442-51-3.mol

Synonyms:1-Methyl-7-methoxy-b-carboline;7-Methoxy-1-methyl-9H-pyrido[3,4-b]indole;Banisterin;Banisterine;Harmin;Leucoharmine;Telepathin;Telepathine;Yagein;Yageine;

Chemical Property of BANISTERINE MONOHYDRATE

Chemical Property:

• Appearance/Colour: Off-white solid
• Vapor Pressure: 6.42E-07mmHg at 25°C
• Melting Point: 262-264 °C(lit.)
• Refractive Index: 1.706
• Boiling Point: 421.4 °C at 760 mmHg
• PKA: 7.7(at 25℃)
• Flash Point: 139.7 °C
• PSA: 37.91000
• Density: 1.252 g/cm³
• LogP: 3.03310
• Storage Temp.: Refrigerator
• Solubility.: Solubility Slightly soluble in water, ethanol, ether, chloroform
• Water Solubility.: Soluble in DMSO (100 mM), DMF (~1.5 mg/ml), ethanol (~1.5 mg/ml), and PBS (pH 7.2, ~0.25 mg/ml). Insoluble in water.

Purity/Quality:

97% ^*data from raw suppliers

Harmine ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xn
• Hazard Codes: Xn
• Statements: 25-36-20/21/22
• Safety Statements: 22-24/25-36/37-26-36

MSDS Files:

Useful:

• Uses: A CNS stimulant isolated from seeds of Peganum harmala L. Zygophyllaceae antiparkinsonian, CNS stimulant central nervous system stimulant

Technology Process of BANISTERINE MONOHYDRATE

There total 29 articles about BANISTERINE MONOHYDRATE 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: 99.0%

7-methoxy-1-methyl-2,3,4,9-tetrahydro-1H-pyrido[3,4-b]indole hydrochloride (40959-16-8) → harmine (442-51-3)

Guidance literature:

With 5 mol% Pd/C; lithium carbonate; In ethanol; at 150 ℃; for 0.166667h; Sealed tube; Microwave irradiation;

DOI:10.1002/ejoc.201301580

Reference yield: 91.0%

tetrahydroharmine (486-93-1,17019-01-1) → harmine (442-51-3)

Guidance literature:

With sulfuric acid; In 2,2,2-trifluoroethanol; for 30h; Reflux;

DOI:10.1002/anie.201300292

Reference yield: 76.0%

7-methoxy-1-methyl-2-tosyl-2,3,4,9-tetrahydro-1H-pyrido[3,4-b]indole → harmine (442-51-3)

Guidance literature:

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

With oxygen; In tetrahydrofuran; at 20 ℃;

DOI:10.1002/chem.201705202

upstream raw materials:

harmaline

glycerol

tetrahydroharmine

nitric acid

Downstream raw materials:

1-(7-methoxy-1-methyl-β-carbolin-9-yl)-1-phenylmethane

2-benzyl-7-methoxy-1-methyl-2,3,4,9-tetrahydro-1H-pyrido[3,4-b]indole

Refernces

Synthesis and isolation of bromo-β-carbolines obtained by bromination of β-carboline alkaloids

10.1002/jhet.5570380512

The study focuses on the synthesis and isolation of bromo-β-carbolines, which are derivatives of β-carboline alkaloids. The researchers used N-bromosuccinimide (NBS) as the brominating agent to induce electrophilic aromatic substitution in various β-carbolines, including nor-harmane, harmane, harmine, harmol, and 7-acetylharmol. The purpose of using these chemicals was to explore the behavior of substituted β-carbolines, prepare nitro-β-carbolines and bromo-β-carbolines, and investigate their potential use as matrices (photosensitizers) in matrix-assisted ultraviolet laser desorption/ionization time-of-flight mass spectrometry (uv-maldi-tof ms). The study also aimed to understand the effects of substituents on the acid-base properties and electronic excited states of these molecules. The researchers compared the use of NBS in solution and in solid state, and employed semiempirical AM1 and PM3 calculations to predict reactivity in terms of molecular orbital energies and charge density. The results provided insights into the regioselectivity of bromination and the influence of the β-carboline/NBS molar ratio and reaction time on product selectivity.