N-Methyl-beta-carboline-3-carboxamide

Base Information

• Chemical Name: N-Methyl-beta-carboline-3-carboxamide
• CAS No.: 78538-74-6
• Molecular Formula: C₁₃H₁₁N₃O
• Molecular Weight: 225.25
• Hs Code.: 2933990090
• UNII: 60PO70N1BP
• DSSTox Substance ID: DTXSID30999832
• Nikkaji Number: J22.196A
• Wikipedia: FG-7142
• Wikidata: Q5425452
• Pharos Ligand ID: 9CNKCTY4C6JQ
• ChEMBL ID: CHEMBL429711,CHEMBL1256141
• Mol file: 78538-74-6.mol

Synonyms:FG 7142;FG-7142;N-methyl-beta-carboline-3-carboxamide;ZK 39106;ZK-39106

Chemical Property of N-Methyl-beta-carboline-3-carboxamide

Chemical Property:

• Vapor Pressure: 2.78E-13mmHg at 25°C
• Boiling Point: 576.3°C at 760 mmHg
• PKA: 13.44±0.46(Predicted)
• Flash Point: 302.3°C
• PSA: 57.78000
• Density: 1.328g/cm³
• LogP: 2.46660
• Storage Temp.: 2-8°C
• Solubility.: ethanol: 1 mg/mL
• XLogP3: 2.8
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 1
• Exact Mass: 225.090211983
• Heavy Atom Count: 17
• Complexity: 307

Purity/Quality:

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

FG 7142 ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: CNC(=O)C1=NC=C2C(=C1)C3=CC=CC=C3N2
• Description: FG 7142 (ZK 39106; LSU-65) is a nonselective benzodiazepine inverse agonist with high affinity (Ki= 91 nM) for the α1 subunit-containing GABAA receptor. FG 7142 also modulates GABA-induced chloride flux (EC50=137 nM) at GABAA receptors expressing the α1 subunit. FG 7142 increases tyrosine hydroxylation and leads to upregulation of β-adrenergic receptors in mouse cerebral cortex.
• Uses: FG 7142 is a benzodiazepine inverse agonist anxiogenic compound.

Technology Process of N-Methyl-beta-carboline-3-carboxamide

There total 9 articles about N-Methyl-beta-carboline-3-carboxamide 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: 80.0%

L-N-methyl-1,2,3,4-tetrahydro-β-carboline-3-carboxamide → FG 7142 (78538-74-6)

Guidance literature:

With manganese(IV) oxide; In methylamine; for 18h; Ambient temperature;

Reference yield: 43.0%

methyl 9H-β-carboline-3-carboxylate (69954-48-9) + methylamine (74-89-5) → FG 7142 (78538-74-6)

Guidance literature:

In methanol;

Reference yield:

L-tryptophan (73-22-3,6912-86-3,54-12-6,153-94-6,63148-28-7,65556-72-1,27732-43-0,80206-30-0,27813-82-7) → FG 7142 (78538-74-6)

Guidance literature:

Multi-step reaction with 4 steps

1: H₂SO₄ / H₂O / 2 h / Ambient temperature

2: HCl gas / Heating

3: 70 percent / 18 h / Ambient temperature

4: 80 percent / MnO₂ / methylamine / 18 h / Ambient temperature

With hydrogenchloride; manganese(IV) oxide; sulfuric acid; In water; methylamine;

upstream raw materials:

D-glucose

methylamine hydrochloride

L-Tryptophan

(1S,3S)-1-methyl-1,2,3,4-tetrahydro-β-carboline-3-carboxylic acid

Downstream raw materials:

4-Benzoyl-1-(2-thiophen-2-yl-ethyl)-piperazine-2,6-dione