(1H-Indol-4-yl)methanamine

Base Information

• Chemical Name: (1H-Indol-4-yl)methanamine
• CAS No.: 3468-18-6
• Molecular Formula: C9H10N2
• Molecular Weight: 146.192
• Hs Code.: 2933990090
• European Community (EC) Number: 663-726-2
• NSC Number: 131886
• DSSTox Substance ID: DTXSID00299654
• Nikkaji Number: J3.102.583D
• Wikidata: Q72483021
• Mol file: 3468-18-6.mol

Synonyms:4-Aminomethylindole;3468-18-6;(1H-Indol-4-yl)methanamine;1H-indol-4-ylmethanamine;1h-indole-4-methanamine;4-(Aminomethyl)indole;(1H-Indol-4-ylmethyl)amine;MFCD04973297;(1H-Indol-4-ymetyl)amine;1-(1H-indol-4-yl)methanamine;C-(1H-Indol-4-yl)-methylamine;NSC131886;4-(aminomethyl)-indole;4-aminomethyl-1h-indole;4-(Aminomethyl)indole, 95%;c-(1h-indol-4-yl)methylamine;SCHEMBL2245672;DTXSID00299654;CHEBI:187682;FFBWKPKOXRMLNP-UHFFFAOYSA-N;BBL030315;STK742067;AKOS004122056;AB21262;NSC-131886;AS-39487;PD020356;SY027224;BB 0255223;CS-0039164;FT-0646140;EN300-333061;A822345;J-019710

Chemical Property of (1H-Indol-4-yl)methanamine

Chemical Property:

• Appearance/Colour: crystalline solid
• Melting Point: 132℃
• Boiling Point: 335.6 °C at 760 mmHg
• PKA: 17.21±0.30(Predicted)
• Flash Point: 183.3 °C
• PSA: 41.81000
• Density: 1.199 g/cm³
• LogP: 2.32690
• Storage Temp.: under inert gas (nitrogen or Argon) at 2–8 °C
• Solubility.: Soluble in ethanol, dimethyl sulfoxide and dimethyl formamide.
• Water Solubility.: DMSO:PBS ( 7.2) (1:1), also sol. in EtOH,DMSO&DMF
• XLogP3: 0.9
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 1
• Exact Mass: 146.084398327
• Heavy Atom Count: 11
• Complexity: 136

Purity/Quality:

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

4-Aminomethylindole ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi,Xn
• Statements: 36/37/38-41-37/38-22
• Safety Statements: 26-36/37/39

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: C1=CC(=C2C=CNC2=C1)CN
• Description: 4-Aminomethylindole is a synthetic intermediate useful for pharmaceutical synthesis.
• Uses: 4-Aminomethylindole is a useful research intermediate used in the preparation of dopamine receptor antagonist. Reactant for preparation of dopamine receptor antagonists 1 Reactant for preparation of high-affinity ligands to α2δ subunit of voltage-gated calcium channels 2 4-(Aminomethyl)indole is used as a reactant for preparation of dopamine receptor antagonists and for preparation of high-affinity ligands to α2δ subunit of voltage-gated calcium channels. It is used as a synthetic intermediate.

Technology Process of (1H-Indol-4-yl)methanamine

There total 4 articles about (1H-Indol-4-yl)methanamine 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: 95.7%

4-cyanoindole (16136-52-0) → 1H-indole-4-methanamine (3468-18-6)

Guidance literature:

With lithium aluminium tetrahydride; In tetrahydrofuran; at 0 ℃; Reflux; Inert atmosphere;

DOI:10.1021/jm901291r

Reference yield: 88.0%

4-formyl indole (1074-86-8) → 1H-indole-4-methanamine (3468-18-6)

Guidance literature:

With sodium borohydrid; methylamine; In methanol; water;

Reference yield: 80.0%

4-cyanoindole (16136-52-0) + sodium hydrogencarbonate (144-55-8) → 1H-indole-4-methanamine (3468-18-6)

Guidance literature:

With sodium hydroxide; In tetrahydrofuran;

upstream raw materials:

4-formyl indole

4-cyanoindole

sodium hydrogencarbonate

Downstream raw materials:

2-(indol-4-ylmethyl)-3,4-dihydroisoquinolinium bromide

Refernces

• 1、 Murugesan, Kathiravan,Senthamarai, Thirusangumurugan,Sohail, Manzar,Alshammari, Ahmad S.,Pohl, Marga-Martina,Beller, Matthias,Jagadeesh, Rajenahally V.. "Cobalt-based nanoparticles prepared from MOF-carbon templates as efficient hydrogenation catalysts". . p. 8553 - 8560. Retrieved 2018/11/30.
• 2、 Vilches-Herrera, Marcelo,Werkmeister, Svenja,Junge, Kathrin,Boerner, Armin,Beller, Matthias. "Selective catalytic transfer hydrogenation of nitriles to primary amines using Pd/C". . p. 629 - 632. Retrieved 2014/03/21.