(1H-Indol-5-yl)methanamine

Base Information

• Chemical Name: (1H-Indol-5-yl)methanamine
• CAS No.: 81881-74-5
• Molecular Formula: C9H10N2
• Molecular Weight: 146.192
• Hs Code.: 2933990090
• European Community (EC) Number: 693-668-3
• DSSTox Substance ID: DTXSID70231445
• Nikkaji Number: J2.662.765F
• Wikidata: Q72439614
• ChEMBL ID: CHEMBL5093963
• Mol file: 81881-74-5.mol

Synonyms:(1H-Indol-5-yl)methanamine;81881-74-5;5-(Aminomethyl)indole;1H-Indole-5-methanamine;1H-indol-5-ylmethanamine;5-Aminomethyl indole;C-(1H-INDOL-5-YL)-METHYLAMINE;1-(1H-indol-5-yl)methanamine;INDOLE, 5-(AMINOMETHYL)-;5-aminomethylindole;1H-Indol-5-ylmethylamine;(1H-indol-5-yl)methylamine;MFCD01719220;Indole-5-methanamine;indol-5-ylmethylamine;5-Aminomethyl-1H-indole;1H-Indole-5-methaneamine;SCHEMBL879568;5-(Aminomethyl)indole, 95%;c-(1h-indol-5-yl)methylamine;CHEMBL5093963;DTXSID70231445;1-(1H-indol-5-yl)-methylamine;STK501433;AKOS000321414;AB09848;CS-W004014;NCGC00340272-01;AM804374;DS-13291;LS-82304;SY026890;BB 0260664;FT-0661923;EN300-866361;AB01268359-03

Chemical Property of (1H-Indol-5-yl)methanamine

Chemical Property:

• Vapor Pressure: 0.000118mmHg at 25°C
• Melting Point: 114-118 °C
• Refractive Index: 1.697
• Boiling Point: 335.6 °C at 760 mmHg
• PKA: 17.07±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
• XLogP3: 1.2
• 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

5-(Aminomethyl)indole ^*data from reagent suppliers

Safty Information:

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

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC2=C(C=CN2)C=C1CN
• Uses: 5-(AMinoMethyl)indole has been used as reactant for preparation of:? and HIV-1 integrase inhibitors targeting the catalytic domain and its ability for interaction with LEDGF/p751? 5-(Aminomethyl)indole is used in the synthesis of Vigabatrin (V253000) bioisosteres as inhibitors of γ-aminobutyric acid aminotransferase (GABA-AT) inhibitors. Reactant for preparation of:HIV-1 integrase inhibitors targeting the catalytic domain and its ability for interaction with LEDGF/p75Inhibitors of Gli1-mediated transcription in the Hedgehog pathwaySCIO-469-like compounds for the inhibition of p38 MAP kinase4-(indol-5-ylamino)thieno[2,3-b]pyridine-5-carbonitriles as protein kinase c theta (PKC θ) inhibitorsNon-covalent thrombin inhibitors

Technology Process of (1H-Indol-5-yl)methanamine

There total 6 articles about (1H-Indol-5-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: 100.0%

1H-indole-5-carbonitrile (15861-24-2,142396-06-3) → 5-aminomethylindole (81881-74-5)

Guidance literature:

With ammonia; hydrogen; nickel; In methanol; water;

Reference yield: 67.0%

indole-5-methanol (1075-25-8) → 5-aminomethylindole (81881-74-5)

Guidance literature:

With ammonia; In toluene; at 110 ℃; for 20h; under 5250.53 Torr;

DOI:10.1039/d0sc03858j

Reference yield:

SD-169 (1670-87-7) → 5-aminomethylindole (81881-74-5)

Guidance literature:

With lithium aluminium tetrahydride; In tetrahydrofuran; at 20 ℃; for 3h; Inert atmosphere;

DOI:10.1016/j.jpba.2015.11.045

upstream raw materials:

1H-indole-5-carbonitrile

SD-169

1H-Indole-5-carboxylic acid

5-bromo-1H-indole

Downstream raw materials:

1-(1H-indol-5-ylmethyl)-3-phenethylurea

1-(1H-indol-5-ylmethyl)-3-phenethylthiourea

N-((1H-indol-5-yl)methyl)-4-(2,4-bis(benzyloxy)-5-isopropylphenyl)oxazole-5-carboxamide

1-[1-(4-fluorophenyl)-1H-indol-5-yl]methanamine

Refernces

• 1、 Formenti, Dario,Mocci, Rita,Atia, Hanan,Dastgir, Sarim,Anwar, Muhammad,Bachmann, Stephan,Scalone, Michelangelo,Junge, Kathrin,Beller, Matthias. "A State-of-the-Art Heterogeneous Catalyst for Efficient and General Nitrile Hydrogenation". supporting information. p. 15589 - 15595. Retrieved 2020/10/02.
• 2、 Sehajpal, Pallvi,Kirar, Seema,Ghosh, Saptarshi,Banerjee, Uttam Chand. "Generation of novel family of reductases from PCR based library for the synthesis of chiral alcohols and amines". . p. 83 - 91. Retrieved 2018/08/17.