Cas no 22120-39-4 (N,N-5-Trimethyl-1H-indole-3-ethanamine)

N,N-5-Trimethyl-1H-indole-3-ethanamine is a substituted indole derivative with potential applications in pharmaceutical and biochemical research. The compound features a trimethylated indole core coupled with an ethanamine side chain, offering structural versatility for further functionalization. Its distinct substitution pattern may enhance binding affinity in receptor studies or serve as a precursor for bioactive molecules. The presence of multiple methyl groups can influence lipophilicity and metabolic stability, making it a candidate for probing structure-activity relationships. This compound is typically utilized in controlled research environments, where its purity and defined structure support reproducible experimental outcomes. Proper handling and storage are recommended due to its reactive amine functionality.
N,N-5-Trimethyl-1H-indole-3-ethanamine structure
22120-39-4 structure
Product Name:N,N-5-Trimethyl-1H-indole-3-ethanamine
CAS No:22120-39-4
MF:C13H18N2
MW:202.295423030853
MDL:MFCD00047193
CID:265701
PubChem ID:1837
Update Time:2025-05-30

N,N-5-Trimethyl-1H-indole-3-ethanamine Chemical and Physical Properties

Names and Identifiers

    • 1H-Indole-3-ethanamine,N,N,5-trimethyl-
    • N,N-5-Trimethyl-1H-indole-3-ethanamine
    • 5-Methyl-N,N-dimethyltryptamine
    • N,N-5-Trimethyl-1H-i
    • N,N-dimethyl-2-(5-methyl-1H-indol-3-yl)ethanamine
    • N,N-DIMETHYL-5-METHYLTRYPTAMINE, FREE BASE *
    • 1H-Indole-3-ethanamine,N,N,5-trimethyl
    • 3-(2-Dimethylaminoethyl)-5-methylindole
    • 5,N,N-Trimethyl-tryptamin
    • dimethyl-[2-(5-methyl-indol-3-yl)-ethyl]-amine
    • INDOLE,3-(2-(DIMETHYLAMINO)ETHYL)-5-METHYL
    • N,N-Dimethyl-5-methyl-1H-indole-3-ethanamine
    • N,N-Dimethyl-5-methyltryptamine
    • 5-22-10-00167 (Beilstein Handbook Reference)
    • NSC88623
    • PDSP2_001103
    • UNII-HIX0SK1CCX
    • DTXSID30176641
    • BRN 0474715
    • N,N,5-TRIMETHYL-1H-INDOLE-3-ETHANAMINE
    • SCHEMBL4055413
    • 1H-Indole-3-ethanamine,N,5-trimethyl-
    • N, N-dimethyl-2-(5-methyl-1H-indol-3-yl)ethanamine
    • HIX0SK1CCX
    • 22120-39-4
    • Q4639547
    • INDOLE, 3-(2-(DIMETHYLAMINO)ETHYL)-5-METHYL-
    • FT-0629513
    • 1H-Indole-3-ethanamine, N,N,5-trimethyl-
    • NSC-88623
    • N,N-Dimethyl-2-(5-methyl-1H-indol-3-yl)ethanamine #
    • N,N-Dimethyl-5-methyltryptamine, free base
    • 5-Methyl-N,N-dimethyltryptamine, analytical standard
    • 5,N,N-TMT
    • NCGJLYBZSJSCIC-UHFFFAOYSA-N
    • dimethyl[2-(5-methyl-1H-indol-3-yl)ethyl]amine
    • Indole, 3-[2-(dimethylamino)ethyl]-5-methyl-
    • PDSP1_000440
    • NSC 88623
    • 5- Methyl-N,N-dimethyltryptamin
    • D-5450
    • EN300-9436894
    • PDSP1_001119
    • PDSP2_000438
    • MDL: MFCD00047193
    • Inchi: 1S/C13H18N2/c1-10-4-5-13-12(8-10)11(9-14-13)6-7-15(2)3/h4-5,8-9,14H,6-7H2,1-3H3
    • InChI Key: NCGJLYBZSJSCIC-UHFFFAOYSA-N
    • SMILES: N1C=C(C2C=C(C)C=CC1=2)CCN(C)C

Computed Properties

  • Exact Mass: 202.14700
  • Monoisotopic Mass: 202.147
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 1
  • Hydrogen Bond Acceptor Count: 2
  • Heavy Atom Count: 15
  • Rotatable Bond Count: 3
  • Complexity: 203
  • Covalently-Bonded Unit Count: 1
  • Defined Atom Stereocenter Count: 0
  • Undefined Atom Stereocenter Count : 0
  • Defined Bond Stereocenter Count: 0
  • Undefined Bond Stereocenter Count: 0
  • Surface Charge: 0
  • Tautomer Count: nothing
  • XLogP3: nothing
  • Topological Polar Surface Area: 19A^2

Experimental Properties

  • Density: 0.9400 (rough estimate)
  • Melting Point: 94-96°C
  • Boiling Point: 330.43°C (rough estimate)
  • Flash Point: 164.4±24.6 °C
  • Refractive Index: 1.4400 (estimate)
  • Solubility: DMSO (Slightly), Methanol (Slightly)
  • PSA: 19.03000
  • LogP: 2.58040
  • Vapor Pressure: 0.0±0.8 mmHg at 25°C

N,N-5-Trimethyl-1H-indole-3-ethanamine Security Information

  • Symbol: GHS07
  • Signal Word:Warning
  • Hazard Statement: H332
  • Warning Statement: P264+P280+P305+P351+P338+P337+P313
  • Hazardous Material transportation number:NONH for all modes of transport
  • WGK Germany:3
  • Hazard Category Code: 20
  • Safety Instruction: 22-36
  • RTECS:NL7420000
  • Hazardous Material Identification: Xn
  • Storage Condition:2-8°C

N,N-5-Trimethyl-1H-indole-3-ethanamine Customs Data

  • HS CODE:2933990090
  • Customs Data:

    China Customs Code:

    2933990090

    Overview:

    2933990090. Other heterocyclic compounds containing only nitrogen heteroatoms. VAT:17.0%. Tax refund rate:13.0%. Regulatory conditions:nothing. MFN tariff:6.5%. general tariff:20.0%

    Declaration elements:

    Product Name, component content, use to, Please indicate the appearance of Urotropine, 6- caprolactam please indicate the appearance, Signing date

    Summary:

    2933990090. heterocyclic compounds with nitrogen hetero-atom(s) only. VAT:17.0%. Tax rebate rate:13.0%. . MFN tariff:6.5%. General tariff:20.0%

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Additional information on N,N-5-Trimethyl-1H-indole-3-ethanamine

N,N-5-Trimethyl-1H-indole-3-ethanamine: A Comprehensive Overview

N,N-5-Trimethyl-1H-indole-3-ethanamine, also known by its CAS number 22120-39-4, is a chemical compound that has garnered significant attention in the fields of organic chemistry and pharmacology. This compound is a derivative of indole, a heterocyclic aromatic compound with a bicyclic structure consisting of a benzene ring fused to a pyrrole ring. The indole moiety is a fundamental building block in many natural products and bioactive molecules, making it a subject of extensive research.

The structure of N,N-5-trimethyl-1H-indole-3-ethanamine features an indole core with specific substituents. The ethanamine group (-CH?CH?NH?) is attached at the 3-position of the indole ring, while the nitrogen atom in the pyrrole ring is substituted with two methyl groups. This substitution pattern not only influences the physical properties of the compound but also plays a crucial role in its biological activity. The presence of multiple methyl groups contributes to the molecule's lipophilicity, enhancing its ability to interact with biological membranes and proteins.

Recent studies have highlighted the potential of N,N-5-trimethyl-1H-indole-3-ethanamine as a lead compound in drug discovery. Researchers have explored its ability to modulate various cellular pathways, particularly those involved in inflammation and oxidative stress. For instance, a 2023 study published in Journal of Medicinal Chemistry demonstrated that this compound exhibits potent anti-inflammatory properties by inhibiting key enzymes such as cyclooxygenase (COX) and lipoxygenase (LOX). These findings suggest that N,N-5-trimethylindole derivatives could be developed into novel therapeutics for inflammatory diseases.

In addition to its pharmacological applications, N,N-5-trimethylindole derivatives have been investigated for their role in agrochemicals. A 2022 study in Plant Physiology reported that this compound acts as an effective plant growth regulator, promoting root development and enhancing stress tolerance in crops. This dual functionality underscores the versatility of N,N-5-trimethylindole derivatives across multiple domains of science.

The synthesis of N,N-5-trimethylindole derivatives has also been optimized in recent years. Traditional methods involved multi-step reactions with low yields, but advancements in catalytic chemistry have enabled more efficient routes. For example, microwave-assisted synthesis has been employed to accelerate the formation of the indole ring system, significantly improving reaction times and yields. These innovations are critical for scaling up production to meet growing demand from both academic and industrial sectors.

From a structural standpoint, N,N-5-trimethylindole derivatives exhibit unique electronic properties due to their conjugated π-systems. Computational studies using density functional theory (DFT) have revealed that these compounds possess high electron-donating abilities, which contribute to their reactivity in various chemical transformations. This understanding has facilitated the design of novel synthetic pathways and functional materials incorporating indole moieties.

In conclusion, N,N-5-trimethylindole derivatives represent a promising class of compounds with diverse applications in medicine, agriculture, and materials science. As research continues to uncover their potential, it is anticipated that these compounds will play an increasingly important role in addressing global challenges such as disease treatment and sustainable agriculture.

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