Cas no 90888-62-3 ((1H-Indol-2-ylmethyl)methylamine)

(1H-Indol-2-ylmethyl)methylamine is a versatile indole-derived amine compound with applications in pharmaceutical and organic synthesis. Its structural framework, featuring a methylamine substituent on the indole core, makes it a valuable intermediate for the development of bioactive molecules, including potential CNS-targeting agents. The compound’s reactivity allows for further functionalization, enabling the synthesis of more complex derivatives. Its stability under standard conditions and compatibility with common synthetic methodologies enhance its utility in research and industrial settings. This compound is particularly relevant in medicinal chemistry for exploring serotonin-related pathways due to its indole scaffold, which is a key motif in many neuroactive compounds.
(1H-Indol-2-ylmethyl)methylamine structure
90888-62-3 structure
Product Name:(1H-Indol-2-ylmethyl)methylamine
CAS No:90888-62-3
MF:C10H12N2
MW:160.215682029724
CID:1069618
PubChem ID:11194490
Update Time:2025-05-20

(1H-Indol-2-ylmethyl)methylamine Chemical and Physical Properties

Names and Identifiers

    • (1H-Indol-2-ylmethyl)methylamine
    • Indole, 2-[(methylamino)methyl]- (6CI, 7CI)
    • N-Methyl-1H-indole-2-methanamine (ACI)
    • (1H-Indol-2-ylmethyl)(methyl)amine
    • 1-(1H-Indol-2-yl)-N-methylmethanamine
    • [(1H-Indol-2-yl)methyl](methyl)amine
    • N-Methyl-2-indolemethanamine
    • DTXSID201301289
    • 90888-62-3
    • RDIZNKNSMGEKKE-UHFFFAOYSA-N
    • BS-51269
    • (1H-Indol-2-ylmethyl)methylamine, AldrichCPR
    • E76798
    • (methyl)aminomethyl indole
    • EN300-102967
    • Z951182360
    • SCHEMBL1460651
    • CS-0163705
    • AKOS003658167
    • 2-(Methylaminomethyl)-1H-indole
    • N-Methyl-1H-indole-2-methanamine
    • MDL: MFCD05181727
    • Inchi: 1S/C10H12N2/c1-11-7-9-6-8-4-2-3-5-10(8)12-9/h2-6,11-12H,7H2,1H3
    • InChI Key: RDIZNKNSMGEKKE-UHFFFAOYSA-N
    • SMILES: C1C=C2C(NC(CNC)=C2)=CC=1

Computed Properties

  • Exact Mass: 160.100048391g/mol
  • Monoisotopic Mass: 160.100048391g/mol
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 2
  • Hydrogen Bond Acceptor Count: 2
  • Heavy Atom Count: 12
  • Rotatable Bond Count: 2
  • Complexity: 147
  • 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
  • XLogP3: 1.5
  • Topological Polar Surface Area: 27.8?2

(1H-Indol-2-ylmethyl)methylamine Security Information

  • Hazardous Material Identification: Xi
  • HazardClass:IRRITANT

(1H-Indol-2-ylmethyl)methylamine Pricemore >>

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(1H-Indol-2-ylmethyl)methylamine Production Method

Production Method 1

Reaction Conditions
1.1 Solvents: Methanol ;  4 h, rt
1.2 Reagents: Sodium borohydride ;  10 min, 0 °C; 0 °C → rt
Reference
Novel Terminal Bipheny-Based Diapophytoene Desaturases (CrtN) Inhibitors as Anti-MRSA/VISR/LRSA Agents with Reduced hERG Activity
Li, Baoli; Ni, Shuaishuai; Mao, Fei; Chen, Feifei ; Liu, Yifu; et al, Journal of Medicinal Chemistry, 2018, 61(1), 224-250

Production Method 2

Reaction Conditions
1.1 Reagents: Oxalyl chloride Catalysts: Dimethylformamide Solvents: Dichloromethane ;  12 h, rt
1.2 Solvents: Dichloromethane ;  0 °C; overnight, rt
1.3 Reagents: Lithium aluminum hydride Solvents: 1,4-Dioxane ;  0 °C; overnight, reflux
1.4 Reagents: Sodium sulfate Solvents: Water ;  0 °C
1.5 Reagents: Sodium hydroxide Solvents: Water ;  pH 10
Reference
Synthesis of heteroarylogous 1H-indole-3-carboxamidines via a three-component interrupted Ugi reaction
La Spisa, Fabio; Meneghetti, Fiorella; Pozzi, Beatrice; Tron, Gian Cesare, Synthesis, 2015, 47(4), 489-496

(1H-Indol-2-ylmethyl)methylamine Raw materials

(1H-Indol-2-ylmethyl)methylamine Preparation Products

Additional information on (1H-Indol-2-ylmethyl)methylamine

Comprehensive Guide to (1H-Indol-2-ylmethyl)methylamine (CAS No. 90888-62-3): Properties, Applications, and Market Insights

(1H-Indol-2-ylmethyl)methylamine (CAS No. 90888-62-3) is a specialized organic compound with a molecular structure that combines an indole ring system with a methylamine substituent. This unique configuration makes it a valuable intermediate in pharmaceutical and biochemical research. The compound is also referred to as 2-(methylaminomethyl)indole, highlighting its structural features. Researchers and industry professionals often search for terms like "(1H-Indol-2-ylmethyl)methylamine synthesis", "CAS 90888-62-3 applications", and "indole derivatives in drug discovery", reflecting its growing importance in scientific communities.

The physical and chemical properties of (1H-Indol-2-ylmethyl)methylamine contribute to its versatility. With a molecular formula of C10H12N2, it typically appears as a light-colored crystalline solid under standard conditions. Its indole-methylamine hybrid structure provides both aromatic character and basic nitrogen functionality, enabling diverse reactivity patterns. Recent studies have focused on its solubility profile and stability parameters, which are crucial for formulation scientists working on novel drug delivery systems.

In pharmaceutical applications, (1H-Indol-2-ylmethyl)methylamine serves as a key building block for neurologically active compounds. The indole nucleus is structurally similar to serotonin and melatonin, making derivatives of this compound particularly interesting for CNS drug development. Current research trends explore its potential in designing selective receptor modulators, with particular attention to neurodegenerative disease treatments—a hot topic in medical chemistry circles. Scientists frequently investigate "indoleamine analogs in Parkinson's research" and "methylaminoindole derivatives as cognitive enhancers", demonstrating the compound's relevance.

The synthetic chemistry of 90888-62-3 has seen significant advancements in recent years. Modern green chemistry approaches have developed more efficient routes to this intermediate, reducing environmental impact—a major concern in today's chemical industry. Techniques such as catalytic amination and microwave-assisted synthesis have improved yields while minimizing waste generation. These developments align with growing searches for "sustainable indole derivative production" and "eco-friendly heterocyclic synthesis methods".

Analytical characterization of (1H-Indol-2-ylmethyl)methylamine employs advanced techniques including HPLC-MS, NMR spectroscopy, and X-ray crystallography. Quality control protocols for this compound emphasize purity assessment and isomeric composition, critical factors for research reproducibility. The analytical data available for CAS 90888-62-3 supports its use in high-throughput screening programs and structure-activity relationship studies.

Market dynamics for indole-based intermediates like (1H-Indol-2-ylmethyl)methylamine show steady growth, driven by expanding pharmaceutical R&D budgets worldwide. Suppliers have responded to increasing demand by offering custom synthesis services and scale-up capabilities for this compound. Industry reports tracking "specialty chemicals market trends" and "pharmaceutical intermediate pricing" often feature this chemical class due to its commercial significance.

From a regulatory perspective, 90888-62-3 is properly classified and documented in major chemical inventories. Proper handling procedures and storage conditions are well-established, ensuring safe laboratory use. The compound's safety data has been thoroughly evaluated, with comprehensive information available about its toxicological profile and environmental fate—topics frequently searched by EHS professionals.

Future research directions for (1H-Indol-2-ylmethyl)methylamine may explore its potential in material science applications, particularly in developing functional polymers or organic electronic components. The compound's electron-rich aromatic system and coordinating nitrogen atoms make it an interesting candidate for molecular engineering projects. Such interdisciplinary applications are gaining attention, as seen in search trends for "indole compounds in advanced materials".

For researchers sourcing CAS 90888-62-3, current best practices include verifying supplier credentials and requesting full analytical certificates. The compound is available in various packaging options ranging from milligram quantities for discovery research to kilogram scales for process development. Procurement specialists often search for "reliable (1H-Indol-2-ylmethyl)methylamine suppliers" and "bulk indole derivative pricing" when sourcing this material.

In conclusion, (1H-Indol-2-ylmethyl)methylamine represents an important chemical tool with wide-ranging scientific utility. Its unique structure bridges medicinal chemistry and materials science, while ongoing methodological improvements enhance its accessibility. As research into indole-containing compounds continues to expand, 90888-62-3 will likely maintain its position as a valuable intermediate for innovation across multiple disciplines.

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