(1-Methyl-1H-indol-2-yl)methanamine

Name: (1-Methyl-1H-indol-2-yl)methanamine
Brand: ChemScene
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CAS No. 55556-57-5
Cat. No. CS-0151215
Molecule weight160.22
Purity≥98%
MDL No.MFCD06801045

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Type	HazMat Fee
Excepted Quantity	$0.00
FedEx Limited Quantities Ground	$0.00
Hazmat Ground shipping	$50.00+
Inaccessible (Haz class 6.1 or 9), Domestic	$68.00+
Accessible (Haz class 3, 4, 5 or 8), Domestic	$158.00+
Inaccessible (Haz class 6.1 or 9), International	$108.00+
Accessible (Haz class 3, 4, 5 or 8), International	$238.00+

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(1-Methyl-1H-indol-2-yl)methanamine|CS-0151215

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General Information

CAS No. 55556-57-5
Cat. No. CS-0151215
Purity ≥98%
MDL No. MFCD06801045
Storage 4°C, protect from light
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₁₀H₁₂N₂
Molecular Weight 160.22
Synonym(s) C-(1-Methyl-1H-indol-2-yl)-methylamine
SMILES CN1C(=CC2=CC=CC=C21)CN

Description

(1-Methyl-1H-indol-2-yl)methanamine features a methylated indole core with a primary amine tethered to the 1-position, delivering a polar, electron-rich scaffold. This configuration enhances solubility and reactivity in synthetic transformations, particularly in coupling reactions and bioconjugation workflows. The molecule exhibits bench-stable handling characteristics under standard conditions, enabling straightforward integration into medicinal chemistry and materials synthesis pipelines.

Application

(1-Methyl-1H-indol-2-yl)methanamine serves as a versatile building block in medicinal chemistry, enabling the synthesis of indole-based pharmaceuticals and bioactive heterocycles. The primary amine functionality facilitates straightforward derivatization via amidation, alkylation, and reductive amination, while the methyl-substituted indole core provides enhanced metabolic stability and favorable pharmacokinetic properties. Bench-stable and readily purified by column chromatography, it functions effectively in standard coupling protocols and supports scalable synthesis of targeted scaffolds.

Synthesis

Route1
- 56297-43-9
- ~84%
- In-stock
  
  55556-57-5
References
- SmithKline Beecham Corporation Patent: US5977101 A1, 1999 ;
Route2
- 118618-61-4
- ~%
- In-stock
  
  55556-57-5
References
- Cruces; Elorriaga; Fernandez Alvarez; Lopez Chico; Nieto Lopez Farmaco, Edizione Scientifica, 1988 , vol. 43, # 7-8 p. 567 - 573

Safety Information

Download SDS

GHS Pictogram :	GHS No : GHS05,GHS07
Signal Word : Danger	UN#: N/A
Class : N/A	Packing Group : N/A
Hazard Statements : H302-H315-H318-H335
Precautionary Statements : P260-P264-P270-P271-P280-P301+P310-P302+P352-P304+P340-P305+P351+P338-P310-P312-P330-P332+P313-P362+P364-P403+P233-P405-P501

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Computational Chemistry Data

TPSA 30.95
LogP 1.637
H_Acceptors 2
H_Donors 1
Rotatable_Bonds 1

Other Classifications

Building Blocks Skeleton Aromatic heterocycle compounds Indole compounds

Key Words

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(1-Methyl-1H-indol-2-yl)methanamine

CAS No. 55556-57-5

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