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CS-W001157 4
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2-Methoxynaphthalen-1-amine

  • CAS No. 2246-42-6

  • Cat. No. CS-0237387
  • Purity≥96%
  • MDL No.None

*For research and further manufacturing use only, not for direct human use.

2-Methoxynaphthalen-1-amine|CS-0237387

Structure of 2246-42-6

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General Information

  • CAS No. 2246-42-6
  • Cat. No. CS-0237387
  • Purity ≥96%
  • MDL No. None
  • Storage 4°C, protect from light
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₁₁H₁₁NO
  • Molecular Weight 173.21
  • Synonym(s) 2-methoxynaphthylamine
  • SMILES COC1=C(C2=CC=CC=C2C=C1)N

Description

2-Methoxynaphthalen-1-amine features a naphthalene core with strategically positioned methoxy and primary amine groups, enabling versatile integration into pharmaceutical intermediates and functional materials. The electron-donating methoxy substituent enhances reactivity at the adjacent aromatic ring, while the amine moiety facilitates coupling reactions. This compound exhibits good stability under standard handling conditions and serves as a key building block in synthetic routes requiring dual functionalization.

Application

2-Methoxynaphthalen-1-amine serves as a versatile building block in medicinal chemistry and materials science, offering a rigid naphthalene scaffold with orthogonal functional handles. The aniline group enables direct coupling reactions (e.g., Suzuki, Ullmann), while the methoxy substituent enhances solubility and modulates electronic properties. Its bench-stable nature and compatibility with standard purification methods make it well-suited for multi-step synthesis of heterocyclic compounds and API intermediates.

Synthesis

  • Route1

    References

    • Oh, Soo-Jin; Hwang, Seok Jin; Jung, Jonghoon; Yu, Kuai; Kim, Jeongyeon; Choi, Jung Yoon; Hartzell, H. Criss; Roh, Eun Joo; Justin Lee Molecular Pharmacology, 2013 , vol. 84, # 5 p. 726 - 735
  • Route2

    References

    • Syntex Corporation Patent: US3960957 A1, 1976 ;
  • Route3

    References

    • Messaoudi, Samir; Brion, Jean-Daniel; Alami, Mouad Advanced Synthesis and Catalysis, 2010 , vol. 352, # 10 p. 1677 - 1687

Safety Information

Download SDS
GHS Pictogram :
GHS No : GHS07
Signal Word : Warning
UN#: N/A
Class : N/A
Packing Group : N/A
Hazard Statements : H302-H315-H319-H335
Precautionary Statements : P261-P264-P271-P280-P302+P352-P304+P340-P362-P405-P501

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Computational Chemistry Data

  • TPSA   35.25
  • LogP   2.4306
  • H_Acceptors   2
  • H_Donors   1
  • Rotatable_Bonds   1

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