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CS-W001157 4
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(1H-Indol-6-yl)methanol

  • CAS No. 1075-26-9

  • Cat. No. CS-0091815
  • Purity≥97%
  • MDL No.MFCD02179595

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

(1H-Indol-6-yl)methanol|CS-0091815

Structure of 1075-26-9

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General Information

  • CAS No. 1075-26-9
  • Cat. No. CS-0091815
  • Purity ≥97%
  • MDL No. MFCD02179595
  • Storage 4°C, protect from light
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₉H₉NO
  • Molecular Weight 147.17
  • Synonym(s) INDOLE-6-METHANOL
  • SMILES OCC1=CC2=C(C=C1)C=CN2

Description

(1H-Indol-6-yl)methanol features a benzene-fused indole core with a reactive primary alcohol at the 6-position, enabling straightforward functionalization. This bench-stable, moisture-tolerant scaffold integrates readily into synthetic routes for bioactive molecules and fluorescent probes.

Application

(1H-Indol-6-yl)methanol serves as a versatile building block for indole-based scaffolds, enabling efficient functionalization at the 6-position. Its benzylic alcohol functionality facilitates oxidation to aldehydes or carboxylic acids, and it participates reliably in Mitsunobu reactions, ether formation, and coupling protocols. The compound exhibits good bench stability and is compatible with common protecting group strategies, making it well-suited for medicinal chemistry campaigns and heterocycle synthesis.

Synthesis

  • Route1

    References

    • Al-Awar, Rima Salim; Hecker, Kyle Andrew; Ray, James Edward; Huang, Jianping; Joseph, Sajan; Li, Tiechao; Paal, Michael; Rathnachalam, Radhakrishnan; Shih, Chuan; Waid, Philip Parker; Zhou, Xun; Zhu, Guoxin Patent: US2003/229026 A1, 2003 ; Location in patent: Page 24 ; US 20030229026 A1
  • Route2

    References

    • AFFINIUM PHARMACEUTICALS, INC. Patent: WO2004/52890 A1, 2004 ; Location in patent: Page 46-47; 93 ; WO 2004/052890 A1
  • Route3
    • null|null
      32989-68-7
    • ~%
    • In-stock
      1H-Indole-6-carbaldehyde|CS-W000833
      1196-70-9
    • In-stock
      (1H-Indol-6-yl)methanol|CS-0091815
      1075-26-9

    References

    • Chemical and Pharmaceutical Bulletin, , vol. 34, # 10 p. 4109 - 4115

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-P270-P271-P280-P302+P352-P304+P340-P305+P351+P338-P330-P362+P364-P403+P233-P405-P501

Quality Control

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Computational Chemistry Data

  • TPSA   36.02
  • LogP   1.6602
  • H_Acceptors   1
  • H_Donors   2
  • Rotatable_Bonds   1

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