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CS-W001157 4
Total: USD 88.00

2,3-Dihydrobenzo[b][1,4]dioxin-5-amine

  • CAS No. 16081-45-1

  • Cat. No. CS-0044156
  • Purity≥98%
  • MDL No.None

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

2,3-Dihydrobenzo[b][1,4]dioxin-5-amine|CS-0044156

Structure of 16081-45-1

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General Information

  • CAS No. 16081-45-1
  • Cat. No. CS-0044156
  • Purity ≥98%
  • MDL No. None
  • Storage 4°C, protect from light
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₈H₉NO₂
  • Molecular Weight 151.16
  • Synonym(s) 5-AMINO-1,4-BENZODIOXANE HYDROCHLORIDE
  • SMILES NC1=C2OCCOC2=CC=C1

Description

2,3-Dihydrobenzo[b][1,4]dioxin-5-amine features a fused heterocyclic core with a primary amine at the 5-position, offering a versatile scaffold for medicinal chemistry. The molecule exhibits bench-stable handling and integrates readily into diverse synthetic pathways, enabling efficient access to bioactive analogs in drug discovery programs.

Application

2,3-Dihydrobenzo[b][1,4]dioxin-5-amine serves as a versatile heterocyclic building block in medicinal chemistry, enabling the synthesis of bioactive molecules through standard amine functionalization. Its stable dihydrodioxin core exhibits good bench stability and tolerates a range of reaction conditions, facilitating coupling reactions and further derivatization. The amine functionality allows for facile incorporation into diverse scaffolds, including those found in CNS-targeted therapeutics and kinase inhibitors.

Synthesis

  • Route1
    • 5-Nitro-2,3-dihydrobenzo[b][1,4]dioxine|CS-0603050
      57356-28-2
    • ~98%
    • In-stock
      2,3-Dihydrobenzo[b][1,4]dioxin-5-amine|CS-0044156
      16081-45-1

    References

    • CENTAURUS BIOPHARMA CO., LTD.; XIAO, Dengming; CHENG, Liang; LIU, Xijie; HU, Yuandong; XU, Xinhe; LIU, Zhihua; ZHANG, Lipeng; WU, Wei; WANG, Shulong; SHEN, Yu; LI, Gen; WANG, Yin; ZHAO, Sheng; LI, Chonglong; TANG, Jia; YU, Honghao Patent: WO2012/92880 A1, 2012 ; Location in patent: Page/Page column 53 ; WO 2012/092880 A1
  • Route2
    • null|null
      1155139-88-0
    • ~%
    • In-stock
      2,3-Dihydrobenzo[b][1,4]dioxin-5-amine|CS-0044156
      16081-45-1

    References

    • WO2012/3418 A2, ; Page/Page column 96 ; WO 2012/003418 A2
  • Route3

    References

    • US5710149 A1, ; US 5710149 A

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   44.48
  • LogP   1.04
  • H_Acceptors   3
  • H_Donors   1
  • Rotatable_Bonds   0

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