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CS-W001157 4
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2-Amino-6,7-dihydrothiazolo[5,4-c]pyridin-4(5H)-one

  • CAS No. 26493-11-8

  • Cat. No. CS-W021573
  • Purity≥97%
  • MDL No.MFCD14706760

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

2-Amino-6,7-dihydrothiazolo[5,4-c]pyridin-4(5H)-one|CS-W021573

Structure of 26493-11-8

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General Information

  • CAS No. 26493-11-8
  • Cat. No. CS-W021573
  • Purity ≥97%
  • MDL No. MFCD14706760
  • Storage RT, protect from light
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₆H₇N₃OS
  • Molecular Weight 169.20
  • Synonym(s) 2-amino-6,7-dihydro-5H-[1,3]thiazolo[5,4-c]pyridin-4-one
  • SMILES NC1=NC2=C(S1)C(=O)NCC2

Description

2-Amino-6,7-dihydrothiazolo[5,4-c]pyridin-4(5H)-one features a fused thiazolopyridinone core with a primary amine at the 2-position, offering enhanced solubility and reactivity. This bench-stable scaffold integrates readily into medicinal chemistry campaigns, serving as a key heterocyclic building block for kinase inhibitors and bioactive small molecules.

Application

2-Amino-6,7-dihydrothiazolo[5,4-c]pyridin-4(5H)-one serves as a versatile heterocyclic building block for medicinal chemistry and synthetic organic research. Its fused thiazolopyridinone core exhibits robust bench stability and facilitates straightforward functionalization at the amino and carbonyl positions. The scaffold enables efficient access to bioactive compounds through standard coupling reactions and supports orthogonal derivatization in multi-step syntheses.

Synthesis

  • Route1

    References

    • JANSSEN PHARMACEUTICA NV; MACDONALD, Gregor, James; TRABANCO-SUAREZ, Andres, Avelino; CONDE-CEIDE, Susana; TRESADERN, Gary, John; BARTOLOME-NEBREDA, Jose, Manuel; PASTOR-FERNANDEZ, Joaquin Patent: WO2011/73339 A1, 2011 ; Location in patent: Page/Page column 42 ; WO 2011/073339 A1
  • Route2
    • tert-Butyl 3-bromo-2,4-dioxopiperidine-1-carboxylate|CS-0154763
      1312412-87-5
    • null|null
      17356-08-0
    • ~68%
    • In-stock
      2-Amino-6,7-dihydrothiazolo[5,4-c]pyridin-4(5H)-one|CS-W021573
      26493-11-8

    References

    • Packiarajan, Mathivanan; Grenon, Michel; Zorn, Samuel; Hopper, Allen T.; White, Andrew D.; Chandrasena, Gamini; Pu, Xiaosui; Brodbeck, Robbin M.; Robichaud, Albert J. Bioorganic and Medicinal Chemistry Letters, 2013 , vol. 23, # 14 p. 4037 - 4043
  • Route3

    References

    • Packiarajan, Mathivanan; Grenon, Michel; Zorn, Samuel; Hopper, Allen T.; White, Andrew D.; Chandrasena, Gamini; Pu, Xiaosui; Brodbeck, Robbin M.; Robichaud, Albert J. Bioorganic and Medicinal Chemistry Letters, 2013 , vol. 23, # 14 p. 4037 - 4043

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

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Computational Chemistry Data

  • TPSA   68.01
  • LogP   0.0112
  • H_Acceptors   4
  • H_Donors   2
  • Rotatable_Bonds   0

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