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5-((2-(Pyrrolidin-1-yl)ethyl)thio)thiazol-2-amine

  • CAS No. 1042777-99-0

  • Cat. No. CS-0256014
  • Purity≥97%
  • MDL No.None

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

5-((2-(Pyrrolidin-1-yl)ethyl)thio)thiazol-2-amine|CS-0256014

Structure of 1042777-99-0

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General Information

  • CAS No. 1042777-99-0
  • Cat. No. CS-0256014
  • Purity ≥97%
  • MDL No. None
  • Storage 4°C, protect from light, stored under nitrogen
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₉H₁₅N₃S₂
  • Molecular Weight 229.37
  • Synonym(s) 5-(2-(Pyrrolidin-1-yl)ethylthio)thiazol-2-amine
  • SMILES NC1=NC=C(SCCN2CCCC2)S1

Description

This thiazole derivative features a pyrrolidinylethylthio side chain that enhances solubility and modulates electronic properties. The scaffold integrates a reactive amine group and a sulfur-linked heterocycle, enabling efficient coupling in bioconjugation and medicinal chemistry applications. Designed for stability under standard handling conditions, it serves as a key intermediate in the synthesis of functionalized thiazole-based compounds.

Application

5-((2-(Pyrrolidin-1-yl)ethyl)thio)thiazol-2-amine serves as a versatile scaffold in medicinal chemistry, enabling the construction of thiazole-based heterocycles via standard coupling and functionalization protocols. Its pyrrolidinylethylthio side chain enhances solubility and modulates electronic properties, while the thiazol-2-amine core provides a robust platform for transition metal-catalyzed cross-couplings and nucleophilic substitutions. The compound exhibits bench stability and facilitates efficient purification, making it well-suited for high-throughput synthesis campaigns in API development.

Synthesis

  • Route1
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      42302-16-9
    • In-stock
      2-Amino-5-bromothiazole hydrobromide|CS-D1095
      61296-22-8
    • ~%
    • In-stock
      5-((2-(Pyrrolidin-1-yl)ethyl)thio)thiazol-2-amine|CS-0256014
      1042777-99-0

    References

    • US2010/160395 A1, ; Page/Page column 3 ;

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-P330-P362-P405-P501

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Computational Chemistry Data

  • TPSA   42.15
  • LogP   1.9132
  • H_Acceptors   5
  • H_Donors   1
  • Rotatable_Bonds   4

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