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2-(1-(Ethylsulfonyl)azetidin-3-ylidene)acetonitrile

  • CAS No. 1187595-85-2

  • Cat. No. CS-M2446
  • Purity≥98%
  • MDL No.MFCD22987586

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

2-(1-(Ethylsulfonyl)azetidin-3-ylidene)acetonitrile|CS-M2446

Structure of 1187595-85-2

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General Information

  • CAS No. 1187595-85-2
  • Cat. No. CS-M2446
  • Purity ≥98%
  • MDL No. MFCD22987586
  • Storage 4°C
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₇H₁₀N₂O₂S
  • Molecular Weight 186.23
  • Synonym(s) Baricitinibintermediates2-(1-(ethylsulfonyl)azetidin-3-ylidene)acetonitrile
  • SMILES O=S(N1C/C(C1)=C\C#N)(CC)=O

Description

This azetidine-based acetonitrile integrates a sulfonamide handle and electron-deficient alkene, enabling direct conjugation in bioorthogonal reactions. The ethylsulfonyl group enhances solubility and stability under standard conditions, while the strained ring system facilitates rapid cycloaddition with tetrazines.

Application

2-(1-(Ethylsulfonyl)azetidin-3-ylidene)acetonitrile serves as a versatile building block for constructing azetidine-containing scaffolds in medicinal chemistry. Its conjugated nitrile and sulfone groups enable efficient Michael additions and facilitate downstream functionalization. The molecule exhibits bench stability, tolerates a range of reaction conditions, and supports orthogonal transformations, making it well-suited for modular synthesis workflows targeting bioactive heterocycles.

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   61.17
  • LogP   0.10168
  • H_Acceptors   3
  • H_Donors   0
  • Rotatable_Bonds   2

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