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CS-W001157 4
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3-(Aminomethyl)thiophene

  • CAS No. 27757-86-4

  • Cat. No. CS-W002779
  • Purity≥95%
  • MDL No.MFCD01529872

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

3-(Aminomethyl)thiophene|CS-W002779

Structure of 27757-86-4

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General Information

  • CAS No. 27757-86-4
  • Cat. No. CS-W002779
  • Purity ≥95%
  • MDL No. MFCD01529872
  • Storage 4°C, protect from light, stored under nitrogen
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₅H₇NS
  • Molecular Weight 113.18
  • Synonym(s) Thiophen-3-ylmethanamine
  • SMILES NCC1=CSC=C1

Description

3-(Aminomethyl)thiophene is a heterocyclic building block featuring a thiophene core with a strategically positioned aminomethyl group. This functionalized scaffold enables direct incorporation into bioactive molecules and catalytic systems, offering enhanced solubility and reactivity in synthetic transformations under standard conditions.

Application

3-(Aminomethyl)thiophene serves as a versatile building block in medicinal chemistry, enabling efficient access to biologically relevant thiophene-based scaffolds. The pendant primary amine facilitates conjugation via amide bond formation, reductive amination, or incorporation into heterocycles. Its bench-stable nature and compatibility with standard reaction conditions make it suitable for multi-step synthesis, particularly in the development of kinase inhibitors and CNS-targeted compounds.

Synthesis

  • Route1

    References

    • Crawford, Jason B.; Chen, Gang; Carpenter, Bryon; Wilson, Trevor; Ji, Jenny; Skerlj, Renato T.; Bridger, Gary J. Organic Process Research and Development, 2012 , vol. 16, # 1 p. 109 - 116
  • Route2

    References

    • INSTITUTE OF MATERIA MEDICA, CHINESE ACADEMY OF MEDICAL SCIENCES; Shi, Jiangong; Zhang, Jianjun; Yue, Zhenggang; Li, Min; Zhu, Chenggen; Zhang, Ying; Zi, Jiachen; Wang, Yafang; Fan, Xiaona; Xu, Ruiming; Lin, Sheng; Li, Yan; Yang, Yongchun; Sheng, Li Patent: US2013/45942 A1, 2013 ;
  • Route3
    • null|null
      148134-23-0
    • ~81%
    • In-stock
      3-(Aminomethyl)thiophene|CS-W002779
      27757-86-4

    References

    • Aventis Pharmaceuticals Inc. Patent: EP1216244 B1, 2003 ; EP 1216244 B1

Safety Information

Download SDS
GHS Pictogram :
GHS No : GHS05
Signal Word : Danger
UN#: 2735
Class : 8
Packing Group : Ⅲ
Hazard Statements : H314-H318
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   26.02
  • LogP   1.2068
  • H_Acceptors   2
  • H_Donors   1
  • Rotatable_Bonds   1

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