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CS-W001157 4
Total: USD 88.00

4-(4-Morpholinylmethyl)benzenamine

  • CAS No. 51013-67-3

  • Cat. No. CS-W019757
  • Purity≥98%
  • MDL No.MFCD03659020

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

4-(4-Morpholinylmethyl)benzenamine|CS-W019757

Structure of 51013-67-3

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General Information

  • CAS No. 51013-67-3
  • Cat. No. CS-W019757
  • Purity ≥98%
  • MDL No. MFCD03659020
  • Storage 4°C, protect from light
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₁₁H₁₆N₂O
  • Molecular Weight 192.26
  • Synonym(s) 4-(4-Aminobenzyl)morpholine; 4-(4-Morpholinylmethyl)aniline; 4-(Morpholin-4-ylmethyl)phenylamine; 4-Morpholinomethylaniline; Benzenamine, 4-(4-morpholinylmethyl)-
  • SMILES NC1=CC=C(CN2CCOCC2)C=C1

Description

4-(4-Morpholinylmethyl)benzenamine features a benzene ring linked to a morpholine-bearing methylene tether, delivering a balanced combination of solubility and electron-rich character. This scaffold integrates readily into pharmaceutical intermediates and bioactive molecules, offering enhanced metabolic stability and improved membrane permeability in drug discovery applications.

Application

4-(4-Morpholinylmethyl)benzenamine serves as a versatile building block in medicinal chemistry, enabling the construction of bioactive heterocycles and pharmaceutical intermediates. Its benzene core with an electron-rich morpholinylmethyl substituent provides excellent functional group tolerance and facilitates diverse transformations, including coupling reactions and derivatization. The compound exhibits good bench stability and ease of purification, making it well-suited for scalable synthesis and process development workflows.

Synthesis

  • Route1
    • 4-(4-Nitrobenzyl)morpholine|CS-0157623
      6425-46-3
    • ~97%
    • In-stock
      4-(4-Morpholinylmethyl)benzenamine|CS-W019757
      51013-67-3

    References

    • Tsou, Hwei-Ru; Otteng, Mercy; Tran, Tritin; Floyd Jr., M. Brawner; Reich, Marvin; Birnberg, Gary; Kutterer, Kristina; Ayral-Kaloustian, Semiramis; Ravi, Malini; Nilakantan, Ramaswamy; Grillo, Mary; McGinnis, John P.; Rabindran, Sridhar K. Journal of Medicinal Chemistry, 2008 , vol. 51, # 12 p. 3507 - 3525
  • Route2
    • 4-(4-Nitrobenzyl)morpholine|CS-0157623
      6425-46-3
    • null|null
      7439-89-6
    • ~%
    • In-stock
      4-(4-Morpholinylmethyl)benzenamine|CS-W019757
      51013-67-3

    References

    • Chen, Guoqing; Adams, Jeffrey; Bemis, Jean; Booker, Shon; Cai, Guolin; Pietro, Lucian Di; Dominguez, Celia; Elbaum, Daniel; Germain, Julie; Geuns-Meyer, Stephanie; Handley, Michael; Huang, Qi; Kim, Joseph L.; Kim, Tae-Seong; Kiselyov, Alexander; Ouyang, Xiaohu; Patel, Vinod F.; Smith, Leon M.; Stec, Markian; Tasker, Andrew; Xi, Ning; Xu, Shimin; Yuan, Chester Chenguang; Croghan, Michael Patent: US2003/125339 A1, 2003 ; Title/Abstract Full Text Show Details Amgen Inc. Patent: US6878714 B2, 2005 ; US 6878714 B2
  • Route3

    References

    • Pharmacia and Upjohn Company Patent: US6248739 B1, 2001 ;

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   38.49
  • LogP   1.101
  • H_Acceptors   3
  • H_Donors   1
  • Rotatable_Bonds   2

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