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3-(Methylamino)benzoic acid

  • CAS No. 51524-84-6

  • Cat. No. CS-0301385
  • Purity≥95%
  • MDL No.None

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

3-(Methylamino)benzoic acid|CS-0301385

Structure of 51524-84-6

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General Information

  • CAS No. 51524-84-6
  • Cat. No. CS-0301385
  • Purity ≥95%
  • MDL No. None
  • Storage 4°C, protect from light
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₈H₉NO₂
  • Molecular Weight 151.16
  • Synonym(s) benzoic acid, 3-(methylamino)-
  • SMILES CNC1=CC=CC(=C1)C(=O)O

Description

3-(Methylamino)benzoic acid features a para-substituted benzene ring bearing both a carboxylic acid and a methylamino group, enabling direct conjugation in peptide coupling and bioconjugation workflows. This scaffold offers enhanced solubility and stability under standard reaction conditions, facilitating efficient incorporation into drug discovery intermediates and functionalized polymers.

Application

3-(Methylamino)benzoic acid serves as a versatile building block in medicinal chemistry, enabling the synthesis of bioactive heterocycles and drug candidates through standard amide coupling, cyclization, and electrophilic substitution reactions. Its ortho-amino carboxylic acid motif offers excellent functional group tolerance and facilitates direct derivatization for scaffold diversification. The compound exhibits good bench stability and is readily purified by recrystallization or chromatography, supporting efficient integration into multi-step synthetic sequences.

Synthesis

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    References

    • MOCHIDA PHARMACEUTICAL CO., LTD. Patent: EP1391452 A1, 2004 ; Location in patent: Page 27 ;
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    References

    • Saavedra, Joseph E.; Srinivasan, Aloka; Buzard, Gregory S.; Davies, Keith M.; Waterhouse, David J.; Inami, Keiko; Wilde, Thomas C.; Citro, Michael L.; Cuellar, Matthew; Deschamps, Jeffrey R.; Parrish, Damon; Shami, Paul J.; Findlay, Victoria J.; Townsend, Danyelle M.; Tew, Kenneth D.; Singh, Shivendra; Jia, Lee; Ji, Xinhua; Keefer, Larry K. Journal of Medicinal Chemistry, 2006 , vol. 49, # 3 p. 1157 - 1164
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    • In-stock
      3-(Methylamino)benzoic acid|CS-0301385
      51524-84-6

    References

    • Houben; Brassert Chemische Berichte, 1910 , vol. 43, p. 210

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-H319
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   49.33
  • LogP   1.4265
  • H_Acceptors   2
  • H_Donors   2
  • Rotatable_Bonds   2

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