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4-Chloro-N-hydroxybenzimidamide

  • CAS No. 5033-28-3

  • Cat. No. CS-0072108
  • Purity≥98%
  • MDL No.None

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

4-Chloro-N-hydroxybenzimidamide|CS-0072108

Structure of 5033-28-3

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General Information

  • CAS No. 5033-28-3
  • Cat. No. CS-0072108
  • Purity ≥98%
  • MDL No. None
  • Storage 4°C, sealed storage, away from moisture
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₇H₇ClN₂O
  • Molecular Weight 170.60
  • Synonym(s) 4-chloro-N'-hydroxybenzenecarboximidamide
  • SMILES N=C(C1=CC=C(Cl)C=C1)NO

Description

4-Chloro-N-hydroxybenzimidamide delivers a reactive hydroxylamine moiety paired with a chlorinated benzimidazole scaffold, enabling efficient coupling in bioconjugation and medicinal chemistry applications. This bench-stable compound features enhanced solubility and selective reactivity under standard conditions.

Application

4-Chloro-N-hydroxybenzimidamide serves as a versatile building block for heterocyclic synthesis, enabling efficient access to bioactive benzimidazole derivatives. Its N–OH functionality facilitates direct amidation and coupling reactions, while the chloro substituent supports palladium-catalyzed cross-coupling transformations. The compound exhibits good bench stability and is readily purified by recrystallization, making it suitable for iterative medicinal chemistry campaigns and API intermediate development.

Synthesis

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    References

    • PFIZER INC. Patent: EP795328 A1, 1997 ; EP 0795328 A1 Title/Abstract Full Text Show Details Pfizer Inc. Patent: US5821245 A1, 1998 ; Title/Abstract Full Text Show Details Pfizer Inc. Patent: US6166020 A1, 2000 ; US 6166020 A
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    References

    • Chevron Research Company Patent: US4584317 A1, 1986 ;
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      172469-60-2
    • ~96%
    • In-stock
      4-Chloro-N-hydroxybenzimidamide|CS-0072108
      5033-28-3

    References

    • Ogurtsov, V. A.; Rakitin, O. A.; Strelenko, Yu. A.; Obruchnikova, N. V.; Khmel'nitskii, L. I. Russian Chemical Bulletin, 1993 , vol. 42, # 4 p. 706 - 708 Izvestiya Akademii Nauk SSSR, Seriya Khimicheskaya, 1993 , # 4 p. 742 - 743

Safety Information

Download SDS
GHS Pictogram :
GHS No : GHS06,GHS09
Signal Word : Danger
UN#: 2811
Class : 6.1
Packing Group : Ⅲ
Hazard Statements : H301-H317-H400
Precautionary Statements : P261-P264-P270-P272-P273-P280-P302+P352-P330-P363-P381-P501

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Computational Chemistry Data

  • TPSA   56.11
  • LogP   1.64417
  • H_Acceptors   2
  • H_Donors   3
  • Rotatable_Bonds   1

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