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CS-W001157 4
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2-[(Methoxycarbonyl)amino]-1h-1,3-benzodiazole-6-carboxylic acid

  • CAS No. 65003-40-9

  • Cat. No. CS-0127003
  • Molecule weight235.20
  • Purity≥97%
  • MDL No.MFCD07371424

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

2-[(Methoxycarbonyl)amino]-1h-1,3-benzodiazole-6-carboxylic acid|CS-0127003

Structure of 65003-40-9

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General Information

  • CAS No. 65003-40-9
  • Cat. No. CS-0127003
  • Purity ≥97%
  • MDL No. MFCD07371424
  • Storage 4°C
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₁₀H₉N₃O₄
  • Molecular Weight 235.20
  • Synonym(s) 2-Methoxycarbonylamino-3H-benzoimidazole-5-carboxylic acid
  • SMILES O=C(C1=CC=C2N=C(NC(OC)=O)NC2=C1)O

Description

This benzodiazole derivative features a strategically positioned methoxycarbonyl-amino group flanked by a carboxylic acid, enabling direct conjugation and solubility enhancement. The scaffold integrates robust stability with orthogonal functional handles, facilitating efficient incorporation into peptide-based systems and bioconjugation workflows under standard conditions.

Application

2-[(Methoxycarbonyl)amino]-1H-1,3-benzodiazole-6-carboxylic acid serves as a versatile building block for heterocyclic synthesis, enabling efficient access to substituted benzodiazole scaffolds. Its dual functionality—carboxylic acid and ester-amide groups—facilitates orthogonal transformations in peptide coupling, cyclization, and conjugation workflows. The compound exhibits excellent bench stability and simplifies purification, making it well-suited for medicinal chemistry campaigns and API intermediate development.

Synthesis

  • Route1

    References

    • Naim, S. Shawkat; Singh, Sudhir K.; Sharma, Satyavan; Gupta, Suman; Fatma, N.; et al. Indian Journal of Chemistry, Section B: Organic Chemistry Including Medicinal Chemistry, 1988 , vol. 27, # 1-12 p. 1106 - 1109
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    References

    • Naim, S. Shawkat; Singh, Sudhir K.; Sharma, Satyavan; Gupta, Suman; Fatma, N.; et al. Indian Journal of Chemistry, Section B: Organic Chemistry Including Medicinal Chemistry, 1988 , vol. 27, # 1-12 p. 1106 - 1109
  • Route3

    References

    • Ram; Wise; Wotring; McCall; Townsend Journal of Medicinal Chemistry, 1992 , vol. 35, # 3 p. 539 - 547

Safety Information

Download SDS
GHS Pictogram :
GHS No : GHS07
Signal Word : Warning
UN#: N/A
Class : N/A
Packing Group : N/A
Hazard Statements : H315-H319-H335
Precautionary Statements : P261-P264-P271-P280-P302+P352-P304+P340-P362+P364-P405-P501

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Computational Chemistry Data

  • TPSA   104.31
  • LogP   1.4394
  • H_Acceptors   4
  • H_Donors   3
  • Rotatable_Bonds   2

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