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3-Chloro-7-methoxy-1H-indazole

  • CAS No. 1260758-52-8

  • Cat. No. CS-0130162
  • Molecule weight182.61
  • Purity≥96%
  • MDL No.MFCD11846519

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

3-Chloro-7-methoxy-1H-indazole|CS-0130162

Structure of 1260758-52-8

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General Information

  • CAS No. 1260758-52-8
  • Cat. No. CS-0130162
  • Purity ≥96%
  • MDL No. MFCD11846519
  • Storage 4°C, protect from light
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₈H₇ClN₂O
  • Molecular Weight 182.61
  • Synonym(s) 3-chloro-7-methoxy-2H-indazole
  • SMILES COC1=CC=CC2=C1NN=C2Cl

Description

3-Chloro-7-methoxy-1H-indazole is a heterocyclic scaffold featuring a chlorine atom at the 3-position and a methoxy group at the 7-position, offering enhanced electron-withdrawing character and improved solubility. This configuration enables efficient integration into medicinal chemistry libraries, particularly for kinase inhibitors and bioactive compounds requiring moderate lipophilicity and metabolic stability.

Application

3-Chloro-7-methoxy-1H-indazole serves as a versatile building block in medicinal chemistry, enabling site-selective functionalization via palladium-catalyzed cross-coupling reactions. The chloro group at the 3-position provides high reactivity in Suzuki, Stille, and Negishi couplings, while the 7-methoxy substituent enhances solubility and modulates electronic properties. Bench-stable and readily purified by recrystallization, it functions effectively in the synthesis of bioactive indazole derivatives and heterocyclic scaffolds relevant to kinase inhibitor development.

Safety Information

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GHS Pictogram :
GHS No : GHS06
Signal Word : Danger
UN#: 2811
Class : 6.1
Packing Group : Ⅲ
Hazard Statements : H301-H311-H331
Precautionary Statements : P261-P264-P270-P271-P280-P302+P352-P304+P340-P330-P361-P405-P501

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Computational Chemistry Data

  • TPSA   37.91
  • LogP   2.2249
  • H_Acceptors   2
  • H_Donors   1
  • Rotatable_Bonds   1

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