Lot numbers can be found on the outside label of a product:
2-(1H-indazol-4-yl)acetic acid
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CAS No. 902131-33-3
- Cat. No. CS-0315425
- Purity≥95%
- MDL No.None
*For research and further manufacturing use only, not for direct human use.
Structure of 902131-33-3
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General Information
- CAS No. 902131-33-3
- Cat. No. CS-0315425
- Purity ≥95%
- MDL No. None
- Storage Store at room temperature
- Shipping Room temperature in continental US; may vary elsewhere.
- Molecular Formula C₉H₈N₂O₂
- Molecular Weight 176.17
- Synonym(s) 1H-Indazole-4-aceticacid
- SMILES O=C(O)CC1=CC=CC2=C1C=NN2
Description
2-(1H-indazol-4-yl)acetic acid features a rigid indazole core linked via a methylene bridge to a carboxylic acid group, enabling integration into bioactive scaffolds. The electron-rich indazole moiety enhances π-stacking interactions, while the acidic proton supports derivatization and salt formation. This compound exhibits bench-stable handling and compatibility with standard synthetic protocols.
Application
2-(1H-indazol-4-yl)acetic acid serves as a versatile building block for the synthesis of bioactive heterocycles and pharmaceutical intermediates. Its carboxylic acid functionality enables direct amidation, esterification, and coupling reactions under standard conditions. The indazolyl moiety provides a rigid, electron-deficient scaffold with proven utility in kinase inhibitor design. Bench-stable and readily purified by recrystallization, it functions efficiently in solid-phase and solution-phase peptide coupling workflows.
Synthesis
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Route1
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902131-32-2 - ~%
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In-stock
902131-33-3
References
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Drizin, Irene; Gomtsyan, Arthur; Bayburt, Erol K.; Schmidt, Robert G.; Zheng, Guo Zhu; Perner, Richard J.; DiDomenico, Stanley; Koenig, John R.; Turner, Sean C.; Jinkerson, Tammie K.; Brown, Brian S.; Keddy, Ryan G.; McDonald, Heath A.; Honore, Prisca; Wismer, Carol T.; Marsh, Kennan C.; Wetter, Jill M.; Polakowski, James S.; Segreti, Jason A.; Jarvis, Michael F.; Faltynek, Connie R.; Lee, Chih-Hung Bioorganic and Medicinal Chemistry, 2006 , vol. 14, # 14 p. 4740 - 4749
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Route2
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219312-27-3 - ~%
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In-stock
902131-33-3
References
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Drizin, Irene; Gomtsyan, Arthur; Bayburt, Erol K.; Schmidt, Robert G.; Zheng, Guo Zhu; Perner, Richard J.; DiDomenico, Stanley; Koenig, John R.; Turner, Sean C.; Jinkerson, Tammie K.; Brown, Brian S.; Keddy, Ryan G.; McDonald, Heath A.; Honore, Prisca; Wismer, Carol T.; Marsh, Kennan C.; Wetter, Jill M.; Polakowski, James S.; Segreti, Jason A.; Jarvis, Michael F.; Faltynek, Connie R.; Lee, Chih-Hung Bioorganic and Medicinal Chemistry, 2006 , vol. 14, # 14 p. 4740 - 4749
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Route3
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23876-14-4 - ~%
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In-stock
902131-33-3
References
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Drizin, Irene; Gomtsyan, Arthur; Bayburt, Erol K.; Schmidt, Robert G.; Zheng, Guo Zhu; Perner, Richard J.; DiDomenico, Stanley; Koenig, John R.; Turner, Sean C.; Jinkerson, Tammie K.; Brown, Brian S.; Keddy, Ryan G.; McDonald, Heath A.; Honore, Prisca; Wismer, Carol T.; Marsh, Kennan C.; Wetter, Jill M.; Polakowski, James S.; Segreti, Jason A.; Jarvis, Michael F.; Faltynek, Connie R.; Lee, Chih-Hung Bioorganic and Medicinal Chemistry, 2006 , vol. 14, # 14 p. 4740 - 4749
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Safety Information
Download SDS|
GHS Pictogram :
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GHS No : GHS07
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Signal Word : Warning
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UN#: N/A
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Class : N/A
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Packing Group : N/A
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Hazard Statements : H302+H312+H332
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Precautionary Statements : P261-P264-P270-P271-P280-P302+P352-P304+P340-P330-P362+P364-P501
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Quality Control
Computational Chemistry Data
- TPSA 65.98
- LogP 1.19
- H_Acceptors 2
- H_Donors 2
- Rotatable_Bonds 2
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Key Words
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