Lot numbers can be found on the outside label of a product:
4-Chloro-1H-indazol-3-amine
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CAS No. 20925-60-4
- Cat. No. CS-W022128
- Purity≥98%
- MDL No.MFCD00663139
*For research and further manufacturing use only, not for direct human use.
Structure of 20925-60-4
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General Information
- CAS No. 20925-60-4
- Cat. No. CS-W022128
- Purity ≥98%
- MDL No. MFCD00663139
- Storage 4°C, protect from light
- Shipping Room temperature in continental US; may vary elsewhere.
- Molecular Formula C₇H₆ClN₃
- Molecular Weight 167.60
- Synonym(s) 1H-Indazol-3-amine,4-chloro
- SMILES C1=C2C(=C(C=C1)Cl)C(=N[NH]2)N
Description
4-Chloro-1H-indazol-3-amine is a heterocyclic amine featuring a chlorinated indazole core with a primary amine at the 3-position. This scaffold provides a rigid, electron-deficient platform ideal for coupling reactions in medicinal chemistry and materials synthesis. The molecule exhibits stability under standard conditions and integrates readily into complex molecular architectures.
Application
4-Chloro-1H-indazol-3-amine serves as a versatile building block in medicinal chemistry, enabling efficient construction of bioactive heterocycles. The chloro group facilitates palladium-catalyzed coupling reactions, while the primary amine supports derivatization via acylation or reductive amination. Its bench-stable nature and compatibility with common reaction conditions make it well-suited for iterative synthesis workflows in API development.
Synthesis
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Route1
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In-stock
668-45-1 - ~66%
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In-stock
20925-60-4
References
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Procopiou, Panayiotis A.; Barrett, John W.; Barton, Nicholas P.; Begg, Malcolm; Clapham, David; Copley, Royston C. B.; Ford, Alison J.; Graves, Rebecca H.; Hall, David A.; Hancock, Ashley P.; Hill, Alan P.; Hobbs, Heather; Hodgson, Simon T.; Jumeaux, Coline; Lacroix, Yannick M. L.; Miah, Afjal H.; Morriss, Karen M. L.; Needham, Deborah; Sheriff, Emma B.; Slack, Robert J.; Smith, Claire E.; Sollis, Steven L.; Staton, Hugo Journal of Medicinal Chemistry, 2013 , vol. 56, # 5 p. 1946 - 1960
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Route2
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In-stock
1194-65-6 - ~75%
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In-stock
20925-60-4
References
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Kruger, Albert W.; Rozema, Michael J.; Chu-Kung, Alexander; Gandarilla, Jorge; Haight, Anthony R.; Kotecki, Brian J.; Richter, Steven M.; Schwartz, Albert M.; Wang, Zhe Organic Process Research and Development, 2009 , vol. 13, # 6 p. 1419 - 1425
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Route3
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In-stock
387-45-1 - ~%
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In-stock
20925-60-4
References
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Journal of Organic Chemistry, , vol. 71, # 21 p. 8166 - 8172
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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-H315-H319-H335
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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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Quality Control
Computational Chemistry Data
- TPSA 54.7
- LogP 1.7985
- H_Acceptors 2
- H_Donors 2
- Rotatable_Bonds 0
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Key Words
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