Lot numbers can be found on the outside label of a product:
5-Bromo-6-methyl-1H-indazole
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CAS No. 885223-72-3
- Cat. No. CS-M0325
- Purity≥98%
- MDL No.MFCD09026991
*For research and further manufacturing use only, not for direct human use.
Structure of 885223-72-3
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General Information
- CAS No. 885223-72-3
- Cat. No. CS-M0325
- Purity ≥98%
- MDL No. MFCD09026991
- Storage Store at room temperature
- Shipping Room temperature in continental US; may vary elsewhere.
- Molecular Formula C₈H₇BrN₂
- Molecular Weight 211.06
- Synonym(s) None
- SMILES BrC1=C(C)C=C2NN=CC2=C1
Description
5-Bromo-6-methyl-1H-indazole is a heterocyclic scaffold featuring a bromine atom at the 5-position and a methyl group at the 6-position, enabling selective functionalization in medicinal chemistry. This electron-deficient indazole integrates readily into bioactive molecules, offering enhanced metabolic stability and favorable binding interactions in target-directed synthesis.
Application
5-Bromo-6-methyl-1H-indazole serves as a versatile building block in medicinal chemistry, enabling palladium-catalyzed cross-coupling reactions due to its well-established bromine functionality. The methyl group at the 6-position enhances metabolic stability and modulates electronic properties, while the indazole core provides a robust hydrogen-bonding scaffold for target engagement. Its bench-stable crystalline form facilitates handling and purification, making it ideal for iterative synthesis of kinase inhibitors and other bioactive heterocycles.
Synthesis
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Route1
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1202527-94-3 - ~94%
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In-stock
885223-72-3
References
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Kyowa Hakko Kirin Co., Ltd. Patent: EP2308880 A1, 2011 ; Location in patent: Page/Page column 41 ;
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Route2
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95-78-3
- ~%
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In-stock
885223-72-3
References
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EP2308880 A1, ;
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Route3
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2050-44-4 - ~%
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In-stock
885223-72-3
References
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EP2308880 A1, ;
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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
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Precautionary Statements : P264-P270-P330-P501
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Quality Control
Computational Chemistry Data
- TPSA 28.68
- LogP 2.63382
- H_Acceptors 1
- H_Donors 1
- Rotatable_Bonds 0
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Key Words
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