5-Bromo-1H-indazole-4-carbonitrile

Name: 5-Bromo-1H-indazole-4-carbonitrile
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CAS No. 1459253-64-5
Cat. No. CS-0163674
Purity≥95%
MDL No.MFCD28662011

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Type	HazMat Fee
Excepted Quantity	$0.00
FedEx Limited Quantities Ground	$0.00
Hazmat Ground shipping	$50.00+
Inaccessible (Haz class 6.1 or 9), Domestic	$68.00+
Accessible (Haz class 3, 4, 5 or 8), Domestic	$158.00+
Inaccessible (Haz class 6.1 or 9), International	$108.00+
Accessible (Haz class 3, 4, 5 or 8), International	$238.00+

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5-Bromo-1H-indazole-4-carbonitrile|CS-0163674

Structure of 1459253-64-5

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General Information

CAS No. 1459253-64-5
Cat. No. CS-0163674
Purity ≥95%
MDL No. MFCD28662011
Storage 4°C, protect from light
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₈H₄BrN₃
Molecular Weight 222.04
Synonym(s) None
SMILES N#CC1=C(Br)C=CC2=C1C=NN2

Description

5-Bromo-1H-indazole-4-carbonitrile is a heterocyclic building block featuring a bromine substituent at the 5-position and a nitrile group at the 4-position of the indazole core. This combination enables efficient palladium-catalyzed cross-coupling reactions and facilitates further derivatization in medicinal chemistry and materials science applications.

Application

5-Bromo-1H-indazole-4-carbonitrile serves as a versatile building block in medicinal chemistry, enabling palladium-catalyzed cross-coupling reactions due to its bromo and cyano functional groups. The indazole scaffold provides structural rigidity and hydrogen-bonding capacity, while the carbonitrile group offers moderate polarity and synthetic handle for further derivatization. Bench-stable and readily purified by recrystallization, it facilitates efficient access to diverse heterocyclic scaffolds relevant to API development.

Safety Information

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GHS Pictogram :	GHS No : GHS07
Signal Word : Warning	UN#: N/A
Class : N/A	Packing Group : N/A
Hazard Statements : H302
Precautionary Statements : P264-P270-P330-P501

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Computational Chemistry Data

TPSA 52.47
LogP 2.19708
H_Acceptors 2
H_Donors 1
Rotatable_Bonds 0

Other Classifications

Building Blocks Functional Group Bromide

Building Blocks Skeleton Aromatic heterocycle compounds Indazole compounds

Key Words

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5-Bromo-1H-indazole-4-carbonitrile

CAS No. 1459253-64-5

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