4-Chloro-5-nitro-1H-indazole

Name: 4-Chloro-5-nitro-1H-indazole
Brand: ChemScene
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CAS No. 907958-42-3
Cat. No. CS-0130996
Purity≥96%
MDL No.MFCD11007841

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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+
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Structure of 907958-42-3

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General Information

CAS No. 907958-42-3
Cat. No. CS-0130996
Purity ≥96%
MDL No. MFCD11007841
Storage 4°C, protect from light
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₇H₄ClN₃O₂
Molecular Weight 197.58
Synonym(s) 4-CHLORO-5-NITRO-(1H)INDAZOLE
SMILES O=[N+](C1=C(Cl)C2=C(NN=C2)C=C1)[O-]

Description

4-Chloro-5-nitro-1H-indazole is a heterocyclic compound featuring a chlorine atom at the 4-position and a nitro group at the 5-position of the indazole scaffold. This electron-deficient system enables selective coupling reactions in synthetic chemistry, particularly in palladium-catalyzed cross-couplings. The molecule exhibits bench-stable handling characteristics and integrates readily into complex molecular architectures.

Application

4-Chloro-5-nitro-1H-indazole serves as a versatile building block in medicinal chemistry, enabling palladium-catalyzed cross-coupling reactions due to its reactive chloro group. The nitro functionality provides a handle for selective reduction or further functionalization, while the indazole core offers structural rigidity and favorable pharmacophoric properties. Bench-stable and compatible with standard purification methods, it facilitates efficient synthesis of complex heterocyclic scaffolds.

Synthesis

Route1
- In-stock
  
  64863-10-1
- ~%
- In-stock
  
  907958-42-3
References
- Petitcolas; Sureau Bulletin de la Societe Chimique de France, 1950 , p. 466,476

Safety Information

Download SDS

GHS Pictogram :	GHS No : GHS07
Signal Word : Warning	UN#: N/A
Class : N/A	Packing Group : N/A
Hazard Statements : H302-H315-H319-H335
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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Computational Chemistry Data

TPSA 71.82
LogP 2.1245
H_Acceptors 3
H_Donors 1
Rotatable_Bonds 1

Other Classifications

Building Blocks Functional Group Nitro compounds

Building Blocks Skeleton Aromatic heterocycle compounds Indazole compounds

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4-Chloro-5-nitro-1H-indazole

CAS No. 907958-42-3

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