5-Chloro-4-nitro-1H-imidazole

Name: 5-Chloro-4-nitro-1H-imidazole
Brand: ChemScene
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CAS No. 57531-38-1
Cat. No. CS-0085204
Purity≥98%
MDL No.MFCD06240217

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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-Chloro-4-nitro-1H-imidazole|CS-0085204

Structure of 57531-38-1

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General Information

CAS No. 57531-38-1
Cat. No. CS-0085204
Purity ≥98%
MDL No. MFCD06240217
Storage 4°C
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₃H₂ClN₃O₂
Molecular Weight 147.52
Synonym(s) 1H-Imidazole,4-chloro-5-nitro-(9CI)
SMILES O=[N+](C1=C(Cl)NC=N1)[O-]

Description

5-Chloro-4-nitro-1H-imidazole features a fused heterocyclic core bearing complementary electron-withdrawing nitro and chloro substituents at adjacent positions, enabling selective functionalization in late-stage diversification. This bench-stable scaffold integrates readily into medicinal chemistry campaigns targeting kinase inhibitors and antiparasitic agents, where its polarized ring system enhances binding affinity through dipole interactions.

Application

5-Chloro-4-nitro-1H-imidazole serves as a versatile building block in heterocyclic synthesis, enabling efficient access to substituted imidazoles via nucleophilic displacement or transition-metal-catalyzed coupling. The chloro and nitro groups provide orthogonal reactivity—facilitating sequential functionalization—and exhibit excellent bench stability, ease of purification, and compatibility with common reaction conditions. Its well-defined regiochemistry supports predictable transformations in medicinal chemistry and agrochemical research.

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-H315-H320-H335
Precautionary Statements : P261-P264-P270-P271-P280-P302+P352-P304+P340-P330-P362+P364-P405-P501

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Computational Chemistry Data

TPSA 71.82
LogP 0.9713
H_Acceptors 3
H_Donors 1
Rotatable_Bonds 1

Other Classifications

Building Blocks Functional Group Nitro compounds

Building Blocks Skeleton Aromatic heterocycle compounds Imidazole compounds

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5-Chloro-4-nitro-1H-imidazole

CAS No. 57531-38-1

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