1,3-Dimethyl-5-nitro-1,3-dihydro-2H-benzo[d]imidazol-2-one

Name: 1,3-Dimethyl-5-nitro-1,3-dihydro-2H-benzo[d]imidazol-2-one
Brand: ChemScene
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CAS No. 43027-50-5
Cat. No. CS-0167313
Purity≥97%
MDL No.MFCD00629660

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1,3-Dimethyl-5-nitro-1,3-dihydro-2H-benzo[d]imidazol-2-one|CS-0167313

Structure of 43027-50-5

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General Information

CAS No. 43027-50-5
Cat. No. CS-0167313
Purity ≥97%
MDL No. MFCD00629660
Storage Store at room temperature
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₉H₉N₃O₃
Molecular Weight None
Synonym(s) 1,3-Dimethyl-5-nitro-1H-benzo[d]imidazol-2(3H)-one
SMILES O=C1N(C)C2=CC([N+]([O-])=O)=CC=C2N1C

Description

1,3-Dimethyl-5-nitro-1,3-dihydro-2H-benzo[d]imidazol-2-one features a rigid, electron-deficient heterocyclic core that enhances stability and facilitates direct integration into synthetic scaffolds. The para-nitro group enables further functionalization, while the dimethyl substitution improves solubility and reduces aggregation. This compound serves as a robust building block in medicinal chemistry and materials science.

Application

1,3-Dimethyl-5-nitro-1,3-dihydro-2H-benzo[d]imidazol-2-one serves as a versatile heterocyclic building block in medicinal chemistry, enabling the construction of bioactive scaffolds through standard functional group manipulations. Its stability under routine reaction conditions and tolerance to common coupling protocols facilitate efficient synthesis of substituted benzimidazoles. The nitro group provides a handle for reduction or displacement, while the methyl substituents enhance solubility and modulate reactivity, making it well-suited for iterative synthesis campaigns.

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 : H315-H319
Precautionary Statements : P264-P280-P302+P352-P362+P364

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Computational Chemistry Data

TPSA 70.07
LogP 0.7852
H_Acceptors 5
H_Donors 0
Rotatable_Bonds 1

Other Classifications

Building Blocks Skeleton Aromatic heterocycle compounds Benzimidazole compounds

Key Words

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1,3-Dimethyl-5-nitro-1,3-dihydro-2H-benzo[d]imidazol-2-one

CAS No. 43027-50-5

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