2,4-Dinitrophenylmorphine

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2,4-Dinitrophenylmorphine

Chemical structure of 2,4-Dinitrophenylmorphine

2,4-Dinitrophenylmorphine is a synthetic derivative of morphine, a potent opioid analgesic. This compound is characterized by the addition of two nitro groups at the 2 and 4 positions of the phenyl ring, which significantly alters its chemical properties and biological activity.

Chemical Structure

2,4-Dinitrophenylmorphine is a modified form of morphine, where the phenyl ring is substituted with nitro groups at the 2 and 4 positions. This modification is represented in its chemical structure, which can be visualized in the accompanying image.

Synthesis

The synthesis of 2,4-Dinitrophenylmorphine involves the nitration of morphine. This process typically requires the use of nitrating agents such as nitric acid or a mixture of nitric and sulfuric acids. The reaction conditions must be carefully controlled to achieve the desired substitution pattern without over-nitration or degradation of the morphine core.

Pharmacology

The pharmacological properties of 2,4-Dinitrophenylmorphine are influenced by the presence of the nitro groups. These modifications can affect the compound's affinity for opioid receptors, its potency, and its metabolic stability. The nitro groups may also impact the compound's ability to cross the blood-brain barrier, potentially altering its central nervous system effects.

Potential Applications

While 2,4-Dinitrophenylmorphine is primarily of interest in a research context, its study can provide insights into the structure-activity relationships of opioid compounds. Understanding how chemical modifications affect opioid activity can aid in the design of new analgesics with improved efficacy and safety profiles.

Safety and Toxicity

As with many synthetic derivatives of morphine, the safety and toxicity of 2,4-Dinitrophenylmorphine must be carefully evaluated. The presence of nitro groups can introduce additional toxicological concerns, such as potential mutagenicity or carcinogenicity, which must be assessed through rigorous testing.

Related pages

2,4-Dinitrophenylmorphine

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Contributors: Prab R. Tumpati, MD