1-Acetyl-4-(4-hydroxyphenyl) piperazine

Product Description

1Acetyl44hydroxyphenylpiperazine is a derivative of piperazine that contains both an acetyl group and a hydroxyphenyl moiety This compound is of interest in pharmaceutical and medicinal chemistry due to its potential biological activities

 Chemical Details

 IUPAC Name 1Acetyl44hydroxyphenylpiperazine  

 Molecular Formula C12H16N2O2  

 Molecular Weight 22027 gmol  

 Structure

   A piperazine ring with

     An acetyl group COCH3 attached to one nitrogen atom

     A 4hydroxyphenyl group attached to the other nitrogen atom

 Physical Properties

 Appearance White to offwhite crystalline solid  

 Solubility Soluble in water ethanol and other polar solvents  

 Melting Point 150160C varies depending on purity  

 Applications

1 Pharmaceutical Research

    Serves as a scaffold in drug discovery for CNStargeted drugs

    Potential applications in developing molecules with antipsychotic antidepressant or anxiolytic properties

    Structural similarity to compounds targeting serotonin and dopamine receptors

2 Intermediate in Synthesis

    Used in the synthesis of more complex molecules

    The hydroxyphenyl group is a versatile moiety for functionalization such as forming esters or ethers

3 Binding Studies

    Commonly studied for its ability to interact with various biological receptors such as adrenergic or serotonergic receptors

 Chemical Reactivity

1 Hydroxyphenyl Group OH

    Can participate in reactions like etherification or esterification

    Can form hydrogen bonds enhancing solubility and receptor binding

2 Acetyl Group COCH3

    Provides a mild electronwithdrawing effect influencing the electron density on the piperazine ring

3 Piperazine Ring

    The secondary nitrogen atoms can undergo alkylation or acylation to form derivatives

 Synthesis

1 Step 1 Acetylation of piperazine  

   React piperazine with acetic anhydride or acetyl chloride to introduce the acetyl group  

2 Step 2 Attachment of the hydroxyphenyl group  

   Use an electrophilic aromatic substitution or coupling reaction with 4hydroxyphenyl derivatives

 Safety and Handling

 Toxicity  

    May cause irritation to the skin eyes or respiratory tract  

    Handle with gloves protective eyewear and in a wellventilated space  

 Storage  

    Store in a cool dry place away from light and strong oxidizing agents

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