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Reaction of the lactam-derived enol phosphates 4 of 2,5-diketopiperazines with palladium catalyzed reactions (reduction, Suzuki and Stille cross-coupling reactions) enables the synthesis of a range of functionalised 1,4-dihydropyrazines 5 which can be aromatized to 1,4-pyrazines 6 in the presence of acid.
Piperazine is freely soluble in water and ethylene glycol, but insoluble in diethyl ether. It is a weak base with two pK b of 5.35 and 9.73 at 25 °C.; the pH of a 10% aqueous solution of piperazine is 10.8–11.8. Piperazine readily absorbs water and carbon dioxide from the air.
Benzylpiperazine (BZP) is a substance often used as a recreational drug and is known to have euphoriant and stimulant properties. Several studies conducted between 2000 and 2011 found that the effects of BZP are similar to amphetamine, although BZP's dosage is roughly 10 times higher by weight.
In the Staedel–Rugheimer pyrazine synthesis (1876), 2-chloroacetophenone is reacted with ammonia to the amino ketone, then condensed and then oxidized to a pyrazine. [5] A variation is the Gutknecht pyrazine synthesis (1879) also based on this selfcondensation , but differing in the way the alpha-ketoamine is synthesised.
1-(1-Naphthyl)piperazine (1-NP) is a drug which is a phenylpiperazine derivative. It acts as a non- selective , mixed serotonergic agent, exerting partial agonism at the 5-HT 1A , 5-HT 1B , 5-HT 1D , 5-HT 1E , and 5-HT 1F receptors , [ 1 ] [ 2 ] [ 3 ] while antagonizing the 5-HT 2A , 5-HT 2B , and 5-HT 2C receptors .
Terazosin synthesis: [6] Reaction of piperazine with 2-furoyl chloride followed by catalytic hydrogenation of the furan ring leads to 2. This, when heated in the presence of 2-chloro-6,7-dimethoxyquinazolin-4-amine (1) undergoes direct alkylation to terazosin (3).
Hydroxyzine, sold under the brand names Atarax and Vistaril among others, is an antihistamine medication. [8] It is used in the treatment of itchiness, anxiety, insomnia, and nausea (including that due to motion sickness). [8]
Estropipate, also known as piperazine estrone sulfate and sold under the brand names Harmogen, Improvera, Ogen, Ortho-Est, and Sulestrex among others, is an estrogen medication which is used mainly in menopausal hormone therapy in the treatment of menopausal symptoms.