아포몰핀

아포몰핀 화학적 특성, 용도, 생산

• 화학적 성질

  Alkaloid; white crystalline mass; turns green on exposure; weakly soluble in water.

• 용도

  To treat acute poisoning; in the diagnosis and treatment of parkinsonism; a weak sensitizer and a powerful emetic.

• 정의

  A derivative of mor- phine that is a dopamine D2 agonist.

• Indications

  Apomorphine (Uprima) is a short-acting central and peripheral dopamine receptor agonist that can elicit male sexual responses. Dopamine appears to have an important role in normal erectile function. Apomorphine is a D₁-like,D₂-like dopamine receptor agonist.Apomorphine is not a new drug, and it has been used with limited success in ameliorating the symptoms of Parkinson’s disease and to induce emesis. It is not orally active except for a special buccal formulation, but it can be given parenterally, usually subcutaneously. Apomorphine is rapidly cleared from the kidney because of its high lipid solubility, its large volume of distribution, and its rapid metabolism.

• 위험도

  Poison; central nervous system effects.

• Clinical Use

  Aside from sildenafil, apomorphine is one of the few orally active (buccal route) pharmacological agents used in the treatment of ED. Apomorphine stimulates penile erection in both normal men and in men who are impotent. Apomorphine can be the drug of choice in patients with coexisting benign prostatic hyperplasia (BPH), coronary artery disease, and hypertension.

• 부작용

  When formulated into a controlled release sublingual capsule, apomorphine becomes a very effective orally active drug representative of a new class of centrally acting drugs useful in the treatment of ED. It has a narrow range (2 to 6 mg) of effective doses for its erectogenic actions, with the higher doses being more effective in inducing erections.Apomorphine can cause nausea, emesis, drowsiness, and dizziness.

• Safety Profile

  Poison by ingestion,subcutaneous, intravenous, and intraperitoneal routes.Experimental reproductive effects. Central nervous systemeffects. A powerful emetic. A weak sensitizer and maycause contact dermatitis. When heated to decomposition itemits hig

• Purification Methods

  Crystallise R-apomorphine from CHCl3 and a little pet ether, also from Et2O with 1 mol of Et2O which it loses at 100o. It sublimes in a high vacuum. It is white but turns green in moist air or in alkaline solution. UV: max 336, 399 (98% EtOH). The di-O-methylether is an oil b 175o/high vacuum, whose picrate crystallises from MeOH and has m 140o (dec). The di-O-acetate crystallises from EtOAc/pet ether with m 127-128o, [] D -88o (c 1, 0.1 N HCl). The di-O-benzoyl derivative has m 156-158o (from EtOH) and []D +43.44o (c 3.3, CHCl3). [Pachorr et al. Chem Ber 35 4377 1902, Beilstein 21 H 246.] NARCOTIC.

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