Tìm theo
Bupropion
Các tên gọi khác (2) :
  • Amfebutamone
  • Bupropion
Thuốc điều trị về tâm thần
Thuốc Gốc
Small Molecule
CAS: 34841-39-9
ATC: N06AX12
ĐG : Actavis Group , http://www.actavis.com
CTHH: C13H18ClNO
PTK: 239.741
A unicyclic, aminoketone antidepressant. The mechanism of its therapeutic actions is not well understood, but it does appear to block dopamine uptake. The hydrochloride is available as an aid to smoking cessation treatment. [PubChem]
Nhận Dạng Quốc Tế & Đặc Tính Hóa Học
Công thức hóa học
C13H18ClNO
Phân tử khối
239.741
Monoisotopic mass
239.10769191
InChI
InChI=1S/C13H18ClNO/c1-9(15-13(2,3)4)12(16)10-6-5-7-11(14)8-10/h5-9,15H,1-4H3
InChI Key
InChIKey=SNPPWIUOZRMYNY-UHFFFAOYSA-N
IUPAC Name
2-(tert-butylamino)-1-(3-chlorophenyl)propan-1-one
Traditional IUPAC Name
bupropion
SMILES
CC(NC(C)(C)C)C(=O)C1=CC(Cl)=CC=C1
Độ tan chảy
233-234 °C
Độ hòa tan
312 mg/ml
logP
3.6
logS
-3.5
pKa (strongest acidic)
18.29
pKa (Strongest Basic)
8.22
PSA
29.1 Å2
Refractivity
67.7 m3·mol-1
Polarizability
25.93 Å3
Rotatable Bond Count
4
H Bond Acceptor Count
2
H Bond Donor Count
1
Physiological Charge
1
Number of Rings
1
Bioavailability
1
Rule of Five
true
Ghose Filter
true
Dược Lực Học : Bupropion, an antidepressant of the aminoketone class and a non-nicotine aid to smoking cessation, is chemically unrelated to tricyclic, tetracyclic, selective serotonin re-uptake inhibitor, or other known antidepressant agents. Compared to classical tricyclic antidepressants, Bupropion is a relatively weak inhibitor of the neuronal uptake of norepinephrine, serotonin, and dopamine. In addition, Bupropion does not inhibit monoamine oxidase. Bupropion produces dose-related central nervous system (CNS) stimulant effects in animals, as evidenced by increased locomotor activity, increased rates of responding in various schedule-controlled operant behavior tasks, and, at high doses, induction of mild stereotyped behavior.
Cơ Chế Tác Dụng : A unicyclic, aminoketone antidepressant. The mechanism of its therapeutic actions is not well understood, but it does appear to block dopamine uptake. The hydrochloride is available as an aid to smoking cessation treatment. [PubChem] Bupropion selectively inhibits the neuronal reuptake of dopamine, norepinephrine, and serotonin; actions on dopaminergic systems are more significant than imipramine or amitriptyline whereas the blockade of norepinephrine and serotonin reuptake at the neuronal membrane is weaker for bupropion than for tricyclic antidepressants. The increase in norepinephrine may attenuate nicotine withdrawal symptoms and the increase in dopamine at neuronal sites may reduce nicotine cravings and the urge to smoke. Bupropion exhibits moderate anticholinergic effects.
Dược Động Học :
▧ Absorption :
For sustained release, peak plasma concentrations are achieved within 3 hours.
▧ Protein binding :
84 %
▧ Metabolism :
Reduction of the carbonyl groupand/or hydroxylation of the tert-butyl group of bupropion.
▧ Route of Elimination :
Bupropion is extensively metabolized in humans. Oxidation of the bupropion side chain results in the formation of a glycine conjugate of metachlorobenzoic acid, which is then excreted as the major urinary metabolite. Following oral administration of 200 mg of 14C-bupropion in humans, 87% and 10% of the radioactive dose were recovered in the urine and feces, respectively. However, the fraction of the oral dose of bupropion excreted unchanged was only 0.5%, a finding consistent with the extensive metabolism of bupropion.
▧ Half Life :
24 hours
Độc Tính : Symptoms of overdose include seizures, hallucinations, loss of consciousness, tachycardia, and cardiac arrest.
Chỉ Định : For the treatment of depression and as aid to smoking cessation.
Tương Tác Thuốc :
  • Carbamazepine Carbamazepine, a strong CYP2B6 inducer, may increase the metabolism of bupropion. Consider alternate therapy or monitor for changes in the therapeutic and adverse effects of bupropion if carbamazepine is initiated, discontinued or dose changed.
  • Cyclosporine Bupropion may decrease the therapeutic effect of cyclosporine.
  • Isocarboxazid Possible severe adverse reaction with this combination
  • Phenelzine Possible severe adverse reaction with this combination
  • Rasagiline Possible severe adverse reaction with this combination
  • Rifabutin Rifampin reduces bupropion levels
  • Rifampicin Rifampin reduces bupropion levels
  • Ritonavir Ritonavir increases the effect and toxicity of bupropion
  • Thioridazine Bupropion may increase the effect and toxicity of thioridazine.
  • Thiotepa Thiotepa, a strong CYP2B6 inhibitor, may decrease the metabolism and clearance of Bupropion, a CYP2B6 substrate. Consider alternate therapy or monitor for changes in the therapeutic and adverse effects of Bupropion if Thiotepa is initiated, discontinued or dose changed.
  • Tranylcypromine The MAO inhibitor, Tranylcypromine, may increase the central neurotoxic effects of the Bupropion. These agents should not be administered within 14 days of each other.
  • Triprolidine The CNS depressants, Triprolidine and Bupropion, may increase adverse/toxic effects due to additivity. Monitor for increased CNS depressant effects during concomitant therapy.
  • Zuclopenthixol Bupropion, a strong CYP2D6 inhibitor, may increase the serum concentration of zuclopenthixol by decreasing its metabolism. Consider alternate therapy or monitor for changes in the therapeutic and adverse effects of zuclopenthixol if bupropion is initiated, discontinued or dose changed.
Liều Lượng & Cách Dùng : Tablet, extended release - Oral
Dữ Kiện Thương Mại
Giá thị trường
Nhà Sản Xuất
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    Sản phẩm biệt dược : Aplenzin
  • Công ty :
    Sản phẩm biệt dược : Budeprion
  • Công ty :
    Sản phẩm biệt dược : BUPROBAN
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    Sản phẩm biệt dược : Elontril
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    Sản phẩm biệt dược : Forfivo
  • Công ty :
    Sản phẩm biệt dược : Prexaton
  • Công ty :
    Sản phẩm biệt dược : Voxra
  • Công ty :
    Sản phẩm biệt dược : Wellbutrin
  • Công ty :
    Sản phẩm biệt dược : Wellbutrin SR
  • Công ty :
    Sản phẩm biệt dược : Wellbutrin XL
  • Công ty :
    Sản phẩm biệt dược : Zyban
Đóng gói
Tài Liệu Tham Khảo Thêm
drugbank
http://www.drugbank.ca/drugs/DB01156
PubChem Compound
http://pubchem.ncbi.nlm.nih.gov/summary/summary.cgi?sid=444
PubChem Substance
http://pubchem.ncbi.nlm.nih.gov/summary/summary.cgi?sid=46506896
KEGG Compound
http://www.genome.jp/dbget-bin/www_bget?cpd:C06860
KEGG Drug
http://www.genome.jp/dbget-bin/www_bget?drug:D07591
ChemSpider
http://www.chemspider.com/Chemical-Structure.431.html
National Drug Code Directory
http://www.hipaaspace.com/Medical_Billing/Coding/National.Drug.Codes/PDF/0179-0022-44
PharmGKB
http://www.pharmgkb.org/drug/PA448687
Wikipedia
http://en.wikipedia.org/wiki/Bupropion
RxList
http://www.rxlist.com/cgi/generic/wellbutrin.htm
PDRhealth
http://www.pdrhealth.com/drugs/rx/rx-mono.aspx?contentFileName=Wel1488.html&contentName=Wellbutrin&contentId=637
Drugs.com
http://www.drugs.com/bupropion.html
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