Tìm theo
Penicillamine
Các tên gọi khác (13 ) :
  • (+-)-Penicillamine
  • 2-amino-3-Mercapto-3-methylbutyric acid
  • 3,3-Dimethylcysteine
  • beta-Mercaptovaline
  • D,L-Penicillamine
  • DL-3-Mercaptovaline
  • DL-beta-Mercaptovaline
  • Penicilamina
  • Penicillamina
  • Pénicillamine
  • Pénicillamine
  • Penicillaminum
  • β-Mercaptovaline
antirheumatic agents, chelating agents, antidotes
Thuốc Gốc
Small Molecule
CAS: 52-67-5
ATC: M01CC01
ĐG : Aton Pharma Inc. , http://www.atonrx.com
CTHH: C5H11NO2S
PTK: 149.211
3-Mercapto-D-valine. The most characteristic degradation product of the penicillin antibiotics. It is used as an antirheumatic and as a chelating agent in Wilson's disease. [PubChem]
Nhận Dạng Quốc Tế & Đặc Tính Hóa Học
Công thức hóa học
C5H11NO2S
Phân tử khối
149.211
Monoisotopic mass
149.051049291
InChI
InChI=1S/C5H11NO2S/c1-5(2,9)3(6)4(7)8/h3,9H,6H2,1-2H3,(H,7,8)
InChI Key
InChIKey=VVNCNSJFMMFHPL-UHFFFAOYSA-N
IUPAC Name
2-amino-3-methyl-3-sulfanylbutanoic acid
Traditional IUPAC Name
(+-)-penicillamine
SMILES
CC(C)(S)C(N)C(O)=O
Độ tan chảy
198.5 °C
Độ hòa tan
1.11E+005 mg/L (at 20 °C)
logP
-1.78
logS
-0.13
pKa (strongest acidic)
2.56
pKa (Strongest Basic)
9.09
PSA
63.32 Å2
Refractivity
37.23 m3·mol-1
Polarizability
14.88 Å3
Rotatable Bond Count
2
H Bond Acceptor Count
3
H Bond Donor Count
3
Physiological Charge
0
Number of Rings
0
Bioavailability
1
Rule of Five
true
pKa
1.8
Dược Lực Học : Penicillamine is a chelating agent used in the treatment of Wilson's disease. It is also used to reduce cystine excretion in cystinuria and to treat patients with severe, active rheumatoid arthritis unresponsive to conventional therapy. Penicillamine is used as a form of immunosuppression to treat rheumatoid arthritis. It works by reducing numbers of T-lymphocytes, inhibiting macrophage function, decreasing IL-1, decreasing rheumatoid factor, and preventing collagen from cross-linking. Its use in Wilson's disease, a rare genetic disorder of copper metabolism, relies on its binding to accumulated copper and elimination through urine.
Cơ Chế Tác Dụng : 3-Mercapto-D-valine. The most characteristic degradation product of the penicillin antibiotics. It is used as an antirheumatic and as a chelating agent in Wilson's disease. [PubChem] Penicillamine is a chelating agent recommended for the removal of excess copper in patients with Wilson's disease. From in vitro studies which indicate that one atom of copper combines with two molecules of penicillamine. Penicillamine also reduces excess cystine excretion in cystinuria. This is done, at least in part, by disulfide interchange between penicillamine and cystine, resulting in formation of penicillamine-cysteine disulfide, a substance that is much more soluble than cystine and is excreted readily. Penicillamine interferes with the formation of cross-links between tropocollagen molecules and cleaves them when newly formed. The mechanism of action of penicillamine in rheumatoid arthritis is unknown although it appears to suppress disease activity. Unlike cytotoxic immunosuppressants, penicillamine markedly lowers IgM rheumatoid factor but produces no significant depression in absolute levels of serum immunoglobulins. Also unlike cytotoxic immunosuppressants which act on both, penicillamine in vitro depresses T-cell activity but not B-cell activity.
Dược Động Học :
▧ Absorption :
rapidly but incompletely
▧ Protein binding :
>80% (bound to plasma proteins)
▧ Metabolism :
Hepatic
▧ Route of Elimination :
Excretion is mainly renal, mainly as disulfides.
▧ Half Life :
1 hour
Chỉ Định : For treatment of Wilson's disease, cystinuria and active rheumatoid arthritis.
Tương Tác Thuốc :
  • Digoxin Penicillamine decreases the effect of digoxin
  • Iron Dextran The multivalent agent decreases the effect of penicillamine
Liều Lượng & Cách Dùng : Capsule - Oral
Dữ Kiện Thương Mại
Giá thị trường
Nhà Sản Xuất
  • Công ty : Sandoz
    Sản phẩm biệt dược : Atamir
  • Sản phẩm biệt dược : Cuprimine
  • Công ty :
    Sản phẩm biệt dược : Depen
Đóng gói
Tài Liệu Tham Khảo Thêm
drugbank
http://www.drugbank.ca/drugs/DB00859
KEGG Compound
http://www.genome.jp/dbget-bin/www_bget?cpd:C07418
KEGG Drug
http://www.genome.jp/dbget-bin/www_bget?drug:D00496
National Drug Code Directory
http://www.hipaaspace.com/Medical_Billing/Coding/National.Drug.Codes/PDF/0037-4401-01
PharmGKB
http://www.pharmgkb.org/drug/PA450840
Wikipedia
http://en.wikipedia.org/wiki/Penicillamine
RxList
http://www.rxlist.com/cgi/generic3/penicillamine.htm
Drugs.com
http://www.drugs.com/cdi/penicillamine.html
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