Tìm theo
Piperacillin
Các tên gọi khác (7 ) :
  • (2S,5R,6R)-6-{[(2R)-2-{[(4-ethyl-2,3-dioxopiperazin-1-yl)carbonyl]amino}-2-phenylacetyl]amino}-3,3-dimethyl-7-oxo-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylic acid
  • Piperacilina
  • Piperacillin
  • Piperacillin Anhydrous
  • Piperacillina
  • Pipéracilline
  • Piperacillinum
Thuốc trị ký sinh trùng, chống nhiễm khuẩn
Thuốc Gốc
Small Molecule
CAS: 66258-76-2
ATC: J01CA12
ĐG : APP Pharmaceuticals , http://www.apppharma.com
CTHH: C23H27N5O7S
PTK: 517.555
Semisynthetic, broad-spectrum, ampicillin derived ureidopenicillin antibiotic proposed for pseudomonas infections. It is also used in combination with other antibiotics. [PubChem]
Nhận Dạng Quốc Tế & Đặc Tính Hóa Học
Công thức hóa học
C23H27N5O7S
Phân tử khối
517.555
Monoisotopic mass
517.163118933
InChI
InChI=1S/C23H27N5O7S/c1-4-26-10-11-27(19(32)18(26)31)22(35)25-13(12-8-6-5-7-9-12)16(29)24-14-17(30)28-15(21(33)34)23(2,3)36-20(14)28/h5-9,13-15,20H,4,10-11H2,1-3H3,(H,24,29)(H,25,35)(H,33,34)/t13-,14-,15+,20-/m1/s1
InChI Key
InChIKey=IVBHGBMCVLDMKU-GXNBUGAJSA-N
IUPAC Name
(2S,5R,6R)-6-[(2R)-2-{[(4-ethyl-2,3-dioxopiperazin-1-yl)carbonyl]amino}-2-phenylacetamido]-3,3-dimethyl-7-oxo-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylic acid
Traditional IUPAC Name
(2S,5R,6R)-6-[(2R)-2-[(4-ethyl-2,3-dioxopiperazin-1-yl)carbonylamino]-2-phenylacetamido]-3,3-dimethyl-7-oxo-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylic acid
SMILES
[H][C@]12SC(C)(C)[C@@H](N1C(=O)[C@H]2NC(=O)[C@H](NC(=O)N1CCN(CC)C(=O)C1=O)C1=CC=CC=C1)C(O)=O
Độ hòa tan
1.19e-01 g/l
logP
0.3
logS
-3.6
pKa (strongest acidic)
3.49
pKa (Strongest Basic)
-4.3
PSA
156.43 Å2
Refractivity
126.3 m3·mol-1
Polarizability
51.77 Å3
Rotatable Bond Count
6
H Bond Acceptor Count
7
H Bond Donor Count
3
Physiological Charge
-1
Number of Rings
4
Bioavailability
1
MDDR-Like Rule
true
Dược Lực Học : Piperacillin is a penicillin beta-lactam antibiotic used in the treatment of bacterial infections caused by susceptible, usually gram-positive, organisms. The name "penicillin" can either refer to several variants of penicillin available, or to the group of antibiotics derived from the penicillins. Piperacillin has in vitro activity against gram-positive and gram-negative aerobic and anaerobic bacteria. The bactericidal activity of Piperacillin results from the inhibition of cell wall synthesis and is mediated through Piperacillin binding to penicillin binding proteins (PBPs). Piperacillin is stable against hydrolysis by a variety of beta-lactamases, including penicillinases, and cephalosporinases and extended spectrum beta-lactamases.
Cơ Chế Tác Dụng : Semisynthetic, broad-spectrum, ampicillin derived ureidopenicillin antibiotic proposed for pseudomonas infections. It is also used in combination with other antibiotics. [PubChem] By binding to specific penicillin-binding proteins (PBPs) located inside the bacterial cell wall, Piperacillin inhibits the third and last stage of bacterial cell wall synthesis. Cell lysis is then mediated by bacterial cell wall autolytic enzymes such as autolysins; it is possible that Piperacillin interferes with an autolysin inhibitor.
Dược Động Học :
▧ Absorption :
Not absorbed following oral administration.
▧ Volume of Distribution :
* 101 mL/kg [intravenous administration of 50 mg/kg (5-minute infusion) in neonates]
▧ Metabolism :
Largely not metabolized.
▧ Route of Elimination :
As with other penicillins, PIPRACIL is eliminated primarily by glomerular filtration and tubular secretion; it is excreted rapidly as unchanged drug in high concentrations in the urine. Because PIPRACIL is excreted by the biliary route as well as by the renal route, it can be used safely in appropriate dosage in patients with severely restricted kidney function.
▧ Half Life :
36-72 minutes
▧ Clearance :
* 32 - 41 mL/min/1.73 m2 * 124 - 160 mL/min/1.73 m2 [older pediatric patients]
Chỉ Định : For the treatment of polymicrobial infections.
Tương Tác Thuốc :
  • Atracurium The agent increases the effect of the muscle relaxant
  • Demeclocycline Possible antagonism of action
  • Doxacurium chloride The agent increases the effect of the muscle relaxant
  • Doxycycline Possible antagonism of action
  • Ethinyl Estradiol This anti-infectious agent could decrease the effect of the oral contraceptive
  • Mestranol This anti-infectious agent could decrease the effect of the oral contraceptive
  • Methacycline Possible antagonism of action
  • Methotrexate The penicillin increases the effect and toxicity of methotrexate
  • Metocurine The agent increases the effect of the muscle relaxant
  • Minocycline Possible antagonism of action
  • Mivacurium The agent increases the effect of the muscle relaxant
  • Oxytetracycline Possible antagonism of action
  • Pancuronium The agent increases the effect of the muscle relaxant
  • Pipecuronium The agent increases the effect of the muscle relaxant
  • Rocuronium The agent increases the effect of the muscle relaxant
  • Rolitetracycline Possible antagonism of action
  • Succinylcholine The agent increases the effect of the muscle relaxant
  • Tetracycline Possible antagonism of action
  • Tubocurarine The agent increases the effect of the muscle relaxant
  • Vecuronium The agent increases the effect of the muscle relaxant
Liều Lượng & Cách Dùng : Powder, for solution - Intramuscular
Powder, for solution - Intravenous
Dữ Kiện Thương Mại
Giá thị trường
Nhà Sản Xuất
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  • Công ty : Pharmadica
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  • Công ty : Shiono Kemikaru
    Sản phẩm biệt dược : Piciliant
  • Công ty : CT
    Sản phẩm biệt dược : Picillin
  • Công ty : CCPC
    Sản phẩm biệt dược : Picillina
  • Công ty : Klonal
    Sản phẩm biệt dược : Piperac
  • Công ty : Wyeth
    Sản phẩm biệt dược : Pipracil
  • Công ty : Aversi
    Sản phẩm biệt dược : Stepten
  • Công ty : Richmond
    Sản phẩm biệt dược : Tronazam
Đóng gói
Tài Liệu Tham Khảo Thêm
drugbank
http://www.drugbank.ca/drugs/DB00319
KEGG Compound
http://www.genome.jp/dbget-bin/www_bget?cpd:C07361
KEGG Drug
http://www.genome.jp/dbget-bin/www_bget?drug:D00466
National Drug Code Directory
http://www.hipaaspace.com/Medical_Billing/Coding/National.Drug.Codes/PDF/0206-3879-16
PharmGKB
http://www.pharmgkb.org/drug/PA450975
Wikipedia
http://en.wikipedia.org/wiki/Piperacillin
RxList
http://www.rxlist.com/cgi/generic3/piperacillin.htm
Drugs.com
http://www.drugs.com/cdi/piperacillin.html
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