Tìm theo
Carbenicillin
Các tên gọi khác (10 ) :
  • (2S,5R,6R)-6-{[carboxy(phenyl)acetyl]amino}-3,3-dimethyl-7-oxo-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylic acid
  • alpha-Carboxybenzylpencillin
  • alpha-Phenyl(carboxymethylpenicillin)
  • Carbenicilina
  • Carbenicillin
  • Carbenicilline
  • Carbenicillinum
  • Carboxybenzylpenicillin
  • CBPC
  • N-(2-Carboxy-3,3-dimethyl-7-oxo-4-thia-1-azabicyclo(3.2.0)hept-6-yl)-2-phenylmalonamic acid
Thuốc trị ký sinh trùng, chống nhiễm khuẩn
Thuốc Gốc
Small Molecule
CAS: 4697-36-3
ATC: J01CA03
ĐG : Pfizer Inc. , http://www.pfizer.com
CTHH: C17H18N2O6S
PTK: 378.4
Broad-spectrum semisynthetic penicillin derivative used parenterally. It is susceptible to gastric juice and penicillinase and may damage platelet function. [PubChem]
Nhận Dạng Quốc Tế & Đặc Tính Hóa Học
Công thức hóa học
C17H18N2O6S
Phân tử khối
378.4
Monoisotopic mass
378.088557008
InChI
InChI=1S/C17H18N2O6S/c1-17(2)11(16(24)25)19-13(21)10(14(19)26-17)18-12(20)9(15(22)23)8-6-4-3-5-7-8/h3-7,9-11,14H,1-2H3,(H,18,20)(H,22,23)(H,24,25)/t9?,10-,11+,14-/m1/s1
InChI Key
InChIKey=FPPNZSSZRUTDAP-UWFZAAFLSA-N
IUPAC Name
(2S,5R,6R)-6-(2-carboxy-2-phenylacetamido)-3,3-dimethyl-7-oxo-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylic acid
Traditional IUPAC Name
carbenicillin
SMILES
[H][C@]12SC(C)(C)[C@@H](N1C(=O)[C@H]2NC(=O)C(C(O)=O)C1=CC=CC=C1)C(O)=O
Độ hòa tan
451 mg/L
logP
1.13
logS
-3
pKa (strongest acidic)
3.11
pKa (Strongest Basic)
-6.3
PSA
124.01 Å2
Refractivity
90.82 m3·mol-1
Polarizability
36.39 Å3
Rotatable Bond Count
5
H Bond Acceptor Count
6
H Bond Donor Count
3
Physiological Charge
-2
Number of Rings
3
Bioavailability
1
Rule of Five
true
Ghose Filter
true
Dược Lực Học : Carbenicillin is a semisynthetic penicillin. Though carbenicillin provides substantial in vitro activity against a variety of both gram-positive and gram-negative microorganisms, the most important aspect of its profile is in its antipseudomonal and antiproteal activity. Because of the high urine levels obtained following administration, carbenicillin has demonstrated clinical efficacy in urinary infections due to susceptible strains of: Escherichia coli, Proteus mirabilis, Proteus vulgaris, Morganella morganii, Pseudomonas species, Providencia rettgeri, Enterobacter species, and Enterococci (S. faecalis).
Cơ Chế Tác Dụng : Broad-spectrum semisynthetic penicillin derivative used parenterally. It is susceptible to gastric juice and penicillinase and may damage platelet function. [PubChem] Free carbenicillin is the predominant pharmacologically active fraction of the salt. Carbenicillin exerts its antibacterial activity by interference with final cell wall synthesis of susceptible bacteria. Penicillins acylate the penicillin-sensitive transpeptidase C-terminal domain by opening the lactam ring. This inactivation of the enzyme prevents the formation of a cross-link of two linear peptidoglycan strands, inhibiting 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 carbenicillin interferes with an autolysin inhibitor.
Dược Động Học :
▧ Absorption :
Rapidly absorbed from the small intestine following oral administration. Oral bioavailability is 30 to 40%.
▧ Protein binding :
30 to 60%
▧ Metabolism :
Minimal.
▧ Half Life :
1 hour
Độc Tính : Carbenicillin blood levels achievable are very low, and toxic reactions as a function of overdosage should not occur systematically. The oral LD50 in mice is 3,600 mg/kg, in rats 2,000 mg/kg, and in dogs is in excess of 500 mg/kg. The lethal human dose is not known. Symptoms of overdose include diarrhea, nausea, stomach upset, and vomiting.
Chỉ Định : For the treatment of acute and chronic infections of the upper and lower urinary tract and in asymptomatic bacteriuria due to susceptible strains of bacteria.
Tương Tác Thuốc :
Liều Lượng & Cách Dùng : Tablet, film coated - Oral
Dữ Kiện Thương Mại
Nhà Sản Xuất
Đóng gói
Tài Liệu Tham Khảo Thêm
drugbank
http://www.drugbank.ca/drugs/DB00578
PubChem Compound
http://pubchem.ncbi.nlm.nih.gov/summary/summary.cgi?sid=20824
PubChem Substance
http://pubchem.ncbi.nlm.nih.gov/summary/summary.cgi?sid=46505653
KEGG Compound
http://www.genome.jp/dbget-bin/www_bget?cpd:C06869
ChemSpider
http://www.chemspider.com/Chemical-Structure.19599.html
PharmGKB
http://www.pharmgkb.org/drug/PA448788
Wikipedia
http://en.wikipedia.org/wiki/Carbenicillin
RxList
http://www.rxlist.com/cgi/generic3/geocillin.htm
Drugs.com
http://www.drugs.com/cdi/carbenicillin-indanyl.html
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