Tìm theo
Cefamandole
Các tên gọi khác (9 ) :
  • (6R,7R)-7-(R)-Mandelamido-3-(((1-methyl-1H-tetrazol-5-yl)thio)methyl)-8-oxo-5-thia-1-azabicyclo(4.2.0)oct-2-ene-carboxylic acid
  • (6R,7R)-7-{[(2R)-2-hydroxy-2-phenylacetyl]amino}-3-{[(1-methyl-1H-tetrazol-5-yl)sulfanyl]methyl}-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid
  • Cefadole
  • Cefamandol
  • Cefamandole nafate
  • Cefamandolum
  • Cephadole
  • Cephamandole
  • L-Cefamandole
Thuốc trị ký sinh trùng, chống nhiễm khuẩn
Thuốc Gốc
Small Molecule
CAS: 34444-01-4
CTHH: C18H18N6O5S2
PTK: 462.503
Cefamandole (INN, also known as cephamandole) is a broad-spectrum cephalosporin antibiotic. The clinically used form of cefamandole is the formate ester cefamandole nafate, a prodrug which is administered parenterally. Cefamandole is no longer available in the United States.
Nhận Dạng Quốc Tế & Đặc Tính Hóa Học
Công thức hóa học
C18H18N6O5S2
Phân tử khối
462.503
Monoisotopic mass
462.078009096
InChI
InChI=1S/C18H18N6O5S2/c1-23-18(20-21-22-23)31-8-10-7-30-16-11(15(27)24(16)12(10)17(28)29)19-14(26)13(25)9-5-3-2-4-6-9/h2-6,11,13,16,25H,7-8H2,1H3,(H,19,26)(H,28,29)/t11-,13-,16-/m1/s1
InChI Key
InChIKey=OLVCFLKTBJRLHI-AXAPSJFSSA-N
IUPAC Name
(6R,7R)-7-[(2R)-2-hydroxy-2-phenylacetamido]-3-{[(1-methyl-1H-1,2,3,4-tetrazol-5-yl)sulfanyl]methyl}-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid
Traditional IUPAC Name
cefamandole
SMILES
[H][C@]12SCC(CSC3=NN=NN3C)=C(N1C(=O)[C@H]2NC(=O)[C@H](O)C1=CC=CC=C1)C(O)=O
Độ tan chảy
182-184
Độ hòa tan
5.81e-01 g/l
logP
0.50
logS
-2.9
pKa (strongest acidic)
3.32
pKa (Strongest Basic)
-1.7
PSA
150.54 Å2
Refractivity
126.65 m3·mol-1
Polarizability
42.45 Å3
Rotatable Bond Count
7
H Bond Acceptor Count
8
H Bond Donor Count
3
Physiological Charge
-1
Number of Rings
4
Bioavailability
1
Rule of Five
true
Ghose Filter
true
MDDR-Like Rule
true
Dược Lực Học : Cefamandole is a broad-spectrum cephalosporin antibiotic. The clinically used form of cefamandole is the formate ester cefamandole nafate, a prodrug which is administered parenterally. The bactericidal action of cefamandole results from inhibition of cell-wall synthesis. Cephalosporins have in vitro activity against a wide range of gram-positive and gram-negative organisms.
Cơ Chế Tác Dụng : Cefamandole (INN, also known as cephamandole) is a broad-spectrum cephalosporin antibiotic. The clinically used form of cefamandole is the formate ester cefamandole nafate, a prodrug which is administered parenterally. Cefamandole is no longer available in the United States. Like all beta-lactam antibiotics, cefamandole binds to specific penicillin-binding proteins (PBPs) located inside the bacterial cell wall, causing the inhibition of 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 cefamandole interferes with an autolysin inhibitor.
Dược Động Học :

▧ Protein binding :
75%
▧ Half Life :
The half-life after an intravenous dose is 32 minutes; after intramuscular administration, the half-life is 60 minutes.
Độc Tính : Symptoms of overdose include blood in the urine, diarrhea, nausea, upper abdominal pain, and vomiting.
Chỉ Định : For the treatment of serious infections caused by susceptible strains of microorganisms.
Tương Tác Thuốc :
  • Amikacin Increased risk of nephrotoxicity
  • Gentamicin Increased risk of nephrotoxicity
  • Netilmicin Increased risk of nephrotoxicity
  • Probenecid Probenecid may increase the serum level of cefamandole.
  • Tobramycin Increased risk of nephrotoxicity
Liều Lượng & Cách Dùng : Solution - Parenteral
Dữ Kiện Thương Mại
Nhà Sản Xuất
  • Công ty : Lilly
    Sản phẩm biệt dược : Kefadol
  • Công ty : Lilly
    Sản phẩm biệt dược : Kefandol
  • Công ty : Lilly
    Sản phẩm biệt dược : Mandokef
  • Công ty : Lilly
    Sản phẩm biệt dược : Mandol
Tài Liệu Tham Khảo Thêm
drugbank
http://www.drugbank.ca/drugs/DB01326
PubChem Compound
http://pubchem.ncbi.nlm.nih.gov/summary/summary.cgi?sid=456255
PubChem Substance
http://pubchem.ncbi.nlm.nih.gov/summary/summary.cgi?sid=46508882
KEGG Compound
http://www.genome.jp/dbget-bin/www_bget?cpd:C06879
KEGG Drug
http://www.genome.jp/dbget-bin/www_bget?drug:D02344
ChemSpider
http://www.chemspider.com/Chemical-Structure.401748.html
PharmGKB
http://www.pharmgkb.org/drug/PA448837
Wikipedia
http://en.wikipedia.org/wiki/Cefamandole
RxList
http://www.rxlist.com/cgi/generic/cefamandole.htm
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