Tìm theo
Cefazolin
Các tên gọi khác (10 ) :
  • (6R,7R)-3-{[(5-methyl-1,3,4-thiadiazol-2-yl)sulfanyl]methyl}-8-oxo-7-[(1H-tetrazol-1-ylacetyl)amino]-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid
  • Cefamezin
  • Cefazolina
  • Cefazoline
  • Cefazolinum
  • Cephamezine
  • Cephazolidin
  • Cephazolin
  • Cephazoline
  • CEZ
Thuốc trị ký sinh trùng, chống nhiễm khuẩn
Thuốc Gốc
Small Molecule
CAS: 25953-19-9
ATC: J01DB04
ĐG : Antibioticos Ltd.
CTHH: C14H14N8O4S3
PTK: 454.507
A semisynthetic cephalosporin analog with broad-spectrum antibiotic action due to inhibition of bacterial cell wall synthesis. It attains high serum levels and is excreted quickly via the urine. [PubChem]
Nhận Dạng Quốc Tế & Đặc Tính Hóa Học
Công thức hóa học
C14H14N8O4S3
Phân tử khối
454.507
Monoisotopic mass
454.030013046
InChI
InChI=1S/C14H14N8O4S3/c1-6-17-18-14(29-6)28-4-7-3-27-12-9(11(24)22(12)10(7)13(25)26)16-8(23)2-21-5-15-19-20-21/h5,9,12H,2-4H2,1H3,(H,16,23)(H,25,26)/t9-,12-/m1/s1
InChI Key
InChIKey=MLYYVTUWGNIJIB-BXKDBHETSA-N
IUPAC Name
(6R,7R)-3-{[(5-methyl-1,3,4-thiadiazol-2-yl)sulfanyl]methyl}-8-oxo-7-[2-(1H-1,2,3,4-tetrazol-1-yl)acetamido]-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid
Traditional IUPAC Name
cefazolin
SMILES
[H][C@]12SCC(CSC3=NN=C(C)S3)=C(N1C(=O)[C@H]2NC(=O)CN1C=NN=N1)C(O)=O
Độ hòa tan
4.87e-01 g/l
logP
-0.58
logS
-3
pKa (strongest acidic)
3.03
pKa (Strongest Basic)
0.26
PSA
156.09 Å2
Refractivity
119.86 m3·mol-1
Polarizability
41.44 Å3
Rotatable Bond Count
7
H Bond Acceptor Count
9
H Bond Donor Count
2
Physiological Charge
-1
Number of Rings
4
Bioavailability
1
Rule of Five
true
MDDR-Like Rule
true
Dược Lực Học : Cefazolin (also known as cefazoline or cephazolin) is a semi-synthetic first generation cephalosporin for parenteral administration. Cefazolin has broad-spectrum antibiotic action due to inhibition of bacterial cell wall synthesis. It attains high serum levels and is excreted quickly via the urine.
Cơ Chế Tác Dụng : A semisynthetic cephalosporin analog with broad-spectrum antibiotic action due to inhibition of bacterial cell wall synthesis. It attains high serum levels and is excreted quickly via the urine. [PubChem] In vitro tests demonstrate that the bactericidal action of cephalosporins results from inhibition of cell wall synthesis. By binding to specific penicillin-binding proteins (PBPs) located inside the bacterial cell wall, it 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.
Dược Động Học :
▧ Absorption :
Not absorbed from GI tract. Must be administered parenterally. Peak serum concentrations attained 1-2 hours post intramuscular injection.
▧ Protein binding :
74-86%
▧ Metabolism :
Not metabolized.
▧ Route of Elimination :
Cefazolin is present in very low concentrations in the milk of nursing mothers. Cefazolin is excreted unchanged in the urine. In the first six hours approximately 60% of the drug is excreted in the urine and this increases to 70%-80% within 24 hours.
▧ Half Life :
The serum half-life is approximately 1.8 hours following IV administration and approximately 2.0 hours following IM administration.
Chỉ Định : Mainly used to treat bacterial infections of the skin. It can also be used to treat moderately severe bacterial infections involving the lung, bone, joint, stomach, blood, heart valve, and urinary tract. It is clinically effective against infections caused by staphylococci and streptococci species of Gram positive bacteria. May be used for surgical prophylaxis; if required metronidazole may be added to cover B. fragilis.
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 cefazolin.
  • Tobramycin Increased risk of nephrotoxicity
Liều Lượng & Cách Dùng : Powder, for solution - Intramuscular
Powder, for solution - Intravenous
Dữ Kiện Thương Mại
Giá thị trường
Nhà Sản Xuất
  • Công ty :
    Sản phẩm biệt dược : Ancef
  • Công ty : Lilly
    Sản phẩm biệt dược : Elzogram
  • Công ty : Lilly
    Sản phẩm biệt dược : Kefzol
  • Sản phẩm biệt dược : Zolicef
Đóng gói
Tài Liệu Tham Khảo Thêm
drugbank
http://www.drugbank.ca/drugs/DB01327
KEGG Compound
http://www.genome.jp/dbget-bin/www_bget?cpd:C06880
KEGG Drug
http://www.genome.jp/dbget-bin/www_bget?drug:D02299
National Drug Code Directory
http://www.hipaaspace.com/Medical_Billing/Coding/National.Drug.Codes/PDF/0074-4732-03
PharmGKB
http://www.pharmgkb.org/drug/PA448839
Wikipedia
http://en.wikipedia.org/wiki/Cefazolin
RxList
http://www.rxlist.com/cgi/generic/cefsod.htm
Drugs.com
http://www.drugs.com/cdi/cefazolin.html
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