Tìm theo
Ceftriaxone
Các tên gọi khác (5 ) :
  • (6R,7R)-7-{[(2Z)-2-(2-amino-1,3-thiazol-4-yl)-2-(methoxyimino)acetyl]amino}-3-{[(2-methyl-5,6-dioxo-1,2,5,6-tetrahydro-1,2,4-triazin-3-yl)sulfanyl]methyl}-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid
  • Cefatriaxone
  • Ceftriaxona
  • Ceftriaxonum
  • Ceftriazone
Thuốc trị ký sinh trùng, chống nhiễm khuẩn
Thuốc Gốc
Small Molecule
CAS: 73384-59-5
ATC: J01DD04
ĐG : American Regent , http://www.americanregent.com
CTHH: C18H18N8O7S3
PTK: 554.58
A broad-spectrum cephalosporin antibiotic with a very long half-life and high penetrability to meninges, eyes and inner ears. [PubChem]
Nhận Dạng Quốc Tế & Đặc Tính Hóa Học
Công thức hóa học
C18H18N8O7S3
Phân tử khối
554.58
Monoisotopic mass
554.04605704
InChI
InChI=1S/C18H18N8O7S3/c1-25-18(22-12(28)13(29)23-25)36-4-6-3-34-15-9(14(30)26(15)10(6)16(31)32)21-11(27)8(24-33-2)7-5-35-17(19)20-7/h5,9,15H,3-4H2,1-2H3,(H2,19,20)(H,21,27)(H,23,29)(H,31,32)/b24-8-/t9-,15-/m1/s1
InChI Key
InChIKey=VAAUVRVFOQPIGI-SPQHTLEESA-N
IUPAC Name
(6R,7R)-7-[(2Z)-2-(2-amino-1,3-thiazol-4-yl)-2-(methoxyimino)acetamido]-3-{[(2-methyl-5,6-dioxo-1,2,5,6-tetrahydro-1,2,4-triazin-3-yl)sulfanyl]methyl}-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid
Traditional IUPAC Name
ceftriaxone
SMILES
[H][C@]12SCC(CSC3=NC(=O)C(=O)NN3C)=C(N1C(=O)[C@H]2NC(=O)C(=N/OC)\C1=CSC(N)=N1)C(O)=O
Độ tan chảy
>155 °C
Độ hòa tan
1.05e-01 g/l
logP
-1.7
logS
-3.7
pKa (strongest acidic)
3.19
pKa (Strongest Basic)
4.17
PSA
208.98 Å2
Refractivity
128.47 m3·mol-1
Polarizability
51.47 Å3
Rotatable Bond Count
8
H Bond Acceptor Count
12
H Bond Donor Count
4
Physiological Charge
-1
Number of Rings
4
Bioavailability
0
MDDR-Like Rule
true
caco2 Permeability
-6.88
Dược Lực Học : Ceftriaxone is a cephalosporin/cephamycin beta-lactam antibiotic used in the treatment of bacterial infections caused by susceptible, usually gram-positive, organisms. Ceftriaxone has in vitro activity against gram-positive and gram-negative aerobic and anaerobic bacteria. The bactericidal activity of Ceftriaxone results from the inhibition of cell wall synthesis and is mediated through Ceftriaxone binding to penicillin binding proteins (PBPs). Ceftriaxone is stable against hydrolysis by a variety of beta-lactamases, including penicillinases, and cephalosporinases and extended spectrum beta-lactamases.
Cơ Chế Tác Dụng : A broad-spectrum cephalosporin antibiotic with a very long half-life and high penetrability to meninges, eyes and inner ears. [PubChem] Ceftriaxone works by inhibiting the mucopeptide synthesis in the bacterial cell wall. The beta-lactam moiety of Ceftriaxone binds to carboxypeptidases, endopeptidases, and transpeptidases in the bacterial cytoplasmic membrane. These enzymes are involved in cell-wall synthesis and cell division. By binding to these enzymes, Ceftriaxone results in the formation of of defective cell walls and cell death.
Dược Động Học :

▧ Volume of Distribution :
* 5.78 to 13.5 L
▧ Protein binding :
95%
▧ Route of Elimination :
Thirty-three percent to 67% of a ceftriaxone dose was excreted in the urine as unchanged drug and the remainder was secreted in the bile and ultimately found in the feces as microbiologically inactive compounds.
▧ Half Life :
5.8-8.7 hours
▧ Clearance :
* 0.58 - 1.45 L/h [healthy adults receiving 0.15-3 g of CEFTRIAXONE]
Chỉ Định : For the treatment of the infections (respiratory, skin, soft tissue, UTI, ENT) caused by S. pneumoniae, H. influenzae, staphylococci, S. pyogenes (group A beta-hemolytic streptococci), E. coli, P. mirabilis, Klebsiella sp, coagulase-negative staph
Tương Tác Thuốc :
  • Acenocoumarol The cephalosporin, ceftriaxone, may increase the anticoagulant effect of acenocoumarol.
  • Amikacin Increased risk of nephrotoxicity
  • Anisindione The cephalosporin, ceftriaxone, may increase the anticoagulant effect of anisindione.
  • Calcium Acetate Calcium Salts (Intravenous) may enhance the adverse/toxic effect of Ceftriaxone. Ceftriaxone binds to calcium forming an insoluble precipitate. Concurrent or sequential use (within 48 hours) of ceftriaxone with calcium-containing solutions is contraindicated in neonates (28 days of age or younger). In other patients, these solutions can be used sequentially if the infusion lines are flushed with a compatible fluid between ceftriaxone and calcium-containing solution infusion.
  • Calcium Chloride Calcium Salts (Intravenous) may enhance the adverse/toxic effect of ceftriaxone. Ceftriaxone binds to calcium forming an insoluble precipitate. Concurrent or sequential use (within 48 hours) of ceftriaxone with calcium-containing solutions is contraindicated in neonates (28 days of age or younger). In other patients, these solutions can be used sequentially if the infusion lines are flushed with a compatible fluid between ceftriaxone and calcium-containing solution infusion.
  • Dicoumarol The cephalosporin, ceftriaxone, may increase the anticoagulant effect of dicumarol.
  • Gentamicin Increased risk of nephrotoxicity
  • Kanamycin Increased risk of nephrotoxicity
  • Neomycin Increased risk of nephrotoxicity
  • Netilmicin Increased risk of nephrotoxicity
  • Streptomycin Increased risk of nephrotoxicity
  • Tobramycin Increased risk of nephrotoxicity
  • Warfarin The cephalosporin, ceftriaxone, may increase the anticoagulant effect of warfarin.
Liều Lượng & Cách Dùng : Powder, for solution - Intravenous
Dữ Kiện Thương Mại
Giá thị trường
Nhà Sản Xuất
  • Công ty : Roche
    Sản phẩm biệt dược : Acantex
  • Công ty : Bioton
    Sản phẩm biệt dược : Biotrakson
  • Công ty :
    Sản phẩm biệt dược : Rocephin
  • Công ty : Roche
    Sản phẩm biệt dược : Rocephine
Đóng gói
Tài Liệu Tham Khảo Thêm
drugbank
http://www.drugbank.ca/drugs/DB01212
PubChem Compound
http://pubchem.ncbi.nlm.nih.gov/summary/summary.cgi?sid=5479530
PubChem Substance
http://pubchem.ncbi.nlm.nih.gov/summary/summary.cgi?sid=46506458
KEGG Compound
http://www.genome.jp/dbget-bin/www_bget?cpd:C06683
ChemSpider
http://www.chemspider.com/Chemical-Structure.4514885.html
National Drug Code Directory
http://www.hipaaspace.com/Medical_Billing/Coding/National.Drug.Codes/PDF/0703-0315-03
PharmGKB
http://www.pharmgkb.org/drug/PA448866
Wikipedia
http://en.wikipedia.org/wiki/Ceftriaxone
RxList
http://www.rxlist.com/cgi/generic3/ceftriax.htm
Drugs.com
http://www.drugs.com/cdi/ceftriaxone.html
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