Tìm theo
Cinoxacin
Các tên gọi khác (6 ) :
  • 1-Ethyl-6,7-methylenedioxy-4(1H)-oxocinnoline-3-carboxylic acid
  • 5-Ethyl-8-oxo-5,8-dihydro-1,3-dioxa-5,6-diaza-cyclopenta[b]naphthalene-7-carboxylic acid
  • Cinoxacin
  • Cinoxacine
  • Cinoxacino
  • Cinoxacinum
Thuốc Gốc
Small Molecule
CAS: 28657-80-9
ATC: J01MB06
CTHH: C12H10N2O5
PTK: 262.2182
Synthetic antimicrobial related to oxolinic acid and nalidixic acid and used in urinary tract infections. [PubChem]
Nhận Dạng Quốc Tế & Đặc Tính Hóa Học
Công thức hóa học
C12H10N2O5
Phân tử khối
262.2182
Monoisotopic mass
262.05897144
InChI
InChI=1S/C12H10N2O5/c1-2-14-7-4-9-8(18-5-19-9)3-6(7)11(15)10(13-14)12(16)17/h3-4H,2,5H2,1H3,(H,16,17)
InChI Key
InChIKey=VDUWPHTZYNWKRN-UHFFFAOYSA-N
IUPAC Name
1-ethyl-4-oxo-1H,4H,7H-[1,3]dioxolo[4,5-g]cinnoline-3-carboxylic acid
Traditional IUPAC Name
cinoxacin
SMILES
CCN1N=C(C(O)=O)C(=O)C2=CC3=C(OCO3)C=C12
Độ tan chảy
261-262
Độ hòa tan
9.61e-01 g/l
logP
1.5
logS
-2.4
pKa (strongest acidic)
4.93
pKa (Strongest Basic)
-4.6
PSA
88.43 Å2
Refractivity
73.6 m3·mol-1
Polarizability
24.72 Å3
Rotatable Bond Count
2
H Bond Acceptor Count
7
H Bond Donor Count
1
Physiological Charge
-1
Number of Rings
3
Bioavailability
1
Rule of Five
true
Ghose Filter
true
Dược Lực Học : Cinoxacin is a synthetic antibacterial agent with in vitro activity against many gram-negative aerobic bacteria, particularly strains of the Enterobacteriaceae family. Cinoxacin inhibits bacterial deoxyribonucleic acid (DNA) synthesis, is bactericidal, and is active over the entire urinary pH range. Cross resistance with nalidixic acid has been demonstrated.
Cơ Chế Tác Dụng : Synthetic antimicrobial related to oxolinic acid and nalidixic acid and used in urinary tract infections. [PubChem] Evidence exists that cinoxacin binds strongly, but reversibly, to DNA, interfering with synthesis of RNA and, consequently, with protein synthesis. It appears to also inhibit DNA gyrase. This enzyme is necessary for proper replicated DNA separation. By inhibiting this enzyme, DNA replication and cell division is inhibited.
Dược Động Học :
▧ Absorption :
Rapidly absorbed after oral administration. The presence of food delays absorption but does does not affect total absorption.
▧ Protein binding :
60 to 80%
▧ Metabolism :
Hepatic, with approximately 30-40% metabolized to inactive metabolites.
▧ Half Life :
The mean serum half-life is 1.5 hours. Half-life in patients with impaired renal function may exceed 10 hours.
Độc Tính : Oral, subcutaneous, and intravenous LD50 in the rat is 3610 mg/kg, 1380 mg/kg, and 860 mg/kg, respectively. Oral, subcutaneous, and intravenous LD50 in the mouse is 2330 mg/kg, 900 mg/kg, and 850 mg/kg, respectively.Symptoms following an overdose of cinoxacin may include anorexia, nausea, vomiting, epigastric distress, and diarrhea. The severity of the epigastric distress and the diarrhea are dose related. Headache, dizziness, insomnia, photophobia, tinnitus, and a tingling sensation have been reported in some patients.
Chỉ Định : For the treatment of initial and recurrent urinary tract infections in adults caused by the following susceptible microorganisms: Escherichia coli, Proteus mirabilis, Proteus vulgaris, Klebsiella species (including K. pneumoniae), and Enterobacter species.
Liều Lượng & Cách Dùng : Capsule - Oral
Dữ Kiện Thương Mại
Nhà Sản Xuất
Tài Liệu Tham Khảo Thêm
drugbank
http://www.drugbank.ca/drugs/DB00827
PubChem Compound
http://pubchem.ncbi.nlm.nih.gov/summary/summary.cgi?sid=2762
PubChem Substance
http://pubchem.ncbi.nlm.nih.gov/summary/summary.cgi?sid=46507547
KEGG Compound
http://www.genome.jp/dbget-bin/www_bget?cpd:C08052
KEGG Drug
http://www.genome.jp/dbget-bin/www_bget?drug:D00872
ChemSpider
http://www.chemspider.com/Chemical-Structure.2660.html
PharmGKB
http://www.pharmgkb.org/drug/PA449007
Wikipedia
http://en.wikipedia.org/wiki/Cinoxacin
RxList
http://www.rxlist.com/cgi/generic3/cinobac.htm
Drugs.com
http://www.drugs.com/cons/cinoxacin.html
... loading
... loading