Tìm theo
Cefapirin
Các tên gọi khác (9 ) :
  • (6R,7R)-3-(Acetoxymethyl)-8-oxo-7-{[(pyridin-4-ylsulfanyl)acetyl]amino}-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid
  • Cefapirin
  • Cefapirina
  • Cefapirine
  • Cefapirinum
  • Cefaprin
  • Cephapirin
  • Cephapirine
  • CEPR
Thuốc trị ký sinh trùng, chống nhiễm khuẩn
Thuốc Gốc
Small Molecule
CAS: 21593-23-7
ĐG : Bristol-Myers Squibb Co. , http://www.bms.com
CTHH: C17H17N3O6S2
PTK: 423.463
Cefapirin (INN, also spelled cephapirin) is an injectable, first-generation cephalosporin antibiotic. It is marketed under the trade name Cefadyl. Production for use in humans has been discontinued in the United States. Cefapirin is partly plasma-bound and is effective against gram-negative and gram-positive organisms.
Nhận Dạng Quốc Tế & Đặc Tính Hóa Học
Công thức hóa học
C17H17N3O6S2
Phân tử khối
423.463
Monoisotopic mass
423.055876671
InChI
InChI=1S/C17H17N3O6S2/c1-9(21)26-6-10-7-28-16-13(15(23)20(16)14(10)17(24)25)19-12(22)8-27-11-2-4-18-5-3-11/h2-5,13,16H,6-8H2,1H3,(H,19,22)(H,24,25)/t13-,16-/m1/s1
InChI Key
InChIKey=UQLLWWBDSUHNEB-CZUORRHYSA-N
IUPAC Name
(6R,7R)-3-[(acetyloxy)methyl]-8-oxo-7-[2-(pyridin-4-ylsulfanyl)acetamido]-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid
Traditional IUPAC Name
cephapirin
SMILES
[H][C@]12SCC(COC(C)=O)=C(N1C(=O)[C@H]2NC(=O)CSC1=CC=NC=C1)C(O)=O
Độ hòa tan
1030 mg/L
logP
-1.15
logS
-3.5
pKa (strongest acidic)
3.54
pKa (Strongest Basic)
5
PSA
125.9 Å2
Refractivity
102.43 m3·mol-1
Polarizability
40.63 Å3
Rotatable Bond Count
8
H Bond Acceptor Count
6
H Bond Donor Count
2
Physiological Charge
-1
Number of Rings
3
Bioavailability
1
Rule of Five
true
MDDR-Like Rule
true
pKa
2.15
Dược Lực Học : Cephapirin is a first-generation cephalosporin that has a wide spectrum of activity against gram-positive and gram-negative organisms. Cephapirin is more resistant to beta-lactamases than are the penicillins and so is effective against staphylococci, with the exception of methicillin-resistant staphylococci.
Cơ Chế Tác Dụng : Cefapirin (INN, also spelled cephapirin) is an injectable, first-generation cephalosporin antibiotic. It is marketed under the trade name Cefadyl. Production for use in humans has been discontinued in the United States. Cefapirin is partly plasma-bound and is effective against gram-negative and gram-positive organisms. The bactericidal activity of cephapirin results from the inhibition of cell wall synthesis via affinity for penicillin-binding proteins (PBPs).
Dược Động Học :

▧ Metabolism :
Major metabolite detected is desacetylcephapirin.
Độc Tính : Rats exposed via the oral route to cephapirin displayed low acute toxicity (LD50 = 14000 mg/kg). The most common adverse reactions are hypersensitivity reactions and alterations to liver function. Evidence of white blood cell disorders and anaemia were noted in some subjects.
Chỉ Định : For treatment of infections caused by susceptible bacteria.
Tương Tác Thuốc :
Dữ Kiện Thương Mại
Nhà Sản Xuất
  • Công ty :
    Sản phẩm biệt dược : Cefadyl
Đóng gói
Tài Liệu Tham Khảo Thêm
drugbank
http://www.drugbank.ca/drugs/DB01139
PubChem Compound
http://pubchem.ncbi.nlm.nih.gov/summary/summary.cgi?sid=30699
PubChem Substance
http://pubchem.ncbi.nlm.nih.gov/summary/summary.cgi?sid=46505227
KEGG Compound
http://www.genome.jp/dbget-bin/www_bget?cpd:C06896
ChemSpider
http://www.chemspider.com/Chemical-Structure.28486.html
PharmGKB
http://www.pharmgkb.org/drug/PA164749340
... loading
... loading