Details of Drug

Details of Drug

 Drug General Information (ID: D0275)
  Drug Name
Cefapirin
  Drug Type Small molecule
  Drug Synonymous
CEPR; Cefa; Cefadyl; Cefapirin; Cefapirina; Cefapirine; Cefapirinum; Cefaprin; Cephapirine; Metricure; CEPHAPIRIN SODIUM; Cefaprinsodium; Cephapirin Monosodium Salt; ANTIBIOTIC BL-P1322; BL-P 1322; Cefa-ak; Cefadyl (TN); Cefapirin (BAN); Cefapirin [INN:BAN]; Cefapirina [INN-Spanish]; Cefapirine [INN-French]; Cefapirinum [INN-Latin]; Metricure (TN); (6R,7R)-3-(Acetoxymethyl)-8-oxo-7-(2-(4-pyridylthio)acetamido)-5-thia-1-azabicyclo(4.2.0)oct-2-en-2-carbonsaeure; (6R,7R)-3-(acetyloxymethyl)-8-oxo-7-[(2-pyridin-4-ylsulfanylacetyl)amino]-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid; (6R,7R)-3-[(acetyloxy)methyl]-8-oxo-7-{[(pyridin-4-ylthio)acetyl]amino}-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid; (6R,7R)-3-acetoxymethyl-7-[(pyridin-4-ylsulfanyl)acetamido]-3,4-didehydrocepham-4-carboxylic acid; 3-(Hydroxymethyl)-8-oxo-7-(2-(4-pyridylthio)acetamidol-5-thia-1-azabicyclo(4.2.0)oct-2-en-2carbonsaeure acetat; 5-Thia-1-azabicyclo(4.2.0)oct-2-ene-2-carboxylic acid, 3-(hydroxymethyl)-8-oxo-7-(2-(4-pyridylthio)acetamido)-, acetate (ester); 7-(2-(4-Pyridylthio)acetamido)cephalosporanic acid
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  Disease Class 1G40-1G41: Sepsis
  Therapeutic Class Antibiotics
  Structure Could Not Find 2D Structure
3D Structure 2D Structure
  Formula C17H17N3O6S2
  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
  InChIKey UQLLWWBDSUHNEB-CZUORRHYSA-N
  Canonical SMILES CC(=O)OCC1=C(N2C(C(C2=O)NC(=O)CSC3=CC=NC=C3)SC1)C(=O)O
  External Link
Pubchem ID 30699
CAS Number 21593-23-7
CHEBI ID 554446
TTD ID D01DSP
VARIDT ID DR00495

Drug-Drug Interaction Network
  Sunburst Graph
AM001  Affected gastrointestinal absorption
AM003  Affected organization distribution
AM005  Affected excretion pathways
AM006  Pharmacodynamic additive effects
AM007  Pharmacodynamic antagonistic effects
BM002  Altered intestinal flora
BM014  Interference of cell/tissue uptake
BM028  Competitive inhibition of renal tubular secretion
BM031  Increased renal excretion (Unspecific)
BM050  Increased risk of bleeding
BM072  Increased risk of nephrotoxicity
BM100  Antagonize the effect of vaccine/toxoid
BM107  Attenuated pharmacological effects (Unspecific)
  Relation Graph
 Full list of drugs interacting with Cefapirin
      Affected gastrointestinal absorption
   Altered intestinal flora Drug Num:  2
Drug ID
 
Drug Name
 Formula Pubchem ID Severity Level Interaction Detail REF
D1094
 
Mycophenolate mofetil
 
C23H31NO7
 
5281078 
Moderate    Inter Info   
[22], [23]
D1095
 
Mycophenolic acid
 
C17H20O6
 
446541 
Moderate    Inter Info   
[22], [23]
      Affected organization distribution
   Interference of cell/tissue uptake Drug Num:  1
Drug ID
 
Drug Name
 Formula Pubchem ID Severity Level Interaction Detail REF
D1817
 
Indium In-111 oxyquinoline
 
C27H18InN3O3
 
16685037 
Moderate    Inter Info   
[11]
      Affected excretion pathways
   Competitive inhibition of renal tubular secretion Drug Num:  3
Drug ID
 
Drug Name
 Formula Pubchem ID Severity Level Interaction Detail REF
D0576
 
Entecavir
 
C12H15N5O3
 
135398508 
Moderate    Inter Info   
[21]
D1241
 
Pemetrexed
 
C20H21N5O6
 
135410875 
Moderate    Inter Info   
[24]
D1341
 
Probenecid
 
C13H19NO4S
 
4911 
Moderate    Inter Info   
[25], [26], [27]
   Increased renal excretion (Unspecific) Drug Num:  4
Drug ID
 
Drug Name
 Formula Pubchem ID Severity Level Interaction Detail REF
D0217
 
Bumetanide
 
C17H20N2O5S
 
2471 
Moderate    Inter Info   
[8], [9], [10]
D0613
 
Etacrynic acid
 
C13H12Cl2O4
 
3278 
Moderate    Inter Info   
[8], [9], [10]
D0704
 
Furosemide
 
C12H11ClN2O5S
 
3440 
Moderate    Inter Info   
[8], [9], [10]
D1611
 
Torasemide
 
C16H20N4O3S
 
41781 
Moderate    Inter Info   
[8], [9], [10]
      Pharmacodynamic additive effects
   Increased risk of bleeding Drug Num:  1
Drug ID
 
Drug Name
 Formula Pubchem ID Severity Level Interaction Detail REF
D1711
 
Warfarin
 
C19H16O4
 
54678486 
Moderate    Inter Info   
[28], [29], [30]
   Increased risk of nephrotoxicity Drug Num:  8
Drug ID
 
Drug Name
 Formula Pubchem ID Severity Level Interaction Detail REF
D0056
 
Amikacin
 
C22H43N5O13
 
37768 
Moderate    Inter Info   
[5], [6], [7]
D0057
 
Amikacin (liposome)
 
C22H43N5O13
 
37768 
Moderate    Inter Info   
[5], [6], [7]
D0876
 
Kanamycin
 
C18H36N4O11
 
6032 
Moderate    Inter Info   
[5], [6], [7]
D1304
 
Plazomicin
 
C25H48N6O10
 
42613186 
Moderate    Inter Info   
[5], [6], [7]
D0718
 
Gentamicin
 
C21H43N5O7
 
3467 
Moderate    Inter Info   
[5], [6], [7]
D1120
 
Neomycin
 
C23H46N6O13
 
8378 
Moderate    Inter Info   
[5], [6], [7]
D1507
 
Streptomycin
 
C21H39N7O12
 
19649 
Moderate    Inter Info   
[5], [6], [7]
D1597
 
Tobramycin
 
C18H37N5O9
 
36294 
Moderate    Inter Info   
[5], [6], [7]
      Pharmacodynamic antagonistic effects
   Antagonize the effect of vaccine/toxoid Drug Num:  2
Drug ID
 
Drug Name
 Formula Pubchem ID Severity Level Interaction Detail REF
D1914
 
Typhoid vaccine (live)
 
NA
 
NA
Major    Inter Info   
[1], [2], [3]
D1693
 
Vibrio cholerae CVD 103-HgR strain live antigen (live)
 
NA
 
NA
Major    Inter Info   
[4]
   Attenuated pharmacological effects (Unspecific) Drug Num:  5
Drug ID
 
Drug Name
 Formula Pubchem ID Severity Level Interaction Detail REF
D1011
 
Mestranol
 
C21H26O2
 
6291 
Moderate    Inter Info   
[12], [13], [14]
D1287
 
Picosulfuric acid
 
C18H15NO8S2
 
5243 
Moderate    Inter Info   
[15], [16], [17]
D0313
 
Chloramphenicol
 
C11H12Cl2N2O5
 
5959 
Moderate    Inter Info   
[18], [19], [20]
D0606
 
Estradiol
 
C18H24O2
 
5757 
Moderate    Inter Info   
[12], [13], [14]
D0619
 
Ethinylestradiol
 
C20H24O2
 
5991 
Moderate    Inter Info   
[12], [13], [14]
References
1 Cerner Multum, Inc. "UK Summary of Product Characteristics.".
2 UK government "Typhoid.".
3 American Medical Association, Division of Drugs and Toxicology "Drug evaluations annual 1994." Chicago, IL: American Medical Association (1994).
4 Product Information. Vaxchora (cholera vaccine, live). PaxVax, Miami, FL.
5 Engle JE, Drago J, Carlin B, Schoolwerth AC "Letter: Reversible acute renal failure after cephalothin." Ann Intern Med 83 (1975): 232-3. [PMID: 1147461]
6 Kabins SA, Cohen S "Cephalothin serum levels in the azotemic patient." Antimicrob Agents Chemother 10 (1964): 207-14. [PMID: 14287932]
7 Yasuhara H, Kobayashi S, Sakamoto K, Kamijo K "Pharmacokinetics of amikacin and cephalothin in bedridden elderly patients." J Clin Pharmacol 22 (1982): 403-9. [PMID: 7130429]
8 Chrysos G, Gargalianos P, Lelekis M, Stefanou J, Kosmidis J "Pharmacokinetic interactions of ceftazidime and frusemide." J Chemother 7 Suppl (1995): 107-10. [PMID: 8904125]
9 Dodds MG, Foord RD "Enhancement by potent diuretics of renal tubular necrosis induced by cephaloridine." Br J Pharmacol 40 (1970): 227-36. [PMID: 5492895]
10 Norrby R, Stenqvist K, Elgefors B "Interaction between cephaloridine and furosemide in man." Scand J Infect Dis 8 (1976): 209-12. [PMID: 968459]
11 Product Information. Indium Oxyquinoline In-111 (indium oxyquinoline In-111). GE Healthcare, Princeton, NJ.
12 Back DJ, Breckenridge AM, Crawford FE, MacIver M, Orne ML, Rowe PH "Interindividual variation and drug interactions with hormonal steroid contraceptives." Drugs 21 (1981): 46-61. [PMID: 7009137]
13 Barnett ML "Inhibition of oral contraceptive effectiveness by concurrent antibiotic administration." J Periodontol 56 (1985): 18-20. [PMID: 3882930]
14 King VJ "OC failure rates and oral antibiotics." J Fam Pract 45 (1997): 104-5. [PMID: 9267366]
15 Product Information. Prepopik (citric acid/Mg oxide/Na picosulfate). Ferring Pharmaceuticals Inc, Tarrytown, NY.
16 MHRA. Medicines and Healthcare Regulatory Agency (general site Reference).
17 Product Information. Clenpiq (citric acid/Mg oxide/Na picosulfate). Ferring Pharmaceuticals Inc, Tarrytown, NY.
18 Agencia Espaola de Medicamentos y Productos Sanitarios Healthcare "Centro de informacion online de medicamentos de la AEMPS - CIMA."
19 Asmar BI, Prainito M, Dajani AS "Antagonistic effect of chloramphenicol in combination with cefotaxime or ceftriaxone." Antimicrob Agents Chemother 32 (1988): 1375-8
20 Brown TH, Alford RH "Antagonism by chloramphenicol of broad-spectrum beta-lactam antibiotics against Klebsiella pneumoniae." Antimicrob Agents Chemother 25 (1984): 405-7
21 Product Information. Baraclude (entecavir). Bristol-Myers Squibb, Princeton, NJ.
22 Product Information. CellCept (mycophenolate mofetil). Roche Laboratories, Nutley, NJ.
23 Product Information. Myfortic (mycophenolic acid). Novartis Pharmaceuticals, East Hanover, NJ.
24 Product Information. Alimta (pemetrexed). Lilly, Eli and Company, Indianapolis, IN.
25 DiPiro JT, Welage LS, Levine BA, et al. Single-dose cefmetazole versus multiple dose cefoxitin for prophylaxis in abdominal surgery.?J Antimicrob Chemother. 1989;23 Suppl D:71-77. [PMID: 2722725]
26 LeBel M, Paone RP, Lewis GP. Effect of probenecid on the pharmacokinetics of ceftizoxime.?J Antimicrob Chemother. 1983;12(2):147-155. [PMID: 6311785]
27 Product Information. Vantin (cefpodoxime proxetil). Pharmacia and Upjohn, Kalamazoo, MI.
28 Product Information. Suprax (cefixime). Lupin Pharmaceuticals Inc, Baltimore, MD.
29 Wood T, Johnson K, Naylor S, Weinshilboum R "Cefazolin administration and 2-methyl-1,3,4-thiadiazole-5-thiol in humantissue: possible relationship to hypoprothrombinemia." Drug Metab Dispos 30 (2002): 1123-1128
30 Natelson EA, Brown CH, 3d Bradshaw MW, Alfrey CP, Jr Williams TW, Jr "Influence of cephalosporin antibiotics on blood coagulation and platelet function." Antimicrob Agents Chemother 9 (1976): 91-3