Ceftazidime

Details

Stereochemistry	ABSOLUTE
Molecular Formula	C22H22N6O7S2.5H2O
Molecular Weight	636.652
Optical Activity	UNSPECIFIED
Defined Stereocenters	2 / 2
E/Z Centers	1
Charge	0

SHOW SMILES / InChI

Structure Search

SMILES

O.O.O.O.O.CC(C)(O\N=C(/C(=O)N[C@H]1[C@H]2SCC(C[N+]3=CC=CC=C3)=C(N2C1=O)C([O-])=O)C4=CSC(N)=N4)C(O)=O

InChI

InChIKey=NMVPEQXCMGEDNH-TZVUEUGBSA-N

InChI=1S/C22H22N6O7S2.5H2O/c1-22(2,20(33)34)35-26-13(12-10-37-21(23)24-12)16(29)25-14-17(30)28-15(19(31)32)11(9-36-18(14)28)8-27-6-4-3-5-7-27;;;;;/h3-7,10,14,18H,8-9H2,1-2H3,(H4-,23,24,25,29,31,32,33,34);5*1H2/b26-13-;;;;;/t14-,18-;;;;;/m1...../s1

HIDE SMILES / InChI

Molecular Formula	H2O
Molecular Weight	18.0153
Charge	0
Count

Stereochemistry	ACHIRAL
Additional Stereochemistry	No
Defined Stereocenters	0 / 0
E/Z Centers	0
Optical Activity	NONE

Molecular Formula	C22H22N6O7S2
Molecular Weight	546.576
Charge	0
Count

Stereochemistry	ABSOLUTE
Additional Stereochemistry	No
Defined Stereocenters	2 / 2
E/Z Centers	1
Optical Activity	UNSPECIFIED

Description
Sources: https://www.accessdata.fda.gov/drugsatfda_docs/label/2014/050578s055,050634s023lbledt.pdf

Ceftazidime is a semisynthetic, broad-spectrum, beta-lactam antibiotic, used especially for Pseudomonas and other gram-negative infections in debilitated patients. Ceftazidime is used to treat lower respiratory tract, skin, urinary tract, blood-stream, joint, and abdominal infections, and meningitis. The drug is given intravenously (IV) or intramuscularly (IM) every 8–12 hours (two or three times a day), with dose and frequency varying by the type of infection, severity, and/or renal function of the patient. Injectable formulations of ceftazidime are currently nebulized "off-label" to manage Cystic Fibrosis, non-Cystic Fibrosis bronchiectasis, drug-resistant nontuberculous mycobacterial infections, ventilator-associated pneumonia, and post-transplant airway infections. Ceftazidime is generally well-tolerated. When side effects do occur, they are most commonly local effects from the intravenous line site, allergic reactions, and gastrointestinal symptoms. According to one manufacturer, in clinical trials, allergic reactions including itching, rash, and fever, happened in fewer than 2% of patients. Rare but more serious allergic reactions, such as toxic epidermal necrolysis, Stevens-Johnson syndrome, and erythema multiforme, have been reported with this class of antibiotics, including ceftazidime. Gastrointestinal symptoms, including diarrhea, nausea, vomiting, and abdominal pain, were reported in fewer than 2% of patients.

CNS Activity

Originator

Approval Year

Targets

Primary Target	Pharmacology	Condition	Potency
Penicillin-binding protein 1 5 Target ID: CHEMBL4268 Sources: https://www.ncbi.nlm.nih.gov/pubmed/17470659	Inhibitor 8504
Penicillin-binding protein 1A 45 Target ID: CHEMBL1813 Sources: https://www.ncbi.nlm.nih.gov/pubmed/8308866	Inhibitor 8504
Penicillin-binding protein 1B 22 Target ID: CHEMBL1814 Sources: https://www.ncbi.nlm.nih.gov/pubmed/8308866	Inhibitor 8504
Penicillin-binding protein 3 7 Target ID: CHEMBL4269 Sources: https://www.ncbi.nlm.nih.gov/pubmed/17470659	Inhibitor 8504
Penicillin-binding protein 4 5 Target ID: CHEMBL2549 Sources: https://www.ncbi.nlm.nih.gov/pubmed/17470659	Inhibitor 8504
Penicillin-binding protein 2 24 Target ID: CHEMBL5539 Sources: https://www.ncbi.nlm.nih.gov/pubmed/17470659	Inhibitor 8504

Conditions

Condition	Modality	Highest Phase	Product
Lower respiratory tract infections 52 Sources: https://www.accessdata.fda.gov/drugsatfda_docs/label/2014/050578s055,050634s023lbledt.pdf	Curative	Approved 8583	FORTAZ Approved Use Ceftazidime for injection, USP is indicated for the treatment of patients with infections caused by susceptible strains of the designated organisms in the following diseases: Lower Respiratory Tract Infections, including pneumonia, caused by Pseudomonas aeruginosa and other Pseudomonas spp.; Haemophilus influenzae, including ampicillin-resistant strains; Klebsiella spp.; Enterobacter spp.; Proteus mirabilis; Escherichia coli; Serratia spp.; Citrobacter spp.; Streptococcus pneumoniae; and Staphylococcus aureus (methicillin-susceptible strains). Skin and Skin-Structure Infections caused by Pseudomonas aeruginosa; Klebsiella spp.; Escherichia coli; Proteus spp., including Proteus mirabilis and indole-positive Proteus; Enterobacter spp.; Serratia spp.; Staphylococcus aureus (methicillin-susceptible strains); and Streptococcus pyogenes (group A beta-hemolytic streptococci). Urinary Tract Infections, both complicated and uncomplicated, caused by Pseudomonas aeruginosa; Enterobacter spp.; Proteus spp., including Proteus mirabilis and indole-positive Proteus; Klebsiella spp.; and Escherichia coli. Bacterial Septicemia caused by Pseudomonas aeruginosa, Klebsiella spp., Haemophilus influenzae, Escherichia coli, Serratia spp., Streptococcus pneumoniae, and Staphylococcus aureus (methicillin-susceptible strains). Bone and Joint Infections caused by Pseudomonas aeruginosa, Klebsiella spp., Enterobacter spp., and Staphylococcus aureus (methicillin-susceptible strains). Gynecologic Infections, including endometritis, pelvic cellulitis, and other infections of the female genital tract caused by Escherichia coli. Intra-abdominal Infections, including peritonitis caused by Escherichia coli, Klebsiella spp., and Staphylococcus aureus (methicillin-susceptible strains) and polymicrobial infections caused by aerobic and anaerobic organisms and Bacteroides spp. (many strains of Bacteroides fragilis are resistant). Central Nervous System Infections, including meningitis, caused by Haemophilus influenzae and Neisseria meningitidis. Ceftazidime for injection, USP has also been used successfully in a limited number of cases of meningitis due to Pseudomonas aeruginosa and Streptococcus pneumoniae. Ceftazidime for injection, USP may be used alone in cases of confirmed or suspected sepsis. Ceftazidime for injection, USP has been used successfully in clinical trials as empiric therapy in cases where various concomitant therapies with other antibiotics have been used. Ceftazidime for injection, USP may also be used concomitantly with other antibiotics, such as aminoglycosides, vancomycin, and clindamycin; in severe and life-threatening infections; and in the immunocompromised patient. When such concomitant treatment is appropriate, prescribing information in the labeling for the other antibiotics should be followed. The dose depends on the severity of the infection and the patient's condition. To reduce the development of drug-resistant bacteria and maintain the effectiveness of ceftazidime for injection, USP and other antibacterial drugs, ceftazidime for injection, USP should be used only to treat or prevent infections that are proven or strongly suspected to be caused by susceptible bacteria. When culture and susceptibility information are available, they should be considered in selecting or modifying antibacterial therapy. In the absence of such data, local epidemiology and susceptibility patterns may contribute to the empiric selection of therapy. Launch Date 1985
Skin and skin structure infections 81 Sources: https://www.accessdata.fda.gov/drugsatfda_docs/label/2014/050578s055,050634s023lbledt.pdf	Curative	Approved 8583	FORTAZ Approved Use Ceftazidime for injection, USP is indicated for the treatment of patients with infections caused by susceptible strains of the designated organisms in the following diseases: Lower Respiratory Tract Infections, including pneumonia, caused by Pseudomonas aeruginosa and other Pseudomonas spp.; Haemophilus influenzae, including ampicillin-resistant strains; Klebsiella spp.; Enterobacter spp.; Proteus mirabilis; Escherichia coli; Serratia spp.; Citrobacter spp.; Streptococcus pneumoniae; and Staphylococcus aureus (methicillin-susceptible strains). Skin and Skin-Structure Infections caused by Pseudomonas aeruginosa; Klebsiella spp.; Escherichia coli; Proteus spp., including Proteus mirabilis and indole-positive Proteus; Enterobacter spp.; Serratia spp.; Staphylococcus aureus (methicillin-susceptible strains); and Streptococcus pyogenes (group A beta-hemolytic streptococci). Urinary Tract Infections, both complicated and uncomplicated, caused by Pseudomonas aeruginosa; Enterobacter spp.; Proteus spp., including Proteus mirabilis and indole-positive Proteus; Klebsiella spp.; and Escherichia coli. Bacterial Septicemia caused by Pseudomonas aeruginosa, Klebsiella spp., Haemophilus influenzae, Escherichia coli, Serratia spp., Streptococcus pneumoniae, and Staphylococcus aureus (methicillin-susceptible strains). Bone and Joint Infections caused by Pseudomonas aeruginosa, Klebsiella spp., Enterobacter spp., and Staphylococcus aureus (methicillin-susceptible strains). Gynecologic Infections, including endometritis, pelvic cellulitis, and other infections of the female genital tract caused by Escherichia coli. Intra-abdominal Infections, including peritonitis caused by Escherichia coli, Klebsiella spp., and Staphylococcus aureus (methicillin-susceptible strains) and polymicrobial infections caused by aerobic and anaerobic organisms and Bacteroides spp. (many strains of Bacteroides fragilis are resistant). Central Nervous System Infections, including meningitis, caused by Haemophilus influenzae and Neisseria meningitidis. Ceftazidime for injection, USP has also been used successfully in a limited number of cases of meningitis due to Pseudomonas aeruginosa and Streptococcus pneumoniae. Ceftazidime for injection, USP may be used alone in cases of confirmed or suspected sepsis. Ceftazidime for injection, USP has been used successfully in clinical trials as empiric therapy in cases where various concomitant therapies with other antibiotics have been used. Ceftazidime for injection, USP may also be used concomitantly with other antibiotics, such as aminoglycosides, vancomycin, and clindamycin; in severe and life-threatening infections; and in the immunocompromised patient. When such concomitant treatment is appropriate, prescribing information in the labeling for the other antibiotics should be followed. The dose depends on the severity of the infection and the patient's condition. To reduce the development of drug-resistant bacteria and maintain the effectiveness of ceftazidime for injection, USP and other antibacterial drugs, ceftazidime for injection, USP should be used only to treat or prevent infections that are proven or strongly suspected to be caused by susceptible bacteria. When culture and susceptibility information are available, they should be considered in selecting or modifying antibacterial therapy. In the absence of such data, local epidemiology and susceptibility patterns may contribute to the empiric selection of therapy. Launch Date 1985
Urinary tract infections 207 Sources: https://www.accessdata.fda.gov/drugsatfda_docs/label/2014/050578s055,050634s023lbledt.pdf	Curative	Approved 8583	FORTAZ Approved Use Ceftazidime for injection, USP is indicated for the treatment of patients with infections caused by susceptible strains of the designated organisms in the following diseases: Lower Respiratory Tract Infections, including pneumonia, caused by Pseudomonas aeruginosa and other Pseudomonas spp.; Haemophilus influenzae, including ampicillin-resistant strains; Klebsiella spp.; Enterobacter spp.; Proteus mirabilis; Escherichia coli; Serratia spp.; Citrobacter spp.; Streptococcus pneumoniae; and Staphylococcus aureus (methicillin-susceptible strains). Skin and Skin-Structure Infections caused by Pseudomonas aeruginosa; Klebsiella spp.; Escherichia coli; Proteus spp., including Proteus mirabilis and indole-positive Proteus; Enterobacter spp.; Serratia spp.; Staphylococcus aureus (methicillin-susceptible strains); and Streptococcus pyogenes (group A beta-hemolytic streptococci). Urinary Tract Infections, both complicated and uncomplicated, caused by Pseudomonas aeruginosa; Enterobacter spp.; Proteus spp., including Proteus mirabilis and indole-positive Proteus; Klebsiella spp.; and Escherichia coli. Bacterial Septicemia caused by Pseudomonas aeruginosa, Klebsiella spp., Haemophilus influenzae, Escherichia coli, Serratia spp., Streptococcus pneumoniae, and Staphylococcus aureus (methicillin-susceptible strains). Bone and Joint Infections caused by Pseudomonas aeruginosa, Klebsiella spp., Enterobacter spp., and Staphylococcus aureus (methicillin-susceptible strains). Gynecologic Infections, including endometritis, pelvic cellulitis, and other infections of the female genital tract caused by Escherichia coli. Intra-abdominal Infections, including peritonitis caused by Escherichia coli, Klebsiella spp., and Staphylococcus aureus (methicillin-susceptible strains) and polymicrobial infections caused by aerobic and anaerobic organisms and Bacteroides spp. (many strains of Bacteroides fragilis are resistant). Central Nervous System Infections, including meningitis, caused by Haemophilus influenzae and Neisseria meningitidis. Ceftazidime for injection, USP has also been used successfully in a limited number of cases of meningitis due to Pseudomonas aeruginosa and Streptococcus pneumoniae. Ceftazidime for injection, USP may be used alone in cases of confirmed or suspected sepsis. Ceftazidime for injection, USP has been used successfully in clinical trials as empiric therapy in cases where various concomitant therapies with other antibiotics have been used. Ceftazidime for injection, USP may also be used concomitantly with other antibiotics, such as aminoglycosides, vancomycin, and clindamycin; in severe and life-threatening infections; and in the immunocompromised patient. When such concomitant treatment is appropriate, prescribing information in the labeling for the other antibiotics should be followed. The dose depends on the severity of the infection and the patient's condition. To reduce the development of drug-resistant bacteria and maintain the effectiveness of ceftazidime for injection, USP and other antibacterial drugs, ceftazidime for injection, USP should be used only to treat or prevent infections that are proven or strongly suspected to be caused by susceptible bacteria. When culture and susceptibility information are available, they should be considered in selecting or modifying antibacterial therapy. In the absence of such data, local epidemiology and susceptibility patterns may contribute to the empiric selection of therapy. Launch Date 1985
Cystic fibrosis 120 Sources: https://clinicaltrials.gov/ct2/show/NCT02504827	Primary	Phase IV 63	FORTAZ Approved Use Ceftazidime for injection, USP is indicated for the treatment of patients with infections caused by susceptible strains of the designated organisms in the following diseases: Lower Respiratory Tract Infections, including pneumonia, caused by Pseudomonas aeruginosa and other Pseudomonas spp.; Haemophilus influenzae, including ampicillin-resistant strains; Klebsiella spp.; Enterobacter spp.; Proteus mirabilis; Escherichia coli; Serratia spp.; Citrobacter spp.; Streptococcus pneumoniae; and Staphylococcus aureus (methicillin-susceptible strains). Skin and Skin-Structure Infections caused by Pseudomonas aeruginosa; Klebsiella spp.; Escherichia coli; Proteus spp., including Proteus mirabilis and indole-positive Proteus; Enterobacter spp.; Serratia spp.; Staphylococcus aureus (methicillin-susceptible strains); and Streptococcus pyogenes (group A beta-hemolytic streptococci). Urinary Tract Infections, both complicated and uncomplicated, caused by Pseudomonas aeruginosa; Enterobacter spp.; Proteus spp., including Proteus mirabilis and indole-positive Proteus; Klebsiella spp.; and Escherichia coli. Bacterial Septicemia caused by Pseudomonas aeruginosa, Klebsiella spp., Haemophilus influenzae, Escherichia coli, Serratia spp., Streptococcus pneumoniae, and Staphylococcus aureus (methicillin-susceptible strains). Bone and Joint Infections caused by Pseudomonas aeruginosa, Klebsiella spp., Enterobacter spp., and Staphylococcus aureus (methicillin-susceptible strains). Gynecologic Infections, including endometritis, pelvic cellulitis, and other infections of the female genital tract caused by Escherichia coli. Intra-abdominal Infections, including peritonitis caused by Escherichia coli, Klebsiella spp., and Staphylococcus aureus (methicillin-susceptible strains) and polymicrobial infections caused by aerobic and anaerobic organisms and Bacteroides spp. (many strains of Bacteroides fragilis are resistant). Central Nervous System Infections, including meningitis, caused by Haemophilus influenzae and Neisseria meningitidis. Ceftazidime for injection, USP has also been used successfully in a limited number of cases of meningitis due to Pseudomonas aeruginosa and Streptococcus pneumoniae. Ceftazidime for injection, USP may be used alone in cases of confirmed or suspected sepsis. Ceftazidime for injection, USP has been used successfully in clinical trials as empiric therapy in cases where various concomitant therapies with other antibiotics have been used. Ceftazidime for injection, USP may also be used concomitantly with other antibiotics, such as aminoglycosides, vancomycin, and clindamycin; in severe and life-threatening infections; and in the immunocompromised patient. When such concomitant treatment is appropriate, prescribing information in the labeling for the other antibiotics should be followed. The dose depends on the severity of the infection and the patient's condition. To reduce the development of drug-resistant bacteria and maintain the effectiveness of ceftazidime for injection, USP and other antibacterial drugs, ceftazidime for injection, USP should be used only to treat or prevent infections that are proven or strongly suspected to be caused by susceptible bacteria. When culture and susceptibility information are available, they should be considered in selecting or modifying antibacterial therapy. In the absence of such data, local epidemiology and susceptibility patterns may contribute to the empiric selection of therapy. Launch Date 1985

AUC

Value	Dose	Analyte	Population
285 μg × h/mL EXPERIMENT https://pubmed.ncbi.nlm.nih.gov/2088186	25 mg/kg 3 times / day multiple, intravenous dose: 25 mg/kg route of administration: Intravenous experiment type: MULTIPLE co-administered:	CEFTAZIDIME serum	Homo sapiens population: HEALTHY age: ADULT sex: MALE food status: UNKNOWN
21.3 μg × h/mL EXPERIMENT https://pubmed.ncbi.nlm.nih.gov/2088186	75 mg/kg other, intravenous dose: 75 mg/kg route of administration: Intravenous experiment type: OTHER co-administered:	CEFTAZIDIME serum	Homo sapiens population: HEALTHY age: ADULT sex: MALE food status: UNKNOWN
18 μg × h/mL EXPERIMENT https://pubmed.ncbi.nlm.nih.gov/2088186	75 mg/kg 1 times / day other, intravenous dose: 75 mg/kg route of administration: Intravenous experiment type: OTHER co-administered:	CEFTAZIDIME unknown	Homo sapiens population: HEALTHY age: ADULT sex: MALE food status: UNKNOWN

T_1/2

Value	Dose	Co-administered	Analyte	Population
9.6 min EXPERIMENT https://pubmed.ncbi.nlm.nih.gov/2088186	25 mg/kg 3 times / day multiple, intravenous dose: 25 mg/kg route of administration: Intravenous experiment type: MULTIPLE co-administered:		CEFTAZIDIME serum	Homo sapiens population: HEALTHY age: ADULT sex: MALE food status: UNKNOWN

Doses

Dose	Population	Adverse events
1 g 3 times / day multiple, intravenous Highest studied dose Dose: 1 g, 3 times / day Route: intravenous Route: multiple Dose: 1 g, 3 times / day Sources: https://www.accessdata.fda.gov/drugsatfda_docs/label/2017/050578s061,050634s028lbl.pdf	unhealthy, adult Health Status: unhealthy Age Group: adult Sex: unknown Sources: https://www.accessdata.fda.gov/drugsatfda_docs/label/2017/050578s061,050634s028lbl.pdf	Sources: https://www.accessdata.fda.gov/drugsatfda_docs/label/2017/050578s061,050634s028lbl.pdf
300 mg/kg 14 times / day multiple, intravenous Highest studied dose Dose: 300 mg/kg, 14 times / day Route: intravenous Route: multiple Dose: 300 mg/kg, 14 times / day Sources: https://pubmed.ncbi.nlm.nih.gov/8821302/	unhealthy, children Health Status: unhealthy Age Group: children Sex: unknown Sources: https://pubmed.ncbi.nlm.nih.gov/8821302/	Other AEs: Urticaria, Itchy rash... Other AEs: Urticaria (3 patients) Itchy rash (4 patients) Sources: https://pubmed.ncbi.nlm.nih.gov/8821302/

AEs

AE	Significance	Dose	Population
Urticaria	3 patients	300 mg/kg 14 times / day multiple, intravenous Highest studied dose Dose: 300 mg/kg, 14 times / day Route: intravenous Route: multiple Dose: 300 mg/kg, 14 times / day Sources: https://pubmed.ncbi.nlm.nih.gov/8821302/	unhealthy, children Health Status: unhealthy Age Group: children Sex: unknown Sources: https://pubmed.ncbi.nlm.nih.gov/8821302/
Itchy rash	4 patients	300 mg/kg 14 times / day multiple, intravenous Highest studied dose Dose: 300 mg/kg, 14 times / day Route: intravenous Route: multiple Dose: 300 mg/kg, 14 times / day Sources: https://pubmed.ncbi.nlm.nih.gov/8821302/	unhealthy, children Health Status: unhealthy Age Group: children Sex: unknown Sources: https://pubmed.ncbi.nlm.nih.gov/8821302/

Overview

CYP3A4	CYP2C9	CYP2D6	hERG
substrate 1946	inhibitor 2438		inhibitor 2217

OverviewOther

Other Inhibitor	Other Substrate	Other Inducer
P-gp 1741 BCRP 910 OATP1B1 1079 OATP1B3 961 OCT1 620 OCT2 779 OAT1 725 OAT3 747 MRP3 246 BSEP 550	CYP1A2 1197 CYP2B6 776 UGT1A1 479 P-gp 2052 BCRP 697 OATP1B1 503 OATP1B3 435 OCT1 393 OCT2 434 OAT1 395 OAT3 391 MRP3 58 BSEP 63	CYP 74

Drug as perpetrator

Target	Modality	Activity
BCRP 985	inhibitor 4027 Sources: https://www.accessdata.fda.gov/drugsatfda_docs/nda/2015/206494Orig1s000PharmR.pdf Page: 15.0	no
BSEP 554	inhibitor 4027 Sources: https://www.accessdata.fda.gov/drugsatfda_docs/nda/2015/206494Orig1s000PharmR.pdf Page: 15.0	no
CYP 150	inducer 1966 Sources: https://www.accessdata.fda.gov/drugsatfda_docs/nda/2015/206494Orig1s000CllinPharmR.pdf Page: 38.0	no
CYP2C9 2497	inhibitor 4027 Sources: https://www.accessdata.fda.gov/drugsatfda_docs/nda/2015/206494Orig1s000PharmR.pdf Page: 14.0	no
MRP3 326	inhibitor 4027 Sources: https://www.accessdata.fda.gov/drugsatfda_docs/nda/2015/206494Orig1s000PharmR.pdf Page: 15.0	no
OAT1 730	inhibitor 4027 Sources: https://www.accessdata.fda.gov/drugsatfda_docs/nda/2015/206494Orig1s000PharmR.pdf Page: 15.0	no
OAT3 749	inhibitor 4027 Sources: https://www.accessdata.fda.gov/drugsatfda_docs/nda/2015/206494Orig1s000PharmR.pdf Page: 15.0	no
OATP1B1 1095	inhibitor 4027 Sources: https://www.accessdata.fda.gov/drugsatfda_docs/nda/2015/206494Orig1s000PharmR.pdf Page: 15.0	no
OATP1B3 970	inhibitor 4027 Sources: https://www.accessdata.fda.gov/drugsatfda_docs/nda/2015/206494Orig1s000PharmR.pdf Page: 15.0	no
OCT1 656	inhibitor 4027 Sources: https://www.accessdata.fda.gov/drugsatfda_docs/nda/2015/206494Orig1s000PharmR.pdf Page: 15.0	no
OCT2 782	inhibitor 4027 Sources: https://www.accessdata.fda.gov/drugsatfda_docs/nda/2015/206494Orig1s000PharmR.pdf Page: 15.0	no
P-gp 1932	inhibitor 4027 Sources: https://www.accessdata.fda.gov/drugsatfda_docs/nda/2015/206494Orig1s000PharmR.pdf Page: 15.0	no

Drug as victim

Target	Modality	Activity
BCRP 697	substrate 4014 Sources: https://www.accessdata.fda.gov/drugsatfda_docs/nda/2015/206494Orig1s000PharmR.pdf Page: 15.0	inconclusive
BSEP 63	substrate 4014 Sources: https://www.accessdata.fda.gov/drugsatfda_docs/nda/2015/206494Orig1s000PharmR.pdf Page: 15.0	inconclusive
MRP3 58	substrate 4014 Sources: https://www.accessdata.fda.gov/drugsatfda_docs/nda/2015/206494Orig1s000PharmR.pdf Page: 15.0	inconclusive
OAT1 395	substrate 4014 Sources: https://www.accessdata.fda.gov/drugsatfda_docs/nda/2015/206494Orig1s000PharmR.pdf Page: 15.0	inconclusive
OAT3 391	substrate 4014 Sources: https://www.accessdata.fda.gov/drugsatfda_docs/nda/2015/206494Orig1s000PharmR.pdf Page: 15.0	inconclusive
OATP1B1 503	substrate 4014 Sources: https://www.accessdata.fda.gov/drugsatfda_docs/nda/2015/206494Orig1s000PharmR.pdf Page: 15.0	inconclusive
OATP1B3 435	substrate 4014 Sources: https://www.accessdata.fda.gov/drugsatfda_docs/nda/2015/206494Orig1s000PharmR.pdf Page: 15.0	inconclusive
OCT1 393	substrate 4014 Sources: https://www.accessdata.fda.gov/drugsatfda_docs/nda/2015/206494Orig1s000PharmR.pdf Page: 15.0	inconclusive
OCT2 434	substrate 4014 Sources: https://www.accessdata.fda.gov/drugsatfda_docs/nda/2015/206494Orig1s000PharmR.pdf Page: 15.0	inconclusive
P-gp 2052	substrate 4014 Sources: https://www.accessdata.fda.gov/drugsatfda_docs/nda/2015/206494Orig1s000PharmR.pdf Page: 15.0	inconclusive
UGT1A1 479	substrate 4014 Sources: https://www.accessdata.fda.gov/drugsatfda_docs/nda/2015/206494Orig1s000PharmR.pdf Page: 15.0	inconclusive
CYP1A2 1197	substrate 4014 Sources: https://www.accessdata.fda.gov/drugsatfda_docs/nda/2015/206494Orig1s000PharmR.pdf Page: 15.0	no
CYP2B6 776	substrate 4014 Sources: https://www.accessdata.fda.gov/drugsatfda_docs/nda/2015/206494Orig1s000PharmR.pdf Page: 15.0	no
CYP3A4 1946	substrate 4014 Sources: https://www.accessdata.fda.gov/drugsatfda_docs/nda/2015/206494Orig1s000PharmR.pdf Page: 15.0	no

Tox targets

Target	Modality	Activity	Metabolite	Clinical evidence
hERG 2263	inhibitor 2237 Sources: https://www.accessdata.fda.gov/drugsatfda_docs/nda/2015/206494Orig1s000PharmR.pdf Page: 18.0

Sourcing

Vendor/Aggregator	ID	URL
1PlusChem LLC	1P00IKZD
A2B Chem	AI66201
AbovChem LLC	HY-B0593
AK Scientific	9619AJ
AK Scientific	E115
AK Scientific	G174
Alfa Chemistry	223351
Alfa Chemistry	ACM73547703
Angene	AGN-PC-0WHB0Y
ApexBio Technology	B3539
AstaTech	42417
AstaTech	42446
AstaTech	C16303
Bide Pharmatech	BD120321
BioSynth	Q-200813
BOC Sciences	72558-82-8
BOC Sciences	78439-06-2
Bosche Scientific	C2791
Cayman Chemical	14828
Chem-Impex International	2879
Chem Scene	CS-2810
Compound Cloud	5481173
Compound Cloud	6321415
Compound Cloud	6536864
eMolecules	193065907
eMolecules	301160656
eMolecules	313121473
eMolecules	48600981
eMolecules	50241616
Hairui	HR126019
Hairui	HR127562
Hairui	HR131790
Hangzhou APIChem Technology	AC-18971
Hangzhou APIChem Technology	AC-18972
Hangzhou Yuhao Chemical Technology	LT7093
KeyOrganics	AS-75297
Lab Network	249
mcule	MCULE-1860404300
mcule	MCULE-5264603916
mcule	MCULE-9068634681
MedChem Express	HY-B0593
Molnova	M15778
MolPort	MolPort-003-698-286
MolPort	MolPort-006-137-763
MolPort	MolPort-020-001-272
MolPort	MolPort-044-183-269
MolPort	MolPort-046-588-802
PI Chemicals	PI-10779
PI Chemicals	PI-38675
Ryan Scientific	Iohexol
Sigma Aldrich	A6987
Sigma Aldrich	A6987\|SIGMA
Sigma Aldrich	C3809
Sigma Aldrich	C3809\|SIGMA
Sigma Aldrich	CDS020667
TargetMol	T1305
Tetrahedron	TS75058
Toronto Research Chemicals	C244100
Toronto Research Chemicals	C244128
Vitas-M Laboratory	STK047059
W&J PharmaChem	100160
Wonderchem	WC-009UYU
ZINC	ZINC000003871960	http://zinc15.docking.org/substances/ZINC000003871960
ZINC	ZINC000008035456	http://zinc15.docking.org/substances/ZINC000008035456
ZINC	ZINC000008582317	http://zinc15.docking.org/substances/ZINC000008582317
ZINC	ZINC000254846637	http://zinc15.docking.org/substances/ZINC000254846637
ZINC	ZINC000254846639	http://zinc15.docking.org/substances/ZINC000254846639

PubMed

Title	Date	PubMed
Systems pharmacological analysis of drugs inducing stevens-johnson syndrome and toxic epidermal necrolysis.	2015-05-18	25811541
Investigation of the effects of some drugs and phenolic compounds on human dihydrofolate reductase activity.	2015-03	25418905
Sonographic assessment of ceftriaxone-associated biliary pseudolithiasis in Chinese children.	2010	21227004
Ceftazidime-associated biliary sludge in neonatal sepsis: a first report.	2009-12	20071298
Adverse drug reactions in medical intensive care unit of a tertiary care hospital.	2009-07	19421963
Multichannel liquid chromatography-tandem mass spectrometry cocktail method for comprehensive substrate characterization of multidrug resistance-associated protein 4 transporter.	2007-12	17939016
One center's experience: the serology and drugs associated with drug-induced immune hemolytic anemia--a new paradigm.	2007-04	17381629
Encephalopathy with myoclonic jerks resulting from ceftazidime therapy: an under-recognized potential side-effect when treating febrile neutropenia.	2007-02	17325906
Antibiotics modulate the stimulated cytokine response to endotoxin in a human ex vivo, in vitro model.	2006-10	16939481
Cephalosporin-induced myoclonus.	2006-03-28	16567688
CR5/20--Acute renal failure in a child with cystic fibrosis awaiting lung transplantation--a good outcome after all.	2006	17036408
Disseminated invasive aspergillosis in a patient with acute leukaemia.	2006	16918060
Prediction of genotoxicity of chemical compounds by statistical learning methods.	2005-06	15962942
Creutzfeldt-Jakob-like EEG in a patient with end-stage renal failure.	2004-01	14671069
Meningitis caused by Enterococcus gallinarum in patients with ventriculoperitoneal shunts.	2003-12	14691658
Acute renal failure and cystic fibrosis.	2003-07	12818927
Retrospective review of neurotoxicity induced by cefepime and ceftazidime.	2003-03	12627936
Correlation between candiduria and departmental antibiotic use.	2003-03	12623318
Retrospective analysis of drug-induced urticaria and angioedema: a survey of 2287 patients.	2001-11	11792017
Nonconvulsive status epilepticus associated with cephalosporins in patients with renal failure.	2001-08	11498064
[Fatal encephalopathy induced by ceftazidime].	1999-03-10	10070247
[Basic and clinical studies on tazobactam/piperacillin in pediatric field].	1998-06	9755831
QT prolongation and Torsades de Pointes associated with clarithromycin.	1998-04	9576415
[Analysis of the etiologic structure of urinary tract infection and antibiotic-resistance of its pathogens].	1997	9412416
Mania due to clarithromycin therapy in a patient who was not infected with human immunodeficiency virus.	1996-03	8853002
[Acute interstitial nephritis. Role of ceftazidime].	1996	9033764
[Convulsions associated with the administration of excessive dose of ceftazidime in patients with renal failure].	1994-09-01	7855759
Ceftazidime-related nonconvulsive status epilepticus.	1994-03-14	8122952
Neurotoxicity associated with intraperitoneal ceftazidime therapy in a CAPD patient.	1994	7827199
Efficacy of cefepime in a Staphylococcus aureus endocarditis rat model.	1993-11	8150772
Relative efficacies of broad-spectrum cephalosporins for treatment of methicillin-susceptible Staphylococcus aureus experimental infective endocarditis.	1993-03	8460924
Animal models as predictors of outcome of therapy with broad spectrum cephalosporins.	1992-04	1601755
Ceftazidime encephalopathy: absence status and toxic hallucinations.	1992-04	1583528
Ceftazidime-induced hemolysis in a patient with drug-dependent antibodies reactive by immune complex and drug adsorption mechanisms.	1991-03	1996549
Neurotoxicity associated with ceftazidime therapy in geriatric patients with renal dysfunction.	1991	1923920
Hallucinations in association with ceftazidime.	1988-10-01	3140957
Ceftazidime-induced encephalopathy in a patient with renal impairment.	1988-09	3046579
Efficacy of ciprofloxacin in animal models of infection: endocarditis, meningitis, and pneumonia.	1987-04-27	3578331
Pharmacokinetics and therapeutic efficacy of imipenem, ceftazidime, and ceftriaxone in experimental meningitis due to an ampicillin- and chloramphenicol-resistant strain of Haemophilus influenzae type b.	1984-01	6322679
Renal tolerance of ceftazidime in animals.	1981-09	19802993

Patents

Sample Use Guides

In Vivo Use Guide

The usual adult dosage is 1 gram administered intravenously or intramuscularly every 8 to 12 hours. The dosage and route should be determined by the susceptibility of the causative organisms, the severity of infection, and the condition and renal function of the patient.

Route of Administration: Other

In Vitro Use Guide

Ceftazidime–avibactam and comparator antibacterial agents were tested by reference broth microdilution against 417non-repetitive Gram-negative bacilli (387 unselected, plus 30selected blaKPC-positive, meropenem – nonsusceptible, Kleb-siella pneumoniae) collected prospectively from medical centersat Hospital das Clínicas da Faculdade de Medicina da Uni-versidade de São Paulo, Brazil, in 2014 and 2015. Minimum inhibitory concentrations (MICs), one per isolate, were determined by reference Clinical and Laboratory Standards Institute (CLSI) broth microdilution methods using frozen microtiter plates pre-loaded with antibiotic-containing growth medium. MICs ofceftazidime–avibactam were measured by varying the concen-tration of ceftazidime in twofold increments with avibactamat a fixed concentration of 4 mg/L. Addition of avibactam at 4 mg/L decreased MICs of cef-tazidime against unselected Enterobacteriaceae, especially K.pneumoniae, Citrobacter freundii, and Enterobacter cloacae, among which MIC90values decreased from 128 to >128 mg/L to0.5–4 mg/L. Among the unselected isolates of these three species 37–73% were susceptible to ceftazidime, whereas 100%were susceptible to ceftazidime–avibactam.

Substance Class	Chemical Created by `admin` on `Mon Mar 31 17:51:51 GMT 2025` Edited by `admin` on `Mon Mar 31 17:51:51 GMT 2025`
Record UNII	9M416Z9QNR
Record Status	`Validated (UNII)`
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Name

Type

Language

CEFTAZIDIME PENTAHYDRATE

Preferred Name

English

Ceftazidime

Official Name

English

LY 139381

Code

English

CEPTAZ

Brand Name

English

LY-139381

Code

English

CEFTAZIDIME [ORANGE BOOK]

Common Name

English

Ceftazidime pentahydrate [WHO-DD]

Common Name

English

CEFTAZIDIME HYDRATE [JAN]

Common Name

English

CEFTAZIDIME [USAN]

Common Name

English

FORTAZ

Brand Name

English

PENTACEF

Brand Name

English

ZAVICEFTA COMPONENT CEFTAZIDIME

Brand Name

English

CEFTAZIDIME PENTAHYDRATE [EP MONOGRAPH]

Common Name

English

GR 20263

Code

English

1-(((6R,7R)-7-(2-(2-AMINO-4-THIAZOLYL)GLYOXYLAMIDO)-2-CARBOXY-8-OXO-5-THIA-1-AZABICYCLO(4.2.0)OCT-2-EN-3-YL)METHYL)PYRIDINIUM HYDROXIDE INNER SALT 7(SUP 2)-(Z)-(O-(1-CARBOXY-1-METHYLETHYL)OXIME), PENTAHYDRATE

Common Name

English

CEFTAZIDIME PENTAHYDRATE [MI]

Common Name

English

TAZIDIME

Brand Name

English

AVYCAZ COMPONENT CEFTAZIDIME

Brand Name

English

TAZICEF

Brand Name

English

CEFTAZIDIME PENTAHYDRATE [USP-RS]

Common Name

English

J01DD07

Code

English

CEFTAZIDIME [VANDF]

Common Name

English

CEFTAZIDIME [USP MONOGRAPH]

Common Name

English

GR-20263

Code

English

PYRIDINIUM, 1-((7-(((2-AMINO-4-THIAZOLYL)((1-CARBOXY-1-METHYLETHOXY)IMINO)ACETYL)AMINO)-2-CARBOXY-8-OXO-5-THIA-1-AZABICYCLO(4.2.0)OCT-2-EN-3-YL)METHYL)-, HYDROXIDE, INNER SALT, PENTAHYDRATE, (6R-(6.ALPHA.,7.BETA.(Z)))-

Common Name

English

Classification Tree Code System Code

WHO-ESSENTIAL MEDICINES LIST

6.2.1