cefazolin
Trade name: ancef
Approved
Oct 4, 1973
Cefazolin is a semisynthetic cephalosporin analog with broad-spectrum antibiotic action due to inhibition of bacterial cell wall synthesis. By binding to specific penicillin-binding proteins (PBPs) located inside the bacterial cell wall, cefazolin inhibits the third and last stage of bacterial cell wall synthesis. Cell lysis is then mediated by bacterial cell wall autolytic enzymes such as autolysins. Cefazolin is used to treat bacterial infections of the skin, moderately severe bacterial infections involving the lung, bone, joint, stomach, blood, and urinary tract. It is clinically effective against infections caused by staphylococci and streptococci species of Gram positive bacteria. This drug also can be used for perioperative prophylaxis. — NCATS
Clinical trial activity
159 trials · 172 clinical orgs · 26 marketing orgs
Earliest trial started Dec 1, 2001 (NCT00035269)
Timeline
1970s
- Jun 1, 1971
Smith, Kline & French — First NDA Organization
- Jun 1, 1971
Smith, Kline & French — NDA Organization
- Oct 4, 1971
GlaxoSmithKline — NDA Secondary Org
- Oct 4, 1973
Earliest FDA Approval
- Nov 2, 1973
ACS Dobfar — Marketing Organization
1980s
- Sep 10, 1985
Eli Lilly — Marketing Organization
- Jan 12, 1988
West-Ward Pharmaceutical — Marketing Organization
- Dec 9, 1988
Sandoz — Marketing Organization
- Mar 14, 1989
Teva — Marketing Organization
- Dec 29, 1989
Watson Pharmaceuticals — Marketing Organization
- Dec 29, 1989
Dr. Reddy's Laboratories — Marketing Organization
1990s
- Mar 28, 1991
Baxalta — Marketing Organization
- Mar 28, 1991
Baxter — Marketing Organization
- Dec 27, 1991
Steri Pharma — Marketing Organization
- Dec 27, 1991
facta — Marketing Organization
- Oct 31, 1993
GlaxoSmithKline — Marketing Organization
- Mar 18, 1998
Fresenius — Marketing Organization
2000s
- Jul 27, 2000
B. Braun — NDA Secondary Org
- Jan 1, 2001
- Sep 18, 2001
Hikma — Marketing Organization
- Jan 1, 2003
Earliest Phase 2 Sponsor(trial)
- Apr 21, 2005
Hospira — Marketing Organization
- Nov 29, 2006
Samson Medical — Marketing Organization
- May 9, 2007
Novartis — Marketing Organization
- Jan 1, 2008
Earliest Phase 1 Sponsor(trial)
- Aug 8, 2008
Aurobindo Pharma — Marketing Organization
- Mar 18, 2009
Cephazone Pharma — Marketing Organization
2010s
- Aug 7, 2015
Baxalta — NDA Secondary Org
- Dec 28, 2015
Qilu Pharmaceutical Co., Ltd. — Marketing Organization
- Feb 3, 2016
Pfizer — Marketing Organization
2020s
- Oct 7, 2022
Hikma — NDA Secondary Org
- May 8, 2023
Hq Speciality Pharma — Marketing Organization
- May 8, 2023
Hq Speciality Pharma — NDA Secondary Org
Indications
Approved for
Studied for
- Abscess · Phase 4
- Analgesics, Opioid · Phase 4
- Anesthesia · Phase 4
- Anti-Bacterial Agents · Phase 4
- Antibiotic Prophylaxis · Phase 4
- Aortic Valve Disease · Phase 4
- Arrhythmias, Cardiac · Phase 4
- Arthritis, Infectious · Phase 4
- Arthropathy, Neurogenic · Phase 4
- Arthroplasty, Replacement, Knee · Phase 1/Phase 2
- Azithromycin · Phase 4
- Bacteremia · Phase 3
- Bacterial Infections · Phase 4
- Bariatric Surgery · Phase 4
- Bone Diseases · Phase 4
- Bone Diseases, Infectious · Phase 4
- Bone Neoplasms · Phase 3
- Breast Diseases · Phase 4
- Burns · Phase 4
- Carcinoma, Hepatocellular · Phase 4
- Carpal Tunnel Syndrome · Phase 4
- Cataract · Early Phase 1
- Catheter-Related Infections · Phase 3
- Cefazolin · Phase 4
- Cellulitis · Phase 3
- Central Nervous System Infections · Phase 4
- Cesarean Section · Phase 4
- Community-Acquired Infections · Phase 3
- Craniotomy · Phase 1/Phase 2
- Critical Illness · Phase 2
- Cross Infection · Phase 2
- Cystitis · Phase 4
- Diabetes Mellitus · Phase 4
- Drug-Related Side Effects and Adverse Reactions · Phase 4
- Empyema · Phase 4
- Endometritis · Phase 4
- Endophthalmitis · Phase 4
- Fever · Phase 2
- Fractures, Bone · Phase 4
- Fractures, Open · Phase 4
- Gastrointestinal Microbiome · Early Phase 1
- General Surgery · Phase 4
- Gram-Positive Bacterial Infections · Phase 3
- Hamartoma · Phase 4
- Hand Injuries · Phase 4
- Healthy Volunteers · Phase 1
- Heart Defects, Congenital · Phase 4
- Hemopneumothorax · Phase 2/Phase 3
- Hernia · Phase 3
- Hernia, Inguinal · Phase 4
- Implant Capsular Contracture · Phase 3
- Infant, Premature · Phase 3
- Infant, Premature, Diseases · Phase 1
- Infections · Phase 4
- Keratitis · Phase 3
- Knee Injuries · Phase 4
- Labor, Obstetric · Early Phase 1
- Lacerations · Phase 4
- Laryngeal Neoplasms · Phase 3
- Mammaplasty · Phase 1
- Melanoma · Phase 1
- Methicillin-Resistant Staphylococcus aureus · Phase 4
- Multiple Myeloma · Phase 1
- Neoplasms · Phase 3
- Obesity · Phase 4
- Obesity, Morbid · Phase 4
- Obstetric Labor Complications · Phase 4
- Obstetric Labor, Premature · Phase 4
- Obstetrics · Phase 4
- Osteoarthritis · Phase 4
- Osteoarthritis, Hip · Phase 4
- Osteomyelitis · Phase 4
- Pacemaker, Artificial · Phase 2
- Peritoneal Dialysis · Phase 4
- Pharmacokinetics · Phase 1
- Physiological Effects of Drugs · Phase 4
- Pleural Effusion · Phase 4
- Pleurisy · Phase 4
- Pneumonia · Phase 2
- Pneumonia, Pneumococcal · Phase 3
- Pneumothorax · Phase 2/Phase 3
- Postoperative Complications · Phase 4
- Postpartum Hemorrhage · Phase 4
- Postpartum Period · Phase 4
- Pregnancy · Phase 4
- Pregnancy Complications · Phase 4
- Premature Birth · Phase 4
- Prostatic Neoplasms · Phase 3
- Prostheses and Implants · Phase 3
- Prosthesis-Related Infections · Phase 3
- Psychological Distress · Phase 2/Phase 3
- Pyelonephritis · Phase 4
- Renal Replacement Therapy · Phase 1
- Sepsis · Phase 3
- Shock, Septic · Phase 2
- Skin Diseases, Bacterial · Phase 3
- Skin Diseases, Infectious · Phase 3
- Staphylococcal Infections · Phase 4
- Surgical Procedures, Operative · Phase 4
- Surgical Wound Infection · Phase 4
- Systemic Inflammatory Response Syndrome · Phase 2
- Tendon Injuries · Phase 4
- Uterine Cervical Incompetence · Phase 4
- Venous Thromboembolism · Phase 2/Phase 3
- Vitreoretinal Surgery · Phase 4
- Vulvar Neoplasms · Phase 2
- Wound Healing · Phase 2
- Wound Infection · Phase 4
Mechanism of action
- Bacterial penicillin-binding proteinINHIBITOR
Bacterial penicillin-binding protein inhibitor
- D-alanyl-D-alanine carboxypeptidase DacB (dacB) ↗
- Peptidoglycan D,D-transpeptidase FtsI (ftsI) ↗
- Penicillin-binding protein 1A (mrcA) ↗
- Penicillin-binding protein 1B (mrcB) ↗
- D-alanyl-D-alanine carboxypeptidase DacA (dacA) ↗
- Peptidoglycan D,D-transpeptidase MrdA (mrdA) ↗
- D-alanyl-D-alanine carboxypeptidase DacC (dacC) ↗
Approval history
- approvedOct 4, 1973
Chemistry & pharmacology
SMILES
Cc1nnc(SCC2=C(C(=O)O)N3C(=O)[C@@H](NC(=O)Cn4cnnn4)[C@H]3SC2)s1- Mol. weight
- 454.52 g/mol
- Lipinski Ro5
- 1 violation(s)
- Rule of 3
- No
- Chirality
- Single Stereoisomer
- Inorganic
- No
- Polymer
- No
- Delivery
- Parenteral
- Availability
- Prescription Only
Oral
No
Parenteral
Yes
Topical
No
Sources
- ChEMBLCHEMBL1435 ↗
- WikipediaCefazolin ↗
- NCATSIHS69L0Y4T ↗
- ChEMBLCHEMBL1200523 ↗
Also known as
- 46083
- (6r,7r)-3-{[(5-methyl-1,3,4-thiadiazol-2-yl)sulfanyl]methyl}-8-oxo-7-[(1h-tetrazol-1-ylacetyl)amino]-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid
- (6r,7r)-3-{[(5-methyl-1,3,4-thiadiazol-2-yl)sulfanyl]methyl}-8-oxo-7-[(1h-tetrazol-1-ylacetyl)amino]-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid
- ancef
- ancef
- ancef
- ancef
- cecefazolin
- cefamezin
- cefamezin
- cefamezin
- cefamezin
- cefaprim
- cefazil
- cefazil
- cefazolin
- cefazolin
- cefazolin
- cefazolin
- cefazolin
- cefazolin
- cefazolin
- cefazolin
- cefazolin
- cefazolin
- cefazolina
- cefazolina
- cefazoline
- cefazoline
- cefazoline
- cefazoline
- cefazolin sodium
- cefazolin sodium
- cefazolin sodium
- cefazolin sodium
- cefazolin sodium
- cefazolin sodium salt
- cefazolinum
- cefazolinum
- cephalozin
- cephamezine
- cephamezine
- cephamezine
- cephazolidin
- cephazolidin
- cephazolin
- cephazolin
- cephazolin
- cephazolin
- cephazolin
- cephazoline
- cephazoline
- cephazoline
- cez
- cez
- kefzol
- kefzol
- sk&f-41558
- sk&f-41558
- zolicef
- zolicef
Clinical trials
| NCT ID | Phase | Start date | Sponsor(s) |
|---|---|---|---|
| NCT07267650 | N/A | Jan 1, 2026 | Turgutlu State Hospital |
| NCT07043855 | N/A | Aug 31, 2025 | University of Ulsan |
| NCT07067736 | N/A | Aug 1, 2025 | University of Strasbourg |
| NCT06920147 | Phase 4 | May 1, 2025 | University of Texas at Houston |
| NCT06567808 | Phase 4 | Dec 31, 2024 | Canadian Institutes of Health Research (CIHR), Hamilton Health Sciences Corporation |
| NCT06640491 | Phase 1/Phase 2 (Phase 2) | Dec 1, 2024 | The University of Texas, Dallas |
| NCT06814223 | Phase 4 | Oct 28, 2024 | Western Galilee Hospital |
| NCT06510452 | N/A | Oct 1, 2024 | General Committee of Teaching Hospitals and Institutes, Egypt |
| NCT06189885 | N/A | Aug 1, 2024 | Chang Gung University |
| NCT06576154 | Phase 3 | Aug 1, 2024 | University of Aleppo |
| NCT06327113 | Phase 2 | May 17, 2024 | University of California, Los Angeles |
| NCT05852158 | Phase 4 | Jan 31, 2024 | Government of Canada |
| NCT07111702 | N/A | Oct 1, 2023 | Sana'a University |
| NCT06055712 | Phase 4 | Sep 11, 2023 | St. Louis University |
| NCT06355115 | Phase 2 | Sep 1, 2023 | Saiful Anwar Hospital, University of Brawijaya |
| NCT06005168 | Phase 4 | Mar 8, 2023 | Department of Health and Human Services, University of Michigan |
| NCT05655091 | Phase 2 | Feb 28, 2023 | University of Basel |
| NCT05304871 | N/A | Jan 31, 2023 | Dartmouth University |
| NCT05647993 | N/A | Dec 14, 2022 | Rajavithi Hospital, Bangkok |
| NCT05447559 | Phase 4 | Sep 1, 2022 | Monash University |
Organizations
Research & Development (172)
| Organization | Org type | Trials | As lead sponsor | Phases | Earliest year |
|---|---|---|---|---|---|
| McMaster University | Academic/Hospital | 5 | 5 | 3 | 2009 |
| University of British Columbia | Academic/Hospital | 5 | 3 | 4 | 2004 |
| B. Braun | For profit | 4 | 4 | 3 | 2009 |
| Duke University | Academic/Hospital | 4 | 4 | 2 | 2013 |
| Tel Aviv University | Academic/Hospital | 4 | 3 | 3 | 2014 |
| Emek Medical Center | Academic/Hospital | 3 | 3 | 2 | 2006 |
| Isfahan University | Academic/Hospital | 3 | 3 | 2 | 2004 |
| The Physicians' Services Incorporated Foundation | Academic/Hospital | 3 | 0 | 3 | 2003 |
| University of California, Irvine | Academic/Hospital | 3 | 1 | 2 | 2008 |
| University of Missouri | Academic/Hospital | 3 | 3 | 2 | 2008 |
| University of Toronto | Academic/Hospital | 3 | 1 | 2 | 2003 |
| West Virginia University | Academic/Hospital | 3 | 2 | 1 | 2007 |
| Ankara Yildirim Beyazıt University | Academic/Hospital | 2 | 2 | 1 | 2008 |
| Assistance Publique - Hôpitaux de Paris | Academic/Hospital | 2 | 1 | 2 | 2005 |
| Canadian Institutes of Health Research (CIHR) | Academic/Hospital | 2 | 0 | 2 | 2013 |
| Chinese University of Hong Kong | Academic/Hospital | 2 | 2 | 1 | 2016 |
| Chulalongkorn University | Academic/Hospital | 2 | 2 | 2 | 2012 |
| Emory University | Academic/Hospital | 2 | 2 | 1 | 2016 |
| Forest Laboratories | For profit | 2 | 1 | 2 | 2011 |
| Government of Canada | Government | 2 | 1 | 2 | 2010 |
Marketing (34)
| Organization | Org type | Relationship | Date |
|---|---|---|---|
| ACS Dobfar | For profit | MKTG | Nov 2, 1973 |
| Abraxis | For profit | MKTG | — |
| Aurobindo Pharma | For profit | MKTG | Aug 8, 2008 |
| B. Braun | For profit | NDA2 | Jul 27, 2000 |
| Baxalta | For profit | NDA2 | Aug 7, 2015 |
| Baxalta | For profit | MKTG | Mar 28, 1991 |
| Baxter | For profit | NDA2 | — |
| Baxter | For profit | MKTG | Mar 28, 1991 |
| Bedford Pharmaceuticals | For profit | MKTG | — |
| Cephazone Pharma | For profit | MKTG | Mar 18, 2009 |
| Dr. Reddy's Laboratories | For profit | MKTG | Dec 29, 1989 |
| Eli Lilly | For profit | MKTG | Sep 10, 1985 |
| Fresenius | For profit | MKTG | Mar 18, 1998 |
| GlaxoSmithKline | For profit | NDA2 | Oct 4, 1971 |
| GlaxoSmithKline | For profit | MKTG | Oct 31, 1993 |
| Hikma | For profit | SYN | Jan 12, 1988 |
| Hikma | For profit | MKTG | Sep 18, 2001 |
| Hikma | For profit | NDA2 | Oct 7, 2022 |
| Hospira | For profit | SYN | Feb 3, 2016 |
| Hospira | For profit | MKTG | Apr 21, 2005 |
| Hq Speciality Pharma | For profit | MKTG | May 8, 2023 |
| Hq Speciality Pharma | For profit | NDA2 | May 8, 2023 |
| Novartis | For profit | MKTG | May 9, 2007 |
| Pfizer | For profit | MKTG | Feb 3, 2016 |
| Qilu Pharmaceutical Co., Ltd. | For profit | MKTG | Dec 28, 2015 |
| Qilu Pharmaceutical Co., Ltd. | For profit | SYN | Dec 28, 2015 |
| Samson Medical | For profit | MKTG | Nov 29, 2006 |
| Sandoz | For profit | MKTG | Dec 9, 1988 |
| Smith, Kline & French | For profit | NDA | Jun 1, 1971 |
| Steri Pharma | For profit | MKTG | Dec 27, 1991 |
| Teva | For profit | MKTG | Mar 14, 1989 |
| Watson Pharmaceuticals | For profit | MKTG | Dec 29, 1989 |
| West-Ward Pharmaceutical | For profit | MKTG | Jan 12, 1988 |
| facta | For profit | MKTG | Dec 27, 1991 |