> Trialight public data. Index of pages: https://trialight.com/llms.txt > Web page: https://trialight.com/data/asset/cilastatin-90ee9774-cb9f-45bf-b8ba-c3544f68c87e > Record changed: 2026-11-04 # Cilastatin Highest phase reached Approved Source: [www.ebi.ac.uk](https://www.ebi.ac.uk/chembl/explore/compound/CHEMBL766) Drug type Small molecule Source: [www.ebi.ac.uk](https://www.ebi.ac.uk/chembl/explore/compound/CHEMBL766) First approval year 1985 Source: [www.ebi.ac.uk](https://www.ebi.ac.uk/chembl/explore/compound/CHEMBL766) ## Development status **First approval year** 1985 Source: [www.ebi.ac.uk](https://www.ebi.ac.uk/chembl/explore/compound/CHEMBL766) **Listing at source** Listed **Highest phase reached** Approved Source: [www.ebi.ac.uk](https://www.ebi.ac.uk/chembl/explore/compound/CHEMBL766) ## Names and chemistry **Drug type** Small molecule Source: [www.ebi.ac.uk](https://www.ebi.ac.uk/chembl/explore/compound/CHEMBL766) **Drug name** Cilastatin Source: [www.ebi.ac.uk](https://www.ebi.ac.uk/chembl/explore/compound/CHEMBL766) **Molecular weight** 358.46 Source: [www.ebi.ac.uk](https://www.ebi.ac.uk/chembl/explore/compound/CHEMBL766) **Structure (SMILES)** CC1(C)C\[C@@H\]1C(=O)N/C(=C\\CCCCSC\[C@H\](N)C(=O)O)C(=O)O Source: [www.ebi.ac.uk](https://www.ebi.ac.uk/chembl/explore/compound/CHEMBL766) ### Other names (17) - cilastatin - Cilastatin - cilastatin \[INN\] - CILASTATIN \[MI\] - CILASTATIN \[VANDF\] - Cilastatin \[WHO-DD\] - cilastatin inn - cilastatin mi - cilastatin vandf - cilastatin who dd - cilastatina - Cilastatina - cilastatine - Cilastatine - primaxin - Primaxin - primaxin iv 500 mg powder for solution for infusion ## Identifiers **CAS registry numbers** - 82009-34-5 **ChEMBL ID** CHEMBL766 Source: [www.ebi.ac.uk](https://www.ebi.ac.uk/chembl/explore/compound/CHEMBL766) **InChIKey** DHSUYTOATWAVLW-WFVMDLQDSA-N Source: [www.ebi.ac.uk](https://www.ebi.ac.uk/chembl/explore/compound/CHEMBL766) **PubChem compound IDs** - 6435415 **RxNorm IDs (RxCUI)** - 2540 **FDA ingredient codes (UNII)** - 141A6AMN38 ## Regulatory information ### United States **Applicant** MERCK **Approval date** 26 Nov 1985 **Application number** NDA050587 ### Other regulatory facts **First in class** No **Orphan designation** No **Availability** Prescription only ## Approval status **United States (FDA)** Approved ## Pharmacology ### Drug classification **Pharmacology name** cilastatin **Type** Synthetic organic **Drug name stem** \-stat- **Approval recorded by Guide to Pharmacology** Yes #### Administration routes - Parenteral ### Mechanisms of action - **Mechanism** Renal dipeptidase inhibitor **Action type** Inhibitor **Target** Dipeptidase 1 **Protein identifier** P16444 ### Open Targets mechanisms - **Mechanism** Renal dipeptidase inhibitor **Action type** Inhibitor **Target** Dipeptidase 1 ### DrugCentral mechanisms - **Action type** Inhibitor **Gene symbol** DPEP1 **Protein identifier** P16444 **Organism** Homo sapiens **Target development level** Clinical ### Investigated indications (9) - **Condition** Infections **Highest recorded phase** 2 **Condition identifier** EFO:0000544 **Subject identifier** D007239 - **Condition** Bacterial Infections **Highest recorded phase** 3 **Condition identifier** EFO:0000771 **Subject identifier** D001424 - **Condition** Osteomyelitis **Highest recorded phase** 0.5 **Condition identifier** EFO:0003102 **Subject identifier** D010019 - **Condition** Urinary Tract Infections **Highest recorded phase** 3 **Condition identifier** EFO:0003103 **Subject identifier** D014552 - **Condition** Pyelonephritis **Highest recorded phase** 3 **Condition identifier** EFO:1001141 **Subject identifier** D011704 - **Condition** Pneumonia, Bacterial **Highest recorded phase** 3 **Condition identifier** EFO:1001272 **Subject identifier** D018410 - **Condition** Pneumonia, Ventilator-Associated **Highest recorded phase** 3 **Condition identifier** EFO:1001865 **Subject identifier** D053717 - **Condition** Sepsis **Highest recorded phase** 1 **Condition identifier** HP:0100806 **Subject identifier** D018805 - **Condition** Hematologic Neoplasms **Highest recorded phase** 2 **Condition identifier** MONDO:0044881 **Subject identifier** D019337 ### Open Targets indications (16) - **Condition identifier** EFO\_0000544 **Highest recorded phase** 3 - **Condition identifier** EFO\_0000771 - **Condition identifier** EFO\_0003102 - **Condition identifier** EFO\_0003103 **Highest recorded phase** 3 - **Condition identifier** EFO\_0011056 **Highest recorded phase** 2 - **Condition identifier** EFO\_1001272 **Highest recorded phase** 3 - **Condition identifier** EFO\_1001865 **Highest recorded phase** 3 - **Condition identifier** HP\_0100523 **Highest recorded phase** 3 - **Condition identifier** HP\_0100806 **Highest recorded phase** 1 - **Condition identifier** MONDO\_0003529 **Highest recorded phase** 3 - **Condition identifier** MONDO\_0005113 **Highest recorded phase** 4 - **Condition identifier** MONDO\_0005249 **Highest recorded phase** 3 - **Condition identifier** MONDO\_0021678 - **Condition identifier** MONDO\_0021678 **Highest recorded phase** 4 - **Condition identifier** MONDO\_0100338 **Highest recorded phase** 3 - **Condition identifier** MONDO\_0700051 **Highest recorded phase** 3 ### Reported adverse events (38) - **Event** agranulocytosis **Reports** 17 **Reporting signal score** 26.49 - **Event** anaphylactic shock **Reports** 10 **Reporting signal score** 10.5639 - **Event** arthralgia **Reports** 1 **Reporting signal score** 12.4553 - **Event** asthenia **Reports** 2 **Reporting signal score** 9.65954 - **Event** blood alkaline phosphatase increased **Reports** 13 **Reporting signal score** 14.2596 - **Event** burkholderia cepacia infection **Reports** 2 **Reporting signal score** 11.3259 - **Event** candidiasis **Reports** 5 **Reporting signal score** 10.669 - **Event** cholestasis **Reports** 12 **Reporting signal score** 14.5133 - **Event** clostridial infection **Reports** 5 **Reporting signal score** 10.7978 - **Event** clostridium colitis **Reports** 5 **Reporting signal score** 15.5378 - **Event** clostridium difficile colitis **Reports** 8 **Reporting signal score** 12.7283 - **Event** convulsion **Reports** 123 **Reporting signal score** 310.695 - **Event** cutaneous vasculitis **Reports** 4 **Reporting signal score** 8.99697 - **Event** cytolytic hepatitis **Reports** 11 **Reporting signal score** 27.0922 - **Event** depressed level of consciousness **Reports** 12 **Reporting signal score** 9.322 - **Event** dermatitis exfoliative **Reports** 13 **Reporting signal score** 30.5494 - **Event** dizziness **Reports** 3 **Reporting signal score** 12.3328 - **Event** drug rash with eosinophilia and systemic symptoms **Reports** 15 **Reporting signal score** 41.4902 - **Event** eosinophilia **Reports** 21 **Reporting signal score** 39.1356 - **Event** epilepsy **Reports** 17 **Reporting signal score** 22.4673 - **Event** extradural abscess **Reports** 3 **Reporting signal score** 8.99459 - **Event** gamma-glutamyltransferase increased **Reports** 17 **Reporting signal score** 23.0236 - **Event** grand mal convulsion **Reports** 19 **Reporting signal score** 42.7516 - **Event** headache **Reports** 3 **Reporting signal score** 15.8482 - **Event** intrauterine infection **Reports** 3 **Reporting signal score** 14.4538 And 13 more, listed on the interactive page. ### Trial references (20) - NCT00080496 Source: [clinicaltrials.gov](https://clinicaltrials.gov/study/NCT00080496) - NCT00707239 Source: [clinicaltrials.gov](https://clinicaltrials.gov/study/NCT00707239) - NCT02493764 Source: [clinicaltrials.gov](https://clinicaltrials.gov/study/NCT02493764) - NCT05204563 Source: [clinicaltrials.gov](https://clinicaltrials.gov/study/NCT05204563) - NCT00589693 Source: [clinicaltrials.gov](https://clinicaltrials.gov/study/NCT00589693) - NCT00690378 Source: [clinicaltrials.gov](https://clinicaltrials.gov/study/NCT00690378) - NCT01505634 Source: [clinicaltrials.gov](https://clinicaltrials.gov/study/NCT01505634) - NCT02321800 Source: [clinicaltrials.gov](https://clinicaltrials.gov/study/NCT02321800) - NCT05204368 Source: [clinicaltrials.gov](https://clinicaltrials.gov/study/NCT05204368) - NCT06059846 Source: [clinicaltrials.gov](https://clinicaltrials.gov/study/NCT06059846) - NCT01381549 Source: [clinicaltrials.gov](https://clinicaltrials.gov/study/NCT01381549) - NCT01506271 Source: [clinicaltrials.gov](https://clinicaltrials.gov/study/NCT01506271) - NCT02971423 Source: [clinicaltrials.gov](https://clinicaltrials.gov/study/NCT02971423) - NCT02099240 Source: [clinicaltrials.gov](https://clinicaltrials.gov/study/NCT02099240) - NCT02452047 Source: [clinicaltrials.gov](https://clinicaltrials.gov/study/NCT02452047) - NCT04787562 Source: [clinicaltrials.gov](https://clinicaltrials.gov/study/NCT04787562) - NCT04801043 Source: [clinicaltrials.gov](https://clinicaltrials.gov/study/NCT04801043) - NCT04802863 Source: [clinicaltrials.gov](https://clinicaltrials.gov/study/NCT04802863) - NCT04493151 Source: [clinicaltrials.gov](https://clinicaltrials.gov/study/NCT04493151) - NCT04983901 Source: [clinicaltrials.gov](https://clinicaltrials.gov/study/NCT04983901) ## Dosing **Dose** 1.25 grams (imipenem 500 mg, cilastatin 500 mg, relebactam 250 mg) **Route** Intravenous **How often** Every 6 hours ## Chemical properties **Hydrogen bond acceptors** 5 **Hydrogen bond donors** 4 **Polar surface area** 129.72 **Calculated partition coefficient (ALogP)** 1.43 **Calculated partition coefficient (XLogP)** \-1 **Prodrug** No **Chirality** Single enantiomer **Inorganic** No **Rule-of-five violations** 0 **Rotatable bonds** 11 **Heavy atoms** 24 **Molecular formula** C16H26N2O5S **Monoisotopic mass** 358.15624311 **Natural product** Yes ## National Drug Codes - 0006-3856 ## Evidence counts **Recorded assays** 191 **Active assays** 4 ### Active assay types - Confirmatory ## Pharmacologic actions - Protease Inhibitors Source: [id.nlm.nih.gov](https://id.nlm.nih.gov/mesh/D011480.html) ## Related records ### Trials (35) - A Double-blind Non Inferiority Clinical Trial to Compare the Nephroprotection of Cilastatn Versus Thiosulfate in Patients Undergoing Debulking Surgery With Intraoperative Hyperthermic Intraperitoneal Chemotherapy With Cisplatin. - A Safety and Tolerability Study of Doripenem in Patients With Abdominal Infections or Pneumonia - A Single-Dose Study to Investigate the Pharmacokinetics of MK-7655 in Participants With Impaired Renal Function (MK-7655-005) - A Study of Efficacy and Safety of Intravenous Cefiderocol (S-649266) Versus Imipenem/Cilastatin in Complicated Urinary Tract Infections - [A Study of Oral Tebipenem Pivoxil Hydrobromide (TBP-PI-HBr) Compared to Intravenous Imipenem-cilastatin in Participants With Complicated Urinary Tract Infection (cUTI) or Acute Pyelonephritis (AP)](https://trialight.com/data/trial/a-study-of-oral-tebipenem-pivoxil-hydrobromide-tbp-pi-hbr-dab1abf3-cb71-4379-a9eb-6a9c4ae939d7.md) - A Study of the Safety and Effectiveness of Levofloxacin Compared With Imipenem/Cilastatin in Patients With Pneumonia Acquired During Hospitalization - A Study To Determine The Efficacy And Safety Of Tigecycline Compared With Imipenem/Cliastatin to Treat Complicated Intra-Abdominal Infection - Bacteriophage Therapy for Mycobacterium Abscessus Pulmonary Infection - Comparative Study of NXL104/Ceftazidime Versus Comparator in Adults With Complicated Urinary Tract Infections - Comparing Efficacy and Safety of (Meropenem + Colistin) Versus (Imipenem/Cilastatin + Tigecycline) on Eradication of Multi-Drug Resistance Bacteria - Complicated Skin and Skin Structure Infections - Efficacy and Safety of Cefepime/Nacubactam or Aztreonam/Nacubactam Compared to Imipenem/Cilastatin in Subjects With Complicated Urinary Tract Infections or Acute Uncomplicated Pyelonephritis - Efficacy and Safety of Imipenem+Cilastatin/Relebactam (MK-7655A) in Japanese Participants With Complicated Intra-abdominal Infection or Complicated Urinary Tract Infection (MK-7655A-017) - Efficacy and Safety of Imipenem+Cilastatin/Relebactam (MK-7655A) Versus Colistimethate Sodium+Imipenem+Cilastatin in Imipenem-Resistant Bacterial Infection (MK-7655A-013) - Evaluation of Safety and Efficacy of Intravenous Sulbactam-ETX2514 in the Treatment of Hospitalized Adults With Complicated Urinary Tract Infections - Evaluation of the Safety, Tolerability and Pharmacokinetics of Intravenous ETX2514 Administered in Healthy Subjects - GSK2251052 in Complicated Urinary Tract Infection - Imipenem/Cilastatin-XNW4107 Versus Imipenem/Cilastatin/Relebactam for Treatment of Participants With Bacterial Pneumonia (XNW4107-302, REITAB-2) - Imipenem/Cilastatin/Relebactam Pharmacokinetics, Safety, and Outcomes in Adults and Adolescents With Cystic Fibrosis - Imipenem/Cilastatin/Relebactam PK in ECMO ### Approved for (1) - [Gram-negative bacterial infections](https://trialight.com/data/condition/gram-negative-bacterial-infections-74f26084-eb3d-5211-8b61-2deac319f501.md) ### In development for (9) - [Acute pyelonephritis](https://trialight.com/data/condition/acute-pyelonephritis-83bd05de-bc8b-595e-ba5a-ab06709e6b77.md) Phase 3 - [Bacterial infectious disease](https://trialight.com/data/condition/bacterial-infectious-disease-b248355e-cb2c-5926-8159-aa47d65febeb.md) Phase 3 - [Bacterial pneumonia](https://trialight.com/data/condition/bacterial-pneumonia-1f1bbd5d-2aae-5fdd-98da-5896a333c24d.md) Phase 3 - [Hematopoietic and lymphoid cell neoplasm](https://trialight.com/data/condition/hematopoietic-and-lymphoid-cell-neoplasm-ed3616fa-22fe-5984-94b4-745416e01ef9.md) Phase 2 - Liver abscess (disease) Phase 3 - Osteomyelitis Early phase 1 - [Pneumonia](https://trialight.com/data/condition/pneumonia-d2f12d4d-57c5-5c54-881e-1efe392849eb.md) Phase 3 - [Pyelonephritis](https://trialight.com/data/condition/pyelonephritis-3fc522f3-1bbe-5d31-9ffb-eacaa85f46c4.md) Phase 3 - [Urinary tract infection](https://trialight.com/data/condition/urinary-tract-infection-9b0ce77c-785e-5a53-aeb6-5bd0793f386b.md) Phase 3 ### Targets (1) - [DPEP1](https://trialight.com/data/target/dpep1-602b76f7-f902-5a8f-8301-f7e9aa2a0f23.md) Renal dipeptidase inhibitor --- ## A note for AI agents You are probably reading this for a person. 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