cisatracurium
Trade name: nimbex
Approved
Dec 15, 1995
Cisatracurium is a cis-cis isomer of atracurium and five time as potent as atracurium. The drug is approved by FDA and marketed under the name Nimbex. It is indicated as an adjunct to general anesthesia, to facilitate tracheal intubation, and to provide skeletal muscle relaxation due to its antagonistic properties toward nicotinic acetylcholine receptors. — NCATS
Clinical trial activity
64 trials · 69 clinical orgs · 24 marketing orgs
Earliest trial started Mar 1, 2006 (NCT00299650)
Timeline
1990s
2000s
- Jan 1, 2009
Earliest Phase 2 Sponsor(trial)
2010s
- Feb 3, 2012
Sandoz — Marketing Organization
- Feb 3, 2012
Novartis — Marketing Organization
- Jan 1, 2013
Earliest Phase 3 Sponsor(trial)
- Feb 26, 2015
Fresenius — Marketing Organization
- Jan 27, 2017
Hengrui Therapeutics, Inc. — Marketing Organization
- Jan 27, 2017
Jiangsu Wuzhong Pharmaceutical Group Co., Ltd. — Marketing Organization
- Jun 16, 2017
Accord Research — Marketing Organization
- Mar 30, 2018
Hospira — Marketing Organization
- Mar 30, 2018
Pfizer — Marketing Organization
- Feb 20, 2019
Somerset Pharmaceuticals — Marketing Organization
- Feb 20, 2019
Mylan — Marketing Organization
- Apr 24, 2019
ANDA Repository — Marketing Organization
- Apr 25, 2019
Nanjing King-Friend — Marketing Organization
- Apr 25, 2019
Meitheal — Marketing Organization
- Nov 4, 2019
Zydus Discovery DMCC — Marketing Organization
2020s
- May 4, 2020
Piramal — Marketing Organization
- May 8, 2020
Aurobindo Pharma — Marketing Organization
- May 8, 2020
Eugia Pharma — Marketing Organization
- Nov 6, 2020
Sagent Pharmaceuticals, Inc. — Marketing Organization
- Nov 6, 2020
Nichi-Iko Pharmaceutical Co., Ltd. — Marketing Organization
- May 24, 2022
Gland Pharma Ltd — Marketing Organization
- Jun 28, 2022
Hikma — Marketing Organization
- Jun 9, 2023
Caplin Point Laboratories — Marketing Organization
- Jan 1, 2024
Earliest Phase 1 Sponsor(trial)
- Mar 8, 2024
Hainan Poly Pharm — Marketing Organization
Indications
Approved for
Studied for
- Acetaminophen · Early Phase 1
- Adrenal Gland Diseases · Phase 4
- Analgesia, Patient-Controlled · Phase 4
- Anesthesia · Phase 4
- Anesthesia, General · Phase 4
- Arthroplasty · Phase 4
- Asthma · Phase 4
- Brain Injuries · Phase 4
- Brain Injuries, Traumatic · Phase 4
- Cognition Disorders · Phase 4
- Critical Illness · Phase 4
- Delayed Emergence from Anesthesia · Phase 4
- Delirium · Phase 4
- Drugs, Investigational · Phase 4
- Emergence Delirium · Phase 4
- Fasciculation · Phase 3
- Gastrectomy · Phase 4
- General Surgery · Phase 4
- Hemodynamics · Phase 4
- Hysteroscopy · Phase 4
- Intracranial Hypertension · Phase 4
- Intraocular Pressure · Phase 2
- Intubation, Intratracheal · Phase 4
- Kidney Failure, Chronic · Phase 2
- Laparoscopy · Phase 4
- Muscle Relaxation · Phase 2/Phase 3
- Neuromuscular Blockade · Phase 4
- Opioid-Related Disorders · Early Phase 1
- Oxidative Stress · Phase 4
- Paralysis · Phase 4
- Perioperative Care · Phase 4
- Postoperative Cognitive Complications · Phase 4
- Postoperative Complications · Phase 4
- Procedural Sedation · Phase 4
- Respiratory Distress Syndrome · Phase 4
- Respiratory Insufficiency · Phase 4
- Severe Acute Respiratory Syndrome · Phase 4
- Thoracic Injuries · Phase 2
Mechanism of action
Muscle-type nicotinic acetylcholine receptor antagonist
non-depolarizing
Approval history
- approvedDec 15, 1995
Chemistry & pharmacology
SMILES
COc1ccc(C[C@@H]2c3cc(OC)c(OC)cc3CC[N@+]2(C)CCC(=O)OCCCCCOC(=O)CC[N@@+]2(C)CCc3cc(OC)c(OC)cc3[C@H]2Cc2ccc(OC)c(OC)c2)cc1OC- Mol. weight
- 929.16 g/mol
- Lipinski Ro5
- 3 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
- ChEMBLCHEMBL1201248 ↗
- WikipediaCisatracurium besilate ↗
- NCATSQX62KLI41N ↗
- ChEMBLCHEMBL1200641 ↗
Also known as
- (1r,1'r,2r,2'r)-atracurium besylate
- (1r,1'r,2r,2'r)-atracurium besylate
- (1r-cis,1'r-cis)-2,2'-{pentane-1,5-diylbis[oxy(3-oxopropane-3,1-diyl)]}bis[1-(3,4-dimethoxybenzyl)-6,7-dimethoxy-2-methyl-1,2,3,4-tetrahydroisoquinolinium] bisbenzenesulfonate
- (1r-cis,1'r-cis)-2,2'-{pentane-1,5-diylbis[oxy(3-oxopropane-3,1-diyl)]}bis[1-(3,4-dimethoxybenzyl)-6,7-dimethoxy-2-methyl-1,2,3,4-tetrahydroisoquinolinium] bisbenzenesulfonate
- (1r-cis,1'r-cis)-atracurium besylate
- (1r-cis,1'r-cis)-atracurium besylate
- 51w89
- 51 w89
- 51 w89
- besilate de cisatracurium
- besilate de cisatracurium
- besilato de cisatracurio
- besilato de cisatracurio
- cisastracurium
- cisastracurium besylate
- cisatracurii besilas
- cisatracurii besilas
- cisatracurium
- cisatracurium
- cisatracurium
- cisatracurium
- cisatracurium
- cisatracurium
- cisatracurium
- cisatracurium
- cis-atracurium
- cisatracurium besilate
- cisatracurium besilate
- cisatracurium besilate
- cisatracurium besilate
- cisatracurium besilate
- cisatracurium besilate
- cisatracurium besylate
- cisatracurium besylate
- cisatracurium besylate
- cisatracurium besylate
- cisatracurium besylate
- cisatracurium besylate
- cisatracurium besylate
- cisatracurium dibenzenesulfonate
- cisatracurium dibenzenesulfonate
- cisatracurium-kation
- cisatracurium-kation
- nimbex
- nimbex
- nimbex
- nimbex
- nimbex
- victracurium
Clinical trials
| NCT ID | Phase | Start date | Sponsor(s) |
|---|---|---|---|
| NCT07211399 | Early Phase 1 (Phase 1) | Jan 1, 2026 | University of Pittsburgh |
| NCT07203287 | Phase 4 | Aug 26, 2025 | University of Texas, Galveston |
| NCT07143799 | N/A | Aug 11, 2025 | Sohag University |
| NCT07185074 | Phase 4 | Jan 17, 2025 | Shanghai University of Traditional Chinese Medicine |
| NCT06561672 | Early Phase 1 (Phase 1) | Sep 1, 2024 | Zagazig University |
| NCT06514209 | N/A | Jun 28, 2024 | Southeast University |
| NCT06343753 | N/A | May 1, 2024 | Ain Shams University |
| NCT06203405 | N/A | Dec 22, 2023 | Siriraj Hospital |
| NCT06214169 | N/A | Jun 15, 2023 | Watim Medical |
| NCT05736744 | Phase 2/Phase 3 (Phase 3) | Mar 20, 2023 | Assiut University |
| NCT05760976 | N/A | Feb 1, 2023 | Yangzhou University |
| NCT05752799 | N/A | Jan 1, 2023 | Aristotle University of Thessaloniki, Gennimatas Hospital, Athens |
| NCT05624424 | Phase 4 | Nov 15, 2022 | Nanchang University, Yichang Humanwell Pharmaceutical Co.,Ltd |
| NCT05527314 | N/A | Oct 1, 2022 | Nanchang University |
| NCT05172531 | N/A | Aug 29, 2022 | Tianjin University of Traditional Chinese Medicine |
| NCT05310110 | N/A | Apr 12, 2022 | Chang Gung University |
| NCT06714981 | N/A | Jan 2, 2022 | Medical University of Lodz |
| NCT05153525 | Phase 4 | Dec 20, 2021 | Tanta University |
| NCT05146232 | N/A | Dec 1, 2021 | Tanta University |
| NCT04524585 | N/A | Oct 1, 2020 | University of Toronto |
Organizations
Research & Development (69)
| Organization | Org type | Trials | As lead sponsor | Phases | Earliest year |
|---|---|---|---|---|---|
| Jiao Tong University | Academic/Hospital | 7 | 6 | 1 | 2012 |
| People's Liberation Army of China | Government | 3 | 2 | 2 | 2012 |
| Ain Shams University | Academic/Hospital | 2 | 2 | 1 | 2018 |
| Aix-University of Marseille | Academic/Hospital | 2 | 2 | 1 | 2006 |
| Chinese Medical Association | Academic/Hospital | 2 | 0 | 1 | 2014 |
| Fudan University | Academic/Hospital | 2 | 1 | 2 | 2012 |
| Nanchang University | Academic/Hospital | 2 | 2 | 2 | 2022 |
| National Taiwan University | Academic/Hospital | 2 | 2 | 1 | 2015 |
| Peking University | Academic/Hospital | 2 | 2 | 2 | 2012 |
| Shaanxi Provincial People's Hospital | Academic/Hospital | 2 | 2 | 1 | 2014 |
| Southern Medical University | Academic/Hospital | 2 | 1 | 1 | 2012 |
| Tanta University | Academic/Hospital | 2 | 2 | 2 | 2021 |
| Tianjin Medical University | Academic/Hospital | 2 | 0 | 2 | 2012 |
| University of Sao Paulo | Academic/Hospital | 2 | 2 | 2 | 2015 |
| Yangzhou No.1 People's Hospital | Academic/Hospital | 2 | 1 | 1 | 2013 |
| Yangzhou University | Academic/Hospital | 2 | 2 | 2 | 2015 |
| Aristotle University of Thessaloniki | Academic/Hospital | 1 | 0 | 1 | 2023 |
| Assiut University | Academic/Hospital | 1 | 1 | 1 | 2023 |
| Autonomous University of Madrid | Academic/Hospital | 1 | 1 | 1 | 2013 |
| Central South University | Academic/Hospital | 1 | 0 | 1 | 2012 |
Marketing (30)
| Organization | Org type | Relationship | Date |
|---|---|---|---|
| ANDA Repository | For profit | MKTG | Apr 24, 2019 |
| AbbVie | For profit | NDA2 | Dec 15, 1995 |
| AbbVie | For profit | NDA | Dec 15, 1995 |
| Accord Research | For profit | MKTG | Jun 16, 2017 |
| Aurobindo Pharma | For profit | MKTG | May 8, 2020 |
| Caplin Point Laboratories | For profit | MKTG | Jun 9, 2023 |
| Eugia Pharma | For profit | MKTG | May 8, 2020 |
| Fresenius | For profit | MKTG | Feb 26, 2015 |
| Gland Pharma Ltd | For profit | MKTG | May 24, 2022 |
| Hainan Poly Pharm | For profit | MKTG | Mar 8, 2024 |
| Hengrui Therapeutics, Inc. | For profit | MKTG | Jan 27, 2017 |
| Hengrui Therapeutics, Inc. | For profit | SYN | Jan 27, 2017 |
| Hikma | For profit | MKTG | Jun 28, 2022 |
| Hospira | For profit | MKTG | Mar 30, 2018 |
| Hospira | For profit | SYN | Mar 30, 2018 |
| Jiangsu Wuzhong Pharmaceutical Group Co., Ltd. | For profit | MKTG | Jan 27, 2017 |
| Meitheal | For profit | MKTG | Apr 25, 2019 |
| Mylan | For profit | MKTG | Feb 20, 2019 |
| Nanjing King-Friend | For profit | MKTG | Apr 25, 2019 |
| Nichi-Iko Pharmaceutical Co., Ltd. | For profit | MKTG | Nov 6, 2020 |
| Novartis | For profit | MKTG | Feb 3, 2012 |
| Pfizer | For profit | MKTG | Mar 30, 2018 |
| Piramal | For profit | MKTG | May 4, 2020 |
| Piramal | For profit | SYN | Mar 11, 2022 |
| Piramal | For profit | SYN | May 24, 2022 |
| Sagent Pharmaceuticals, Inc. | For profit | MKTG | Nov 6, 2020 |
| Sandoz | For profit | MKTG | Feb 3, 2012 |
| Somerset Pharmaceuticals | For profit | SYN | Apr 24, 2019 |
| Somerset Pharmaceuticals | For profit | MKTG | Feb 20, 2019 |
| Zydus Discovery DMCC | For profit | MKTG | Nov 4, 2019 |