aprepitant
Trade name: Emend
Approved
Mar 26, 2003
Aprepitant, sold under the brand name Emend among others, is a medication used to prevent chemotherapy-induced nausea and vomiting and to prevent postoperative nausea and vomiting. It may be used together with ondansetron and dexamethasone. It is taken by mouth or administered by intravenous injection. A prodrug, fosaprepitant, is also available for intravenous administration. — Wikipedia
Clinical trial activity
239 trials · 195 clinical orgs · 32 marketing orgs
Earliest trial started Sep 1, 2001 (NCT00035282)
Timeline
2000s
2010s
- Sep 24, 2012
Sandoz — Marketing Organization
- Sep 24, 2012
Novartis — Marketing Organization
- Jun 9, 2016
Fresenius — Marketing Organization
- Mar 28, 2017
Sagent Pharmaceuticals, Inc. — Marketing Organization
- Mar 28, 2017
Nichi-Iko Pharmaceutical Co., Ltd. — Marketing Organization
- Oct 12, 2017
Glenmark Pharmaceuticals — Marketing Organization
- Oct 12, 2017
Teva — NDA Secondary Org
- Nov 9, 2017
Heron Therapeutics — NDA Secondary Org
- Jan 28, 2019
MSN Laboratories — Marketing Organization
- Sep 5, 2019
Apotex — Marketing Organization
- Sep 5, 2019
Salarius Pharmaceuticals, LLC — Marketing Organization
- Sep 5, 2019
Lupin — Marketing Organization
- Sep 5, 2019
Baxalta — Marketing Organization
- Sep 5, 2019
BE Pharmaceuticals — Marketing Organization
- Sep 5, 2019
Mylan — Marketing Organization
- Sep 5, 2019
Praxgen Pharma — Marketing Organization
- Sep 5, 2019
Teva — Marketing Organization
- Sep 5, 2019
Takeda — Marketing Organization
- Sep 5, 2019
Geneyork Pharmaceuticals — Marketing Organization
2020s
- Aug 20, 2020
Navinta — Marketing Organization
- Aug 26, 2020
Accord Research — Marketing Organization
- Sep 8, 2020
Qilu Pharmaceutical Co., Ltd. — Marketing Organization
- Oct 21, 2020
Torrent Pharmaceuticals Limited — Marketing Organization
- Dec 8, 2020
Caplin Point Laboratories — Marketing Organization
- Dec 9, 2020
Dr. Reddy's Laboratories — Marketing Organization
- Jan 12, 2021
Aurobindo Pharma — Marketing Organization
- Jan 12, 2021
Eugia Pharma — Marketing Organization
- Mar 3, 2021
Jiangsu Chia-tai Tianqing Pharmaceutical Co.,Ltd — Marketing Organization
- Jul 29, 2021
Aspiro — Marketing Organization
- May 16, 2023
Piramal — Marketing Organization
- Aug 22, 2023
STERISCIENCE — Marketing Organization
- Jul 25, 2024
Azurity — Marketing Organization
Indications
Approved for
Studied for
- Aggression · Phase 1/Phase 2
- Alcoholism · Phase 2
- Analgesia · Phase 2
- Anesthesia · Phase 2
- Antiemetics · Phase 3
- Bariatric Surgery · Phase 4
- Bile Duct Neoplasms · Phase 2
- Biological Availability · Early Phase 1
- Brain Injuries, Traumatic · Early Phase 1
- Breast Neoplasms · Phase 4
- Cannabis · Phase 2
- Carcinoma, Hepatocellular · Phase 3
- Carcinoma, Non-Small-Cell Lung · Phase 3
- Cervical Intraepithelial Neoplasia · Phase 2
- Cholangiocarcinoma · Phase 2
- Cocaine-Related Disorders · Phase 2
- Colonic Neoplasms · Phase 2/Phase 3
- Colorectal Neoplasms · Phase 3
- COVID-19 · Phase 2
- Diabetes Mellitus, Type 2 · Phase 2
- Drug-Related Side Effects and Adverse Reactions · Phase 4
- Drug Therapy · Phase 2
- Dysmenorrhea · Phase 3
- Gastrointestinal Neoplasms · Phase 2
- Gastroparesis · Phase 3
- General Surgery · Phase 3
- Genital Neoplasms, Female · Phase 3
- Glioblastoma · Phase 1
- Glioma · Phase 2
- Head and Neck Neoplasms · Phase 2
- Healthy Volunteers · Phase 4
- Heart Failure · Phase 4
- Hematologic Diseases · Phase 2
- Heroin Dependence · Phase 1
- HIV Infections · Phase 1
- Hypertension · Phase 2
- Laparoscopy · Phase 4
- Leukemia · Phase 4
- Leukemia, Myelogenous, Chronic, BCR-ABL Positive · Phase 2
- Leukemia, Myeloid, Acute · Phase 3
- Lung Neoplasms · Phase 2
- Lymphoma · Phase 4
- Lymphoma, Non-Hodgkin · Phase 1
- Major Depressive Disorder · Phase 3
- Marijuana Abuse · Phase 2
- Multiple Myeloma · Phase 3
- Myelodysplastic Syndromes · Phase 2
- Myeloproliferative Disorders · Phase 3
- Nasopharyngeal Carcinoma · Phase 1
- Nasopharyngeal Neoplasms · Phase 3
- Neoadjuvant Therapy · Phase 2
- Neoplasms, Germ Cell and Embryonal · Phase 3
- Obesity · Phase 4
- Opioid-Related Disorders · Phase 1
- Ovarian Neoplasms · Phase 4
- Pancreatic Neoplasms · Phase 3
- Parkinson Disease · Phase 2
- Postoperative Complications · Phase 4
- Postoperative Pain · Phase 2
- Pruritus · Phase 4
- Radiation · Phase 3
- Radiotherapy · Phase 2
- Rectal Neoplasms · Phase 2
- Sarcoma · Phase 2
- Sezary Syndrome · Phase 4
- Sleep Apnea, Obstructive · Phase 2
- Spinal Fusion · Phase 2
- Stress Disorders, Post-Traumatic · Phase 2
- Substance-Related Disorders · Phase 1
- Substance Withdrawal Syndrome · Phase 1
- Tobacco Use Disorder · Phase 1
- Urogenital Neoplasms · Phase 4
- Uterine Cervical Neoplasms · Phase 3
- Uterine Neoplasms · Phase 4
- Vomiting · Phase 4
Mechanism of action
- Neurokinin 1 receptorANTAGONIST
TACR1 antagonist
Approval history
- approvedPriority reviewMar 26, 2003
Chemistry & pharmacology
SMILES
C[C@@H](O[C@H]1OCCN(Cc2nn(P(=O)(O)O)c(=O)[nH]2)[C@H]1c1ccc(F)cc1)c1cc(C(F)(F)F)cc(C(F)(F)F)c1- Mol. weight
- 614.41 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
- ChEMBLCHEMBL1199324 ↗
- WikipediaAprepitant ↗
- ChEMBLCHEMBL1471 ↗
- NCATS6L8OF9XRDC ↗
- NCATS1NF15YR6UY ↗
- WikipediaFosaprepitant ↗
- ChEMBLCHEMBL1201782 ↗
Also known as
- (1-(3,5-bis(trifluoromethyl)phenyl)ethoxy)-3-(fluoro)phenyl-4-(3-oxo-1,2,4-triazol-5-yl)methylmorpholine
- ((2r)-(1r)-3,5-bis(trifluoromethyl)phenylethoxy)-3-(s)-(4-fluoro)phenyl-4-(3-(1-phosphoryl-5-oxo-4h-1,2,4-triazolo))methylmorpholine
- (2r)-(1r)-3,5-bis(trifluoromethylphenyl)ethoxy)-(3s)-(4-fluoro)phenyl-4-(3-(5-oxo-1h,4h-1,2,4-triazole)methyl-morpholine
- 3-(((2r,3s)-3-(p-fluorophenyl)-2-(((alphar)-alpha-methyl-3,5-bis(trifluoromethyl)benzyl)oxy)morpholino)methyl)-delta(2)-1,2,4-triazolin-5-one
- 3-(((2r,3s)-3-(p-fluorophenyl)-2-(((alphar)-alpha-methyl-3,5-bis(trifluoromethyl)benzyl)oxy)morpholino)methyl)-delta(2)-1,2,4-triazolin-5-one
- aprepitant
- aprepitant
- aprepitant
- aprepitant
- aprepitant
- aprepitant
- aprepitant
- aprepitant
- aprepitant
- aprepitant
- aprepitant
- aprépitant
- aprépitant
- aprepitantum
- aprepitantum
- apretpitant
- emend
- emend
- emend
- emend
- emend
- emend
- emend
- emend
- emend for injection
- fosaprepitant
- fosaprepitant
- fosaprepitant
- fosaprepitant
- fosaprepitant
- fosaprepitant
- fosaprepitant
- fosaprepitant
- fosaprepitant
- fosaprepitant
- fosaprepitant
- fosaprepitant dimeglumine
- fosaprepitant dimeglumine
- fosaprepitant dimeglumine
- fosaprepitant dimeglumine
- fosaprepitant dimeglumine
- fosaprepitant dimeglumine
- fosaprepitant meglumine
- fosaprepitantum
- fosaprepitantum
- ivemend
- ivemend
- ivemend
- ivemend
- ivemend
- l 754030
- l 754,030
- l-754030
- l-754030
- l-754,030
- l758298
- l 758298
- l-758,298
- l-758,298
- l-758,298
- l 785,298
- l-785,298
- l785,298
- mk0517
- mk0517
- mk0517
- mk 0517
- mk-0517
- mk-0517
- mk-0517
- mk-0517
- mk0869
- mk0869
- mk 0869
- mk-0869
- mk-0869
- mk-0869
- mk 869
- mk-869
- mk-869
- mk-869
- nk1 antagonist
- ono-7436
- ono-7436
Clinical trials
| NCT ID | Phase | Start date | Sponsor(s) |
|---|---|---|---|
| NCT07283705 | Phase 2 | May 18, 2026 | Bristol-Myers Squibb, University of Texas at Houston |
| NCT07248280 | Phase 3 | Feb 9, 2026 | University of Montreal |
| NCT07255404 | Phase 2 | Dec 31, 2025 | Biontech, Bristol-Myers Squibb |
| NCT07114861 | Phase 1/Phase 2 (Phase 2) | Oct 22, 2025 | — |
| NCT07166601 | Phase 1 | Oct 10, 2025 | Merck KGaA, Merck Serono |
| NCT07044453 | Phase 2/Phase 3 (Phase 3) | Sep 30, 2025 | Rouen Normandy University |
| NCT07155629 | Phase 3 | Sep 1, 2025 | University of Helsinki, University of Oulu |
| NCT06740812 | Phase 2/Phase 3 (Phase 3) | Jun 30, 2025 | Yeshiva University |
| NCT06818812 | Phase 1 | Mar 27, 2025 | Incyte |
| NCT06812728 | Phase 2 | Jan 25, 2025 | Menoufia University |
| NCT06648434 | Phase 1 | Dec 31, 2024 | Aclaris Therapeutics, Inc., National Cancer Institute (NCI), Washington University in St. Louis |
| NCT06697782 | N/A | Dec 1, 2024 | Zhengzhou University |
| NCT06382012 | Phase 2/Phase 3 (Phase 3) | Nov 30, 2024 | Yeshiva University |
| NCT06543966 | Phase 3 | Oct 28, 2024 | CSPC Zhongnuo Pharmaceutical (Shijiazhuang) Co., Ltd. |
| NCT06572813 | Phase 1/Phase 2 (Phase 2) | Sep 1, 2024 | Zhejiang University |
| NCT06396091 | Phase 1 | Jul 22, 2024 | Astellas |
| NCT06357234 | Phase 2 | Jun 30, 2024 | Dalhousie University |
| NCT06427681 | Early Phase 1 (Phase 1) | May 31, 2024 | Jinlin University, Zhuhai Beihai Biotech Co., Ltd |
| NCT06445062 | Phase 1/Phase 2 (Phase 2) | May 24, 2024 | Revolution Medicines, Inc. |
| NCT06079346 | Phase 2/Phase 3 (Phase 3) | May 1, 2024 | Oncotelic Inc. |
Organizations
Research & Development (195)
| Organization | Org type | Trials | As lead sponsor | Phases | Earliest year |
|---|---|---|---|---|---|
| Merck | For profit | 64 | 33 | 5 | 2001 |
| National Cancer Institute (NCI) | Government | 17 | 2 | 4 | 2004 |
| National Institute on Drug Abuse (NIDA) | Government | 6 | 0 | 3 | 2009 |
| Sun Yat-Sen University | Academic/Hospital | 6 | 6 | 4 | 2015 |
| Fudan University | Academic/Hospital | 5 | 5 | 2 | 2014 |
| University of Pennsylvania | Academic/Hospital | 5 | 5 | 3 | 2007 |
| University of Texas at Houston | Academic/Hospital | 5 | 5 | 2 | 2008 |
| University of Toronto | Academic/Hospital | 5 | 4 | 2 | 2010 |
| Oregon Health and Science University | Academic/Hospital | 4 | 3 | 2 | 2004 |
| Rouen Normandy University | Academic/Hospital | 4 | 4 | 3 | 2009 |
| Vanderbilt University | Academic/Hospital | 4 | 4 | 2 | 2007 |
| Zhejiang University | Academic/Hospital | 4 | 4 | 2 | 2015 |
| All India Institute of Medical Sciences | Academic/Hospital | 3 | 3 | 1 | 2011 |
| Biontech | For profit | 3 | 2 | 1 | 2023 |
| Dartmouth University | Academic/Hospital | 3 | 2 | 2 | 2009 |
| Drexel University | Academic/Hospital | 3 | 2 | 1 | 2008 |
| Duke University | Academic/Hospital | 3 | 2 | 3 | 2007 |
| Heron Therapeutics | For profit | 3 | 3 | 2 | 2014 |
| Instituto do Cancer do Estado de São Paulo | Academic/Hospital | 3 | 3 | 2 | 2014 |
| Mayo Clinic | Academic/Hospital | 3 | 2 | 3 | 2007 |
Marketing (45)
| Organization | Org type | Relationship | Date |
|---|---|---|---|
| Accord Research | For profit | MKTG | Aug 26, 2020 |
| Apotex | For profit | MKTG | Sep 5, 2019 |
| Apotex | For profit | SYN | Sep 5, 2019 |
| Aspiro | For profit | MKTG | Jul 29, 2021 |
| Aurobindo Pharma | For profit | MKTG | Jan 12, 2021 |
| Azurity | For profit | MKTG | Jul 25, 2024 |
| BE Pharmaceuticals | For profit | MKTG | Sep 5, 2019 |
| Baxalta | For profit | MKTG | Sep 5, 2019 |
| Caplin Point Laboratories | For profit | MKTG | Dec 8, 2020 |
| Dr. Reddy's Laboratories | For profit | MKTG | Dec 9, 2020 |
| Eugia Pharma | For profit | MKTG | Jan 12, 2021 |
| Fresenius | For profit | MKTG | Jun 9, 2016 |
| Geneyork Pharmaceuticals | For profit | MKTG | Sep 5, 2019 |
| Glenmark Pharmaceuticals | For profit | MKTG | Oct 12, 2017 |
| Glenmark Pharmaceuticals | For profit | SYN | Oct 12, 2017 |
| Heron Therapeutics | For profit | NDA2 | Nov 9, 2017 |
| Jiangsu Chia-tai Tianqing Pharmaceutical Co.,Ltd | For profit | MKTG | Mar 3, 2021 |
| Lupin | For profit | MKTG | Sep 5, 2019 |
| Lupin | For profit | SYN | Sep 5, 2019 |
| MSN Laboratories | For profit | SYN | Sep 5, 2019 |
| MSN Laboratories | For profit | MKTG | Jan 28, 2019 |
| Merck | For profit | SYN | Mar 26, 2003 |
| Merck | For profit | MKTG | Jan 25, 2008 |
| Merck | For profit | NDA | Mar 26, 2003 |
| Merck | For profit | SYN | Mar 26, 2003 |
| Mylan | For profit | MKTG | Sep 5, 2019 |
| Mylan | For profit | SYN | Dec 11, 2024 |
| Mylan | For profit | SYN | Mar 5, 2026 |
| Navinta | For profit | MKTG | Aug 20, 2020 |
| Nichi-Iko Pharmaceutical Co., Ltd. | For profit | MKTG | Mar 28, 2017 |
| Novartis | For profit | MKTG | Sep 24, 2012 |
| Piramal | For profit | MKTG | May 16, 2023 |
| Praxgen Pharma | For profit | MKTG | Sep 5, 2019 |
| Praxgen Pharma | For profit | SYN | Sep 5, 2019 |
| Qilu Pharmaceutical Co., Ltd. | For profit | SYN | Sep 8, 2020 |
| Qilu Pharmaceutical Co., Ltd. | For profit | MKTG | Sep 8, 2020 |
| STERISCIENCE | For profit | MKTG | Aug 22, 2023 |
| Sagent Pharmaceuticals, Inc. | For profit | MKTG | Mar 28, 2017 |
| Salarius Pharmaceuticals, LLC | For profit | MKTG | Sep 5, 2019 |
| Sandoz | For profit | MKTG | Sep 24, 2012 |
| Sandoz | For profit | SYN | May 22, 2015 |
| Takeda | For profit | MKTG | Sep 5, 2019 |
| Teva | For profit | NDA2 | Oct 12, 2017 |
| Teva | For profit | MKTG | Sep 5, 2019 |
| Torrent Pharmaceuticals Limited | For profit | MKTG | Oct 21, 2020 |