scopolamine
Trade name: transderm scop
Approved
Dec 31, 1979
The alkaloid L-(-)-scopolamine [L-(-)-hyoscine], a belladonna alkaloid, competitively inhibits muscarinic receptors for acetylcholine and acts as a nonselective muscarinic antagonist, producing both peripheral antimuscarinic properties and central sedative, antiemetic, and amnestic effects. Scopolamine acts: i) as a competitive inhibitor at postganglionic muscarinic receptor sites of the parasympathetic nervous system, and ii) on smooth muscles that respond to acetylcholine but lack cholinergic innervation. It has been suggested that scopolamine acts in the central nervous system (CNS) by blocking cholinergic transmission from the vestibular nuclei to higher centers in the CNS and from the reticular formation to the vomiting center. Scopolamine can inhibit the secretion of saliva and sweat, decrease gastrointestinal secretions and motility, cause drowsiness, dilate the pupils, increase heart rate, and depress motor function. Scopolamine is used for premedication in anesthesia and for the prevention of nausea and vomiting (post operative and associated with motion sickness). — NCATS
Clinical trial activity
105 trials · 86 clinical orgs · 11 marketing orgs
Earliest trial started Jan 1, 1996 (NCT00152724)
Timeline
1900s
- Jun 1, 1900
Evidence of US Marketing
1970s
- Dec 31, 1979
GlaxoSmithKline — Earliest FDA Approval
- Dec 31, 1979
GlaxoSmithKline — NDA Secondary Org
- Dec 31, 1979
Baxalta — Marketing Organization
- Dec 31, 1979
GlaxoSmithKline — NDA Organization
- Dec 31, 1979
Baxalta — NDA Secondary Org
1990s
- Jan 1, 1998
Earliest Phase 2 Sponsor(trial)
2010s
- Jan 30, 2015
Padagis Us — Marketing Organization
- Jan 30, 2015
Perrigo — Marketing Organization
- Jun 19, 2019
Mylan — Marketing Organization
2020s
- Nov 24, 2020
RiconPharma — Marketing Organization
- Jan 10, 2022
Actavis — Marketing Organization
- Jan 10, 2022
AbbVie — Marketing Organization
- May 6, 2024
Rhodes Pharmaceuticals, L.P. — Marketing Organization
- Aug 29, 2024
Zydus Discovery DMCC — Marketing Organization
- Jun 9, 2025
Amneal Pharmaceuticals — Marketing Organization
Indications
Studied for
- Abdomen, Acute · Phase 3
- Abdominal Pain · Phase 4
- Abortion, Induced · Early Phase 1
- Acute Pain · Phase 2
- Alzheimer Disease · Phase 1
- Amyotrophic Lateral Sclerosis · Phase 2
- Analgesia, Obstetrical · Phase 2
- Bile Duct Diseases · Phase 3
- Bipolar Disorder · Phase 2
- Bradycardia · Phase 4
- Carcinoma, Non-Small-Cell Lung · Phase 1/Phase 2
- Cerebral Palsy · Phase 3
- Cesarean Section · Phase 4
- Child · Phase 3
- Cholangiopancreatography, Endoscopic Retrograde · Phase 3
- Cholecystitis · Phase 4
- Cognitive Dysfunction · Early Phase 1
- Colic · Phase 4
- Colonic Polyps · Phase 4
- Delivery, Obstetric · Phase 4
- Dementia · Phase 1
- Depression · Phase 4
- Depressive Disorder · Phase 2
- Drug-Related Side Effects and Adverse Reactions · Phase 4
- Dysmenorrhea · Phase 3
- Dyspepsia · Phase 4
- Emergencies · Phase 4
- Endometrial Neoplasms · Phase 1/Phase 2
- Endoscopy · Phase 2/Phase 3
- Epilepsy · Early Phase 1
- Family Planning Services · Phase 4
- Gastroenteritis · Phase 4
- Gastrointestinal Diseases · Phase 2
- Hallucinations · Early Phase 1
- Healthy Volunteers · Phase 4
- Hypertriglyceridemia · Phase 3
- Intestinal Diseases · Phase 3
- Labor, Obstetric · Phase 4
- Labor Pain · Phase 2/Phase 3
- Labor Stage, First · Phase 4
- Laparoscopy · Phase 4
- Lung Diseases · Phase 2
- Major Depressive Disorder · Phase 4
- Medical Countermeasures · Phase 1
- Memory Disorders · Phase 1
- Motion · Phase 2
- Motion Sickness · Phase 3
- Nausea · Phase 4
- Neoplasms · Phase 4
- Organophosphate Poisoning · Phase 1
- Ovarian Neoplasms · Phase 1/Phase 2
- Pain · Phase 4
- Pancreatic Diseases · Phase 3
- Patients · Phase 4
- Personal Satisfaction · Phase 4
- Phobia, Social · Phase 1
- Psychotic Disorders · Early Phase 1
- Receptors, Muscarinic · Phase 1
- Renal Colic · Phase 1
- Scopolamine · Phase 2
- Seizures · Early Phase 1
- Sialorrhea · Phase 1/Phase 2
- Space Motion Sickness · Phase 2
- Vomiting · Phase 4
Mechanism of action
- Muscarinic acetylcholine receptor M1ANTAGONIST
CHRM1 antagonist
antiemetic
Approval history
- approvedDec 31, 1979
- approvedJun 1, 1900
Chemistry & pharmacology
SMILES
CN1[C@H]2C[C@@H](C[C@@H]1[C@H]3O[C@@H]23)OC(=O)[C@H](CO)C4=CC=CC=C4- Mol. weight
- 303.3529 g/mol
- Lipinski Ro5
- Pass
- Rule of 3
- No
- Chirality
- Single Stereoisomer
- Inorganic
- No
- Polymer
- No
- Availability
- Prescription Only
Oral
No
Parenteral
No
Topical
No
Sources
- WikipediaScopolamine ↗
- NCATSDL48G20X8X ↗
- ChEMBLCHEMBL3138621 ↗
- ChEMBLCHEMBL1618102 ↗
- ChEMBLCHEMBL1256901 ↗
- ChEMBLCHEMBL569713 ↗
- ChEMBLCHEMBL1187846 ↗
- WikipediaHyoscine butylbromide ↗
- WikipediaHyoscine ↗
- ChEMBLCHEMBL1256744 ↗
- ChEMBLCHEMBL3833334 ↗
Also known as
- (1s,3s,5r,6r,7s)-6,7-epoxytropan-3-yl (2s)-3-hydroxy-2-phenylpropanoate
- (1s,3s,5r,6r,7s)-6,7-epoxytropan-3-yl (2s)-3-hydroxy-2-phenylpropanoate
- 6,7-epoxytropine tropate
- 6,7-epoxytropine tropate
- 6-beta,7-beta-epoxy-3-alpha-tropanyl s-(-)-tropate
- 6-beta,7-beta-epoxy-3-alpha-tropanyl s-(-)-tropate
- [7(s)-(1α,2β,4β,5α,7β)]-9-butyl-7-(3-hydroxy- 1-oxo-2-phenylpropoxy)-9-methyl-3-oxa- 9-azonitricyclo[3.3.1.0(2,4)]nonane
- [7(s)-(1α,2β,4β,5α,7β)]-9-butyl-7-(3-hydroxy- 1-oxo-2-phenylpropoxy)-9-methyl-3-oxa- 9-azonitricyclo[3.3.1.0(2,4)]nonane
- alpha-(hydroxymethyl)benzeneacetic acid 9-methyl-3-oxa-9-azatricyclo(3.3.1.0(2.4))non-7-yl ester
- alpha-(hydroxymethyl)benzeneacetic acid 9-methyl-3-oxa-9-azatricyclo(3.3.1.0(2.4))non-7-yl ester
- buscapine
- buscopan
- buscopan
- buscopan
- buscopan
- buscopan
- buscopan
- butylhyoscine
- butylhyoscine
- butylscopolamine
- butylscopolamine
- butylscopolamine
- butylscopolamine
- butylscopolaminebromide
- butylscopolaminebromide
- butylscopolamine bromide
- butylscopolamine bromide
- butylscopolamine bromide
- butylscopolamine bromide
- butylscopolammonium
- hyoscine
- hyoscine
- hyoscine
- hyoscine
- hyoscine
- (-)-hyoscine
- (-)-hyoscine
- hyoscine bromide
- hyoscine bromide
- hyoscine butylbromide
- hyoscine butylbromide
- hyoscine butylbromide
- hyoscine butylbromide
- hyoscine butyl bromide
- hyoscine butyl bromide
- hyoscine hydrobromide
- hyoscine hydrobromide
- isopto hyoscine
- isopto hyoscine
- isoptpo hyoscine
- isoptpo hyoscine
- joy-rides
- levo-duboisine
- n-butylscopolammonium bromide
- n-butylscopolammonium bromide
- omnopon-scopolamine
- omnopon-scopolamine
- omnopon-scopolamine
- papaveretum-hyoscine
- sc401b
- scopalamine
- scopalamine
- scopine (-)-tropate
- scopine (-)-tropate
- scopine (−)-tropate
- scopine (−)-tropate
- scopoderm
- scopoderm
- scopoderm
- scopoderm tts
- scopoderm tts
- scopola
- scopolamine
- scopolamine
- scopolamine
- scopolamine
- scopolamine
- scopolamine
- scopolamine
- scopolamine
- scopolamine
- scopolamine
- scopolamine
- (-)-scopolamine
- (-)-scopolamine
- scopolamine bromobutylate
- scopolamine bromobutylate
- scopolamine butylbromide
- scopolamine butylbromide
- scopolamine butylbromide
- scopolamine butylbromide
- scopolamine butylbromide
- scopolamine butyl hydroxide
- scopolamine hcl
- scopolamine hydrobromide
- scopolamine hydrobromide
- scopolamine hydrobromide
- scopolamine hydrobromide
- scopolamine hydrobromide
- scopolamine hydrochloride
- (-)-scopolamine,n-butyl-, bromide
- scopolamine n-butylbromide
- scopolamine n-butylbromide
- transcop
- transcop
- transderm
- transderm
- transderm-scop
- transderm-scop
Clinical trials
| NCT ID | Phase | Start date | Sponsor(s) |
|---|---|---|---|
| NCT07271303 | N/A | Dec 1, 2025 | Jiao Tong University |
| NCT06398054 | Phase 4 | Oct 1, 2024 | Government of Italy |
| NCT06014385 | Phase 1 | Jan 31, 2024 | Janssen Pharmaceutica NV, Yale University |
| NCT05640232 | Phase 3 | Sep 30, 2023 | EMS S/A |
| NCT06056869 | N/A | Sep 27, 2023 | Ain Shams University |
| NCT05715398 | Phase 1/Phase 2 (Phase 2) | Feb 28, 2023 | Government of China, Jiao Tong University |
| NCT06207539 | Early Phase 1 (Phase 1) | Dec 1, 2022 | Ain Shams University |
| NCT05505877 | Phase 1/Phase 2 (Phase 2) | Sep 10, 2022 | Government of China, Sun Yat-Sen University |
| NCT04999449 | Phase 1 | Aug 31, 2022 | Dartmouth University |
| NCT05548270 | Phase 3 | Aug 23, 2022 | Defender Pharmaceuticals, Inc., Repurposed Therapeutics, Inc. |
| NCT05886660 | Phase 2 | Jan 21, 2022 | NASA, Repurposed Therapeutics, Inc. |
| NCT04666701 | Phase 2 | Nov 30, 2021 | EMS S/A |
| NCT04785118 | Phase 4 | Oct 1, 2021 | Assiut University |
| NCT05852730 | Phase 2 | Aug 10, 2021 | NASA, Repurposed Therapeutics, Inc. |
| NCT04891653 | Phase 1 | Jun 30, 2021 | Qingfeng Pharmaceutical Group |
| NCT04947423 | Phase 3 | Jun 14, 2021 | Defender Pharmaceuticals, Inc., Repurposed Therapeutics, Inc. |
| NCT04866355 | N/A | Feb 28, 2021 | Universidad de Alcala, Madrid |
| NCT04682860 | Phase 4 | Dec 31, 2020 | Ankara Yildirim Beyazıt University |
| NCT06927817 | Phase 4 | Nov 15, 2020 | Saglik Bilimleri Universitesi |
| NCT04391361 | Phase 2 | Jun 1, 2020 | Jiao Tong University |
Organizations
Research & Development (86)
| Organization | Org type | Trials | As lead sponsor | Phases | Earliest year |
|---|---|---|---|---|---|
| Repurposed Therapeutics, Inc. | For profit | 11 | 11 | 3 | 2014 |
| Boehringer Ingelheim | For profit | 8 | 8 | 3 | 1998 |
| Assiut University | Academic/Hospital | 7 | 7 | 3 | 2015 |
| Cairo University | Academic/Hospital | 5 | 5 | 2 | 2016 |
| Ain Shams University | Academic/Hospital | 4 | 4 | 4 | 2014 |
| Harvard University | Academic/Hospital | 3 | 3 | 2 | 2008 |
| Jiao Tong University | Academic/Hospital | 3 | 2 | 2 | 2020 |
| Merck | For profit | 3 | 1 | 2 | 2007 |
| Defender Pharmaceuticals, Inc. | For profit | 2 | 0 | 1 | 2021 |
| Drexel University | Academic/Hospital | 2 | 2 | 1 | 2008 |
| EMS S/A | For profit | 2 | 2 | 2 | 2021 |
| Government of China | Government | 2 | 2 | 1 | 2022 |
| NASA | Government | 2 | 0 | 1 | 2021 |
| National Institute of Mental Health (NIMH) | Government | 2 | 2 | 2 | 2003 |
| Pfizer | For profit | 2 | 2 | 1 | 2011 |
| Seoul National University | Academic/Hospital | 2 | 2 | 2 | 2007 |
| United States Navy | Government | 2 | 1 | 1 | 2014 |
| Yale University | Academic/Hospital | 2 | 2 | 1 | 2020 |
| Ankara Yildirim Beyazıt University | Academic/Hospital | 1 | 1 | 1 | 2020 |
| AstraZeneca | For profit | 1 | 1 | 1 | 2014 |
Marketing (14)
| Organization | Org type | Relationship | Date |
|---|---|---|---|
| AbbVie | For profit | MKTG | Jan 10, 2022 |
| Actavis | For profit | MKTG | Jan 10, 2022 |
| Amneal Pharmaceuticals | For profit | MKTG | Jun 9, 2025 |
| Amneal Pharmaceuticals | For profit | SYN | Jun 9, 2025 |
| Baxalta | For profit | MKTG | Dec 31, 1979 |
| Baxalta | For profit | NDA2 | Dec 31, 1979 |
| GlaxoSmithKline | For profit | NDA2 | Dec 31, 1979 |
| GlaxoSmithKline | For profit | NDA | Dec 31, 1979 |
| Mylan | For profit | MKTG | Jun 19, 2019 |
| Padagis Us | For profit | MKTG | Jan 30, 2015 |
| Perrigo | For profit | MKTG | Jan 30, 2015 |
| Rhodes Pharmaceuticals, L.P. | For profit | MKTG | May 6, 2024 |
| RiconPharma | For profit | MKTG | Nov 24, 2020 |
| Zydus Discovery DMCC | For profit | MKTG | Aug 29, 2024 |