scopolamine indications/contra

Stem definitionDrug idCAS RN
2424 51-34-3

Description:

MoleculeDescription

Molfile Inchi Smiles

Synonyms:

  • scopolamine
  • scopolamine hydrobromide
  • hyoscine
  • levo-duboisine
  • scopoderm
  • scopolamine hydrochloride
  • scopolamine HCl
An alkaloid from SOLANACEAE, especially DATURA and SCOPOLIA. Scopolamine and its quaternary derivatives act as antimuscarinics like ATROPINE, but may have more central nervous system effects. Among the many uses are as an anesthetic premedication, in URINARY INCONTINENCE, in MOTION SICKNESS, as an antispasmodic, and as a mydriatic and cycloplegic.
  • Molecular weight: 303.36
  • Formula: C17H21NO4
  • CLOGP: 0.29
  • LIPINSKI: 0
  • HAC: 5
  • HDO: 1
  • TPSA: 62.30
  • ALOGS: -1.66
  • ROTB: 5

Drug dosage:

DoseUnitRoute
0.90 mg O
0.90 mg P

Approvals:

DateAgencyCompanyOrphan
Dec. 31, 1979 FDA NOVARTIS

FDA Adverse Event Reporting System

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MedDRA adverse event termLikelihood ratioLikelihood ratio thresholdPatients taking drug having adverse eventPatients taking drug not having adverse eventPatients not taking drug having adverse eventPatients not taking drug not having adverse event
Disorientation 116.40 34.72 29 423 10050 3375357
Mydriasis 109.11 34.72 22 430 2912 3382495
Off label use 107.52 34.72 40 412 53937 3331470
Nausea 106.50 34.72 51 401 129594 3255813
Neutrophil count increased 102.53 34.72 22 430 3938 3381469
White blood cell count increased 95.36 34.72 26 426 12734 3372673
Hallucination 94.22 34.72 26 426 13314 3372093
Confusional state 89.73 34.72 32 420 37966 3347441
Overdose 89.32 34.72 31 421 33947 3351460
Vomiting 84.74 34.72 39 413 89492 3295915
Anticholinergic syndrome 84.36 34.72 13 439 358 3385049
Dizziness 80.77 34.72 36 416 76476 3308931
Agitation 79.96 34.72 25 427 19681 3365726
Wrong technique in product usage process 79.62 34.72 24 428 16727 3368680
Product quality issue 72.47 34.72 25 427 26710 3358697
Vision blurred 67.66 34.72 22 430 19567 3365840
Dry mouth 63.97 34.72 18 434 9804 3375603
Drug hypersensitivity 58.27 34.72 23 429 35657 3349750
Apparent life threatening event 55.44 34.72 8 444 138 3385269
Red blood cell elliptocytes present 52.74 34.72 6 446 11 3385396
Ideas of reference 46.77 34.72 6 446 40 3385367
Anxiety 42.63 34.72 19 433 39610 3345797
Weight decreased 42.41 34.72 19 433 40092 3345315
Lower respiratory tract infection 42.35 34.72 12 440 6657 3378750
Application site erythema 39.63 34.72 9 443 2058 3383349
Type 1 diabetes mellitus 38.89 34.72 8 444 1151 3384256
Coma scale abnormal 38.85 34.72 8 444 1157 3384250
Hypoxia 37.92 34.72 12 440 9679 3375728
Differential white blood cell count abnormal 36.90 34.72 7 445 664 3384743
Electrocardiogram QT prolonged 36.65 34.72 12 440 10783 3374624

Pharmacologic Action:

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SourceCodeDescription
ATC A04AD01 ALIMENTARY TRACT AND METABOLISM
ANTIEMETICS AND ANTINAUSEANTS
ANTIEMETICS AND ANTINAUSEANTS
Other antiemetics
ATC A04AD51 ALIMENTARY TRACT AND METABOLISM
ANTIEMETICS AND ANTINAUSEANTS
ANTIEMETICS AND ANTINAUSEANTS
Other antiemetics
ATC N05CM05 NERVOUS SYSTEM
PSYCHOLEPTICS
HYPNOTICS AND SEDATIVES
Other hypnotics and sedatives
ATC S01FA02 SENSORY ORGANS
OPHTHALMOLOGICALS
MYDRIATICS AND CYCLOPLEGICS
Anticholinergics
FDA EPC N0000175574 Anticholinergic
MeSH PA D000759 Adjuvants, Anesthesia
CHEBI has role CHEBI:60807 anaesthesia adjuvant
CHEBI has role CHEBI:53784 antispasmodic drug
CHEBI has role CHEBI:50513 mydriatic agent
CHEBI has role CHEBI:60809 adjuvant
CHEBI has role CHEBI:35469 antidepressant
CHEBI has role CHEBI:50919 antiemetic
CHEBI has role CHEBI:48876 muscarinic antagonist
MeSH PA D001337 Autonomic Agents
MeSH PA D002491 Central Nervous System Agents
MeSH PA D018678 Cholinergic Agents
MeSH PA D018680 Cholinergic Antagonists
MeSH PA D018727 Muscarinic Antagonists
MeSH PA D009184 Mydriatics
MeSH PA D018377 Neurotransmitter Agents
MeSH PA D018373 Peripheral Nervous System Agents

Drug Use (View source of the data)

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DiseaseRelationSNOMED_IDDOID
Vasomotor rhinitis indication 8229003 DOID:4730
Irritable bowel syndrome indication 10743008 DOID:9778
Peptic ulcer indication 13200003 DOID:750
Motion sickness indication 37031009 DOID:2951
Dilated pupil indication 37125009
Cough indication 49727002
Allergic rhinitis indication 61582004
Nasal discharge indication 64531003
Cycloplegia indication 68158006 DOID:10033
Nasal congestion indication 68235000
Iridocyclitis indication 77971008 DOID:1407
Common cold indication 82272006 DOID:10459
Posterior synechiae indication 111512005
Uveitis indication 128473001 DOID:13141
Perioperative Mydriasis indication
Prevention of Posterior Synechiae indication
Prevention of Motion Sickness indication
Prevention of Post-Operative Nausea and Vomiting indication
Brain damage contraindication 2470005
Ocular hypertension contraindication 4210003 DOID:9282
Tachyarrhythmia contraindication 6285003
Suicidal thoughts contraindication 6471006
Urinary tract obstruction contraindication 7163005 DOID:5200
Alcoholism contraindication 7200002
Hyperammonemia contraindication 9360008
Chronic obstructive lung disease contraindication 13645005 DOID:3083
Hepatic encephalopathy contraindication 13920009 DOID:13413
Severe chronic ulcerative colitis contraindication 14311001
Disorder of autonomic nervous system contraindication 15241006
Disorder of lung contraindication 19829001 DOID:850
Myocardial infarction contraindication 22298006 DOID:5844
Glaucoma contraindication 23986001 DOID:1686
Ventricular tachycardia contraindication 25569003
Alcohol intoxication contraindication 25702006
Shock contraindication 27942005
Toxic megacolon contraindication 28536002 DOID:1770
Atony of colon contraindication 29479008
Hyperthyroidism contraindication 34486009 DOID:7998
Depressive disorder contraindication 35489007 DOID:2848
Acute hepatitis contraindication 37871000
Hypertensive disorder contraindication 38341003 DOID:10763
Hypovolemic shock contraindication 39419009
Complete trisomy 21 syndrome contraindication 41040004 DOID:14250
Hyperactive behavior contraindication 44548000
Conduction disorder of the heart contraindication 44808001
Achalasia of esophagus contraindication 45564002 DOID:9164
Chronic heart failure contraindication 48447003
Bradycardia contraindication 48867003
Acidosis contraindication 51387008
Coronary arteriosclerosis contraindication 53741008 DOID:3393
Paralytic ileus contraindication 55525008 DOID:8442
Heart disease contraindication 56265001 DOID:114
Peptic reflux disease contraindication 57643001 DOID:13976
Hepatic failure contraindication 59927004
Ulcerative colitis contraindication 64766004 DOID:8577
Poisoning by phenobarbital contraindication 64921004
Arterial thrombosis contraindication 65198009
Drug AND/OR toxin-induced diarrhea contraindication 65979008
Substance abuse contraindication 66214007
Psychotic disorder contraindication 69322001
Arteriosclerotic vascular disease contraindication 72092001 DOID:2349
Hepatic coma contraindication 72836002 DOID:12550
Diabetes mellitus contraindication 73211009 DOID:9351
Sleep apnea contraindication 73430006 DOID:0050848
Spastic paralysis contraindication 78403003
Disturbance of salivary secretion contraindication 78948009
Chronic idiopathic constipation contraindication 82934008
Hiatal hernia contraindication 84089009 DOID:12642
Open-angle glaucoma contraindication 84494001 DOID:1067
Epilepsy contraindication 84757009 DOID:1826
Kidney disease contraindication 90708001 DOID:2527
Myasthenia gravis contraindication 91637004 DOID:437
Magnetic resonance imaging contraindication 113091000
Hypoalbuminemia contraindication 119247004
Gastrointestinal obstruction contraindication 126765001
Autonomic dysreflexia contraindication 129618003
Bleeding contraindication 131148009
Partial atrioventricular block contraindication 195039008
Acute pancreatitis contraindication 197456007 DOID:2913
Myocardial dysfunction contraindication 233928007
Arterial aneurysm contraindication 233981004
Gastroesophageal reflux disease contraindication 235595009 DOID:8534
Disease of liver contraindication 235856003 DOID:409
Bladder outflow obstruction contraindication 236645006
Pyloric obstruction contraindication 244815007 DOID:3122
Benign prostatic hyperplasia contraindication 266569009 DOID:2883
Dyspnea contraindication 267036007
Retention of urine contraindication 267064002
Anemia contraindication 271737000 DOID:2355
Drowsy contraindication 271782001
Pregnancy, function contraindication 289908002
Thrombocytopenic disorder contraindication 302215000 DOID:1588
Neutropenic disorder contraindication 303011007 DOID:1227
Severe chronic obstructive pulmonary disease contraindication 313299006
Hypoxia contraindication 389086002
Angle-closure glaucoma contraindication 392291006 DOID:13550
Gastric ulcer contraindication 397825006 DOID:10808
Breastfeeding (mother) contraindication 413712001
Chronic lung disease contraindication 413839001
Disorder of coronary artery contraindication 414024009
Porphyria contraindication 418470004 DOID:13268
Fever greater than 100.4 Fahrenheit contraindication 426000000
Hypertensive urgency contraindication 443482000
General anesthesia off-label use 50697003
Excessive salivation off-label use 53827007
Rhinitis off-label use 70076002 DOID:4483
Seasonal allergic rhinitis off-label use 367498001

Acid dissociation constants calculated using MoKa v3.0.0

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Dissociation levelDissociation constantType (acidic/basic)
pKa1 13.24 acidic
pKa2 7.95 Basic

Orange Book patent data (new drug applications)

None

Orange Book exclusivity data (new drug applications)

None

Bioactivity Summary:

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TargetClassPharosUniProtActionTypeActivity value
(-log[M])
Mechanism
action
Bioact sourceMoA source
Muscarinic acetylcholine receptor M1 GPCR ANTAGONIST Ki 9 WOMBAT-PK CHEMBL
Muscarinic acetylcholine receptor M5 GPCR Ki 7.75 CHEMBL
Muscarinic acetylcholine receptor M4 GPCR Ki 9.37 WOMBAT-PK
Muscarinic acetylcholine receptor M3 GPCR Ki 9.40 WOMBAT-PK
Muscarinic acetylcholine receptor M2 GPCR Ki 8.86 WOMBAT-PK
Muscarinic acetylcholine receptor GPCR Ki 10.10 CHEMBL
Muscarinic receptor M1 GPCR Ki 9.39 CHEMBL
Muscarinic acetylcholine receptor M1 GPCR Ki 9.28 CHEMBL
Muscarinic acetylcholine receptor M3 GPCR Kd 9.19 CHEMBL
Muscarinic acetylcholine receptor M2 GPCR Kd 8.52 CHEMBL

External reference:

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IDSource
330 IUPHAR_LIGAND_ID
4018401 VUID
N0000146728 NUI
C0036442 UMLSCUI
D00138 KEGG_DRUG
451IFR0GXB UNII
6533-68-2 SECONDARY_CAS_RN
DB00747 DRUGBANK_ID
4018401 VANDF
1472 MMSL
9601 RXNORM
387409009 SNOMEDCT_US
72870001 SNOMEDCT_US
5444 MMSL
d00986 MMSL
N0000146728 NDFRT
N0000178971 NDFRT
003458 NDDF
3000322 PUBCHEM_CID
CHEBI:16794 CHEBI
CHEMBL1187846 ChEMBL_ID
CHEMBL1256744 ChEMBL_ID
CHEMBL3138621 ChEMBL_ID
D012601 MESH_DESCRIPTOR_UI

Pharmaceutical products:

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ProductCategoryIngredientsNDCFormQuantityRoute MarketingLabel
Transderm Scop HUMAN PRESCRIPTION DRUG LABEL 1 0067-4345 PATCH, EXTENDED RELEASE 1 mg TRANSDERMAL NDA 18 sections
Belladonna Alkaloids with Phenobarbital HUMAN PRESCRIPTION DRUG LABEL 4 0143-1140 TABLET 0.01 mg ORAL UNAPPROVED DRUG OTHER 11 sections
DONNATAL HUMAN PRESCRIPTION DRUG LABEL 4 0179-0088 ELIXIR 0.01 mg ORAL unapproved drug other 12 sections
Donnatal HUMAN PRESCRIPTION DRUG LABEL 4 0179-0132 TABLET 0.01 mg ORAL unapproved drug other 15 sections
Belladonna Alkaloids with Phenobartbital HUMAN PRESCRIPTION DRUG LABEL 4 0440-7183 TABLET 0.01 mg ORAL UNAPPROVED DRUG OTHER 10 sections
Transderm Scop HUMAN PRESCRIPTION DRUG LABEL 1 10019-553 PATCH, EXTENDED RELEASE 1 mg TRANSDERMAL NDA 18 sections
Belladonna Alkaloids with Phenobartbital HUMAN PRESCRIPTION DRUG LABEL 4 15338-600 TABLET 0.01 mg ORAL Unapproved drug other 12 sections
Donnatal HUMAN PRESCRIPTION DRUG LABEL 4 17856-0423 ELIXIR 0.01 mg ORAL unapproved drug other 12 sections
RE-PB HYOS ELIXIR HUMAN PRESCRIPTION DRUG LABEL 4 21695-594 ELIXIR 0.01 mg ORAL Unapproved drug other 11 sections
Belladonna Alkaloids with Phenobartbital HUMAN PRESCRIPTION DRUG LABEL 4 21695-890 TABLET 0.01 mg ORAL Unapproved drug other 12 sections
QUADRAPAX HUMAN PRESCRIPTION DRUG LABEL 4 21695-970 ELIXIR 0.01 mg ORAL Unapproved drug other 13 sections
Donnatal HUMAN PRESCRIPTION DRUG LABEL 4 42254-268 TABLET 0.01 mg ORAL Unapproved drug other 15 sections
Donnatal HUMAN PRESCRIPTION DRUG LABEL 4 42291-244 ELIXIR 0.01 mg ORAL unapproved drug other 12 sections
Donnatal HUMAN PRESCRIPTION DRUG LABEL 4 42291-245 TABLET 0.01 mg ORAL unapproved drug other 14 sections
Donnatal HUMAN PRESCRIPTION DRUG LABEL 4 43063-601 TABLET 0.01 mg ORAL unapproved drug other 13 sections
Scopolamine Trandermal System HUMAN PRESCRIPTION DRUG LABEL 1 45802-580 PATCH, EXTENDED RELEASE 1 mg TRANSDERMAL ANDA 18 sections
Donnatal HUMAN PRESCRIPTION DRUG LABEL 4 50436-0423 ELIXIR 0.01 mg ORAL unapproved drug other 12 sections
Transderm Scop HUMAN PRESCRIPTION DRUG LABEL 1 54868-2803 PATCH, EXTENDED RELEASE 1 mg TRANSDERMAL NDA 14 sections
Me-PB-Hyos HUMAN PRESCRIPTION DRUG LABEL 4 58657-420 ELIXIR 0.01 mg ORAL UNAPPROVED DRUG OTHER 15 sections
Me-PB-Hyos HUMAN PRESCRIPTION DRUG LABEL 4 58657-421 TABLET 0.01 mg ORAL UNAPPROVED DRUG OTHER 15 sections
Donnatal HUMAN PRESCRIPTION DRUG LABEL 4 59212-422 ELIXIR 0.01 mg ORAL unapproved drug other 12 sections
Donnatal HUMAN PRESCRIPTION DRUG LABEL 4 59212-423 ELIXIR 0.01 mg ORAL unapproved drug other 12 sections
Donnatal HUMAN PRESCRIPTION DRUG LABEL 4 59212-425 TABLET 0.01 mg ORAL unapproved drug other 13 sections
Donnatal HUMAN PRESCRIPTION DRUG LABEL 4 65084-123 TABLET 0.01 mg ORAL Unapproved drug other 15 sections
Donnatal Extentabs HUMAN PRESCRIPTION DRUG LABEL 4 66213-421 TABLET, FILM COATED, EXTENDED RELEASE 0.02 mg ORAL unapproved drug other 16 sections
Donnatal HUMAN PRESCRIPTION DRUG LABEL 4 66213-422 ELIXIR 0.01 mg ORAL unapproved drug other 12 sections
Donnatal HUMAN PRESCRIPTION DRUG LABEL 4 66213-423 ELIXIR 0.01 mg ORAL unapproved drug other 12 sections
Donnatal HUMAN PRESCRIPTION DRUG LABEL 4 66213-425 TABLET 0.01 mg ORAL unapproved drug other 15 sections
Donnatal HUMAN PRESCRIPTION DRUG LABEL 4 66689-063 ELIXIR 0.01 mg ORAL UNAPPROVED DRUG OTHER 12 sections
Transderm Scop HUMAN PRESCRIPTION DRUG LABEL 1 66758-208 PATCH, EXTENDED RELEASE 1 mg TRANSDERMAL NDA 18 sections