atropine indications/contra

Stem definitionDrug idCAS RN
atropine derivatives 260 51-55-8

Description:

MoleculeDescription

Molfile Inchi Smiles

Synonyms:

  • atropine
  • (+/-)-Atropine
  • atropin
  • atropinum sulphuricum
  • DL-Hyoscyamine
  • tropine tropate
  • atropine sulfate
An alkaloid, originally from Atropa belladonna, but found in other plants, mainly SOLANACEAE. Hyoscyamine is the 3(S)-endo isomer of atropine.
  • Molecular weight: 289.38
  • Formula: C17H23NO3
  • CLOGP: 1.30
  • LIPINSKI: 0
  • HAC: 4
  • HDO: 1
  • TPSA: 49.77
  • ALOGS: -2.06
  • ROTB: 5

Drug dosage:

DoseUnitRoute
1.50 mg O
1.50 mg P

Approvals:

DateAgencyCompanyOrphan
Sept. 15, 1960 FDA GD SEARLE LLC

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
Tachycardia 196.19 39.65 63 986 23308 3361502
Drug ineffective 147.14 39.65 81 968 116009 3268801
Drug hypersensitivity 140.99 39.65 55 994 35625 3349185
Hypertension 123.19 39.65 51 998 38415 3346395
Emotional disorder 122.71 39.65 28 1021 2811 3381999
Diarrhoea 121.51 39.65 69 980 104279 3280531
Anticholinergic syndrome 121.47 39.65 20 1029 351 3384459
Heart rate increased 116.86 39.65 38 1011 14448 3370362
Mouth ulceration 115.09 39.65 29 1020 4431 3380379
Stoma site pain 103.95 39.65 14 1035 53 3384757
Ventricular tachycardia 102.54 39.65 28 1021 5834 3378976
Ill-defined disorder 87.17 39.65 22 1027 3372 3381438
Change of bowel habit 86.96 39.65 15 1034 351 3384459
Bradycardia 84.79 39.65 31 1018 16638 3368172
Toxicity to various agents 76.46 39.65 39 1010 47015 3337795
Mydriasis 70.30 39.65 18 1031 2916 3381894
Cardiac arrest 69.95 39.65 31 1018 27288 3357522
Heart rate decreased 68.59 39.65 20 1029 5258 3379552
Stress cardiomyopathy 66.44 39.65 15 1034 1427 3383383
Decreased appetite 66.22 39.65 34 1015 41456 3343354
Agitation postoperative 61.60 39.65 8 1041 21 3384789
Cardiac procedure complication 61.27 39.65 10 1039 165 3384645
Anterior chamber disorder 60.79 39.65 9 1040 75 3384735
Gait disturbance 59.76 39.65 28 1021 27964 3356846
Anorectal disorder 56.51 39.65 11 1038 508 3384302
Oral pain 56.39 39.65 16 1033 3812 3380998
Hypotension 55.16 39.65 32 1017 49482 3335328
Fatigue 53.42 39.65 42 1007 107198 3277612
Purpura senile 52.27 39.65 7 1042 25 3384785
Vomiting 51.00 39.65 38 1011 89493 3295317

Pharmacologic Action:

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SourceCodeDescription
ATC A03BA01 ALIMENTARY TRACT AND METABOLISM
DRUGS FOR FUNCTIONAL GASTROINTESTINAL DISORDERS
BELLADONNA AND DERIVATIVES, PLAIN
Belladonna alkaloids, tertiary amines
ATC A03CB03 ALIMENTARY TRACT AND METABOLISM
DRUGS FOR FUNCTIONAL GASTROINTESTINAL DISORDERS
ANTISPASMODICS IN COMBINATION WITH PSYCHOLEPTICS
Belladonna and derivatives in combination with psycholeptics
ATC S01FA01 SENSORY ORGANS
OPHTHALMOLOGICALS
MYDRIATICS AND CYCLOPLEGICS
Anticholinergics
FDA EPC N0000175574 Anticholinergic
FDA EPC N0000175700 Cholinergic Muscarinic Antagonist
FDA MoA N0000000125 Cholinergic Muscarinic Antagonists
MeSH PA D000759 Adjuvants, Anesthesia
MeSH PA D000889 Anti-Arrhythmia Agents
MeSH PA D018927 Anti-Asthmatic Agents
CHEBI has role CHEBI:38070 anti-arrhythmia drug
CHEBI has role CHEBI:60807 anaesthesia adjuvant
CHEBI has role CHEBI:50513 mydriatic agent
CHEBI has role CHEBI:50370 parasympatholytic
CHEBI has role CHEBI:35523 bronchodilator agent
CHEBI has role CHEBI:136860 antidote to sarin poisoning
CHEBI has role CHEBI:48876 muscarinic antagonist
MeSH PA D001337 Autonomic Agents
MeSH PA D001993 Bronchodilator Agents
MeSH PA D002317 Cardiovascular 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 D010276 Parasympatholytics
MeSH PA D018373 Peripheral Nervous System Agents
MeSH PA D019141 Respiratory System Agents

Drug Use (View source of the data)

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DiseaseRelationSNOMED_IDDOID
Perioperative Mydriasis indication

Acid dissociation constants calculated using MoKa v3.0.0

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Dissociation levelDissociation constantType (acidic/basic)
pKa1 13.24 acidic
pKa2 9.26 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 M3 GPCR ANTAGONIST Ki 9.50 WOMBAT-PK CHEMBL
Muscarinic acetylcholine receptor M2 GPCR ANTAGONIST Ki 8.97 WOMBAT-PK CHEMBL
Muscarinic acetylcholine receptor M1 GPCR ANTAGONIST Ki 9.31 WOMBAT-PK CHEMBL
Alpha-1D adrenergic receptor GPCR Ki 6.18 DRUG MATRIX
Solute carrier family 22 member 1 Transporter IC50 4.91 CHEMBL
Histamine H1 receptor GPCR Ki 5.91 PDSP
Muscarinic acetylcholine receptor M5 GPCR Ki 9.29 WOMBAT-PK
5-hydroxytryptamine receptor 2A GPCR Ki 5.15 PDSP
Muscarinic acetylcholine receptor M4 GPCR Ki 9.39 WOMBAT-PK
5-hydroxytryptamine receptor 2C GPCR Ki 6.28 DRUG MATRIX
Muscarinic receptor M1 GPCR Ki 9.70 CHEMBL
Muscarinic acetylcholine receptor M2 GPCR Ki 9.15 CHEMBL
Muscarinic acetylcholine receptor M5 GPCR Ki 9.07 CHEMBL
Muscarinic acetylcholine receptor M2 GPCR Ki 9.46 CHEMBL
Muscarinic acetylcholine receptor M1 GPCR Ki 9.59 CHEMBL
Nicotinic acetylcholine receptor alpha 5 subunit Ion channel Ki 4.49 CHEMBL
Acetylcholinesterase Enzyme Ki 9.46 CHEMBL
Muscarinic acetylcholine receptor M3 GPCR Ki 9.92 CHEMBL
Muscarinic acetylcholine receptor M4 GPCR Ki 9.28 CHEMBL
Muscarinic acetylcholine receptor GPCR Ki 9.52 CHEMBL

External reference:

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IDSource
DB00572 DRUGBANK_ID
320 IUPHAR_LIGAND_ID
4019591 VUID
N0000147687 NUI
C0004259 UMLSCUI
D00113 KEGG_DRUG
03J5ZE7KA5 UNII
5908-99-6 SECONDARY_CAS_RN
174174 PUBCHEM_CID
4019591 VANDF
N0000147687 NDFRT
N0000006695 NDFRT
27333 MMSL
001715 NDDF
1223 RXNORM
372832002 SNOMEDCT_US
73949004 SNOMEDCT_US
d00174 MMSL
CHEMBL517712 ChEMBL_ID
CHEBI:16684 CHEBI
CHEMBL2146146 ChEMBL_ID
D001285 MESH_DESCRIPTOR_UI
OIN PDB_CHEM_ID

Pharmaceutical products:

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ProductCategoryIngredientsNDCFormQuantityRoute MarketingLabel
Lomotil HUMAN PRESCRIPTION DRUG LABEL 2 0025-0061 TABLET 0.03 mg ORAL NDA 13 sections
Diphenoxylate Hydrochloride and Atropine Sulfate HUMAN PRESCRIPTION DRUG LABEL 2 0054-3194 SOLUTION 0.03 mg ORAL ANDA 13 sections
Isopto Atropine HUMAN PRESCRIPTION DRUG LABEL 1 0065-0303 SOLUTION 10 mg OPHTHALMIC NDA 16 sections
Belladonna Alkaloids with Phenobarbital HUMAN PRESCRIPTION DRUG LABEL 4 0143-1140 TABLET 0.02 mg ORAL UNAPPROVED DRUG OTHER 11 sections
DONNATAL HUMAN PRESCRIPTION DRUG LABEL 4 0179-0088 ELIXIR 0.02 mg ORAL unapproved drug other 12 sections
Donnatal HUMAN PRESCRIPTION DRUG LABEL 4 0179-0132 TABLET 0.02 mg ORAL unapproved drug other 15 sections
Diphenoxylate Hydrochloride and Atropine Sulfate HUMAN PRESCRIPTION DRUG LABEL 2 0179-0276 TABLET 0.03 mg ORAL ANDA 12 sections
Diphenoxylate Hydrochloride and Atropine Sulfate HUMAN PRESCRIPTION DRUG LABEL 2 0378-0415 TABLET 0.03 mg ORAL ANDA 12 sections
Atropine Sulfate HUMAN PRESCRIPTION DRUG LABEL 1 0409-1630 INJECTION, SOLUTION 0.10 mg INTRAMUSCULAR NDA 14 sections
ATROPINE SULFATE HUMAN PRESCRIPTION DRUG LABEL 1 0409-4910 INJECTION, SOLUTION 0.10 mg INTRAVENOUS UNAPPROVED DRUG OTHER 15 sections
ATROPINE SULFATE HUMAN PRESCRIPTION DRUG LABEL 1 0409-4911 INJECTION, SOLUTION 0.10 mg INTRAVENOUS UNAPPROVED DRUG OTHER 15 sections
Atropine Sulfate HUMAN PRESCRIPTION DRUG LABEL 1 0409-9629 INJECTION, SOLUTION 0.10 mg INTRAMUSCULAR NDA 14 sections
Atropine Sulfate HUMAN PRESCRIPTION DRUG LABEL 1 0409-9630 INJECTION, SOLUTION 0.05 mg INTRAMUSCULAR NDA 14 sections
Belladonna Alkaloids with Phenobartbital HUMAN PRESCRIPTION DRUG LABEL 4 0440-7183 TABLET 0.02 mg ORAL UNAPPROVED DRUG OTHER 10 sections
Atropine Sulfate HUMAN PRESCRIPTION DRUG LABEL 1 0517-0401 INJECTION, SOLUTION 0.40 mg INTRAMUSCULAR UNAPPROVED DRUG OTHER 11 sections
Atropine Sulfate HUMAN PRESCRIPTION DRUG LABEL 1 0517-1010 INJECTION, SOLUTION 1 mg INTRAMUSCULAR UNAPPROVED DRUG OTHER 11 sections
DIPHENOXYLATE HYDROCHLORIDE AND ATROPINE SULFATE HUMAN PRESCRIPTION DRUG LABEL 2 0527-1170 TABLET 0.03 mg ORAL ANDA 12 sections
Diphenoxylate Hydrochloride and Atropine Sulfate HUMAN PRESCRIPTION DRUG LABEL 2 0615-7801 TABLET 0.03 mg ORAL ANDA 12 sections
Atropine Sulfate HUMAN PRESCRIPTION DRUG LABEL 1 0641-6006 INJECTION 0.40 mg INTRAMUSCULAR UNAPPROVED DRUG OTHER 12 sections
AtroPen Auto-Injector HUMAN PRESCRIPTION DRUG LABEL 1 11704-104 INJECTION 0.50 mg INTRAMUSCULAR NDA 13 sections
AtroPen Auto-Injector HUMAN PRESCRIPTION DRUG LABEL 1 11704-105 INJECTION 1 mg INTRAMUSCULAR NDA 13 sections
AtroPen Auto-Injector HUMAN PRESCRIPTION DRUG LABEL 1 11704-106 INJECTION 2 mg INTRAMUSCULAR NDA 13 sections
AtroPen Auto-Injector HUMAN PRESCRIPTION DRUG LABEL 1 11704-107 INJECTION 0.25 mg INTRAMUSCULAR NDA 13 sections
DuoDote HUMAN PRESCRIPTION DRUG LABEL 2 11704-620 KIT 2.10 mg INTRAMUSCULAR NDA 17 sections
ATNAA atropine and pralidoxime chloride HUMAN PRESCRIPTION DRUG LABEL 2 11704-777 KIT 2.10 mg INTRAMUSCULAR NDA 13 sections
Diphenoxylate Hydrochloride and Atropine Sulfate HUMAN PRESCRIPTION DRUG LABEL 2 12634-531 TABLET 0.03 mg ORAL ANDA 12 sections
Atropine HUMAN PRESCRIPTION DRUG LABEL 1 13985-606 SOLUTION/ DROPS 10 mg OPHTHALMIC NDA 16 sections
Belladonna Alkaloids with Phenobartbital HUMAN PRESCRIPTION DRUG LABEL 4 15338-600 TABLET 0.02 mg ORAL Unapproved drug other 12 sections
Diphenoxylate Hcl and Atropine Sulfate HUMAN PRESCRIPTION DRUG LABEL 1 16590-080 TABLET 0.03 mg ORAL ANDA 13 sections
Atropine HUMAN PRESCRIPTION DRUG LABEL 1 17478-215 SOLUTION/ DROPS 10 mg OPHTHALMIC NDA 16 sections