scopolamine butylbromide 🐶 Veterinary Use | Indications/Contra | FAERs-F | FAERs-M | Orange Bk | PK/Tox | Related Drugs | BioActivity |

Stem definitionDrug idCAS RN
458 7182-53-8

Description:

MoleculeDescription

Molfile Inchi Smiles

Synonyms:

  • buscopan
  • scopolamine butyl hydroxide
  • scopolamine butylbromide
  • hyoscine butylbromide
  • butylscopolamine
  • butylscopolammonium
  • butylscopolamine bromide
  • n-butylscopolammonium
  • n-butylscopolammonium bromide
Antimuscarinic quaternary ammonium derivative of scopolamine used to treat cramps in gastrointestinal, urinary, uterine, and biliary tracts, and to facilitate radiologic visualization of the gastrointestinal tract.
  • Molecular weight: 360.47
  • Formula: C21H30NO4
  • CLOGP: -1.09
  • LIPINSKI: 0
  • HAC: 5
  • HDO: 1
  • TPSA: 59.06
  • ALOGS: -5.29
  • ROTB: 8

Drug dosage:

DoseUnitRoute
60 mg O
60 mg P
60 mg R

ADMET properties:

PropertyValueReference
MRTD (Maximum Recommended Therapeutic Daily Dose) 3.69 µM/kg/day Contrera JF, Matthews EJ, Kruhlak NL, Benz RD
BA (Bioavailability) 0 % Kim MT, Sedykh A, Chakravarti SK, Saiakhov RD, Zhu H

Predicted pharmacokinetic/toxicological properties (PK-AZ):

PropertyDescriptionValueUnitConfidenceSimilarity
kinase-safety-class ACVR2B,AXL,BRAF,BTK,CAMK2D,CDK5,CDK9,EIF2AK3,EPHB4,ERBB2,GRK2,ITK,NTRK2,PDK1,PDK4,PRKDC,TEK,TGFBR1 18
kinase-selectivity-class EIF2AK3,GRK2,MAP2K6 3
pfas-class PFAS structural alert (1 = True, 0 = False) 0

Approvals:

DateAgencyCompanyOrphan
Jan. 1, 1951 YEAR INTRODUCED

FDA Adverse Event Reporting System (Female)

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
Abdominal pain 154.01 16.85 228 12254 395493 90220472
Swelling face 104.81 16.85 88 12394 81264 90534701
Swollen tongue 102.32 16.85 69 12413 45887 90570078
Angioedema 91.55 16.85 74 12408 64802 90551163
Nail bed inflammation 90.60 16.85 25 12457 1776 90614189
Streptococcal sepsis 89.65 16.85 29 12453 3555 90612410
Constipation 87.25 16.85 146 12336 280249 90335716
Nasal mucosal disorder 85.28 16.85 24 12458 1833 90614132
Dysphonia 84.90 16.85 70 12412 63014 90552951
Pseudomonal sepsis 76.74 16.85 27 12455 4275 90611690
Vascular device infection 73.68 16.85 35 12447 11917 90604048
Metastases to central nervous system 71.95 16.85 39 12443 17503 90598462
Candida infection 68.40 16.85 48 12434 34009 90581956
Drug ineffective for unapproved indication 67.65 16.85 63 12419 66581 90549384
Paronychia 66.95 16.85 29 12453 7977 90607988
Varicose vein 56.28 16.85 25 12457 7302 90608663
Colitis 55.85 16.85 58 12424 69884 90546081
Metastases to lymph nodes 53.61 16.85 28 12454 11661 90604304
Sepsis 52.37 16.85 91 12391 179723 90436242
Hydronephrosis 52.05 16.85 28 12454 12374 90603591
Brain oedema 48.27 16.85 30 12452 17355 90598610
Vomiting 45.16 16.85 221 12261 788072 89827893
Lymphoedema 44.02 16.85 26 12456 13727 90602238
Nausea 42.94 16.85 280 12202 1110036 89505929
Restlessness 42.62 16.85 37 12445 35683 90580282
Diarrhoea 38.82 16.85 241 12241 938949 89677016
Starvation ketoacidosis 36.46 16.85 8 12474 217 90615748
Arthropathy 36.39 16.85 4 12478 366238 90249727
Systemic lupus erythematosus 35.84 16.85 4 12478 361892 90254073
Lip swelling 34.43 16.85 34 12448 38576 90577389
Off label use 34.40 16.85 264 12218 1101988 89513977
Skin fissures 34.22 16.85 26 12456 20783 90595182
Glossodynia 33.31 16.85 3 12479 321776 90294189
Infective exacerbation of chronic obstructive airways disease 33.04 16.85 11 12471 1475 90614490
Synovitis 31.77 16.85 4 12478 329748 90286217
Morbid thoughts 31.27 16.85 9 12473 745 90615220
Naevus haemorrhage 29.14 16.85 6 12476 119 90615846
Aphonia 28.61 16.85 19 12463 12300 90603665
Intestinal obstruction 26.46 16.85 29 12453 37102 90578863
Pulmonary artery stenosis congenital 25.93 16.85 7 12475 458 90615507
Chemical burns of eye 25.24 16.85 5 12477 81 90615884
Purulent discharge 24.93 16.85 13 12469 5392 90610573
Drug diversion 24.28 16.85 8 12474 1039 90614926
Arthropod bite 24.01 16.85 15 12467 8752 90607213
Enterocolitis 23.93 16.85 16 12466 10474 90605491
Urinary tract infection 23.72 16.85 94 12388 305538 90310427
Colitis ulcerative 23.70 16.85 35 12447 60231 90555734
Obstructive pancreatitis 23.28 16.85 7 12475 674 90615291
Eczema 22.68 16.85 32 12450 52838 90563127
Contraindicated product administered 22.49 16.85 8 12474 320131 90295834
Treatment failure 22.39 16.85 7 12475 303921 90312044
Impaired healing 22.17 16.85 3 12479 234196 90381769
Essential tremor 21.93 16.85 8 12474 1404 90614561
Blood creatinine increased 21.66 16.85 45 12437 101341 90514624
Helicobacter infection 21.25 16.85 3 12479 226847 90389118
Metastatic gastric cancer 21.16 16.85 5 12477 190 90615775
Jaundice 20.78 16.85 24 12458 32493 90583472
Adrenocortical insufficiency acute 20.38 16.85 9 12473 2592 90613373
Malaise 20.24 16.85 144 12338 585842 90030123
Bowel movement irregularity 20.02 16.85 12 12470 6502 90609463
Nephrolithiasis 20.01 16.85 29 12453 49056 90566909
Pharyngeal swelling 19.92 16.85 14 12468 9930 90606035
Intestinal perforation 19.91 16.85 16 12466 13865 90602100
Anorectal malformation 19.91 16.85 5 12477 246 90615719
Atrial septal defect 19.85 16.85 13 12469 8221 90607744
Allergic cough 19.81 16.85 7 12475 1121 90614844
Infusion related reaction 19.78 16.85 17 12465 416763 90199202
Subcutaneous abscess 19.77 16.85 12 12470 6654 90609311
Abdominal discomfort 19.74 16.85 22 12460 477306 90138659
Hepatitis E 19.63 16.85 8 12474 1891 90614074
Therapeutic product effect decreased 19.38 16.85 7 12475 277564 90338401
Alopecia 19.20 16.85 24 12458 495047 90120918
Oligohydramnios 18.92 16.85 12 12470 7189 90608776
Faeces hard 18.48 16.85 9 12473 3233 90612732
Skin warm 18.20 16.85 12 12470 7675 90608290
Drug abuse 18.12 16.85 37 12445 82310 90533655
Encephalopathy neonatal 17.70 16.85 3 12479 19 90615946
Stomatitis 17.44 16.85 8 12474 274690 90341275
Pericarditis 16.95 16.85 8 12474 270143 90345822

FDA Adverse Event Reporting System (Male)

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
Abdominal pain 49.50 18.60 83 4847 190388 42426017
Pancreatic neoplasm 39.52 18.60 11 4919 963 42615442
Genitalia external ambiguous 37.34 18.60 8 4922 232 42616173
Congenital bladder anomaly 36.06 18.60 8 4922 274 42616131
Foetal hypokinesia 33.48 18.60 8 4922 382 42616023
Neonatal respiratory depression 32.06 18.60 8 4922 458 42615947
Foetal exposure during pregnancy 31.84 18.60 33 4897 47278 42569127
Anomaly of external ear congenital 30.38 18.60 6 4924 115 42616290
Anal stenosis 29.22 18.60 7 4923 338 42616067
Diarrhoea 28.70 18.60 117 4813 460732 42155673
External auditory canal atresia 27.65 18.60 6 4924 185 42616220
Hyperaesthesia 25.90 18.60 13 4917 5939 42610466
Vomiting 25.13 18.60 82 4848 289641 42326764
Tumour invasion 23.58 18.60 6 4924 372 42616033
Interleukin level increased 22.49 18.60 7 4923 903 42615502
Oral mucosal blistering 22.24 18.60 9 4921 2492 42613913
Faeces hard 21.83 18.60 8 4922 1696 42614709
Respiratory disorder neonatal 20.70 18.60 8 4922 1962 42614443
Neuroleptic malignant syndrome 20.16 18.60 18 4912 21454 42594951
Abdominal pain upper 20.06 18.60 35 4895 82574 42533831
Atrial septal defect 19.80 18.60 12 4918 7907 42608498
Gastritis erosive 19.27 18.60 11 4919 6492 42609913
Decubitus ulcer 19.07 18.60 13 4917 10464 42605941
Lactose intolerance 19.03 18.60 7 4923 1499 42614906
Intercepted product storage error 18.74 18.60 5 4925 373 42616032
Hepatitis alcoholic 18.73 18.60 5 4925 374 42616031

FDA Adverse Event Reporting System (Geriatric)

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
Abdominal pain 171.12 14.95 286 16041 512703 110060269
Swollen tongue 106.85 14.95 81 16246 60281 110512691
Swelling face 97.49 14.95 92 16235 92229 110480743
Nail bed inflammation 90.36 14.95 26 16301 2004 110570968
Nasal mucosal disorder 87.77 14.95 25 16302 1858 110571114
Constipation 81.95 14.95 170 16157 357616 110215356
Streptococcal sepsis 81.49 14.95 30 16297 5042 110567930
Dysphonia 76.99 14.95 74 16253 75855 110497117
Pseudomonal sepsis 64.72 14.95 30 16297 9016 110563956
Vascular device infection 63.40 14.95 36 16291 16476 110556496
Angioedema 62.69 14.95 75 16252 98425 110474547
Metastases to central nervous system 62.39 14.95 40 16287 22777 110550195
Diarrhoea 61.38 14.95 330 15997 1139175 109433797
Vomiting 59.77 14.95 279 16048 910396 109662576
Varicose vein 59.12 14.95 26 16301 6914 110566058
Paronychia 58.93 14.95 30 16297 11051 110561921
Candida infection 54.83 14.95 50 16277 47959 110525013
Metastases to lymph nodes 47.78 14.95 29 16298 15003 110557969
Nausea 47.51 14.95 328 15999 1235362 109337610
Drug ineffective for unapproved indication 46.25 14.95 66 16261 102772 110470200
Colitis 45.04 14.95 65 16262 102258 110470714
Restlessness 39.38 14.95 45 16282 56214 110516758
Hydronephrosis 37.14 14.95 28 16299 20637 110552335
Sepsis 34.04 14.95 116 16211 327230 110245742
Lymphoedema 33.16 14.95 23 16304 14906 110558066
Neutropenic sepsis 33.12 14.95 31 16296 30715 110542257
Intestinal obstruction 32.98 14.95 40 16287 53187 110519785
Enterocolitis 32.57 14.95 25 16302 18924 110554048
Malaise 32.29 14.95 189 16138 671630 109901342
Arthropathy 31.55 14.95 3 16324 287519 110285453
Lip swelling 31.27 14.95 38 16289 50629 110522343
Brain oedema 30.92 14.95 30 16297 31068 110541904
Pancreatic neoplasm 30.05 14.95 11 16316 1818 110571154
Skin fissures 28.95 14.95 26 16301 24432 110548540
Morbid thoughts 28.89 14.95 9 16318 910 110572062
Naevus haemorrhage 28.73 14.95 6 16321 119 110572853
Faeces hard 27.05 14.95 13 16314 4233 110568739
Aphonia 26.67 14.95 19 16308 12841 110560131
Urinary tract infection 26.67 14.95 107 16220 326175 110246797
Anorectal malformation 26.45 14.95 5 16322 58 110572914
Pharyngeal swelling 25.47 14.95 18 16309 12014 110560958
Neuroleptic malignant syndrome 25.12 14.95 28 16299 34031 110538941
Synovitis 25.05 14.95 5 16322 274087 110298885
Off label use 24.25 14.95 332 15995 1499853 109073119
Infective exacerbation of chronic obstructive airways disease 24.13 14.95 11 16316 3179 110569793
Eczema 23.55 14.95 40 16287 72253 110500719
Chemical burns of eye 23.23 14.95 5 16322 115 110572857
Glossodynia 22.63 14.95 3 16324 222001 110350971
Systemic lupus erythematosus 22.50 14.95 5 16322 254333 110318639
Jaundice 22.31 14.95 35 16292 59201 110513771
Levator syndrome 21.98 14.95 4 16323 37 110572935
Metastatic gastric cancer 21.85 14.95 6 16321 390 110572582
Arthropod bite 21.71 14.95 15 16312 9656 110563316
Purulent discharge 20.81 14.95 13 16314 7070 110565902
Nephrolithiasis 20.73 14.95 36 16291 66176 110506796
Allergic cough 19.93 14.95 7 16320 1028 110571944
Tumour invasion 19.57 14.95 6 16321 575 110572397
Discomfort 19.44 14.95 4 16323 214703 110358269
Borderline personality disorder 19.44 14.95 7 16320 1105 110571867
Essential tremor 19.26 14.95 8 16319 1850 110571122
Impaired healing 19.25 14.95 3 16324 196714 110376258
Treatment failure 18.33 14.95 9 16318 277225 110295747
Pericarditis 18.04 14.95 5 16322 219109 110353863
Therapeutic product effect decreased 17.62 14.95 7 16320 244309 110328663
Intestinal perforation 16.81 14.95 18 16309 20926 110552046
Haematochezia 16.72 14.95 46 16281 115478 110457494
Enteritis 16.33 14.95 17 16310 19139 110553833
Perforation 16.13 14.95 7 16320 1803 110571169
Cholangitis acute 15.76 14.95 7 16320 1906 110571066
Back pain 15.64 14.95 101 16226 370895 110202077
Colitis ulcerative 15.63 14.95 35 16292 77328 110495644
Skin warm 15.54 14.95 12 16315 9158 110563814
Subcutaneous abscess 15.37 14.95 12 16315 9305 110563667
Helicobacter infection 15.25 14.95 4 16323 181873 110391099
Vulvovaginal swelling 15.15 14.95 5 16322 608 110572364
Administration site swelling 15.01 14.95 5 16322 626 110572346

FDA Adverse Event Reporting System (Pediatric)

None

Pharmacologic Action:

SourceCodeDescription
ATC A03BB01 ALIMENTARY TRACT AND METABOLISM
DRUGS FOR FUNCTIONAL GASTROINTESTINAL DISORDERS
BELLADONNA AND DERIVATIVES, PLAIN
Belladonna alkaloids, semisynthetic, quaternary ammonium compounds
ATC A03DB04 ALIMENTARY TRACT AND METABOLISM
DRUGS FOR FUNCTIONAL GASTROINTESTINAL DISORDERS
ANTISPASMODICS IN COMBINATION WITH ANALGESICS
Belladonna and derivatives in combination with analgesics
MeSH PA D010276 Parasympatholytics
MeSH PA D018377 Neurotransmitter Agents
MeSH PA D018678 Cholinergic Agents
MeSH PA D018680 Cholinergic Antagonists
MeSH PA D018727 Muscarinic Antagonists
CHEBI has role CHEBI:48876 muscarinic antagonist
CHEBI has role CHEBI:53784 antispasmodic drug
CHEBI has role CHEBI:35480 analgesic

Related Drugs by ATC class:

A03BB Belladonna alkaloids, semisynthetic, quaternary ammonium compounds 5 drugs
cimetropiumfentoniummethscopolaminemethylatropinemethylhomatropine

Drug Use | Suggest Off label Use Form| |View source of the data|

DiseaseRelationSNOMED_IDDOID
Gastric spasm indication 196754001




🐶 Veterinary Drug Use

SpeciesUseRelation
Horses Abdominal pain (colic) associated with spasmodic colic Indication
Horses Flatulent colic Indication
Horses Simple impactions Indication

🐶 Veterinary products

ProductApplicantIngredients
Buscopan Injectable Solution Boehringer lngelheim Animal Health USA Inc. 1

Acid dissociation constants calculated using MoKa v3.0.0

Dissociation levelDissociation constantType (acidic/basic)
pKa1 13.24 acidic

Orange Book patent data (new drug applications)

None

Orange Book exclusivity data (new drug applications)

None

Bioactivity Summary:

TargetClassPharosUniProtActionTypeActivity value
(-log[M])		Mechanism
action		Bioact sourceMoA source
Muscarinic acetylcholine receptor M1 GPCR WOMBAT-PK
Muscarinic acetylcholine receptor M2 GPCR WOMBAT-PK
Muscarinic acetylcholine receptor M3 GPCR WOMBAT-PK
Muscarinic acetylcholine receptor M4 GPCR WOMBAT-PK

External reference:

IDSource
1085787 RXNORM
C0006519 UMLSCUI
CHEBI:32123 CHEBI
CHEMBL1256901 ChEMBL_ID
6852391 PUBCHEM_CID
CHEMBL1618102 ChEMBL_ID
149-64-4 SECONDARY_CAS_RN
DB09300 DRUGBANK_ID
1156229000 SNOMEDCT_US
395739004 SNOMEDCT_US
D002086 MESH_DESCRIPTOR_UI
2Z3E1OF81V UNII
003459 NDDF

Pharmaceutical products:

None