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Substance Name: Butylscopolamine bromide [JAN]
RN: 149-64-4
UNII: 0GH9JX37C8
InChIKey: HOZOZZFCZRXYEK-GSWUYBTGSA-M

Note

  • 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 Formula

  • C21-H30-N-O4.Br

Molecular Weight

  • 440.375
 

Classification Codes

  • Autonomic Agents
  • Cholinergic Agents
  • Cholinergic Antagonists
  • Drug / Therapeutic Agent
  • Muscarinic Antagonists
  • Neurotransmitter Agents
  • Parasympatholytics
  • Peripheral Nervous System Agents
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Names and Synonyms

Name of Substance

  • Butylscopolamine bromide [JAN]
  • Butylscopolammonium bromide

MeSH Heading

  • Butylscopolammonium bromide

Synonyms

  • Amisepan
  • Buscapina
  • Buscapine
  • Buscol
  • Buscolamin
  • Buscolysin
  • Buscolysine
  • Buscopan
  • Butylhyoscine
  • Butylmin
  • Butylscopolamine bromide
  • Butylscopolammonium bromide
  • Donopon
  • EINECS 205-744-1
  • Hyoscin-N-butyl bromide
  • Hyoscin-N-butylbromid
  • Hyoscin-N-butylbromid [German]
  • Hyoscine butobromide
  • Hyoscine butyl bromide
  • Hyoscine butylbromide
  • Hyoscine-N-butyl bromide
  • Joscine
  • Monospan
  • N-Butylhyoscine bromide
  • N-Butylhyoscinium bromide
  • N-Butylscopolamine bromide
  • N-Butylscopolaminium bromide
  • N-Butylscopolammonium bromide
  • Scobro
  • Scobron
  • Scobutil
  • Scobutyl
  • Scopolamine bromobutylate
  • Scopolamine butobromide
  • Scopolamine butyl bromide
  • Scopolamine N-butyl bromide
  • Scopolan
  • Sparicon
  • Sporamin
  • Stilbron
  • Tirantil
  • UNII-0GH9JX37C8

Systematic Names

  • 1-alpha-H,5-alpha-H-Tropanium, 8-butyl-6-beta,7-beta-epoxy-3-alpha-hydroxy-, bromide, (-)-tropate
  • 3-Oxa-9-azoniatricyclo(3.3.1.02,4)nonane, 9-butyl-7-(3-hydroxy-1-oxo-2-phenylpropoxy)-9-methyl-, bromide, (7(S)-(1alpha,2beta,4beta,5alpha,7beta))-
  • N-Butylhyoscinium bromide
  • Scopolamine butylbromide
  • Scopolamine N-n-butylbromide

Registry Numbers

CAS Registry Number

  • 149-64-4

FDA UNII

  • 0GH9JX37C8

System Generated Number

  • 0000149644

Molecular Formulas

Molecular Formula

  • C21-H30-N-O4.Br

Molecular Formula Fragments

  • Br
  • C21-H30-N-O4
  • COMPONENT

Structure Descriptors

InChI

InChI=1S/C21H30NO4.BrH/c1-3-4-10-22(2)17-11-15(12-18(22)20-19(17)26-20)25-21(24)16(13-23)14-8-6-5-7-9-14;/h5-9,15-20,23H,3-4,10-13H2,1-2H3;1H/q+1;/p-1/t15-,16-,17-,18+,19-,20+,22?;/m1./s1

InChIKey

HOZOZZFCZRXYEK-GSWUYBTGSA-M

Smiles

[Br-].CCCC[N+]1(C)[C@@H]2C[C@H](C[C@H]1[C@@H]3O[C@H]23)OC(=O)[C@H](CO)c4ccccc4

Toxicity

Organism Test Type Route Reported Dose (Normalized Dose) Effect Source
guinea pig LD50 subcutaneous 155mg/kg (155mg/kg)   Archives Internationales de Pharmacodynamie et de Therapie. Vol. 137, Pg. 375, 1962.
mammal (species unspecified) LD50 intraperitoneal 65mg/kg (65mg/kg)   Farmaco, Edizione Scientifica. Vol. 39, Pg. 3, 1984.
mammal (species unspecified) LD50 oral 750mg/kg (750mg/kg)   Farmaco, Edizione Scientifica. Vol. 39, Pg. 3, 1984.
mammal (species unspecified) LD50 subcutaneous 155mg/kg (155mg/kg)   Farmaco, Edizione Scientifica. Vol. 39, Pg. 3, 1984.
mouse LD50 intraperitoneal 65mg/kg (65mg/kg)   United States Patent Document. Vol. #4558054,
mouse LD50 intravenous 10300ug/kg (10.3mg/kg) BEHAVIORAL: CONVULSIONS OR EFFECT ON SEIZURE THRESHOLD

LUNGS, THORAX, OR RESPIRATION: RESPIRATORY DEPRESSION

BEHAVIORAL: ATAXIA
Oyo Yakuri. Pharmacometrics. Vol. 5, Pg. 581, 1971.
mouse LD50 oral 1170mg/kg (1170mg/kg) BEHAVIORAL: CONVULSIONS OR EFFECT ON SEIZURE THRESHOLD Therapie. Vol. 14, Pg. 1096, 1959.
mouse LD50 subcutaneous 243mg/kg (243mg/kg)   Yaoxue Tongbao. Bulletin of Pharmacology. Vol. 18, Pg. 217, 1983.
rat LD50 intraduodenal 180mg/kg (180mg/kg)   Archives Internationales de Pharmacodynamie et de Therapie. Vol. 180, Pg. 155, 1969.
rat LD50 intravenous 24mg/kg (24mg/kg) AUTONOMIC NERVOUS SYSTEM: "SMOOTH MUSCLE RELAXANT (MECHANISM UNDEFINED, SPASMOLYTIC)"

SENSE ORGANS AND SPECIAL SENSES: MYDRIASIS (PUPILLARY DILATION): EYE
Oyo Yakuri. Pharmacometrics. Vol. 23, Pg. 461, 1982.
rat LD50 oral 1040mg/kg (1040mg/kg)   Archives Internationales de Pharmacodynamie et de Therapie. Vol. 180, Pg. 155, 1969.
rat LD50 subcutaneous 450mg/kg (450mg/kg)   Arzneimittel-Forschung. Drug Research. Vol. 4, Pg. 341, 1954.

Physical Properties

Physical Property Value Units Temp (deg C) Source
Melting Point 143 deg C   EXP
log P (octanol-water) -1.110 (none)   EST
Atmospheric OH Rate Constant 5.41E-11 cm3/molecule-sec 25 EST

Physical property data is provided to ChemIDplus by SRC, Inc.