BUTROPIUM

Possibly Marketed Outside US

Details

Stereochemistry	EPIMERIC
Molecular Formula	C28H38NO4
Molecular Weight	452.6056
Optical Activity	UNSPECIFIED
Defined Stereocenters	5 / 5
E/Z Centers	0
Charge	1

SHOW SMILES / InChI

Structure Search

SMILES

CCCCOC1=CC=C(C[N@+]2(C)[C@H]3CC[C@@H]2C[C@@H](C3)OC(=O)[C@H](CO)C4=CC=CC=C4)C=C1

InChI

InChIKey=ALVDDLOWVXJXCD-OTSXCXJCSA-N

InChI=1S/C28H38NO4/c1-3-4-16-32-25-14-10-21(11-15-25)19-29(2)23-12-13-24(29)18-26(17-23)33-28(31)27(20-30)22-8-6-5-7-9-22/h5-11,14-15,23-24,26-27,30H,3-4,12-13,16-20H2,1-2H3/q+1/t23-,24+,26+,27-,29?/m1/s1

HIDE SMILES / InChI

Description
Sources: http://eisai.jp/medical/products/di/EPI/CLP_C-T-G_EPI.pdf
Curator's Comment: Description was created based on several sources, including http://www.mims.com/malaysia/drug/info/coliopan and http://www.genome.jp/dbget-bin/www_bget?D01491

Butropium Bromide is an anticholinergic and an antispasmodic. It is a Muscarinic receptor antagonist. The drug is used for remission of spasmodic pain in the following diseases: gastritis, enteritis, gastric ulcer, duodenal ulcer, cholelithiasis and cholecystopathy (including cholecystitis, and cholecystic and biliary dyskinesia). It is marketed in Japan under the brand name Coliopan.

Originator

Approval Year

Targets

Primary Target	Pharmacology	Condition	Potency
Muscarinic acetylcholine receptor 162 Target ID: CHEMBL2094109 Sources: http://www.genome.jp/dbget-bin/www_bget?D01491	Antagonist 2849

Conditions

Condition	Modality	Highest Phase	Product
Spasmodic pain in gastritis 2 Sources: http://eisai.jp/medical/products/di/EPI/CLP_C-T-G_EPI.pdf	Palliative	Approved 8583	Coliopan Approved Use Remission of spasmodic pain in the following diseases: Gastritis, enteritis, gastric ulcer, duodenal ulcer, cholelithiasis and cholecystopathy (including cholecystitis, and cholecystic and biliary dyskinesia) Launch Date 1974
Spasmodic pain in gastric ulcer 2 Sources: http://eisai.jp/medical/products/di/EPI/CLP_C-T-G_EPI.pdf	Palliative	Approved 8583	Coliopan Approved Use Remission of spasmodic pain in the following diseases: Gastritis, enteritis, gastric ulcer, duodenal ulcer, cholelithiasis and cholecystopathy (including cholecystitis, and cholecystic and biliary dyskinesia) Launch Date 1974
Spasmodic pain in cholelithiasis 2 Sources: http://eisai.jp/medical/products/di/EPI/CLP_C-T-G_EPI.pdf	Palliative	Approved 8583	Coliopan Approved Use Remission of spasmodic pain in the following diseases: Gastritis, enteritis, gastric ulcer, duodenal ulcer, cholelithiasis and cholecystopathy (including cholecystitis, and cholecystic and biliary dyskinesia) Launch Date 1974

Doses

Dose	Population	Adverse events
10 mg 3 times / day multiple, oral Recommended Dose: 10 mg, 3 times / day Route: oral Route: multiple Dose: 10 mg, 3 times / day Sources: https://quest3plus.bpfk.gov.my/front-end/attachment/815/pharma/210295/V_36481_20191101_110605_D4.pdf	unhealthy, ADULT Health Status: unhealthy Age Group: ADULT Sex: unknown Food Status: UNKNOWN Sources: https://quest3plus.bpfk.gov.my/front-end/attachment/815/pharma/210295/V_36481_20191101_110605_D4.pdf	Sources: https://quest3plus.bpfk.gov.my/front-end/attachment/815/pharma/210295/V_36481_20191101_110605_D4.pdf
4 mg 1 times / day single, intravenous Studied dose Dose: 4 mg, 1 times / day Route: intravenous Route: single Dose: 4 mg, 1 times / day Sources: https://pubmed.ncbi.nlm.nih.gov/3478945/	unhealthy, ADULT Health Status: unhealthy Age Group: ADULT Sex: M+F Food Status: UNKNOWN Sources: https://pubmed.ncbi.nlm.nih.gov/3478945/	Other AEs: Palpitation, Increased thirst... Other AEs: Palpitation Increased thirst Urination difficulty (1 pt) Sources: https://pubmed.ncbi.nlm.nih.gov/3478945/

AEs

AE	Significance	Dose	Population
Increased thirst		4 mg 1 times / day single, intravenous Studied dose Dose: 4 mg, 1 times / day Route: intravenous Route: single Dose: 4 mg, 1 times / day Sources: https://pubmed.ncbi.nlm.nih.gov/3478945/	unhealthy, ADULT Health Status: unhealthy Age Group: ADULT Sex: M+F Food Status: UNKNOWN Sources: https://pubmed.ncbi.nlm.nih.gov/3478945/
Palpitation		4 mg 1 times / day single, intravenous Studied dose Dose: 4 mg, 1 times / day Route: intravenous Route: single Dose: 4 mg, 1 times / day Sources: https://pubmed.ncbi.nlm.nih.gov/3478945/	unhealthy, ADULT Health Status: unhealthy Age Group: ADULT Sex: M+F Food Status: UNKNOWN Sources: https://pubmed.ncbi.nlm.nih.gov/3478945/
Urination difficulty	1 pt	4 mg 1 times / day single, intravenous Studied dose Dose: 4 mg, 1 times / day Route: intravenous Route: single Dose: 4 mg, 1 times / day Sources: https://pubmed.ncbi.nlm.nih.gov/3478945/	unhealthy, ADULT Health Status: unhealthy Age Group: ADULT Sex: M+F Food Status: UNKNOWN Sources: https://pubmed.ncbi.nlm.nih.gov/3478945/

PubMed

Title	Date	PubMed
Endoscopic manometry of the sphincter of Oddi in dogs. Pharmacological effects of anticholinergic and selective antimuscarinic agents.	1987-05	3449985
Sensation of aural fullness and its treatment with an autonomic nerve blocking agent.	1987	3478945
Effect of glucagon on gastric motility examined by the acetaminophen absorption method and the endoscopic procedure.	1985	4084348

Patents

Sample Use Guides

In Vivo Use Guide

Capsules 5 mg:The usual adult dosage for oral use is 6 capsules (30 mg ofbutropium bromide) daily in three divided doses. Tablets 10 mg:The usual adult dosage for oral use is 3 tablets (30 mg ofbutropium bromide) daily in three divided doses. Granules 2 %:The usual adult dosage for oral use is 1.5 g (30 mg ofbutropium bromide) daily in three divided doses.

Route of Administration: Oral

In Vitro Use Guide

Unknown

Name

Type

Language

BUTROPIUM

Common Name

English

8-(P-BUTOXYBENZYL)-3.ALPHA.-HYDROXY-1.ALPHA.H,5.ALPHA.H-TROPANIUM (-)-TROPATE

Preferred Name

English

8-AZONIABICYCLO(3.2.1)OCTANE, 8-((4-BUTOXYPHENYL)METHYL)-3-(3-HYDROXY-1-OXO-2-PHENYLPROPOXY)-8-METHYL-, (3(S)-ENDO)-

Common Name

English

Butropium [WHO-DD]

Common Name

English

BUTROPIUM CATION

Common Name

English

BUTROPIUM ION

Common Name

English

Classification Tree Code System Code

NCI_THESAURUS

C29704