U.S. Department of Health & Human Services Divider Arrow National Institutes of Health Divider Arrow NCATS

Details

Stereochemistry ABSOLUTE
Molecular Formula C19H26NO4.Br
Molecular Weight 412.318
Optical Activity UNSPECIFIED
Defined Stereocenters 6 / 7
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of OXITROPIUM BROMIDE

SMILES

[Br-].[H][C@@]12O[C@]1([H])[C@H]3C[C@H](C[C@@H]2[N@@+]3(C)CC)OC(=O)[C@H](CO)C4=CC=CC=C4

InChI

InChIKey=LCELQERNWLBPSY-KHSTUMNDSA-M
InChI=1S/C19H26NO4.BrH/c1-3-20(2)15-9-13(10-16(20)18-17(15)24-18)23-19(22)14(11-21)12-7-5-4-6-8-12;/h4-8,13-18,21H,3,9-11H2,1-2H3;1H/q+1;/p-1/t13-,14-,15-,16+,17-,18+,20?;/m1./s1

HIDE SMILES / InChI

Molecular Formula BrH
Molecular Weight 80.912
Charge 0
Count
Stereochemistry ACHIRAL
Additional Stereochemistry No
Defined Stereocenters 0 / 0
E/Z Centers 0
Optical Activity NONE

Molecular Formula C19H25NO4
Molecular Weight 331.4061
Charge 0
Count
Stereochemistry EPIMERIC
Additional Stereochemistry No
Defined Stereocenters 6 / 7
E/Z Centers 0
Optical Activity UNSPECIFIED

Description
Curator's Comment: description was created based on several sources, including https://www.ncbi.nlm.nih.gov/pubmed/17594728

Oxitropium bromide (trade names Oxivent, Tersigan) is a bronchodilator indicated for asthma and chronic obstructive pulmonary disease. Oxitropium’s bronchodilation effect is similar to that of ipratropium bromide, but oxitropium is longer-lasting. The usual dose is 200 ug, 2–3 times daily. It blocks the muscarinic cholinergic receptors which mediate smooth muscle contraction in the airways. The manufacturer claims that regular use of oxitropium (200μg twice or three times daily) reduces the incidence of symptoms, including the need for night-time bronchodilators, and improves lung function in some patients; it is not intended for immediate symptom relief. Although widely used for many years (alone or in combination with short-acting beta agonists) for both maintenance treatment of stable disease and exacerbation of airway obstruction, Boehringer Ingelheim announced the discontinuation of Oxivent formulations at May 2004.

Approval Year

Targets

Targets

Primary TargetPharmacologyConditionPotency
Conditions

Conditions

ConditionModalityTargetsHighest PhaseProduct
Primary
Unknown

Approved Use

Unknown
Primary
Unknown

Approved Use

Unknown
PubMed

PubMed

TitleDatePubMed
Effect of oxitropium bromide (Ba253) on isolated respiratory smooth muscle and release of chemical mediators from passively sensitized lung fragments.
1989 Jun

Sample Use Guides

2 puffs two to three times daily
Route of Administration: Respiratory
In Vitro Use Guide
The effect of oxitropium bromide (Ba253) on the resting tonus and agonist-induced contraction of isolated guinea pig airway smooth muscle and on the anaphylactic release of histamine and immunoreactive leukotrienes (i-LTs) from lung fragments were investigated. Ba253 dose-dependently inhibited the acetylcholine (ACh)-induced contraction of the isolated trachea and lung parenchyma.
Substance Class Chemical
Created
by admin
on Fri Dec 15 15:33:16 GMT 2023
Edited
by admin
on Fri Dec 15 15:33:16 GMT 2023
Record UNII
SF4NW7NH7C
Record Status Validated (UNII)
Record Version
  • Download
Name Type Language
OXITROPIUM BROMIDE
EP   INN   JAN   MART.   MI   WHO-DD  
INN  
Official Name English
OXITROPIUM BROMIDE [EP IMPURITY]
Common Name English
BA-253
Code English
OXITROPIUM BROMIDE [EP MONOGRAPH]
Common Name English
oxitropium bromide [INN]
Common Name English
OXITROPIUM BROMIDE [MART.]
Common Name English
OXITROPIUM BROMIDE [MI]
Common Name English
TERSIGAN
Brand Name English
(8R)-6.BETA.,7.BETA.-EPOXY-8-ETHYL-3.ALPHA.-HYDROXY-1.ALPHA.H,5.ALPHA.H-TROPANIUM BROMIDE (-)-TROPATE
Common Name English
OXITROPIUM BROMIDE [JAN]
Common Name English
BA253
Code English
Oxitropium bromide [WHO-DD]
Common Name English
OXIVENT
Brand Name English
Classification Tree Code System Code
WHO-VATC QR03BB02
Created by admin on Fri Dec 15 15:33:16 GMT 2023 , Edited by admin on Fri Dec 15 15:33:16 GMT 2023
NCI_THESAURUS C319
Created by admin on Fri Dec 15 15:33:16 GMT 2023 , Edited by admin on Fri Dec 15 15:33:16 GMT 2023
WHO-ATC R03BB02
Created by admin on Fri Dec 15 15:33:16 GMT 2023 , Edited by admin on Fri Dec 15 15:33:16 GMT 2023
NCI_THESAURUS C29704
Created by admin on Fri Dec 15 15:33:16 GMT 2023 , Edited by admin on Fri Dec 15 15:33:16 GMT 2023
Code System Code Type Description
EVMPD
SUB09543MIG
Created by admin on Fri Dec 15 15:33:16 GMT 2023 , Edited by admin on Fri Dec 15 15:33:16 GMT 2023
PRIMARY
EPA CompTox
DTXSID0023402
Created by admin on Fri Dec 15 15:33:16 GMT 2023 , Edited by admin on Fri Dec 15 15:33:16 GMT 2023
PRIMARY
INN
3955
Created by admin on Fri Dec 15 15:33:16 GMT 2023 , Edited by admin on Fri Dec 15 15:33:16 GMT 2023
PRIMARY
ECHA (EC/EINECS)
250-113-6
Created by admin on Fri Dec 15 15:33:16 GMT 2023 , Edited by admin on Fri Dec 15 15:33:16 GMT 2023
PRIMARY
DRUG BANK
DBSALT002531
Created by admin on Fri Dec 15 15:33:16 GMT 2023 , Edited by admin on Fri Dec 15 15:33:16 GMT 2023
PRIMARY
NCI_THESAURUS
C74157
Created by admin on Fri Dec 15 15:33:16 GMT 2023 , Edited by admin on Fri Dec 15 15:33:16 GMT 2023
PRIMARY
WIKIPEDIA
Oxitropium bromide
Created by admin on Fri Dec 15 15:33:16 GMT 2023 , Edited by admin on Fri Dec 15 15:33:16 GMT 2023
PRIMARY
SMS_ID
100000083050
Created by admin on Fri Dec 15 15:33:16 GMT 2023 , Edited by admin on Fri Dec 15 15:33:16 GMT 2023
PRIMARY
ChEMBL
CHEMBL1739767
Created by admin on Fri Dec 15 15:33:16 GMT 2023 , Edited by admin on Fri Dec 15 15:33:16 GMT 2023
PRIMARY
FDA UNII
SF4NW7NH7C
Created by admin on Fri Dec 15 15:33:16 GMT 2023 , Edited by admin on Fri Dec 15 15:33:16 GMT 2023
PRIMARY
MERCK INDEX
m8312
Created by admin on Fri Dec 15 15:33:16 GMT 2023 , Edited by admin on Fri Dec 15 15:33:16 GMT 2023
PRIMARY Merck Index
RXCUI
54270
Created by admin on Fri Dec 15 15:33:16 GMT 2023 , Edited by admin on Fri Dec 15 15:33:16 GMT 2023
PRIMARY RxNorm
CAS
30286-75-0
Created by admin on Fri Dec 15 15:33:16 GMT 2023 , Edited by admin on Fri Dec 15 15:33:16 GMT 2023
PRIMARY
Related Record Type Details
PARENT -> SALT/SOLVATE
Related Record Type Details
IMPURITY -> PARENT
Related Record Type Details
ACTIVE MOIETY