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Details

Stereochemistry ABSOLUTE
Molecular Formula C19H26NO4
Molecular Weight 332.414
Optical Activity UNSPECIFIED
Defined Stereocenters 6 / 7
E/Z Centers 0
Charge 1

SHOW SMILES / InChI
Structure of OXITROPIUM

SMILES

[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=NVOYVOBDTVTBDX-PMEUIYRNSA-N
InChI=1S/C19H26NO4/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/q+1/t13-,14-,15-,16+,17-,18+,20?/m1/s1

HIDE SMILES / InChI

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

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.
Name Type Language
OXITROPIUM
WHO-DD  
Common Name English
Oxitropium [WHO-DD]
Common Name English
(8R)-6.BETA.,7.BETA.-EPOXY-8-ETHYL-3.ALPHA.-HYDROXY-1.ALPHA.H,5.ALPHA.H-TROPANIUM (-)-TROPATE.
Common Name English
(7(S)-(1.ALPHA.,2.BETA.,4.BETA.,5.ALPHA.,7.BETA.))-9-ETHYL-7-(3-HYDROXY-1-OXO-2-PHENYLPROPOXY)-9-METHYL-3-OXA-9-AZONIATRICYCLO(3.3.1.02,4)NONANE
Common Name English
Classification Tree Code System Code
NCI_THESAURUS C29704
Created by admin on Fri Dec 15 16:47:19 GMT 2023 , Edited by admin on Fri Dec 15 16:47:19 GMT 2023
Code System Code Type Description
NCI_THESAURUS
C87641
Created by admin on Fri Dec 15 16:47:19 GMT 2023 , Edited by admin on Fri Dec 15 16:47:19 GMT 2023
PRIMARY
DRUG CENTRAL
2022
Created by admin on Fri Dec 15 16:47:19 GMT 2023 , Edited by admin on Fri Dec 15 16:47:19 GMT 2023
PRIMARY
RXCUI
32649
Created by admin on Fri Dec 15 16:47:19 GMT 2023 , Edited by admin on Fri Dec 15 16:47:19 GMT 2023
PRIMARY RxNorm
FDA UNII
8G15T83E6I
Created by admin on Fri Dec 15 16:47:19 GMT 2023 , Edited by admin on Fri Dec 15 16:47:19 GMT 2023
PRIMARY
MESH
C017590
Created by admin on Fri Dec 15 16:47:19 GMT 2023 , Edited by admin on Fri Dec 15 16:47:19 GMT 2023
PRIMARY
DRUG BANK
DB12086
Created by admin on Fri Dec 15 16:47:19 GMT 2023 , Edited by admin on Fri Dec 15 16:47:19 GMT 2023
PRIMARY
EVMPD
SUB03574MIG
Created by admin on Fri Dec 15 16:47:19 GMT 2023 , Edited by admin on Fri Dec 15 16:47:19 GMT 2023
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EPA CompTox
DTXSID9048144
Created by admin on Fri Dec 15 16:47:19 GMT 2023 , Edited by admin on Fri Dec 15 16:47:19 GMT 2023
PRIMARY
PUBCHEM
6917866
Created by admin on Fri Dec 15 16:47:19 GMT 2023 , Edited by admin on Fri Dec 15 16:47:19 GMT 2023
PRIMARY
CAS
99571-64-9
Created by admin on Fri Dec 15 16:47:19 GMT 2023 , Edited by admin on Fri Dec 15 16:47:19 GMT 2023
PRIMARY
SMS_ID
100000085507
Created by admin on Fri Dec 15 16:47:19 GMT 2023 , Edited by admin on Fri Dec 15 16:47:19 GMT 2023
PRIMARY