Tiotropium bromide hydrate

Modify Date: 2024-01-02 08:04:23

Tiotropium bromide hydrate Structure
Tiotropium bromide hydrate structure
 Common Name Tiotropium bromide hydrate
CAS Number 139404-48-1 Molecular Weight 490.432
Density N/A Boiling Point N/A
Molecular Formula C19H24BrNO5S2 Melting Point 218-220ºC
MSDS N/A Flash Point N/A

 Use of Tiotropium bromide hydrate


Tiotropium Bromide hydrate is an anticholinergic and bronchodilator and a muscarinic receptor antagonist.Target: mAChRTiotropium bromide (Ba 679 BR) is a novel potent and long-lasting muscarinic antagonist that has been developed for the treatment of chronic obstructive airways disease (COPD). Binding studies with [3H]tiotropium bromide in human lung have confirmed that this is a potent muscarinic antagonist with equal affinity for M1-, M2- and M3-receptors and is approximately 10-fold more potent than ipratropium bromide. In vitro tiotropium bromide has a potent inhibitory effect against cholinergic nerve-induced contraction of guinea-pig and human airways, that has a slower onset than atropine or ipratropium bromide. tiotropium bromide dissociates slowly from M3-receptors (on airway smooth muscle) but rapidly from M2 autoreceptors (on cholinergic nerve terminals) [1]. Tiotropium bromide is a quaternary ammonium derivative that binds to muscarinic receptors. However, although tiotropium binds with high affinity to muscarinic receptors of M1-, M2- and M3-subtypes, it dissociates very slowly from M1- and M3-receptors but more rapidly from M2-receptors, thereby giving it a unique kinetic selectivity [2].

 Names

Name Tiotropium Bromide
Synonym More Synonyms

 Tiotropium bromide hydrate Biological Activity

Description Tiotropium Bromide hydrate is an anticholinergic and bronchodilator and a muscarinic receptor antagonist.Target: mAChRTiotropium bromide (Ba 679 BR) is a novel potent and long-lasting muscarinic antagonist that has been developed for the treatment of chronic obstructive airways disease (COPD). Binding studies with [3H]tiotropium bromide in human lung have confirmed that this is a potent muscarinic antagonist with equal affinity for M1-, M2- and M3-receptors and is approximately 10-fold more potent than ipratropium bromide. In vitro tiotropium bromide has a potent inhibitory effect against cholinergic nerve-induced contraction of guinea-pig and human airways, that has a slower onset than atropine or ipratropium bromide. tiotropium bromide dissociates slowly from M3-receptors (on airway smooth muscle) but rapidly from M2 autoreceptors (on cholinergic nerve terminals) [1]. Tiotropium bromide is a quaternary ammonium derivative that binds to muscarinic receptors. However, although tiotropium binds with high affinity to muscarinic receptors of M1-, M2- and M3-subtypes, it dissociates very slowly from M1- and M3-receptors but more rapidly from M2-receptors, thereby giving it a unique kinetic selectivity [2].
Related Catalog
References

[1]. Barnes, P.J., et al., Tiotropium bromide (Ba 679 BR), a novel long-acting muscarinic antagonist for the treatment of obstructive airways disease. Life Sci, 1995. 56(11-12): p. 853-9.

[2]. Hansel, T.T. and P.J. Barnes, Tiotropium bromide: a novel once-daily anticholinergic bronchodilator for the treatment of COPD. Drugs Today (Barc), 2002. 38(9): p. 585-600.

 Chemical & Physical Properties

Melting Point 218-220ºC
Molecular Formula C19H24BrNO5S2
Molecular Weight 490.432
Exact Mass 489.027924
PSA 124.77000
Storage condition -20℃

 Safety Information

RIDADR NONH for all modes of transport
HS Code 2934999090

 Synthetic Route

7-(2,2-dithiophen-2-ylacetoxy)-9,9-dimethyl-3-oxa-9-azoniatricyclo[3.3.1.02,4]nonane bromide structure

7-(2,2-dithioph...

CAS#:1336913-22-4

~74%

Tiotropium bromide hydrate Structure

Tiotropium brom...

CAS#:139404-48-1
Literature: BILGIC, Mahmut Patent: US2013/30182 A1, 2013 ; Location in patent: Paragraph 0102 ;
Scopine Di(2-thienyl) Glycolate structure

Scopine Di(2-th...

CAS#:136310-64-0
Methyl bromide structure

Methyl bromide

CAS#:74-83-9

~96%

Tiotropium bromide hydrate Structure

Tiotropium brom...

CAS#:139404-48-1
Literature: GENERICS [UK] LIMITED; MYLAN INDIA PRIVATE LIMITED; GORE, Vinayak Govind; MANOJKUMAR, Bindu; SHINDE, Dattatraya; KOKANE, Dattatrey Patent: WO2011/15884 A1, 2011 ; Location in patent: Page/Page column 16 ;
5,5-di(thiophen-2-yl)-1,3-dioxolane-2,4-dione structure

5,5-di(thiophen...

CAS#:1374772-94-7
Scopine Methobromide structure

Scopine Methobromide

CAS#:1508-46-9

~85%

Tiotropium bromide hydrate Structure

Tiotropium brom...

CAS#:139404-48-1
Literature: Drug Process Licensing Associates, LLC Patent: US2012/123125 A1, 2012 ; Location in patent: Page/Page column 3 ;
Tiotropium bromide hydrate structure

Tiotropium brom...

CAS#:411207-31-3

~%

Tiotropium bromide hydrate Structure

Tiotropium brom...

CAS#:139404-48-1
Literature: US2006/246009 A1, ; Page/Page column 4 ;
Scopine structure

Scopine

CAS#:498-45-3

~%

Tiotropium bromide hydrate Structure

Tiotropium brom...

CAS#:139404-48-1
Literature: WO2011/123077 A1, ;
2-Thiopheneacetic acid, .alpha.-2-thienyl- structure

2-Thiopheneacet...

CAS#:4408-82-6

~%

Tiotropium bromide hydrate Structure

Tiotropium brom...

CAS#:139404-48-1
Literature: WO2011/123077 A1, ;
Methyl 2,2-dithienylglycolate structure

Methyl 2,2-dith...

CAS#:26447-85-8

~%

Tiotropium bromide hydrate Structure

Tiotropium brom...

CAS#:139404-48-1
Literature: WO2013/143510 A1, ;
N/A structure

N/A

CAS#:1336913-20-2

~%

Tiotropium bromide hydrate Structure

Tiotropium brom...

CAS#:139404-48-1
Literature: US2013/30182 A1, ;
(1R,2R,4S,5S,7s)-9-methyl-3-oxa-9-azatricyclo[3.3.1.02,4]nonan-7-yl 2,2-di(thiophen-2-yl)acetate structure

(1R,2R,4S,5S,7s...

CAS#:1336913-21-3

~%

Tiotropium bromide hydrate Structure

Tiotropium brom...

CAS#:139404-48-1
Literature: US2013/30182 A1, ;

 Customs

HS Code 2934999090
Summary 2934999090. other heterocyclic compounds. VAT:17.0%. Tax rebate rate:13.0%. . MFN tariff:6.5%. General tariff:20.0%

 Synonyms

3-Oxa-9-azoniatricyclo[3.3.1.0]nonane, 7-[(2-hydroxy-2,2-di-2-thienylacetyl)oxy]-9,9-dimethyl-, bromide, (1R,2R,4S,5S)-, hydrate (1:1:1)
3-oxa-9-azoniatricyclo[3.3.1.0]nonane, 7-[(hydroxydi-2-thienylacetyl)oxy]-9,9-dimethyl-, bromide, (1R,2R,4S,5S)-, monohydrate
(1R,2R,4S,5S,7S)-7-{[hydroxy(dithiophen-2-yl)acetyl]oxy}-9,9-dimethyl-3-oxa-9-azoniatricyclo[3.3.1.0]nonane bromide hydrate
MFCD00867027
Tiotropium bromide hydrate
(1R,2R,4S,5S,7S)-7-{[Hydroxy(dithiophen-2-yl)acetyl]oxy}-9,9-dimethyl-3-oxa-9-azoniatricyclo[3.3.1.0]nonanbromidhydrat
Tiotropium bromide monohydrate
bromure de (1R,2R,4S,5S,7S)-7-{[hydroxy(dithiophén-2-yl)acétyl]oxy}-9,9-diméthyl-3-oxa-9-azoniatricyclo[3.3.1.0]nonane hydrate
(1R,2R,4S,5S,7s)-7-[2-Hydroxy(di-2-thienyl)acetoxy]-9,9-dimethyl-3-oxa-9-azoniatricyclo[3.3.1.0]nonane bromide hydrate (1:1:1)
Tiotropium bromide xhydrate
Tiotropium (bromide hydrate)
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