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Tiotropium bromide

Tiotropium bromide
Tiotropium bromide structure
CAS No.
136310-93-5
Chemical Name:
Tiotropium bromide
Synonyms
Ba-679;Ba-679 BR;TiopropiuM;otropiuM broMide;TIOTROPIUM BROMIDE;Thiamethoxam bromide;USP Tiotropium bromide;Tiotropium bromide, >=99%;TiotropiuM broMide anhydrous;Anhydrous Tiotropium Bromide
CBNumber:
CB4244930
Molecular Formula:
C19H22BrNO4S2
Formula Weight:
472.42
MOL File:
136310-93-5.mol

Tiotropium bromide Properties

Melting point:
218-2200C
storage temp. 
Inert atmosphere,2-8°C
λmax
240nm(lit.)
Merck 
14,9454
CAS DataBase Reference
136310-93-5(CAS DataBase Reference)
FDA UNII
XX112XZP0J
ATC code
R03BB04,R03BB54

Tiotropium bromide price More Price(46)

Manufacturer Product number Product description CAS number Packaging Price Updated Buy
TCI Chemical T3032 Tiotropium Bromide >98.0%(HPLC)(T) 136310-93-5 50mg $206 2021-12-16 Buy
TCI Chemical T3032 Tiotropium Bromide >98.0%(HPLC)(T) 136310-93-5 200mg $617 2021-12-16 Buy
Cayman Chemical 15773 Tiotropium (bromide) ≥98% 136310-93-5 1mg $59 2021-12-16 Buy
Cayman Chemical 15773 Tiotropium (bromide) ≥98% 136310-93-5 5mg $115 2021-12-16 Buy
Tocris 5902 Tiotropium Bromide ≥98%(HPLC) 136310-93-5 10 $173 2021-12-16 Buy

Tiotropium bromide Chemical Properties,Uses,Production

Description

Tiotropium bromide is a long-acting inhaled muscarinic antagonist, developed for the once-daily treatment of chronic obstructive pulmonary disease. Tiotropium bromide can be prepared in three steps. The Grignard condensation of 2-thienyl magnesium bromide with oxalic acid dimethyl ester, followed by a transesterlfication with scopine provided the ester which was quaternized with methyl bromide. Tiotropium bromide binds to human recombinant muscarinic receptors M1-, M2- and M3-subtypes with high and similar affinity, comparable to those obtained with ipratropium. Tiotropium bromide is characterized by its novel property of kinetic selectivity : while ipratropium rapidly dissociated from each of the receptor subtypes, tiotropium dissociated rapidly from M2 receptors (t1/2=3.6 h) but slowly from MI (t1/2=14.6 h) and M3 (t1/2=34.7 h) receptors. Inhibition of cholinergic bronchospasm by tiotropium bromide was demonstrated in anesthetized guinea pigs, rabbits and dogs. In healthy volunteers, inhalation of tiotropium bromide resulted in an absolute bioavailability of 19.5%, a t,,, value of 5 min. and the terminal half-life value of 5-6 days. There was no evidence of drug accumulation after repeated administration. The extent of biotransfonation was small with a urinary excretion of 74% of unchanged substance after iv. administration. Long term studies in patients with stable COPD have demonstrated that tiotropium bromide gave an effective bronchodilation that was maintained over 24h, significantly improved lung function as measured by FEVI (+ll-12%) and showed progressive reduction in dyspnea. It also reduced exacerbations of COPD patients and improved quality of life. Tiotropium bromide produced greater and more sustained bronchodilation than ipratropium bromide. Tiotropium has been shown to cause superior bronchodilatation and symptomatic improvements when compared to twice daily salmeterol in COPD. Tiotropium bromide was well tolerated and caused few adverse effects. The most common side effect reported was the mechanism-related effect of dry mouth.

Description

Tiotropium is an antagonist that binds to M1, M2, and M3 muscarinic acetylcholine receptors (Kds = 0.43, 0.54, and 0.69 nM, respectively, for human receptors). It decreases acetylcholine-induced contraction of isolated guinea pig trachea in a concentration-dependent manner. In vivo, tiotropium (1 g/L inhaled aerosol) confers complete protection against acetylcholine-induced bronchospasms in anesthetized dogs. Formulations containing tiotropium have been used in the treatment of chronic obstructive pulmonary disease (COPD).

Chemical Properties

White Solid

Originator

Boehringer lngelheim (Germany)

Uses

Muscarinic receptor antagonist. Bronchodilator

Uses

Specially selective choline drug resistance

Uses

Anti - Asthmatic

Definition

ChEBI: An organic bromide salt having (1alpha,2beta,4beta,5alpha,7beta)-7-[(hydroxydi-2-thienylacetyl)oxy]-9,9-dimethyl-3-oxa-9-azoniatricyclo[3.3.1.02,4]non ne as the counterion. Used (in the form of the hydrate) for maintenance treatment of airflow obstruction in patients with chronic obstructive pulmonary disease.

brand name

Spiriva

General Description

Tiotropium bromide, (1 ,2 ,4 ,7 )-7-[(hydroxidi-2-thienylacetyl)oxy]-9,9-dimethyl-3-oxa-9-azoniatricyclo[3.3.1.02,4]nonane, (Spiriva) is anantimuscarinic agent that is used in an inhalation device to deliverthe drug into the lungs. It is indicated in the treatment ofchronic obstructive pulmonary disease (COPD), includingchronic bronchitis and emphysema. The standard once-dailydose is 18 g of tiotropium.

Pharmacokinetics

Tiotropium is administered as a dry powder via inhalation using a HandiHaler, in which is placed the drug, contained in a green capsule. Patients should be cautioned not to be confused and take the medication orally. Systemic distribution following oral inhalation is minimal, essentially because of its hydrophilic character. If swallowed, only approximately 14% of the dose is eliminated in the urine, with the remainder being found in the feces. Inhaled tiotropium has a 30-minute onset of action but a much longer duration of action than ipratropium (24 versus <4 hours, respectively). Tiotropium is metabolized by both CYP3A4 and CYP2D6, followed by glutathione conjugation to a variety of metabolites. Only a very small amount is nonenzymatically hydrolyzed to inactive products.

Clinical Use

Tiotropium is the dithienyl derivative of N-methyl scopolamine, a quaternary analogue of naturally occurring scopolamine in Atropa belladonna. It is indicated primarily for the relief of bronchospasms associated with COPD and can be considered to be a site-specific, local medication to the lung.

Side effects

Tiotropium has an adverse reaction profile similar to that of ipratropium, with dry mouth being the most common adverse effect; however, blurred vision, tachycardia, urinary difficulty, headache precipitation, and exacerbation of narrow-angle glaucoma have been reported.

Chemical Synthesis

At least two synthetic paths have been disclosed in the patent and literature. The synthesis of tiotropium is depicted in the scheme. Tropenol hydrochloride 209 was first neutralized with ammonia in toluene and then the free base was reacted with methyl di-(2- thienyl)glycolate (210) in the presence of sodium hydride to furnish desired tropenol ester 211 in 83% yield. The vanadium-catalyzed oxidation of tropenol ester 211 using hydrogen peroxide-urea complex gave epoxide 212, which was converted into its quaternary salt 25 with methyl bromide. The last two steps were carried out in a one-pot process in 88%yield.

Tiotropium bromide Preparation Products And Raw materials

Raw materials

Preparation Products


Tiotropium bromide Suppliers

Global( 334)Suppliers
Supplier Tel Fax Email Country ProdList Advantage
Frapp's ChemicalNFTZ Co., Ltd.
+86 (576) 8169-6106
+86 (576) 8169-6105 sales@frappschem.com China 886 50
Shanghai Bojing Chemical Co.,Ltd.
+86-21-37122233
+86-21-37127788 Candy@bj-chem.com CHINA 497 55
Henan Tianfu Chemical Co.,Ltd.
0371-55170693
0371-55170693 info@tianfuchem.com China 22607 55
Hangzhou FandaChem Co.,Ltd.
008615858145714
+86-571-56059825 fandachem@gmail.com CHINA 9150 55
Nanjing Finetech Chemical Co., Ltd.
025-85710122 17714198479
025-85710122 sales@fine-chemtech.com CHINA 890 55
ATK CHEMICAL COMPANY LIMITED
+86 21 5161 9050/ 5187 7795
+86 21 5161 9052/ 5187 7796 ivan@atkchemical.com CHINA 26782 60
Hebei Minshang Biotechnology Co.,Ltd
+8613582176207
cathy@hbminshang.cn China 302 58
career henan chemical co
+86-0371-55982848
sales@coreychem.com China 29953 58
HEBEI YINGONG NEW MATERIAL TECHNOLOGY CO.,LTD
+8619933070948
claire@hbyingong.com China 687 58
Zhejiang ZETian Fine Chemicals Co. LTD
18957127338
stella@zetchem.com China 2008 58

View Lastest Price from Tiotropium bromide manufacturers

Image Release date Product Price Min. Order Purity Supply Ability Manufacturer
2022-01-20 Tiotropium bromide
136310-93-5
US $100.00 / KG 1KG 99% 20 ton Hanhong Medicine Technology (Hubei) Co., Ltd.
2022-01-09 Tiotropium bromide
136310-93-5
US $100.00 / KG 1KG 99% 9000kg/per week Hebei Lingding Biological Technology Co., Ltd
2021-12-27 Tiotropium Bromide
136310-93-5
US $500.00 / g 10g 99%hplc 50tons Hebei Minshang Biotechnology Co.,Ltd

136310-93-5(Tiotropium bromide)Related Search:


  • (1α,2β,4β,5α,7β)-7-[(Hy-droxydi-2-thienylacetyl)axy]-9,9-dimethyl-3-oxa-9-azoniatri-cyclo[3.3.1.02.4]nonane
  • (1a,2b,4b,5a,7b)-7-[(Hydroxydi-2-thienylacetyl)oxy]-9,9-dimethyl-3-oxa-9-azoniatricyclo[3.3.1.02,4]nonane bromide
  • Anhydrous Tiotropium Bromide
  • 3-Oxa-9-azoniatricyclo[3.3.1.02,4]nonane, 7-[(2-hydroxy-2,2-di-2-thienylacetyl)oxy]-9,9-dimethyl-, bromide (1:1), (1α,2β,4β,5α,7β)-
  • (1R,2R,4S,5S,7s)-7-[(2-Hydroxy-2,2-dithiophen-2-ylacetyl)oxy]-9,9-dimethyl-3-oxa-9-azoniatricyclo[3.3.1.02,4]nonane bromide monohydrate
  • (1a,2,4,5a,7)-7-[(2-Hydroxy-2,2-di-2-thienylacetyl)oxy]-9,9-dimethyl-3-oxa-9-azoniatricyclo[3.3.1.02,4]nonane Bromide
  • (1α,2β,4β,5α,7β-7-[(Hydroxydi-2-thienylacetyl)oxy]-9,9-dimethyl-3-oxa-9-azoniatricyclo[3.3.1.0^<2,4>^]nonane bromide
  • Ba-679
  • Ba-679 BR
  • otropiuM broMide
  • TiotropiuM broMide anhydrous
  • (1R,2S,4R,5S,7R)-7-{[2-hydroxy-2,2-bis(thiophen-2-yl)acetyl]oxy}-9,9-diMethyl-3-oxa-9-azatricyclo[3.3.1.0^{2,4}]nonan-9-iuM broMide
  • TiotropiuM BroMide(Spiriva, BA 679BR)
  • (1α,2β,4β,5α,7β)-7-[(2-Hydroxy-2,2-di-2-thienylacetyl)oxy]-9,9-diMethyl-3-oxa-9-azoniatricyclo[3.3.1.02,4]nonane BroMide
  • 3-Oxa-9-azoniatricyclo[3.3.1.02,4]nonane,7-[(2-hydroxy-2,2-di-2-thienylacetyl)oxy]-9,9-diMethyl-, broMide (1:1), (1a,2b,4b,5a,7b)-
  • TiopropiuM
  • (1R,2R,4S,5S,7s)-7-(2-Hydroxy-2,2-di(thiophen-2-yl)acetoxy)-9,9-diMethyl-3-oxa-9-azatricyclo[3.3.1.02,4]nonan-9-iuM broMide
  • TIOTROPIUM BROMIDE
  • Tiotropium bromide, >=99%
  • Tiotropium Bromide Impurity 8
  • rel-(1R,2R,4S,5S,7s)-7-(2-Hydroxy-2,2-di(thiophen-2-yl)acetoxy)-9,9-dimethyl-3-oxa-9-azatricyclo[3.3.1.02,4]nonan-9-ium bromide
  • Thiamethoxam bromide
  • USP Tiotropium bromide
  • Tiotropium bromide USP/EP/BP
  • Tiotropium Bromide Impurity 6
  • 136310-93-5
  • C19H22BrNO4S2H2O
  • C19H22NO4S2Br
  • C19H21BrNO4S2
  • stock for supply, stable production, we can also offer commerical quantity
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