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Tamsulosin hydrochloride is a specific α1-adrenoceptor antagonist, a white to off-white solid, used primarily in the medical field for the treatment of benign prostatic hypertrophy.
Used in Pharmaceutical Industry:
Tamsulosin hydrochloride is used as a therapeutic agent for the treatment of benign prostatic hypertrophy. It functions by selectively blocking α1-adrenoceptors, which helps to alleviate symptoms associated with the condition, such as urinary retention and difficulty in urination.

80223-99-0

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80223-99-0 Usage

Clinical Use

Treatment of benign prostatic hyperplasia

Drug interactions

Potentially hazardous interactions with other drugs Anaesthetics: enhanced hypotensive effect. Antidepressants: enhanced hypotensive effect with MAOIs. Antifungals: concentration increased by ketoconazole. Avanafil, vardenafil, sildenafil and tadalafil: enhanced hypotensive effect, avoid concomitant use. Beta-blockers: enhanced hypotensive effect; increased risk of first dose hypotensive effect. Calcium-channel blockers: enhanced hypotensive effect; increased risk of first dose hypotensive effect. Diuretics: enhanced hypotensive effect; increased risk of first dose hypotensive effect. Moxisylyte: possibly severe postural hypotension.

Metabolism

Tamsulosin is metabolised slowly in the liver primarily by the cytochrome P450 isoenzymes CYP2D6 and CYP3A4; it is excreted mainly in the urine as metabolites and some unchanged drug

Check Digit Verification of cas no

The CAS Registry Mumber 80223-99-0 includes 8 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 5 digits, 8,0,2,2 and 3 respectively; the second part has 2 digits, 9 and 9 respectively.
Calculate Digit Verification of CAS Registry Number 80223-99:
(7*8)+(6*0)+(5*2)+(4*2)+(3*3)+(2*9)+(1*9)=110
110 % 10 = 0
So 80223-99-0 is a valid CAS Registry Number.
InChI:InChI=1/C20H28N2O5S.ClH/c1-4-26-17-7-5-6-8-18(17)27-12-11-22-15(2)13-16-9-10-19(25-3)20(14-16)28(21,23)24;/h5-10,14-15,22H,4,11-13H2,1-3H3,(H2,21,23,24);1H

80223-99-0 Well-known Company Product Price

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  • (1643281)  Racemic tamsulosin hydrochloride  United States Pharmacopeia (USP) Reference Standard

  • 80223-99-0

  • 1643281-50MG

  • 29,437.20CNY

  • Detail

80223-99-0SDS

SAFETY DATA SHEETS

According to Globally Harmonized System of Classification and Labelling of Chemicals (GHS) - Sixth revised edition

Version: 1.0

Creation Date: Aug 18, 2017

Revision Date: Aug 18, 2017

1.Identification

1.1 GHS Product identifier

Product name Tamsulosin hydrochloride

1.2 Other means of identification

Product number -
Other names Tamsulosinehydrochloride

1.3 Recommended use of the chemical and restrictions on use

Identified uses For industry use only.
Uses advised against no data available

1.4 Supplier's details

1.5 Emergency phone number

Emergency phone number -
Service hours Monday to Friday, 9am-5pm (Standard time zone: UTC/GMT +8 hours).

More Details:80223-99-0 SDS

80223-99-0Downstream Products

80223-99-0Relevant articles and documents

Continuous-Flow Synthesis of (R)-Tamsulosin Utilizing Sequential Heterogeneous Catalysis

Ishitani, Haruro,Kobayashi, Shū,Laroche, Benjamin,Nishizawa, Ken,Saito, Yuki

, (2022/02/16)

We describe the continuous-flow synthesis of (R)-tamsulosin, a blockbuster therapeutic drug employed for dysuria associated with urinary stones and benign prostatic hyperplasia, by utilizing sequential heterogeneous catalysis. Two heterogeneous catalysts have been developed for the synthesis, and the key step involves reductive amination of nitriles using dimethylpolysilane-modified Pd on activated carbon/calcium phosphate. Overall, (R)-tamsulosin was obtained in 60 % yield and 64 % ee (99 % ee after recrystallization) in a flow stream through four catalytic transformations without the need for the isolation or purification of any intermediates or byproduct.

Preparation method of tamsulosin hydrochloride crystal form

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Paragraph 0017-0020, (2021/05/26)

The invention relates to the technical field of preparation of crystal forms of organic compounds, in particular to a preparation method of a tamsulosin hydrochloride crystal form. The method comprises the following steps: completely dissolving tamsulosin in a solvent at 60-70 DEG C, then dropwise adding acid for reaction for a period of time, conducting cooling to 20-30 DEG C, and conducting filtering, washing and drying to obtain tamsulosin, wherein tamsulosin is a refined product. The method is simple in process, high in yield, high in product purity and suitable for large-scale industrialization.

Preparation method of tamsulosin hydrochloride

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Paragraph 0040-0043, (2021/05/22)

The invention belongs to the technical field of chemical synthesis, and relates to a synthesis method of tamsulosin hydrochloride. The preparation method comprises the following steps: firstly reacting benzenesulfonamide as shown in a formula (II) with bromo ether as shown in a formula (III) to obtain a condensation compound intermediate as shown in a formula (IV), carrying out transfer hydrogenation reaction on the intermediate as shown in the formula (IV) in the presence of ammonium formate and a catalyst to obtain R-tamsulosin free alkali as shown in a formula (V), subjecting the R-tamsulosin free alkali and hydrochloric acid to a salt forming reaction in an organic solvent, so that the tamsulosin hydrochloride shown in the formula (I) is obtained. The method is characterized in that the reaction of the formula (II) and the formula (III) is carried out in a solvent containing water. According to the synthesis route disclosed by the invention, in the reaction process of the obtained tamsulosin hydrochloride, no disubstituted by-product generated by reaction of bimolecular bromide and amine exists, the obtained tamsulosin hydrochloride has the advantages of good product purity, stable quality and high yield, and the synthesis method disclosed by the invention is mild in reaction condition and convenient to synthesize.

Preparation method of tamsulosin hydrochloride

-

, (2020/07/13)

The invention provides a preparation method of tamsulosin hydrochloride. Specifically, the preparation method comprises a step of reacting 5-acetonyl-2-methoxybenzenesulfonamide with (R)-1-phenylethylamine under the action of a reducing agent to obtain a compound as shown in a formula (IV) or pharmaceutically acceptable salt thereof, and further comprises a step of preparing tamsulosin hydrochloride from the compound as shown in the formula (IV) or pharmaceutically acceptable salt thereof. The preparation method provided by the invention is high in safety and strong in operability, avoids theuse of a heavy metal catalyst, and has an industrial actual use value.

A high optical purity of tamsulosin preparation method of leach

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Paragraph 0037; 0040; 0043; 0044; 0045; 0046; 0049, (2018/10/02)

The invention discloses a preparation method of tamsulosin hydrochloride with high optical purity, and belongs to a medicine technology and a chemical field. A recrystallization method is adopted, crude products of (R)-5-(2-(2-(2-ethoxyphenoxy) ethyl amino) propyl)-2-methoxyl phenyl sulfonamide hydrochloride are refined, so that pure products of the (R)-5-(2-(2-(2-ethoxyphenoxy) ethyl amino) propyl)-2-methoxyl group sulfonamide hydrochloride of which the e.e. value is larger than 99.8% is obtained; a crystallizing solvent adopted by the recrystallization method is a mixed solvent consisting of an organic solvent and water, the organic solvent is selected from one of methanol, ethyl alcohol, acetone, acetonitrile and isopropyl alcohol, and the recrystallization temperature is under 15 DEG C. The preparation method disclosed by the invention is simple to operate, short in period, low in cost and good in repeatability, and can solve the inevitable problem of rework for treatment in the industrial production.

Method of resolving tamsulosin enantiomer

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Paragraph 0187-0191, (2017/08/29)

The invention relates to a method of resolving tamsulosin enantiomer, and in particular, relates to a method of resolving tamsulosin, represented as the formula (I), into an R-enantiomer and an S-enantiomer. The method includes the steps of: (a) dissolving a solid mixture of (R)-tamsulosin free alkali and (S)-tamsulosin free alkali in a solvent and performing a reaction to the free alkalis with camphor-10-sulfonic acid to form a solution containing a pair of diastereomeric camphor-10-sulfonates of tamsulosin, and then preferentially precipitating one diastereomeric camphor-10-sulfonate of the tamsulosin from the solution containing a pair of the diastereomeric camphor-10-sulfonates of tamsulosin, thereby forming a precipitate, in which one diastereomer is enriched, and a solute, in which the other one diastereomer is enriched; and (b) from one of the precipitate and the solute, releasing tamsulosin free alkali to obtain optical-rotation-enriched tamsulosin free alkali. The method has excellent technical performance.

PROCESS FOR PREPARATION OF HIGH PURITY TAMSULOSIN OR SALT THEREOF

-

, (2016/10/10)

The present invention refers to of the existing method contain pharmaceutically available plasticizer manufacturing method compared to a simple, low-environmentally friendly, purity contain pharmaceutically available plasticizer or contain pharmaceutically available plasticizer hydrochloride provides manufacturing method. (by machine translation)

Process for Preparing Tamsulosin Hydrochloride

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Page/Page column 3, (2010/11/03)

The invention relates to an process for preparing Tamsulosin hydrochloride of Formula (I) which comprises (i) reacting (R)-(?)-5-(2-amino-propyl)-2-methoxybenzenesulfonamide of Formula (II) with substituted phenoxy compound of Formula (III), wherein Z represents a removing group, such as —OSO2CH3, —OSO2C6H4CH3, —F, —Br, —Cl, or —I, in a solvent in the presence of an alkaline earth metal oxide to obtain Tamsulosin base and (ii) converting Tamsulosin base into hydrochloride salt in a solvent by addition of aqueous hydrochloric acid.

AN IMPROVED PROCESS FOR THE PREPARATION OF TAMSULOSIN HYDROCHLORIDE

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Page/Page column 9, (2009/01/24)

The invention relates an improved process for preparing the (R)-(-)5-[2-[[2-(2-ethoxyphenoxyethyl]amino]propyl]-2-methoxybenzenesulfonamide of Formula (I): and its pharmaceutically acceptable salts.

Process for preparation of tamsulosin and its aralkylamine derivatives

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Page/Page column 7, (2008/06/13)

The present invention discloses a new process for the synthesis of tamsulosin and its aralkylamine derivatives, especially (R)-(?)-5-{2-[2-(2-alkoxyphenoxy)ethylamino]propyl}-2-alkoxybenzenesulfonamides having the following formula 1 (where R1 and R2 represent C1-C4 alkyl groups) and their hydrochloride thereof, and other various pharmaceutical used salts. Tamsulosin hydrochloride (R1=Et, R2=Me, in its hydrochloride salt form) is an antagonist of α-A adrenoceptors in the prostate. Tamsulosin?HCl occurs as white crystals, which melt with decomposition at approximately 230° C. It is sparingly soluble in water and in methanol, slightly soluble in glacial acetic acid and in ethanol, and practically insoluble in ether.

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