ChemicalBook--->CAS DataBase List--->106463-17-6

106463-17-6

106463-17-6 Structure

106463-17-6 Structure
IdentificationMore
[Name]

Tamsulosin hydrochloride
[CAS]

106463-17-6
[Synonyms]

5-[(2R)-2-[[2-(2-ETHOXYPHENOXY)ETHYL]AMINO]PROPYL]-2-METHOXYBENZENESULFONAMIDE HYDROCHLORIDE
FLOMAX
HARNAL
LY-253351
OMNIC
PRADIF
TAMSOLUSIN HYDROCHLORIDE
TAMSULOSIN HCL
TAMSULOSIN HYDROCHLORIDE
YM-12617-1
YM-617
(-)-ly253352
(-)-ym12617
(r)-onohydrochlorid
5-(2-((2-(2-ethoxyphenoxy)ethyl)amino)propyl)-2-methoxy-,monohydrochloride,(r)-benzenesulfonamid
5-(2-((2-(2-ethoxyphenoxy)ethyl)amino)propyl)-2-methoxy-benzenesulfonamidm
amsulosinhydrochloride
idehydrochloride
r-(-)-5-(2-((2-(2-ethoxyphenoxy)ethyl)amino)propyl)-2-methoxybenzenesulfonam
TAMSULOSIN, HYDROCHLORIDE 99.5%
[EINECS(EC#)]

629-756-5
[Molecular Formula]

C20H29ClN2O5S
[MDL Number]

MFCD00922997
[Molecular Weight]

444.97
[MOL File]

106463-17-6.mol
Chemical PropertiesBack Directory
[Appearance]

White to Off-White Solid
[Melting point ]

228-230°C
[alpha ]

D24 -4.0° (c = 0.35 in methanol)
[RTECS ]

DB2430000
[storage temp. ]

2-8°C
[solubility ]

DMSO: >10mg/mL
[form ]

white powder
[color ]

White to Off-White
[Usage]

Specific a1-adrenoceptor antagonist. Used in the treatment of benign prostatic hypertrophy
[Merck ]

14,9049
[Major Application]

pharmaceutical (small molecule)
[InChIKey]

ZZIZZTHXZRDOFM-XFULWGLBSA-N
[SMILES]

C1(S(=O)(=O)N)=CC(=CC=C1OC)C[C@@H](C)NCCOC1C=CC=CC=1OCC.Cl |&1:13,r|
[CAS DataBase Reference]

106463-17-6(CAS DataBase Reference)
Safety DataBack Directory
[Symbol(GHS) ]

Exclamation Mark (GHS07)
GHS07
[Signal word ]

Warning
[Hazard statements ]

H302
[Precautionary statements ]

P264-P270-P301+P312-P501
[Hazard Codes ]

Xn
[Risk Statements ]

22-36/37/38
[Safety Statements ]

26
[WGK Germany ]

3
[HS Code ]

29350090
[Storage Class]

11 - Combustible Solids
[Hazard Classifications]

Acute Tox. 4 Oral
Hazard InformationBack Directory
[Hazard]

Moderately toxic by ingestion.
[Chemical Properties]

White to Off-White Solid
[Originator]

Contiflo OD,Ranbaxy Laboratories,India
[Uses]

(R)-Tamsulosin is a specific α1-adrenoceptor antagonist. It is used in the treatment of benign prostatic hypertrophy.
[Uses]

An α1-adrenoceptor antagonist
[Uses]

antineoplastic, alkylating agent
[Uses]

Specific a1-adrenoceptor antagonist. Used in the treatment of benign prostatic hypertrophy
[Uses]

Specific α1-adrenoceptor antagonist. Used in the treatment of benign prostatic hypertrophy.
[Definition]

ChEBI: Tamsulosin hydrochloride is a hydrochloride resulting from the reaction of equimolar amounts of tamulosin and hydrogen chloride. It has a role as an alpha-adrenergic antagonist and an antineoplastic agent. It contains a tamsulosin(1+). It is an enantiomer of an ent-tamsulosin hydrochloride.
[Manufacturing Process]

In 1,000 ml of acetonitrile was suspended 17 g of 5-{2-[2-(2- ethoxyphenoxy)ethylamino]-1-hydroxy-2-methylethyl}-2- methoxybenzenesulfonamide hydrochloride and while stirring the suspension, 9 g of thionyl chloride was added dropwise to the suspension at room temperature, whereby the product first dissolved and then began to crystallize gradually. After stirring the mixture for two days, the crystals formed were recovered by filtration, washed with chloroform and dried to provide 15 g of 5-{1-chloro-2-[2-(2-ethoxyphenoxy)ethylamino]-2-methylethyl}-2- methoxybenzenesulfonamide hydrochloride. Melting point: 197°-200°C.
In methanol was dissolved the 5-{1-chloro-2-[2-(2- ethoxyphenoxy)ethylamino]ethyl}-2-methoxybenzenesulfonamide hydrochloride and after adding thereto 10% palladium carbon, dechlorination was performed under hydrogen stream at normal temperature and pressure. The palladium carbon was filtered away and the filtrate was concentrated under reduced pressure to provide the 2-methoxy-5-{2-[2-(2- ethoxyphenoxy)ethylamino]ethyl}benzenesulfonamide hydrochloride, which was recrystallized from 120 ml of a mixture of methanol and ethanol (1:4 by volume ratio) to provide the colorless crystals thereof. The melting point of the 5-{2-[2-(2-ethoxyphenoxy)ethylamino]-2-methylethyl}-2- methoxybenzenesulfonamide hydrochloride: 254°-256°C.
[Therapeutic Function]

Antihypertensive
[General Description]

Tamsulosin hydrochloride is a subtypeselective a1A and a1D adrenoceptor antagonist, which exists in two enantiomeric forms, of which the R-isomer is the pharmaceutically active component. It is used to reduce urinary obstruction and is also involved in relieving the symptoms associated with symptomatic benign prostatic hyperplasia.
[Biological Activity]

Selective α 1A -adrenoceptor antagonist (pK i values are 9.97, 9.64 and 8.86 for α 1A , α 1B and α 1D subtypes respectively). Decreases resting maximal urethral pressure with negligable effect on mean arterial blood pressure in vivo .
[Biochem/physiol Actions]

Tamsulosin is an α1A/1D-adrenoceptor antagonist used as a treatment of benign prostatic hypertrophy (BPH). Its activity as an ? blocker also affects the iris, and has led to complications during cataract surgery, a condition called "floppy iris" syndrome.
[storage]

Store at -20°C
Questions And AnswerBack Directory
[Description]

Tamsulosin hydrochloride is the hydrochloride form of Tamsulosin (Trade name: Alna ® / Flomax ®). It is a kind of medication used for the treatment of symptomatic benign prostatic hyperplasia (BPH), boosting the passage of kidney stones. It can also be used for the treatment of acute urinary retention. It is a kind of selective antagonist of alpha-1A and alpha-1B-adrenoceptros located in prostate, prostatic capsule, prostatic urethra, and bladder neck. The blockage of these receptors through Tamsulosin causes the relaxation of smooth muscles in the bladder neck and prostate.
[References]

https://www.drugbank.ca/drugs/DB00706
https://en.wikipedia.org/wiki/Tamsulosin
Spectrum DetailBack Directory
[Spectrum Detail]

Tamsulosin hydrochloride(106463-17-6)1HNMR
Well-known Reagent Company Product InformationBack Directory
[Sigma Aldrich]

106463-17-6(sigmaaldrich)
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