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Cas Database

Name	Tamsulosin hydrochloride	EINECS	629-756-5
CAS No.	106463-17-6	Density	N/A
PSA	108.26000	LogP	4.51290
Solubility	N/A	Melting Point	228-230 °C
Formula	C₂₀H₂₉ClN₂O₅S	Boiling Point	595.5 °C at 760 mmHg
Molecular Weight	408.519	Flash Point	313.9 °C
Transport Information	N/A	Appearance	white to off-white solid
Safety	26	Risk Codes	22-36/37/38
Molecular Structure		Hazard Symbols	Xn
Synonyms	Benzenesulfonamide,5-[(2R)-2-[[2-(2-ethoxyphenoxy)ethyl]amino]propyl]-2-methoxy-,monohydrochloride (9CI);Benzenesulfonamide,5-[2-[[2-(2-ethoxyphenoxy)ethyl]amino]propyl]-2-methoxy-, monohydrochloride,(R)-;(-)-YM 12617;(R)-(-)-YM 12617;Flomax;Harnal;LY 253351;Omic;Omnic;YM 12617-1;YM 617;Yutanal;Tamsulosin HCl;	Article Data	3

Tamsulosin hydrochloride Synthetic route

: (S)-tamsulosin-(R)-BPA salt

: 106463-17-6
(+)-Tamsulosin

Conditions

Conditions	Yield
With ammonia In water at 45 - 50℃; for 0.5h; pH=10.5; Product distribution / selectivity;	83.4%

: (R/S)-5-[2-[[2-(2-ethoxyphenoxy)ethyl]amino]propyl]-2-methoxybenzenesulfonamide D-10-camphorsulfonic acid salt

A: 106463-17-6
(+)-Tamsulosin

B: 106133-20-4
(R)-tamsulosin

Conditions

Conditions	Yield
With sodium hydrogencarbonate In dichloromethane; water

: 882494-06-6
oxalate salt of tamsulosin

: 35193-63-6, 35193-64-7, 39648-67-4, 50574-52-2
(S)-1,1'-binaphthyl-2,2'-diyl hydrogen phosphate

: (R)-tamsulosin-(S)-BPA salt

B: 106463-17-6
(+)-Tamsulosin

Conditions

Conditions	Yield
In water; acetone at 27 - 55℃; for 5.41667h; Product distribution / selectivity;

: (S)-tamsulosin-(S)-BPA salt

: 106463-17-6
(+)-Tamsulosin

Conditions

Conditions	Yield
With ammonia In water at 45 - 50℃; for 0.5h; pH=10.5; Product distribution / selectivity;

: 852619-17-1
C20H26N2O5S

A: 106463-17-6
(+)-Tamsulosin

B: 106133-20-4
(R)-tamsulosin

Conditions

Conditions	Yield
Stage #1: C20H26N2O5S; (S)-chloro[(1,2,3,4-η)-pentamethyl-2,4-cyclopentadien-1-yl] [N-(2-methoxy-3-dibenzofuranyl)-2-pyrrolidinecarboxamidato-κN1,κN2]iridium In acetonitrile at -3 - 3℃; for 0.5h; Stage #2: With formic acid; triethylamine In acetonitrile at -3 - 20℃;	A n/a B n/a

: 106463-17-6
(+)-Tamsulosin

: (+)-Tamsulosin hydrochloride

Conditions

Conditions	Yield
With hydrogenchloride In methanol at 45℃; Product distribution / selectivity;	77.5%

: 35963-20-3
(R)-10-camphorsulfonic acid

: 106463-17-6
(+)-Tamsulosin

: 106133-20-4
(R)-tamsulosin

: 521300-99-2
(R)-tamsarocin (-)-camphor-10-sulfonate

Conditions

Conditions	Yield
Stage #1: (R)-10-camphorsulfonic acid; (+)-Tamsulosin; (R)-tamsulosin In water; acetone at 20℃; for 20 - 24h; Stage #2: Stage #3: at 20℃;

Tamsulosin hydrochloride Chemical Properties

Molecular Structure of Tamsulosin hydrochloride (CAS NO.106463-17-6):

IUPAC Name: (7S,9S)-7-[(2R,4S,5S,6S)-4-amino-5-hydroxy-6-methyloxan-2-yl]oxy-6,9,11-trihydroxy-9-(2-hydroxyacetyl)-4-methoxy-8,10-dihydro-7H-tetracene-5,12-dione hydrochloride
CAS Registry Number : 106463-17-6
Empirical Formula: C₂₀H₂₉ClN₂O₅S
Molecular Weight: 444.9727
H bond acceptors: 7
H bond donors: 3
Freely Rotating Bonds: 11
Polar Surface Area: 76.69Å²
Flash Point: 313.9 °C
Enthalpy of Vaporization: 88.74 kJ/mol
Boiling Point: 595.5 °C at 760 mmHg
Vapour Pressure: 3.79E-14 mmHg at 25°C
Melting point : 228-230 ^oC
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/t15-;/m1./s1
Smiles
c1(c(ccc(c1)C[C@H](NCCOc1c(cccc1)OCC)C)OC)S(N)(=O)=O.Cl
Product Categories: Active Pharmaceutical Ingredients; In treatment of benign prostatic hypertrophy; Treatment of BPH; Chiral Reagents; Intermediates & Fine Chemicals; Pharmaceuticals; Isotope Labeled Compounds; Tamsulosin; Adrenoceptor

Tamsulosin hydrochloride Toxicity Data With Reference

Organism	Test Type	Route	Reported Dose (Normalized Dose)	Effect	Source
dog	LD	oral	> 1gm/kg (1000mg/kg)	SENSE ORGANS AND SPECIAL SENSES: MIOSIS (PUPILLARY CONSTRICTION): EYE SENSE ORGANS AND SPECIAL SENSES: PTOSIS: EYE GASTROINTESTINAL: "HYPERMOTILITY, DIARRHEA"	Kiso to Rinsho. Clinical Report. Vol. 24, Pg. 5085, 1990.
mouse	LD50	intravenous	98mg/kg (98mg/kg)		Gekkan Yakuji. Pharmaceuticals Monthly. Vol. 35, Pg. 2169, 1993.
mouse	LD50	oral	1023mg/kg (1023mg/kg)		Gekkan Yakuji. Pharmaceuticals Monthly. Vol. 35, Pg. 2169, 1993.
mouse	LD50	subcutaneous	254mg/kg (254mg/kg)		Gekkan Yakuji. Pharmaceuticals Monthly. Vol. 35, Pg. 2169, 1993.
rat	LD50	intravenous	70mg/kg (70mg/kg)	SENSE ORGANS AND SPECIAL SENSES: CHROMODACYRORREA: EYE SENSE ORGANS AND SPECIAL SENSES: PTOSIS: EYE LUNGS, THORAX, OR RESPIRATION: RESPIRATORY DEPRESSION	Kiso to Rinsho. Clinical Report. Vol. 24, Pg. 5071, 1990.
rat	LD50	oral	650mg/kg (650mg/kg)	SENSE ORGANS AND SPECIAL SENSES: CHROMODACYRORREA: EYE SENSE ORGANS AND SPECIAL SENSES: PTOSIS: EYE LUNGS, THORAX, OR RESPIRATION: RESPIRATORY DEPRESSION	Kiso to Rinsho. Clinical Report. Vol. 24, Pg. 5071, 1990.
rat	LD50	subcutaneous	347mg/kg (347mg/kg)	SENSE ORGANS AND SPECIAL SENSES: CHROMODACYRORREA: EYE LUNGS, THORAX, OR RESPIRATION: RESPIRATORY DEPRESSION GASTROINTESTINAL: ULCERATION OR BLEEDING FROM STOMACH	Kiso to Rinsho. Clinical Report. Vol. 24, Pg. 5071, 1990.

Tamsulosin hydrochloride Safety Profile

A poison by subcutaneous and intravenous routes. Moderately toxic by ingestion. When heated to decomposition it emits toxic vapors of NO_x, SO_x, HCl, and Cl⁻.

Tamsulosin hydrochloride Specification

Tamsulosin hydrochloride , with CAS number of 106463-17-6, can be called (-)-(R)-5-(2-((2-(o-Ethoxyphenoxy)ethyl)amino)propyl)-2-methoxybenzenesulfonamide monohydrochloride ; Benzenesulfonamide, 5-(2-((2-(2-ethoxyphenoxy)ethyl)amino)propyl)-2-methoxy-, monohydrochloride, (R)- ; R-(-)-5-(2-((2-(2-Ethoxyphenoxy)ethyl)amino)propyl)-2-methoxybenzenesulfonamide hydrochloride ; Tamsulosin HCl . It is a white to off-white solid, Tamsulosin hydrochloride (CAS NO.106463-17-6) extended-release tablets are marketed under the trade names Flomax, Flomaxtra and Urimax, though generic non-modified release capsules are still approved and marketed in many countries, such as Canada. The U.S. patent for Flomax is set to expire October 2009.

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