Basic information
- Name:
Tamsulosin hydrochloride
- CAS No.:
106463-17-6
- Molecular Structure:
- Formula:
- C20H29ClN2O5S
- 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;
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Chemistry
Molecular Structure of Tamsulosin hydrochloride (CAS NO.106463-17-6):
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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
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. |
Safety Profile
A poison by subcutaneous and intravenous routes. Moderately toxic by ingestion. When heated to decomposition it emits toxic vapors of NOx, SOx, HCl, and Cl−.
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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