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CAS 133261-17-3
2-(2-ethoxyphenoxy)-N-[(2R)-1-(4-methoxy-3-sulfamoylphenyl)propan-2-yl]acetamide
Codes: Tamsulosin Hydrochloride-039
Application context (from source-drug indications)
Erectile dysfunctionTadalafil/TamsulosinBenign prostatic hyperplasiaTadalafil/TamsulosinLower urinary tract symptomsSolifenacin Succinate/Tamsulosin HydrochlorideBenign prostatic hyperplasiaSolifenacin Succinate/Tamsulosin HydrochlorideOveractive bladderSolifenacin Succinate/Tamsulosin HydrochlorideDrug-related adverse effects and reactionsSolifenacin Succinate/Tamsulosin HydrochlorideBladder neck obstructionSolifenacin Succinate/Tamsulosin HydrochlorideBenign prostatic hyperplasiaDutasteride/Tamsulosin HydrochlorideBenign prostatic hyperplasiaTamsulosin HydrochlorideUrinary tract infectionTamsulosin HydrochlorideUrinary retentionTamsulosin HydrochlorideInguinal herniaTamsulosin HydrochlorideVoiding dysfunctionTamsulosin HydrochlorideLower urinary tract symptomsTamsulosin Hydrochloride
Source drugs (routes using this intermediate)
| Drug | Tier | Expiry |
|---|---|---|
| Tadalafil/Tamsulosin | Tier C — Watch / trade | - |
| Solifenacin Succinate/Tamsulosin Hydrochloride | Tier C — Watch / trade | - |
| Dutasteride/Tamsulosin Hydrochloride | Tier C — Watch / trade | - |
| Tamsulosin Hydrochloride | Tier C — Watch / trade | - |
Position in synthesis routes (up/downstream chain)
Ordered by route registration; left → right is the synthesis direction. The highlighted node is the current CAS; others link to their own profiles.
(+-)-1-(p-Methoxyphenyl)-2-aminopropane→Ethyl 2-chloroacetate→2-chloro-N-[(2R)-1-(4-methoxyphenyl)propan-2-yl]acetamide→5-[(2R)-2-(2-chloroacetamido)propyl]-2-methoxybenzene-1-sulfonyl chloride→2-chloro-N-[(2R)-1-(4-methoxy-3-sulfamoylphenyl)propan-2-yl]acetamide→1-Hydroxy-2-ethoxybenzene→2-(2-ethoxyphenoxy)-N-[(2R)-1-(4-methoxy-3-sulfamoylphenyl)propan-2-yl]acetamide
(-)-2-(4-Methoxyphenyl)-1-methylethanamine→2-Chloranylethanoyl chloride→2-chloro-N-[(2R)-1-(4-methoxyphenyl)propan-2-yl]acetamide→5-[(2R)-2-(2-chloroacetamido)propyl]-2-methoxybenzene-1-sulfonyl chloride→2-chloro-N-[(2R)-1-(4-methoxy-3-sulfamoylphenyl)propan-2-yl]acetamide→1-Hydroxy-2-ethoxybenzene→2-(2-ethoxyphenoxy)-N-[(2R)-1-(4-methoxy-3-sulfamoylphenyl)propan-2-yl]acetamide→(-)-5-[2(R)-[2-(2-Ethoxyphenoxy)ethylamino]propyl]-2-methoxybenzenesulfonamide
Solifenacin Succinate/Tamsulosin HydrochlorideProcess routesteps: 5total yield: 1.84kg(Tamsulosin (Free))
(+-)-1-(p-Methoxyphenyl)-2-aminopropane→Ethyl 2-chloroacetate→2-chloro-N-[(2R)-1-(4-methoxyphenyl)propan-2-yl]acetamide→5-[(2R)-2-(2-chloroacetamido)propyl]-2-methoxybenzene-1-sulfonyl chloride→2-chloro-N-[(2R)-1-(4-methoxy-3-sulfamoylphenyl)propan-2-yl]acetamide→1-Hydroxy-2-ethoxybenzene→2-(2-ethoxyphenoxy)-N-[(2R)-1-(4-methoxy-3-sulfamoylphenyl)propan-2-yl]acetamide
Solifenacin Succinate/Tamsulosin HydrochlorideOptimised routesteps: 6total yield: 80g（Tamsulosin Hydrochloride (API)）
(-)-2-(4-Methoxyphenyl)-1-methylethanamine→2-Chloranylethanoyl chloride→2-chloro-N-[(2R)-1-(4-methoxyphenyl)propan-2-yl]acetamide→5-[(2R)-2-(2-chloroacetamido)propyl]-2-methoxybenzene-1-sulfonyl chloride→2-chloro-N-[(2R)-1-(4-methoxy-3-sulfamoylphenyl)propan-2-yl]acetamide→1-Hydroxy-2-ethoxybenzene→2-(2-ethoxyphenoxy)-N-[(2R)-1-(4-methoxy-3-sulfamoylphenyl)propan-2-yl]acetamide→(-)-5-[2(R)-[2-(2-Ethoxyphenoxy)ethylamino]propyl]-2-methoxybenzenesulfonamide
(+-)-1-(p-Methoxyphenyl)-2-aminopropane→Ethyl 2-chloroacetate→2-chloro-N-[(2R)-1-(4-methoxyphenyl)propan-2-yl]acetamide→5-[(2R)-2-(2-chloroacetamido)propyl]-2-methoxybenzene-1-sulfonyl chloride→2-chloro-N-[(2R)-1-(4-methoxy-3-sulfamoylphenyl)propan-2-yl]acetamide→1-Hydroxy-2-ethoxybenzene→2-(2-ethoxyphenoxy)-N-[(2R)-1-(4-methoxy-3-sulfamoylphenyl)propan-2-yl]acetamide
Dutasteride/Tamsulosin HydrochlorideOptimised routesteps: 6total yield: 80g（Tamsulosin Hydrochloride (API)）
(-)-2-(4-Methoxyphenyl)-1-methylethanamine→2-Chloranylethanoyl chloride→2-chloro-N-[(2R)-1-(4-methoxyphenyl)propan-2-yl]acetamide→5-[(2R)-2-(2-chloroacetamido)propyl]-2-methoxybenzene-1-sulfonyl chloride→2-chloro-N-[(2R)-1-(4-methoxy-3-sulfamoylphenyl)propan-2-yl]acetamide→1-Hydroxy-2-ethoxybenzene→2-(2-ethoxyphenoxy)-N-[(2R)-1-(4-methoxy-3-sulfamoylphenyl)propan-2-yl]acetamide→(-)-5-[2(R)-[2-(2-Ethoxyphenoxy)ethylamino]propyl]-2-methoxybenzenesulfonamide
(+-)-1-(p-Methoxyphenyl)-2-aminopropane→Ethyl 2-chloroacetate→2-chloro-N-[(2R)-1-(4-methoxyphenyl)propan-2-yl]acetamide→5-[(2R)-2-(2-chloroacetamido)propyl]-2-methoxybenzene-1-sulfonyl chloride→2-chloro-N-[(2R)-1-(4-methoxy-3-sulfamoylphenyl)propan-2-yl]acetamide→1-Hydroxy-2-ethoxybenzene→2-(2-ethoxyphenoxy)-N-[(2R)-1-(4-methoxy-3-sulfamoylphenyl)propan-2-yl]acetamide
(-)-2-(4-Methoxyphenyl)-1-methylethanamine→2-Chloranylethanoyl chloride→2-chloro-N-[(2R)-1-(4-methoxyphenyl)propan-2-yl]acetamide→5-[(2R)-2-(2-chloroacetamido)propyl]-2-methoxybenzene-1-sulfonyl chloride→2-chloro-N-[(2R)-1-(4-methoxy-3-sulfamoylphenyl)propan-2-yl]acetamide→1-Hydroxy-2-ethoxybenzene→2-(2-ethoxyphenoxy)-N-[(2R)-1-(4-methoxy-3-sulfamoylphenyl)propan-2-yl]acetamide→(-)-5-[2(R)-[2-(2-Ethoxyphenoxy)ethylamino]propyl]-2-methoxybenzenesulfonamide
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