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CAS 169506-15-4
2-(2-Ethoxyphenoxy)ethyl mesylate
Codes: Tamsulosin Hydrochloride-033
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.
2-(2-Ethoxyphenoxy)ethanol→2-(2-Ethoxyphenoxy)ethyl mesylate→5-(2(R)-Aminopropyl)-2-methoxybenzenesulfonamide
2-Methoxy-5-(2-oxopropyl)benzene-1-sulfonamide→(R)-(-)-1-Phenylethylamine→2-Methoxy-5-[(2R)-2-[[(1R)-1-phenylethyl]amino]propyl]benzenesulfonamide hydrochloride→5-(2(R)-Aminopropyl)-2-methoxybenzenesulfonamide→5-[(2R)-2-Aminopropyl]-2-methoxybenzenesulfonamide hydrochloride→1-(2-Bromoethoxy)-2-ethoxybenzene→(-)-5-[2(R)-[2-(2-Ethoxyphenoxy)ethylamino]propyl]-2-methoxybenzenesulfonamide→2-(2-Ethoxyphenoxy)ethyl mesylate
1,3-Dioxolan-2-one→1-Hydroxy-2-ethoxybenzene→2-(2-Ethoxyphenoxy)ethanol→2-(2-Ethoxyphenoxy)ethyl mesylate→1,2-Dihydroxyethane→1,2-Dimethylsulfonyloxyethane→5-(2-Aminopropyl)-N-tert-butyl-2-methoxybenzene-1-sulfonamide→N-tert-Butyl-2-methoxy-5-(2-oxopropyl)benzene-1-sulfonamide→(±)-N-tert-Butyl-5-(2-[[2-(2-ethoxyphenoxy)ethyl]amino]propyl)-2-methoxybenzene-1-sulfonamide→(±)-5-(2-[[2-(2-Ethoxyphenoxy)ethyl]amino]propyl)-2-methoxybenzene-1-sulfonamide
Solifenacin Succinate/Tamsulosin HydrochlorideOptimised routesteps: 2total yield: 20.4g(Tamsulosin (Free))
2-(2-Ethoxyphenoxy)ethanol→2-(2-Ethoxyphenoxy)ethyl mesylate→5-(2(R)-Aminopropyl)-2-methoxybenzenesulfonamide
Solifenacin Succinate/Tamsulosin HydrochlorideOptimised routesteps: 5total yield: 46.28gTamsulosin Hydrochloride (API)
2-Methoxy-5-(2-oxopropyl)benzene-1-sulfonamide→(R)-(-)-1-Phenylethylamine→2-Methoxy-5-[(2R)-2-[[(1R)-1-phenylethyl]amino]propyl]benzenesulfonamide hydrochloride→5-(2(R)-Aminopropyl)-2-methoxybenzenesulfonamide→5-[(2R)-2-Aminopropyl]-2-methoxybenzenesulfonamide hydrochloride→1-(2-Bromoethoxy)-2-ethoxybenzene→(-)-5-[2(R)-[2-(2-Ethoxyphenoxy)ethylamino]propyl]-2-methoxybenzenesulfonamide→2-(2-Ethoxyphenoxy)ethyl mesylate
Solifenacin Succinate/Tamsulosin HydrochlorideOptimised routesteps: 7total yield: 165g(Racemic Tamsulosinc (Free))
1,3-Dioxolan-2-one→1-Hydroxy-2-ethoxybenzene→2-(2-Ethoxyphenoxy)ethanol→2-(2-Ethoxyphenoxy)ethyl mesylate→1,2-Dihydroxyethane→1,2-Dimethylsulfonyloxyethane→5-(2-Aminopropyl)-N-tert-butyl-2-methoxybenzene-1-sulfonamide→N-tert-Butyl-2-methoxy-5-(2-oxopropyl)benzene-1-sulfonamide→(±)-N-tert-Butyl-5-(2-[[2-(2-ethoxyphenoxy)ethyl]amino]propyl)-2-methoxybenzene-1-sulfonamide→(±)-5-(2-[[2-(2-Ethoxyphenoxy)ethyl]amino]propyl)-2-methoxybenzene-1-sulfonamide
2-(2-Ethoxyphenoxy)ethanol→2-(2-Ethoxyphenoxy)ethyl mesylate→5-(2(R)-Aminopropyl)-2-methoxybenzenesulfonamide
Dutasteride/Tamsulosin HydrochlorideOptimised routesteps: 5total yield: 46.28gTamsulosin Hydrochloride (API)
2-Methoxy-5-(2-oxopropyl)benzene-1-sulfonamide→(R)-(-)-1-Phenylethylamine→2-Methoxy-5-[(2R)-2-[[(1R)-1-phenylethyl]amino]propyl]benzenesulfonamide hydrochloride→5-(2(R)-Aminopropyl)-2-methoxybenzenesulfonamide→5-[(2R)-2-Aminopropyl]-2-methoxybenzenesulfonamide hydrochloride→1-(2-Bromoethoxy)-2-ethoxybenzene→(-)-5-[2(R)-[2-(2-Ethoxyphenoxy)ethylamino]propyl]-2-methoxybenzenesulfonamide→2-(2-Ethoxyphenoxy)ethyl mesylate
Dutasteride/Tamsulosin HydrochlorideOptimised routesteps: 7total yield: 165g(Racemic Tamsulosinc (Free))
1,3-Dioxolan-2-one→1-Hydroxy-2-ethoxybenzene→2-(2-Ethoxyphenoxy)ethanol→2-(2-Ethoxyphenoxy)ethyl mesylate→1,2-Dihydroxyethane→1,2-Dimethylsulfonyloxyethane→5-(2-Aminopropyl)-N-tert-butyl-2-methoxybenzene-1-sulfonamide→N-tert-Butyl-2-methoxy-5-(2-oxopropyl)benzene-1-sulfonamide→(±)-N-tert-Butyl-5-(2-[[2-(2-ethoxyphenoxy)ethyl]amino]propyl)-2-methoxybenzene-1-sulfonamide→(±)-5-(2-[[2-(2-Ethoxyphenoxy)ethyl]amino]propyl)-2-methoxybenzene-1-sulfonamide
2-(2-Ethoxyphenoxy)ethanol→2-(2-Ethoxyphenoxy)ethyl mesylate→5-(2(R)-Aminopropyl)-2-methoxybenzenesulfonamide
2-Methoxy-5-(2-oxopropyl)benzene-1-sulfonamide→(R)-(-)-1-Phenylethylamine→2-Methoxy-5-[(2R)-2-[[(1R)-1-phenylethyl]amino]propyl]benzenesulfonamide hydrochloride→5-(2(R)-Aminopropyl)-2-methoxybenzenesulfonamide→5-[(2R)-2-Aminopropyl]-2-methoxybenzenesulfonamide hydrochloride→1-(2-Bromoethoxy)-2-ethoxybenzene→(-)-5-[2(R)-[2-(2-Ethoxyphenoxy)ethylamino]propyl]-2-methoxybenzenesulfonamide→2-(2-Ethoxyphenoxy)ethyl mesylate
1,3-Dioxolan-2-one→1-Hydroxy-2-ethoxybenzene→2-(2-Ethoxyphenoxy)ethanol→2-(2-Ethoxyphenoxy)ethyl mesylate→1,2-Dihydroxyethane→1,2-Dimethylsulfonyloxyethane→5-(2-Aminopropyl)-N-tert-butyl-2-methoxybenzene-1-sulfonamide→N-tert-Butyl-2-methoxy-5-(2-oxopropyl)benzene-1-sulfonamide→(±)-N-tert-Butyl-5-(2-[[2-(2-ethoxyphenoxy)ethyl]amino]propyl)-2-methoxybenzene-1-sulfonamide→(±)-5-(2-[[2-(2-Ethoxyphenoxy)ethyl]amino]propyl)-2-methoxybenzene-1-sulfonamide
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