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CAS 30165-97-0
4-(4-Morpholinyl)-1,2,5-thiadiazol-3-ol
Codes: Timolol Maleate-001
Application context (from source-drug indications)
Ocular hypertensionBrimonidine Tartrate/Timolol MaleateGlaucomaBrimonidine Tartrate/Timolol MaleateOcular hypertensionBimatoprost/Timolol MaleateOpen-angle glaucomaBimatoprost/Timolol MaleateGlaucomaBimatoprost/Timolol MaleateOcular hypertensionTimolol MaleateGlaucomaTimolol MaleateOpen-angle glaucomaTimolol MaleateTrauma and injuryTimolol MaleateHypertensionTimolol MaleateMigraineTimolol Maleate
Source drugs (routes using this intermediate)
| Drug | Tier | Expiry |
|---|---|---|
| Brimonidine Tartrate/Timolol Maleate | Tier C — Watch / trade | - |
| Bimatoprost/Timolol Maleate | Tier C — Watch / trade | - |
| Timolol Maleate | 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.
Brimonidine Tartrate/Timolol MaleateOptimised routesteps: 5total yield: 108.7g(Timolol Maleate (API))
4-(4-Morpholinyl)-1,2,5-thiadiazol-3-ol→(+/-)-2-(Chloromethyl)oxirane→2-Methylpropan-2-amine→1-(tert-Butylamino)-3-[[4-(morpholin-4-yl)-1,2,5-thiadiazol-3-yl]oxy]propan-2-ol→(S)-1-(tert-butylamino)-3-((4-morpholino-1,2,5-thiadiazol-3-yl)oxy)propan-2-ol→3,4-Dichloro-1,2,5-thiadiazole→Diethylene oximide→4-(4-chloro-1,2,5-thiadiazol-3-yl)morpholine→[(5S)-3-tert-Butyl-1,3-oxazolidin-5-yl]methanol
2-(Chloromethyl)oxirane→(R)-(-)-2-(Chloromethyl)oxirane→3-Chloropropane-1,2(S)-diol→4-(4-Morpholinyl)-1,2,5-thiadiazol-3-ol→(2R)-1-Chloro-3-[[4-(morpholin-4-yl)-1,2,5-thiadiazol-3-yl]oxy]propan-2-ol→4-[4-[(2S)-Oxiran-2-ylmethoxy]-1,2,5-thiadiazol-3-yl]morpholine→Sodium 4-(morpholin-4-yl)-1,2,5-thiadiazol-3-olate→(2S)-3-[[4-(Morpholin-4-yl)-1,2,5-thiadiazol-3-yl]oxy]propane-1,2-diol→2-Methylpropan-2-amine→(S)-1-(tert-butylamino)-3-((4-morpholino-1,2,5-thiadiazol-3-yl)oxy)propan-2-ol
4-(4-Morpholinyl)-1,2,5-thiadiazol-3-ol→(+/-)-2-(Chloromethyl)oxirane→2-Methylpropan-2-amine→1-(tert-Butylamino)-3-[[4-(morpholin-4-yl)-1,2,5-thiadiazol-3-yl]oxy]propan-2-ol→(S)-1-(tert-butylamino)-3-((4-morpholino-1,2,5-thiadiazol-3-yl)oxy)propan-2-ol→3,4-Dichloro-1,2,5-thiadiazole→Diethylene oximide→4-(4-chloro-1,2,5-thiadiazol-3-yl)morpholine→[(5S)-3-tert-Butyl-1,3-oxazolidin-5-yl]methanol
2-(Chloromethyl)oxirane→(R)-(-)-2-(Chloromethyl)oxirane→3-Chloropropane-1,2(S)-diol→4-(4-Morpholinyl)-1,2,5-thiadiazol-3-ol→(2R)-1-Chloro-3-[[4-(morpholin-4-yl)-1,2,5-thiadiazol-3-yl]oxy]propan-2-ol→4-[4-[(2S)-Oxiran-2-ylmethoxy]-1,2,5-thiadiazol-3-yl]morpholine→Sodium 4-(morpholin-4-yl)-1,2,5-thiadiazol-3-olate→(2S)-3-[[4-(Morpholin-4-yl)-1,2,5-thiadiazol-3-yl]oxy]propane-1,2-diol→2-Methylpropan-2-amine→(S)-1-(tert-butylamino)-3-((4-morpholino-1,2,5-thiadiazol-3-yl)oxy)propan-2-ol
4-(4-Morpholinyl)-1,2,5-thiadiazol-3-ol→(+/-)-2-(Chloromethyl)oxirane→2-Methylpropan-2-amine→1-(tert-Butylamino)-3-[[4-(morpholin-4-yl)-1,2,5-thiadiazol-3-yl]oxy]propan-2-ol→(S)-1-(tert-butylamino)-3-((4-morpholino-1,2,5-thiadiazol-3-yl)oxy)propan-2-ol→3,4-Dichloro-1,2,5-thiadiazole→Diethylene oximide→4-(4-chloro-1,2,5-thiadiazol-3-yl)morpholine→[(5S)-3-tert-Butyl-1,3-oxazolidin-5-yl]methanol
2-(Chloromethyl)oxirane→(R)-(-)-2-(Chloromethyl)oxirane→3-Chloropropane-1,2(S)-diol→4-(4-Morpholinyl)-1,2,5-thiadiazol-3-ol→(2R)-1-Chloro-3-[[4-(morpholin-4-yl)-1,2,5-thiadiazol-3-yl]oxy]propan-2-ol→4-[4-[(2S)-Oxiran-2-ylmethoxy]-1,2,5-thiadiazol-3-yl]morpholine→Sodium 4-(morpholin-4-yl)-1,2,5-thiadiazol-3-olate→(2S)-3-[[4-(Morpholin-4-yl)-1,2,5-thiadiazol-3-yl]oxy]propane-1,2-diol→2-Methylpropan-2-amine→(S)-1-(tert-butylamino)-3-((4-morpholino-1,2,5-thiadiazol-3-yl)oxy)propan-2-ol
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