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CAS 2171459-69-9
6-hydroxy-2-thioxo-2,3-dihydropyrimidin-4(1H)-one
Codes: TICA-020, AZD-5069-002
Application context (from source-drug indications)
StrokeTicagrelorAcute coronary syndromeTicagrelorMyocardial infarctionTicagrelorPeripheral vascular diseaseTicagrelorHead and neck squamous cell carcinomaAZD-5069Castration-resistant prostate cancerAZD-5069胰腺导管癌AZD-5069AsthmaAZD-5069Chronic obstructive pulmonary diseaseAZD-5069Lung diseaseAZD-5069
Source drugs (routes using this intermediate)
| Drug | Tier | Expiry |
|---|---|---|
| Ticagrelor | Tier B — Position early | 2029 |
| AZD-5069 | 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.
(1R,2S)-2-(3,4-difluorophenyl)cyclopropan-1-amine→2-(((3aR,4S,6R,6aS)-6-(7-(((1R,2S)-2-(3,4-difluorophenyl)cyclopropyl)amino)-5-(propylthio)-3H-[1,2,3]triazolo[4,5-d]pyrimidin-3-yl)-2,2-dimethyltetrahydro-4H-cyclopenta[d][1,3]dioxol-4-yl)oxy)ethan-1-ol→6-hydroxy-2-thioxo-2,3-dihydropyrimidin-4(1H)-one→1-iodopropane→2-(propylthio)pyrimidine-4,6-diol→p-toluidine→(E)-2-(propylthio)-5-(p-tolyldiazenyl)pyrimidine-4,6-diol→(E)-4,6-dichloro-2-(propylthio)-5-(p-tolyldiazenyl)pyrimidine→4,6-dichloro-2-(propylthio)-5-(2-(p-tolyl)hydrazinyl)pyrimidine→4,6-dichloro-2-(propylthio)pyrimidin-5-amine→2-(((3aR,4S,6R,6aS)-6-amino-2,2-dimethyltetrahydro-4H-cyclopenta[d][1,3]dioxol-4-yl)oxy)ethan-1-ol→2-(((3aR,4S,6R,6aS)-6-((5-amino-6-chloro-2-(propylthio)pyrimidin-4-yl)amino)-2,2-dimethyltetrahydro-4H-cyclopenta[d][1,3]dioxol-4-yl)oxy)ethan-1-ol→2-(((3aR,4S,6R,6aS)-6-(7-chloro-5-(propylthio)-3H-[1,2,3]triazolo[4,5-d]pyrimidin-3-yl)-2,2-dimethyltetrahydro-4H-cyclopenta[d][1,3]dioxol-4-yl)oxy)ethan-1-ol
AZD-5069→1-(bromomethyl)-2,3-difluorobenzene→6-hydroxy-2-thioxo-2,3-dihydropyrimidin-4(1H)-one→2-((2,3-difluorobenzyl)thio)pyrimidine-4,6-diol→4,6-dichloro-2-((2,3-difluorobenzyl)thio)pyrimidine→(R)-1-((S)-2,2-dimethyl-1,3-dioxolan-4-yl)ethan-1-ol→4-chloro-2-((2,3-difluorobenzyl)thio)-6-((R)-1-((S)-2,2-dimethyl-1,3-dioxolan-4-yl)ethoxy)pyrimidine→azetidine-1-sulfonamide→N-(2-((2,3-difluorobenzyl)thio)-6-((R)-1-((S)-2,2-dimethyl-1,3-dioxolan-4-yl)ethoxy)pyrimidin-4-yl)azetidine-1-sulfonamide→(R)-5-((S)-1,2-dihydroxyethyl)-3,4-dihydroxyfuran-2(5H)-one→(R)-5-((S)-2,2-dimethyl-1,3-dioxolan-4-yl)-3,4-dihydroxyfuran-2(5H)-one→(R)-2-((S)-2,2-dimethyl-1,3-dioxolan-4-yl)-2-hydroxyacetic acid→methyl (R)-2-((S)-2,2-dimethyl-1,3-dioxolan-4-yl)-2-hydroxyacetate→methyl (R)-2-((S)-2,2-dimethyl-1,3-dioxolan-4-yl)-2-(tosyloxy)acetate→(S)-1-((S)-2,2-dimethyl-1,3-dioxolan-4-yl)-2-hydroxyethyl 4-methylbenzenesulfonate→(S)-2,2-dimethyl-4-((R)-oxiran-2-yl)-1,3-dioxolane
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