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CAS 123-72-8

butyraldehydeButanalButyraldehyde1-Butanone

Codes: Budesonide-006, TELM-022, Tetracaine-008, (I)115092-7-a, LUBI-028

Application context (from source-drug indications)

AsthmaBudesonide/Formoterol fumarate/Glycopyrronium BromideChronic obstructive pulmonary diseaseBudesonide/Formoterol fumarate/Glycopyrronium BromideHypertensionTelmisartan/Amlodipine Besylate/HydrochlorothiazideAnaesthesiaOxymetazoline Hydrochloride/Tetracaine HydrochloridePeriapical periodontitisOxymetazoline Hydrochloride/Tetracaine HydrochlorideDental cariesOxymetazoline Hydrochloride/Tetracaine HydrochlorideHypertensionRosuvastatin Calcium/TelmisartanHyperlipidaemiaRosuvastatin Calcium/TelmisartanAsthmaBudesonide/Salmeterol xinafoateHypertensionAmlodipine Besylate/TelmisartanGlaucomaProxodolol hydrochloride/Pilocarpine HydrochlorideConstipationLubiprostoneOpioid-induced constipationLubiprostoneChronic idiopathic constipationLubiprostoneDrug-related adverse effects and reactionsLubiprostoneNon-alcoholic steatohepatitisLubiprostonePeritoneal cancerLubiprostoneHypertensionTelmisartanBreast cancerTelmisartanCardiomyopathyTelmisartanAlzheimer's diseaseTelmisartanRisk-reduction measureTelmisartanMyocardial infarctionTelmisartanEosinophilic oesophagitisBudesonide (Shire)AnaesthesiaTetracaine HydrochlorideRetinitis pigmentosaTetracaine HydrochloridePainTetracaine Hydrochloride闭角型青光眼Pilocarpine HydrochlorideOcular hypertensionPilocarpine HydrochlorideOpen-angle glaucomaPilocarpine Hydrochloride瞳孔缩小Pilocarpine HydrochlorideSjögren's syndromePilocarpine Hydrochloride虹膜炎Pilocarpine Hydrochloride

Source drugs (routes using this intermediate)

DrugTierExpiry
Budesonide/Formoterol fumarate/Glycopyrronium BromideTier B — Position early-
Telmisartan/Amlodipine Besylate/HydrochlorothiazideTier C — Watch / trade-
Oxymetazoline Hydrochloride/Tetracaine HydrochlorideTier C — Watch / trade-
Rosuvastatin Calcium/TelmisartanTier C — Watch / trade-
Budesonide/Salmeterol xinafoateTier C — Watch / trade-
Amlodipine Besylate/TelmisartanTier C — Watch / trade-
Proxodolol hydrochloride/Pilocarpine HydrochlorideTier C — Watch / trade-
LubiprostoneTier C — Watch / trade-
TelmisartanTier B — Position early-
Budesonide (Shire)Tier C — Watch / trade-
Tetracaine HydrochlorideTier C — Watch / trade-
Pilocarpine HydrochlorideTier 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.

Budesonide/Formoterol fumarate/Glycopyrronium BromideOriginator routesteps: 5total yield: /
Budesonide→2-((8S,10S,13S,14S)-10,13-dimethyl-3-oxo-6,7,8,10,12,13,14,15-octahydro-3H-cyclopenta[a]phenanthren-17-yl)-2-oxoethyl acetate→2-((8S,10S,13S,14S,16R,17S)-16,17-dihydroxy-10,13-dimethyl-3-oxo-6,7,8,10,12,13,14,15,16,17-decahydro-3H-cyclopenta[a]phenanthren-17-yl)-2-oxoethyl acetate→2-((8S,9R,10S,11S,13S,14S,16R,17S)-9-bromo-11,16,17-trihydroxy-10,13-dimethyl-3-oxo-6,7,8,9,10,11,12,13,14,15,16,17-dodecahydro-3H-cyclopenta[a]phenanthren-17-yl)-2-oxoethyl acetate→2-oxo-2-((8S,9S,10R,11S,13S,14S,16R,17S)-11,16,17-trihydroxy-10,13-dimethyl-3-oxo-6,7,8,9,10,11,12,13,14,15,16,17-dodecahydro-3H-cyclopenta[a]phenanthren-17-yl)ethyl acetate→(8S,9S,10R,11S,13S,14S,16R,17S)-11,16,17-trihydroxy-17-(2-hydroxyacetyl)-10,13-dimethyl-6,7,8,9,10,11,12,13,14,15,16,17-dodecahydro-3H-cyclopenta[a]phenanthren-3-one→butyraldehyde
Telmisartan/Amlodipine Besylate/HydrochlorothiazideOptimised routesteps: 4total yield: 86.7 mg
methyl 4'-(bromomethyl)-[1,1'-biphenyl]-2-carboxylate→4-bromo-2-methyl-6-nitroaniline→butyraldehyde→6-bromo-4-methyl-2-propyl-1H-benzo[d]imidazole→4,4,4',4',5,5,5',5'-octamethyl-2,2'-bi(1,3,2-dioxaborolane)→TELM-025→TELM-026→2-bromo-1-methyl-1H-benzo[d]imidazole
Oxymetazoline Hydrochloride/Tetracaine HydrochlorideOptimised routesteps: 6total yield: /
4-Nitrobenzoic acid→4-Nitrobenzoyl chloride→N,N-Dimethylaminoethanol→2-(Dimethylamino)ethyl 4-nitrobenzoate hydrogen chloride→2-(Dimethylamino)ethyl 4-nitrobenzoate→2-(Dimethylamino)ethyl 4-aminobenzoate hydrogen chloride→4-Aminobenzoic acid 2-(dimethylamino)ethyl ester→Butanal→1-Bromobutane→4-(Butylamino)benzoic acid 2-(dimethylamino)ethyl ester
Oxymetazoline Hydrochloride/Tetracaine HydrochlorideOptimised routesteps: 3total yield: 93.5g(Tetracaine)
4-Aminobenzoic acid→Butanal→N,N-Dimethyl-2-hydroxyethylamine
Oxymetazoline Hydrochloride/Tetracaine HydrochlorideOptimised routesteps: 3total yield: /
Ethyl 4-nitrobenzoate→4-Aminobenzoic acid ethyl ester→Butyraldehyde→4-(Butylamino)benzoic acid ethyl ester→N,N-Dimethyl-2-hydroxyethylamine→4-(Butylamino)benzoic acid 2-(dimethylamino)ethyl ester
Rosuvastatin Calcium/TelmisartanOptimised routesteps: 4total yield: 86.7 mg
methyl 4'-(bromomethyl)-[1,1'-biphenyl]-2-carboxylate→4-bromo-2-methyl-6-nitroaniline→butyraldehyde→6-bromo-4-methyl-2-propyl-1H-benzo[d]imidazole→4,4,4',4',5,5,5',5'-octamethyl-2,2'-bi(1,3,2-dioxaborolane)→TELM-025→TELM-026→2-bromo-1-methyl-1H-benzo[d]imidazole
Budesonide/Salmeterol xinafoateOriginator routesteps: 5total yield: /
Budesonide→2-((8S,10S,13S,14S)-10,13-dimethyl-3-oxo-6,7,8,10,12,13,14,15-octahydro-3H-cyclopenta[a]phenanthren-17-yl)-2-oxoethyl acetate→2-((8S,10S,13S,14S,16R,17S)-16,17-dihydroxy-10,13-dimethyl-3-oxo-6,7,8,10,12,13,14,15,16,17-decahydro-3H-cyclopenta[a]phenanthren-17-yl)-2-oxoethyl acetate→2-((8S,9R,10S,11S,13S,14S,16R,17S)-9-bromo-11,16,17-trihydroxy-10,13-dimethyl-3-oxo-6,7,8,9,10,11,12,13,14,15,16,17-dodecahydro-3H-cyclopenta[a]phenanthren-17-yl)-2-oxoethyl acetate→2-oxo-2-((8S,9S,10R,11S,13S,14S,16R,17S)-11,16,17-trihydroxy-10,13-dimethyl-3-oxo-6,7,8,9,10,11,12,13,14,15,16,17-dodecahydro-3H-cyclopenta[a]phenanthren-17-yl)ethyl acetate→(8S,9S,10R,11S,13S,14S,16R,17S)-11,16,17-trihydroxy-17-(2-hydroxyacetyl)-10,13-dimethyl-6,7,8,9,10,11,12,13,14,15,16,17-dodecahydro-3H-cyclopenta[a]phenanthren-3-one→butyraldehyde
Amlodipine Besylate/TelmisartanOptimised routesteps: 4total yield: 86.7 mg
methyl 4'-(bromomethyl)-[1,1'-biphenyl]-2-carboxylate→4-bromo-2-methyl-6-nitroaniline→butyraldehyde→6-bromo-4-methyl-2-propyl-1H-benzo[d]imidazole→4,4,4',4',5,5,5',5'-octamethyl-2,2'-bi(1,3,2-dioxaborolane)→TELM-025→TELM-026→2-bromo-1-methyl-1H-benzo[d]imidazole
Proxodolol hydrochloride/Pilocarpine HydrochlorideOptimised routesteps: 4total yield: /
1-Butanone→Glyoxylic acid methyl ester→Methyl (2R,3S)-3-formyl-2-hydroxypentanoate→(2S,3R)-2-Ethyl-3-hydroxy-4-methoxy-4-oxobutanoic acid→Diethyl (2S,3R)-2-methyl-3-hydroxysuccinate→Dimethyl (2S,3R)-2-ethyl-3-[(4-methylbenzene-1-sulfonyl)oxy]butanedioate
LubiprostoneOptimised routesteps: 11total yield: 0.32 g
ethyl 2-bromo-2,2-difluoroacetate→butyraldehyde→ethyl 2,2-difluoro-3-hydroxyhexanoate→ethyl (E)-2,2-difluorohex-3-enoate→(E)-4,4-difluoro-1-(trimethylsilyl)oct-5-en-1-yn-3-one→(E)-4,4-difluorooct-5-en-1-yn-3-ol→(1E,5E)-4,4-difluoro-1-(tributylstannyl)octa-1,5-dien-3-ol→tributyl((1E,5E)-4,4-difluoro-3-((4-methoxybenzyl)oxy)octa-1,5-dien-1-yl)stannane→isopropyl (R,Z)-7-(3-((tert-butyldimethylsilyl)oxy)-5-oxocyclopent-1-en-1-yl)hept-5-enoate→isopropyl (Z)-7-((1R,2R,3R)-3-((tert-butyldimethylsilyl)oxy)-2-((1E,5E)-4,4-difluoro-3-((4-methoxybenzyl)oxy)octa-1,5-dien-1-yl)-5-oxocyclopentyl)hept-5-enoate→isopropyl 7-((1R,2R,3R)-3-((tert-butyldimethylsilyl)oxy)-2-(4,4-difluoro-3-hydroxyoctyl)-5-oxocyclopentyl)heptanoate→isopropyl 7-((1R,2R,3R)-3-((tert-butyldimethylsilyl)oxy)-2-(4,4-difluoro-3-oxooctyl)-5-oxocyclopentyl)heptanoate→7-((1R,2R,3R)-3-((tert-butyldimethylsilyl)oxy)-2-(4,4-difluoro-3-oxooctyl)-5-oxocyclopentyl)heptanoic acid
TelmisartanOptimised routesteps: 4total yield: 86.7 mg
methyl 4'-(bromomethyl)-[1,1'-biphenyl]-2-carboxylate→4-bromo-2-methyl-6-nitroaniline→butyraldehyde→6-bromo-4-methyl-2-propyl-1H-benzo[d]imidazole→4,4,4',4',5,5,5',5'-octamethyl-2,2'-bi(1,3,2-dioxaborolane)→TELM-025→TELM-026→2-bromo-1-methyl-1H-benzo[d]imidazole
Budesonide (Shire)Originator routesteps: 5total yield: /
Budesonide→2-((8S,10S,13S,14S)-10,13-dimethyl-3-oxo-6,7,8,10,12,13,14,15-octahydro-3H-cyclopenta[a]phenanthren-17-yl)-2-oxoethyl acetate→2-((8S,10S,13S,14S,16R,17S)-16,17-dihydroxy-10,13-dimethyl-3-oxo-6,7,8,10,12,13,14,15,16,17-decahydro-3H-cyclopenta[a]phenanthren-17-yl)-2-oxoethyl acetate→2-((8S,9R,10S,11S,13S,14S,16R,17S)-9-bromo-11,16,17-trihydroxy-10,13-dimethyl-3-oxo-6,7,8,9,10,11,12,13,14,15,16,17-dodecahydro-3H-cyclopenta[a]phenanthren-17-yl)-2-oxoethyl acetate→2-oxo-2-((8S,9S,10R,11S,13S,14S,16R,17S)-11,16,17-trihydroxy-10,13-dimethyl-3-oxo-6,7,8,9,10,11,12,13,14,15,16,17-dodecahydro-3H-cyclopenta[a]phenanthren-17-yl)ethyl acetate→(8S,9S,10R,11S,13S,14S,16R,17S)-11,16,17-trihydroxy-17-(2-hydroxyacetyl)-10,13-dimethyl-6,7,8,9,10,11,12,13,14,15,16,17-dodecahydro-3H-cyclopenta[a]phenanthren-3-one→butyraldehyde
Tetracaine HydrochlorideOptimised routesteps: 6total yield: /
4-Nitrobenzoic acid→4-Nitrobenzoyl chloride→N,N-Dimethylaminoethanol→2-(Dimethylamino)ethyl 4-nitrobenzoate hydrogen chloride→2-(Dimethylamino)ethyl 4-nitrobenzoate→2-(Dimethylamino)ethyl 4-aminobenzoate hydrogen chloride→4-Aminobenzoic acid 2-(dimethylamino)ethyl ester→Butanal→1-Bromobutane→4-(Butylamino)benzoic acid 2-(dimethylamino)ethyl ester
Tetracaine HydrochlorideOptimised routesteps: 3total yield: 93.5g(Tetracaine)
4-Aminobenzoic acid→Butanal→N,N-Dimethyl-2-hydroxyethylamine
Tetracaine HydrochlorideOptimised routesteps: 3total yield: /
Ethyl 4-nitrobenzoate→4-Aminobenzoic acid ethyl ester→Butyraldehyde→4-(Butylamino)benzoic acid ethyl ester→N,N-Dimethyl-2-hydroxyethylamine→4-(Butylamino)benzoic acid 2-(dimethylamino)ethyl ester
Pilocarpine HydrochlorideOptimised routesteps: 4total yield: /
1-Butanone→Glyoxylic acid methyl ester→Methyl (2R,3S)-3-formyl-2-hydroxypentanoate→(2S,3R)-2-Ethyl-3-hydroxy-4-methoxy-4-oxobutanoic acid→Diethyl (2S,3R)-2-methyl-3-hydroxysuccinate→Dimethyl (2S,3R)-2-ethyl-3-[(4-methylbenzene-1-sulfonyl)oxy]butanedioate

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