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CAS 27489-62-9,50910-54-8

trans-4-Aminocyclohexanol

Codes: Ambroxol- 001, Ambroxol- 016

Application context (from source-drug indications)

Chronic bronchitisRoxithromycin/Ambroxol HydrochlorideBronchitisRoxithromycin/Ambroxol HydrochlorideRespiratory tract infectionRoxithromycin/Ambroxol HydrochloridePneumoniaRoxithromycin/Ambroxol HydrochlorideTracheitisRoxithromycin/Ambroxol HydrochlorideBacterial infectionRoxithromycin/Ambroxol HydrochlorideAnaesthesiaAmbroxol HydrochloridePharyngitisAmbroxol HydrochlorideRespiratory diseaseAmbroxol HydrochlorideBronchitisAmbroxol HydrochlorideParkinson's diseaseAmbroxol HydrochlorideParkinsonismAmbroxol Hydrochloride

Source drugs (routes using this intermediate)

DrugTierExpiry
Roxithromycin/Ambroxol HydrochlorideTier C — Watch / trade-
Ambroxol 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.

Roxithromycin/Ambroxol HydrochlorideOptimised routesteps: 5total yield: 14.7g(Ambroxol)
trans-4-Aminocyclohexanol→2,4-Dihydro-1H-3,1-benzoxazine-2,4-dione→trans-2-Amino-N-(4-hydroxycyclohexyl)benzamide→trans-4-(2-Aminobenzylamino)cyclohexanol→2-Nitrobenzaldehyde→trans-4-(2-Nitrophenylmethyleneamino)cyclohexanol
Roxithromycin/Ambroxol HydrochlorideOptimised routesteps: 3total yield: 4.5g(Ambroxol)
2-Amino-3,5-dibromobenzaldehyde→trans-4-(2-Amino-3,5-dibromobenzylideneamino)cyclohexanol→trans-4-Aminocyclohexanol
Roxithromycin/Ambroxol HydrochlorideOptimised routesteps: 2total yield: /
N-Acetyl-N-(2,4,6-tribromophenyl)acetamide→trans-4-Aminocyclohexanol→N-Acetyl-N-(2,4-dibromo-6-[[(trans-4-hydroxycyclohexyl)amino]methyl]phenyl)acetamide
Roxithromycin/Ambroxol HydrochlorideOptimised routesteps: 10total yield: 2.345g(Ambroxol)
Anthranilic acid→Methyl anthranilate→Methyl 2-amino-3,5-dibromobenzoate→2-Amino-3,5-dibromobenzyl alcohol→2-Amino-3,5-dibromo-N-[trans-4-hydroxycyclohexyl]benzamide→2-Amino-3,5-dibromo-N-(trans-4-hydroxycyclohexyl)benzylamine→2-Amino-3,5-dibromobenzaldehyde→trans-4-(2-Amino-3,5-dibromobenzylideneamino)cyclohexanol→trans-4-Aminocyclohexanol
Roxithromycin/Ambroxol HydrochlorideOptimised routesteps: 5total yield: 35.12g(Ambroxol)
3,5-Dibromo-2-nitrobenzaldehyde→trans-4-(2-Nitro-3,5-dibromobenzylideneamino)cyclohexanol→(2-Amino-3,5-dibromophenyl)methyl 1H-imidazole-1-carboxylate→o-Nitrobenzaldehyde→trans-4-Aminocyclohexanol→2-Amino-3,5-dibromo-N-(trans-4-hydroxycyclohexyl)benzylamine
Roxithromycin/Ambroxol HydrochlorideOptimised routesteps: 3total yield: 359.2g(Ambroxol)
2-Methylaniline→2,4-Dibromo-6-(bromomethyl)aniline→trans-4-Aminocyclohexanol→2-Amino-3,5-dibromo-N-(trans-4-hydroxycyclohexyl)benzylamine
Roxithromycin/Ambroxol HydrochlorideOptimised routesteps: 4total yield: 9.16g Ambroxol
trans-2-Amino-N-(4-hydroxycyclohexyl)benzamide→2-Amino-3,5-dibromo-N-[trans-4-hydroxycyclohexyl]benzamide→2-Amino-3,5-dibromo-N-(trans-4-hydroxycyclohexyl)benzylamine→trans-4-Aminocyclohexanol→Anthranilic acid N-carboxylic acid anhydride
Ambroxol HydrochlorideOptimised routesteps: 5total yield: 14.7g(Ambroxol)
trans-4-Aminocyclohexanol→2,4-Dihydro-1H-3,1-benzoxazine-2,4-dione→trans-2-Amino-N-(4-hydroxycyclohexyl)benzamide→trans-4-(2-Aminobenzylamino)cyclohexanol→2-Nitrobenzaldehyde→trans-4-(2-Nitrophenylmethyleneamino)cyclohexanol
Ambroxol HydrochlorideOptimised routesteps: 3total yield: 4.5g(Ambroxol)
2-Amino-3,5-dibromobenzaldehyde→trans-4-(2-Amino-3,5-dibromobenzylideneamino)cyclohexanol→trans-4-Aminocyclohexanol
Ambroxol HydrochlorideOptimised routesteps: 2total yield: /
N-Acetyl-N-(2,4,6-tribromophenyl)acetamide→trans-4-Aminocyclohexanol→N-Acetyl-N-(2,4-dibromo-6-[[(trans-4-hydroxycyclohexyl)amino]methyl]phenyl)acetamide
Ambroxol HydrochlorideOptimised routesteps: 10total yield: 2.345g(Ambroxol)
Anthranilic acid→Methyl anthranilate→Methyl 2-amino-3,5-dibromobenzoate→2-Amino-3,5-dibromobenzyl alcohol→2-Amino-3,5-dibromo-N-[trans-4-hydroxycyclohexyl]benzamide→2-Amino-3,5-dibromo-N-(trans-4-hydroxycyclohexyl)benzylamine→2-Amino-3,5-dibromobenzaldehyde→trans-4-(2-Amino-3,5-dibromobenzylideneamino)cyclohexanol→trans-4-Aminocyclohexanol
Ambroxol HydrochlorideOptimised routesteps: 5total yield: 35.12g(Ambroxol)
3,5-Dibromo-2-nitrobenzaldehyde→trans-4-(2-Nitro-3,5-dibromobenzylideneamino)cyclohexanol→(2-Amino-3,5-dibromophenyl)methyl 1H-imidazole-1-carboxylate→o-Nitrobenzaldehyde→trans-4-Aminocyclohexanol→2-Amino-3,5-dibromo-N-(trans-4-hydroxycyclohexyl)benzylamine
Ambroxol HydrochlorideOptimised routesteps: 3total yield: 359.2g(Ambroxol)
2-Methylaniline→2,4-Dibromo-6-(bromomethyl)aniline→trans-4-Aminocyclohexanol→2-Amino-3,5-dibromo-N-(trans-4-hydroxycyclohexyl)benzylamine
Ambroxol HydrochlorideOptimised routesteps: 4total yield: 9.16g Ambroxol
trans-2-Amino-N-(4-hydroxycyclohexyl)benzamide→2-Amino-3,5-dibromo-N-[trans-4-hydroxycyclohexyl]benzamide→2-Amino-3,5-dibromo-N-(trans-4-hydroxycyclohexyl)benzylamine→trans-4-Aminocyclohexanol→Anthranilic acid N-carboxylic acid anhydride

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