Structure via PubChem · Public domain (PubChem)
ambroxol
Sign in to saveAlso known as Bromhexine-metabolite vIII, 4-(((2-Amino-3,5-dibromophenyl)methyl)amino)cyclohexanol, SID29215331, SID50085991, Tabcin (TN), trans-4-((2-Amino-3,5-dibromobencil)amino)ciclohexanol, trans-4-((2-Amino-3,5-dibromobenzyl)amine)cyclohexanol, 4-[(2-Amino-3,5-dibromobenzyl)amino]cyclohexanol
Ambroxol is a drug that breaks up phlegm, used in the treatment of respiratory diseases associated with viscid or excessive mucus. Ambroxol is often administered as an active ingredient in cough syrup.
Key facts
- Drug.Verifiedfields
- changed
- Drug.verifiedrevid
- 464186402
- Drug.IUPAC_name
- trans-4-(2-Amino-3,5-dibromobenzylamino)-cyclohexanol
- Drug.image
- Ambroxol structural formulae.png
- Drug.image_class
- skin-invert-image
- Drug.image2
- Ambroxol ball-and-stick.png
- Drug.image_class2
- bg-transparent
- Drug.ATC_prefix
- R05
- Drug.ATC_suffix
- CB06
- Drug.legal_status
- otc
- Drug.routes_of_administration
- oral, inhaled, intramuscular, intravenous
- Drug.metabolism
- CYP3A4
- Drug.elimination_half life
- 7-12 h
- Drug.CAS_number
- 18683-91-5
- Drug.PubChem
- 2132
- Drug.DrugBank
- DB06742
- Drug.ChemSpiderID
- 10276826
- Drug.UNII
- 200168S0CL
via Wikipedia infobox
Chemical data
- Formula
- C13H18Br2N2O
- Molecular weight
- 378.1 g/mol
- IUPAC name
- 4-[(2-amino-3,5-dibromophenyl)methylamino]cyclohexan-1-ol
- SMILES
- C1CC(CCC1NCC2=C(C(=CC(=C2)Br)Br)N)O
- InChIKey
- JBDGDEWWOUBZPM-UHFFFAOYSA-N
- XLogP
- 2.6
- Polar surface area
- 58.3 Ų
- H-bond donors
- 3
- H-bond acceptors
- 3
- Formal charge
- 0
via PubChem
Research
1,136 papers- Ambroxol in the 21st century: pharmacological and clinical update.Expert opinion on drug metabolism & toxicology · 2008
- Ambroxol for neuropathic pain: hiding in plain sight?Pain · 2023
- [Ambroxol].Tuberkuloz ve toraks · 2006
- Molecular mechanisms of the ambroxol action in Gaucher disease and GBA1 mutation-associated Parkinson disease.Neurochemistry international · 2024
- Ambroxol: a CNS drug?CNS neuroscience & therapeutics · 2008
via PubMed
Wikidata facts
- Mass
- 375.9786
Show 6 more facts
- Commons category
- Ambroxol
- chemical formula
- C₁₃H₁₈Br₂N₂O
- isomeric SMILES
- C1=C(C(=C(C=C1Br)Br)N)CN[C@H]2CC[C@@H](CC2)O
- canonical SMILES
- C1=C(C(=C(C=C1Br)Br)N)CNC2CCC(CC2)O
- defined daily dose
- 0.12
- native label
- Ambroxolum
Sources (7)
via Wikidata · CC0
~5 min read
Article
6 sectionsContents
- Medical uses
- Side effects
- Mechanism of action
- Brand names
- See also
- References
Ambroxol is a drug that breaks up phlegm, used in the treatment of respiratory diseases associated with viscid or excessive mucus. Ambroxol is often administered as an active ingredient in cough syrup.
It was patented in 1966 and came into medical use in 1979.