Ambroxol hydrochloride
Synonym(s):2-Amino-3,5-dibromo-N-(trans-4-hydroxycyclohexyl)benzylamine;Ambroxol hydrochloride
- CAS NO.:23828-92-4
- Empirical Formula: C13H19Br2ClN2O
- Molecular Weight: 414.56
- MDL number: MFCD00078932
- EINECS: 245-899-2
- SAFETY DATA SHEET (SDS)
- Update Date: 2024-11-19 15:53:33
What is Ambroxol hydrochloride?
Chemical properties
White Crystalline Powder
The Uses of Ambroxol hydrochloride
Ambroxol hydrochloride is a medication indicated to alleviate chest congestion associated with conditions that include bronchitis, pneumonia, bronchospasm asthma, cough, and allergy. Preclinically, ambroxol, the active ingredient of Mucosolvan, has been shown to increase respiratory tract secretion. It enhances pulmonary surfactant production and stimulates ciliary activity.
Ambroxol hydrochloride is an expectorant antioxidant and antiinflammatory agent.
Definition
ChEBI: Ambroxol hydrochloride is an aromatic amine. it is a metabolite of bromhexine that stimulates mucociliary action and clears the air passages in the respiratory tract. it is usually administered as the hydrochloride.
Indications
Ambroxol Hydrochloride is a bronchosecretolytic drug. It is indicated as “secretolytic therapy in bronchopulmonary diseases associated with abnormal mucus secretion and impaired mucus transport. It promotes mucus clearance, facilitates expectoration and eases productive cough, allowing patients to breathe freely and deeply.
Biological Activity
Sodium channel blocker and mucolytic agent with antioxidant, anti-viral and anti-inflammatory properties. Inhibits tetrodotoxin (TTX)-resistant channels more potently than TTX-sensitive subtypes (IC 50 values for tonic block are 35.2 and 111.5 μ M respectively). Inhibits release of histamine, leukotrienes and cytokines from human leukocytes and mast cells.
Pharmacokinetics
Ambroxol hydrochloride inhibits tetrodotoxin (TTX)-resistant channels more potently than TTX-sensitive subtypes (IC50 values for tonic block are 35.2 and 111.5 μM respectively). Inhibits release of histamine, leukotrienes and cytokines from human leukocytes and mast cells. Inhibits viral replication and improves survival rate of mice infected with influenza (H3N2) virus.
Mode of action
Ambroxol is the active metabolite of bromhexine. Ambroxol causes an increase in secretion in the respiratory tract. It promotes surfactant production and stimulates ciliary activity. These effects assist the flow of mucus and its removal (mucociliary clearance). An improvement in mucociliary clearance was demonstrated in clinical pharmacological studies. The increase in secretion and mucociliary clearance facilitate expectoration and reduce the cough. In in vitro studies ambroxol showed a significant reduction in cytokine release, both in the blood and in mononuclear and polynuclear cells. The clinical relevance of these findings is unclear.
Properties of Ambroxol hydrochloride
Melting point: | 233-234.5°C |
storage temp. | Inert atmosphere,2-8°C |
solubility | Sparingly soluble in water, soluble in methanol, practically insoluble in methylene chloride. |
form | neat |
form | Solid |
color | White to Off-White |
PH | pH(10g/l, 25℃) : 4.0~6.0 |
Water Solubility | Slightly soluble in water (~5 mg/ml) or ethanol (~5 mg/ml). |
Merck | 14,386 |
InChI | InChI=1/C13H18Br2N2O.ClH/c14-9-5-8(13(16)12(15)6-9)7-17-10-1-3-11(18)4-2-10;/h5-6,10-11,17-18H,1-4,7,16H2;1H/t10-,11-; |
CAS DataBase Reference | 23828-92-4(CAS DataBase Reference) |
Safety information for Ambroxol hydrochloride
Signal word | Warning |
Pictogram(s) |
Exclamation Mark Irritant GHS07 |
GHS Hazard Statements |
H315:Skin corrosion/irritation H319:Serious eye damage/eye irritation H335:Specific target organ toxicity, single exposure;Respiratory tract irritation |
Precautionary Statement Codes |
P261:Avoid breathing dust/fume/gas/mist/vapours/spray. P305+P351+P338:IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing. |
Computed Descriptors for Ambroxol hydrochloride
InChIKey | QNVKOSLOVOTXKF-PFWPSKEQSA-N |
SMILES | [C@@H]1(O)CC[C@@H](NCC2=CC(Br)=CC(Br)=C2N)CC1.[H]Cl |&1:0,4,r| |
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