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Ambroxol

Ambroxol Structure
Ambroxol
  • CAS No.18683-91-5
  • Chemical Name:Ambroxol
  • CBNumber:CB9186114
  • Molecular Formula:C13H18Br2N2O
  • Formula Weight:378.1
  • MOL File:18683-91-5.mol
Ambroxol Property
  • Melting point 233-234 C
  • Boiling point 468.6±45.0 °C(Predicted)
  • Density 1.5863 (rough estimate)
  • refractive index 1.6220 (estimate)
  • storage temp. Keep in dark place,Sealed in dry,2-8°C
  • solubility Soluble in Water.
  • form solid
  • pka 15.12±0.40(Predicted)
  • color White
  • Stability Stable for 1 year from date of purchase as supplied. Solutions in distilled water may be stored at -20° for up to 3 months.
  • CAS DataBase Reference 18683-91-5(CAS DataBase Reference)
  • FDA UNII 200168S0CL
  • ATC code R05CB06
  • NIST Chemistry Reference Ambroxol(18683-91-5)
Safety
  • Hazard Codes  :Xn,Xi
  • Risk Statements  :22-36/37/38
  • Safety Statements  :36-26
  • WGK Germany  :3
  • RTECS  :GV8423000
  • Toxicity :guinea pig,LD50,intraperitoneal,280mg/kg (280mg/kg),Medicamentos de Actualidad. Vol. 15, Pg. 523, 1979.
Hazard and Precautionary Statements (GHS)
  • Symbol(GHS)
  • Signal wordWarning
  • Hazard statements H319-H315-H302-H335
  • Precautionary statements P264-P280-P305+P351+P338-P337+P313P-P264-P280-P302+P352-P321-P332+P313-P362-P264-P270-P301+P312-P330-P501

Ambroxol Chemical Properties,Usage,Production

  • Description Ambroxol HCl (18683-91-5) is a radical scavenger with anti-inflammatory activity. Blocks the generation of reactive oxygen species by bronchoalveolar lavage cells, inhibits doxorubicin-induced lipid peroxidation (70 mg/kg in rat), and inhibits the release of inflammatory mediators from human leukocytes and mast cells (effective dose ~ 100 μM)
  • Originator Mucosolvan,Thomae,W. Germany,1980
  • Uses Ambroxol is a metabolite of Bromohexine. Ambroxol Hydrochloride is a bronchosecretolytic drug. Free base of Ambroxol Hydrochloride (A575900).
  • Uses expectorant
  • Definition ChEBI: Ambroxol is an aromatic amine.
  • Manufacturing Process 6.5 g of N-(trans-p-hydroxycyclohexyl)-(2-aminobenzyl)-amine were dissolved in a mixture of 80 cc of glacial acetic acid and 20 cc of water, and then 9.6 g of bromine were added dropwise at room temperature while stirring the solution. After all of the bromine had been added, the reaction mixture was stirred for two hours more and was then concentrated in a water aspirator vacuum. The residue was taken up in 2 N ammonia, the solution was extracted several times with chloroform, and the organic extract solutions were combined and evaporated. The residue, raw N-(trans-phydroxycyclohexyl)-( 2-amino-3,5-dibromobenzyl)-amine, was purified with chloroform and ethyl acetate over silica gel in a chromatographic column, the purified product was dissolved in a mixture of ethanol and ether, and the solution was acidified with concentrated hydrochloric acid. The precipitate formed thereby was collected and recrystallized from ethanol and ether, yielding N-(trans-p-hydroxycyclohexyl)-(2-amino-3,5-dibromobenzyl)-amine hydrochloride, MP 233-234.5°C (decomposition).
  • Therapeutic Function Expectorant
  • References 1) Teramoto et al. (1999), Effects of ambroxol on spontaneous or stimulated generation of reactive oxygen species by bronchoalveolar lavage cells harvested from patients with or without chronic obstructive pulmonary diseases; Pharmacology, 59 135 2) Nowak et al. (1995), Ambroxol inhibits doxorubicin-induced lipid peroxidation in heart of mice; Free Radic. Biol. Med., 19 659 3) Gibbs et al. (1999), Ambroxol inhibits the release of histamine, leukotrienes and cytokines from human leukocytes and mast cells; Inflamm. Res., 48 86
Ambroxol Preparation Products And Raw materials
Raw materials
Preparation Products
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Ambroxol Spectrum
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  • C13H18Br2N2O
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  • 18683-91-5
  • Ambroxol, 10 mM in DMSO
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  • Ambroxo
  • 4-[(2-amino-3,5-dibromophenyl)methylamino]cyclohexano1-ol
  • ambroxol base
  • AmbroxolQ: What is Ambroxol Q: What is the CAS Number of Ambroxol Q: What is the storage condition of Ambroxol Q: What are the applications of Ambroxol
  • Ambroxol USP/EP/BP
  • Ambroxolum
  • 4-[[(2-Amino-3,5-dibromophenyl)methyl]amino]cyclohexanol
  • trans-N-[2-Amino-3,5-dibromobenzyl]-4-hydroxycyclohexylamine
  • (1α,4β)-4-[(2-Amino-3,5-dibromobenzyl)amino]cyclohexanol