Ambroxol Chemical Properties

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)

NIST Chemistry Reference

Ambroxol(18683-91-5)

Safety Information

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.

Ambroxol Usage And Synthesis

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(18683-91-5)Related Product Information

• Cyclamic acid
• trans,trans-2,4-Undecadienal
• Molasses
• ALTRENOGEST
• 4-Hydroxybenzylamine
• Phenoxybenzamine hydrochloride
• Trimethoprim
• Glycine
• 4-Fluorobenzylamine
• 6-Aminocaproic acid
• AMBROXOL HCL
• Ambroxol HCL and Sodium Chloride Injection
• Trans-4-Aminocyclohexanol ( For Ambroxol Hcl )
• Bromine
• Cyclohexylamine
• 2-AMINO-3,5-DIBROMOBENZYL ALCOHOL
• Neltenexine
• RAC TRANS AMBROXOL-D5