|
| | Ambroxol Basic information |
| Product Name: | Ambroxol | | Synonyms: | 4-((2-amino-3,5-dibromobenzyl)amino)-(e)-cyclohexano;5-dibromophenyl)methyl)amino)-4-(((2-amino-trans-cyclohexano;Cyclohexanol, 4-((2-amino-3,5-dibromobenzyl)amino)- (E)-;Cyclohexanol, 4-[[(2-amino-3,5-dibromophenyl)methyl]amino]-, trans-;n-(2-amino-3,4-dibromociclohexil)-trans-4-aminociclohexanol;n-(2-amino-3,4-dibromocyclohexyl)-trans-4-aminocyclohexanol;N-(trans-4-Hidroxiciclohexil)-(2-amino-3,5-dibromobencil)amina;N-(trans-4-Hydroxycyclohexyl)-(2-amino-3,5-dibromobenzyl)-amine | | CAS: | 18683-91-5 | | MF: | C13H18Br2N2O | | MW: | 378.1 | | EINECS: | 242-500-3 | | Product Categories: | API | | Mol File: | 18683-91-5.mol |  |
| | 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) |
| 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 | expectorant
| | Uses | Ambroxol is a metabolite of Bromohexine. Ambroxol Hydrochloride is a bronchosecretolytic drug. Free base of Ambroxol Hydrochloride (A575900). | | 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 |
|
