Introduction：Basic information about Ambroxol CAS 18683-91-5, including its chemical name, molecular formula, synonyms, physicochemical properties, and safety information, etc.
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 |
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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 | 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 dissolvedin a mixture of 80 cc of glacial acetic acid and 20 cc of water, and then 9.6 gof bromine were added dropwise at room temperature while stirring thesolution. After all of the bromine had been added, the reaction mixture wasstirred for two hours more and was then concentrated in a water aspiratorvacuum. The residue was taken up in 2 N ammonia, the solution wasextracted several times with chloroform, and the organic extract solutionswere combined and evaporated. The residue, raw N-(trans-phydroxycyclohexyl)-(2-amino-3,5-dibromobenzyl)-amine, was purified withchloroform and ethyl acetate over silica gel in a chromatographic column, thepurified product was dissolved in a mixture of ethanol and ether, and thesolution was acidified with concentrated hydrochloric acid. The precipitateformed thereby was collected and recrystallized from ethanol and ether,yielding N-(trans-p-hydroxycyclohexyl)-(2-amino-3,5-dibromobenzyl)-aminehydrochloride, MP 233-234.5°C (decomposition). |
| Therapeutic Function | Expectorant |
| References | [1] S TERAMOTO. 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.[J]. Pharmacology, 1999, 59 3: 135-141. DOI:10.1159/000028313
[2] DARIUSZ NOWAK Jozef D Grzegorz Pierscinski. Ambroxol inhibits doxorubicin-induced lipid peroxidation in heart of mice[J]. Free Radical Biology and Medicine, 1995, 19 5: Pages 659-663. DOI:10.1016/0891-5849(95)00028-v
[3] B F GIBBS. Ambroxol inhibits the release of histamine, leukotrienes and cytokines from human leukocytes and mast cells.[J]. Inflammation Research, 1999, 48 2: 86-93. DOI:10.1007/s000110050421 |
Ambroxol Preparation Products And Raw materials
| Raw materials | Acetic acid-->Sodium sulfate-->Lithium Aluminum Hydride-->1,4-Dioxane-->Methanesulfonyl chloride-->Sulfurous Acid-->Methyl anthranilate-->2-Methoxyethanol-->Bromide-->Tetrachloroethylene-->1,4-Dibromobenzene-->Octanoic hydrazide-->trans-4-Aminocyclohexanol hydrochloride-->METHANESULFONYL HYDRAZIDE-->Ambroxol hydrochloride |
