Ambroxol

Bezeichnung:Ambroxol

CAS-Nr18683-91-5

Englisch Name:Ambroxol

CBNumberCB9186114

SummenformelC13H18Br2N2O

Molgewicht378.1

MOL-Datei18683-91-5.mol

Synonyma

Ambroxol

Ambroxol physikalisch-chemischer Eigenschaften

Schmelzpunkt	233-234 C
Siedepunkt	468.6±45.0 °C(Predicted)
Dichte	1.5863 (rough estimate)
Brechungsindex	1.6220 (estimate)
storage temp.	Keep in dark place,Sealed in dry,2-8°C
Löslichkeit	Soluble in Water.
Aggregatzustand	solid
pka	15.12±0.40(Predicted)
Farbe	White
Stabilität	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 Datenbank	18683-91-5(CAS DataBase Reference)
NIST chemische Informationen	Ambroxol(18683-91-5)

Sicherheit

Kennzeichnung gefährlicher	Xn,Xi
R-Sätze:	22-36/37/38
S-Sätze:	36-26
WGK Germany	3
RTECS-Nr.	GV8423000
Toxizität	guinea pig,LD50,intraperitoneal,280mg/kg (280mg/kg),Medicamentos de Actualidad. Vol. 15, Pg. 523, 1979.

Gefahreninformationscode (GHS)

Ambroxol Chemische Eigenschaften,Einsatz,Produktion Methoden

R-Sätze Betriebsanweisung:
R22:Gesundheitsschädlich beim Verschlucken.
R36/37/38:Reizt die Augen, die Atmungsorgane und die Haut.
S-Sätze Betriebsanweisung:
S36:DE: Bei der Arbeit geeignete Schutzkleidung tragen.
S26:Bei Berührung mit den Augen sofort gründlich mit Wasser abspülen und Arzt konsultieren.
Beschreibung
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
Verwenden
Ambroxol is a metabolite of Bromohexine. Ambroxol Hydrochloride is a bronchosecretolytic drug. Free base of Ambroxol Hydrochloride (A575900).
Verwenden
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
Einzelnachweise
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 Upstream-Materialien And Downstream Produkte

Ambroxol Anbieter Lieferant Produzent Hersteller Vertrieb Händler.

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