Amlexanox

Bezeichnung:Amlexanox

CAS-Nr68302-57-8

Englisch Name:Amlexanox

CBNumberCB6294838

SummenformelC16H14N2O4

Molgewicht298.29

MOL-Datei68302-57-8.mol

Amlexanox physikalisch-chemischer Eigenschaften

Schmelzpunkt	>3000C
Siedepunkt	570.0±50.0 °C(Predicted)
Dichte	1.408±0.06 g/cm3(Predicted)
storage temp.	-20°C
Löslichkeit	DMSO: soluble10mg/mL at warmed, clear
pka	3.95±0.20(Predicted)
Aggregatzustand	powder
Farbe	white to beige
Merck	14,490
Stabilität	Stable for 2 years from date of purchase as supplied. Solutions in DMSO may be stored at -20° for up to 3 months.
CAS Datenbank	68302-57-8(CAS DataBase Reference)

Sicherheit

Kennzeichnung gefährlicher	Xn
R-Sätze:	22-43
S-Sätze:	36/37-37-36
WGK Germany	3
RTECS-Nr.	DJ3102000
HS Code	29349990

Gefahreninformationscode (GHS)

Amlexanox Chemische Eigenschaften,Einsatz,Produktion Methoden

Beschreibung
Amlexanox is an orally-active antiasthmatic agent useful in the treatment of bronchial asthma and allergy-related sinus disorders. The therapeutic effect of amlexanox appears to be attributed to its inhibitory actions on leukohiene D₄, PAF and histamine.
Chemische Eigenschaften
White Crystalline Solid
Originator
Takeda (Japan)
Verwenden
Inhibits release of allergic mediators from mast cells. Antiallergic; antiasthmatic
Definition
ChEBI: A pyridochromene-derived monocarboxylic acid having an amino substituent at the 2-position, an oxo substituent at the 5-position and an isopropyl substituent at the 7-position.
Manufacturing Process
A mixture of 2 ml of morpholine, 3 ml of dimethylformamide and 10 ml of water was heated to 60°C and under stirring the equal molecular quantity of 6-isopropyl-4-oxo-4H-1-benzopyran-3-carbonitrile was added for 5 minutes. The mixture was heated at that temperature for one hour and the resultant precipitate was filtered, rained with water recrystallized from acetic acid and washed with chloroform. By the above procedure was obtained 2-amino-6- isopropyl-4-oxo-4H-1-benzopyran-3-carboxaldehyde melting at 206°-208°C. A mixture of 4 ml ethyl cyanoacetate, 50 ml of ethanol, 5 ml of piperidine and the equal molecular quantity of 2-amino-6-isopropyl-4-oxo-4H-1-benzopyran- 3-carboxaldehyde was refluxed for 30 minutes and, after cooling, the crystalline precipitate was filtered and washed with chloroform. By above procedure was obtained ethyl-2-amino-7-isopropyl-1-azaxanthone-3- carboxylate, melting after recrystallization from ethanol at 243°-244°C. A mixture of 10 ml of acetic acid and 10 ml of 55% sulfuric acid the equal molecular quantity and 2-ethyl-amino-7-isopropyl-1-azaxanthone-3- carboxylate was stirred at 130°C for 4 hours and, after water was added, the precipitate was collected by filtration and recrystalllized from dimethylformamide to give the 2-amino-7-(1-methylethyl)-5-oxo-5H- [1]benzopyrano[2,3-b]pyridine-3-carboxylic acid, melting point 300°C.
Trademarks
Aphthasol (Uluru);Solfa.
Therapeutic Function
Antiulcer (topical)
Allgemeine Beschreibung
Amlexanox is an anti-allergic drug with anti-inflammatory properties.
Biochem/physiol Actions
Amlexanox elevates the amount of nonsense-containing mRNAs in treated cells and helps to generate full-length proteins effectively.
Lager
Store at -20°C
Einzelnachweise
1) Koch et al. (2013), Obesity: Teaching an old drug new tricks – amlexanox targets inflammation to improve metabolic dysfunction; Nat. Rev. Endocrinol., 9 185 2) Reilly et al. (2013), An inhibitor of the protein kinases TBK1 and IKK-ε improves obesity-related metabolic dysfunctions in mice; Nat. Med., 19 313 3) Nasry et al. (2016), Different modalities for treatment of recurrent aphthous stromatitis. A Randomized clinical trial; J. Clin. Exp. Dent. 8 e517 4) Cheng et al. (2018), Aphthous ulcer drug inhibits prostate tumor metastasis by targeting IKKε/TBK1/NFκB signaling; Theranostics 8 4633

Amlexanox Upstream-Materialien And Downstream Produkte

Amlexanox Anbieter Lieferant Produzent Hersteller Vertrieb Händler.

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