Natriumgualenat

Bezeichnung:Natriumgualenat

CAS-Nr6223-35-4

Englisch Name:Sodium gualenate

CBNumberCB6688455

SummenformelC15H17NaO3S

Molgewicht300.35

MOL-Datei6223-35-4.mol

Synonyma

Natriumgualenat

Natriumgualenat physikalisch-chemischer Eigenschaften

Schmelzpunkt	98°C(lit.)
storage temp.	Inert atmosphere,Room Temperature
Löslichkeit	DMSO : 30 mg/mL (99.88 mM)
Aggregatzustand	powder to crystaline
Farbe	Blue to Dark blue
Merck	14,4554
InChI	InChI=1S/C15H18O3S.Na/c1-9(2)12-6-5-10(3)15-13(8-12)11(4)7-14(15)19(16,17)18;/h5-9H,1-4H3,(H,16,17,18);/q;+1/p-1
InChIKey	GEYJUFBPCGDENK-UHFFFAOYSA-M
SMILES	C12C(C)=CC=C(C(C)C)C=C1C(=CC=2S([O-])(=O)=O)C.[Na+]

Sicherheit

RTECS-Nr.	CO4826000
HS Code	2908.99.1500

Gefahreninformationscode (GHS)

Sodium gualenate Chemische Eigenschaften,Einsatz,Produktion Methoden

Verwenden
Sodium gualenate (Guaiazulenesulfonate sodium) is a hydrophilic derivative of guaiazulene with excellent anti-inflammatory and wound-healing effects mainly used for the treatment of duodenal ulcer, gastric ulcer and gastritis.
Synthese

489-84-9

6223-35-4

(1) Preparation of sodium 3,8-dimethyl-5-isopropylchrysanthemum-1-sulfonate Under ice bath conditions, 4 mmol of guaiacol and 2 mL of acetic anhydride (Ac2O) were added to a 25 mL pear-shaped flask. Subsequently, a mixture of 1 mL of concentrated sulfuric acid (H2SO4) and 2 mL of acetic anhydride (Ac2O) was slowly added dropwise through a constant-pressure dropping funnel (with a drying tube fitted at the top). After the dropwise addition, the reaction mixture was stirred at room temperature for about 2 hours, during which the progress of the reaction was monitored by thin layer chromatography (TLC) until the feedstock completely disappeared. Upon completion of the reaction, the mixture solution was poured into 4 mL of water and the pH was adjusted to 8-9 by dropwise addition of sodium hydroxide (NaOH) solution.Subsequently, the mixture solution was cooled to promote the formation of a precipitate, filtration was carried out, and the precipitate was washed sequentially with cold water and petroleum ether, and was dried to give 1.05 g of a blue solid product. The yield was 87.5% and the melting point was 106-107 °C.
in vivo

Sodium gualenate has been frequently used for the treatment of human gastritis. Cytoprotection is defined as the main mechanism of Sodium gualenate to protect the mucosa of the stomach and the antipeptic actions in vivo have also been shown^[2].
Einzelnachweise
[1] Nakamichi K, et al. Stabilization of sodium guaiazulene sulfonate in granules for tableting prepared using a twin-screw extruder. Eur J Pharm Biopharm. 2003 Nov;56(3):347-54. DOI:10.1016/s0939-6411(03)00100-0
[2] Cao T, et al. Synthesis and Biological Evaluation of 3, 8-dimethyl-5-isopropylazulene Derivatives as Anti-gastric Ulcer Agent. Chem Biol Drug Des. 2016 Aug;88(2):264-71. DOI:10.1111/cbdd.12753

Sodium gualenate Upstream-Materialien And Downstream Produkte

Natriumgualenat Anbieter Lieferant Produzent Hersteller Vertrieb Händler.

6223-35-4, Sodium gualenate Verwandte Suche:

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