1-Azulenesulfonic acid, 3,8-dimethyl-5-(1-methylethyl)-, sodium salt (1:1)
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1-Azulenesulfonic acid, 3,8-dimethyl-5-(1-methylethyl)-, sodium salt (1:1)
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CAS No:
6223-35-4
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Formula:
C15H18O3S.Na
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Chemical Name:
1-Azulenesulfonic acid, 3,8-dimethyl-5-(1-methylethyl)-, sodium salt (1:1)
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Synonyms:
1-Azulenesulfonic acid,3,8-dimethyl-5-(1-methylethyl)-,sodium salt (1:1);1-Azulenesulfonic acid,5-isopropyl-3,8-dimethyl-,sodium salt;1-Azulenesulfonic acid,3,8-dimethyl-5-(1-methylethyl)-,sodium salt;Sodium 5-isopropyl-3,8-dimethyl-1-azulenesulfonate;Azulen SN;Azupromin;Sodium 7-isopropyl-1,4-dimethylazulene-3-sulfonate;Sodium guaiazulene-3-sulfonate;Sodium 1,4-dimethyl-7-isopropylazulene-3-sulfonate;Azunol ST;Sodium guaiazulenesulfonate;Azulene SN;Sodium 3-methyl-5-isopropyl-8-methylazulenesulfonate;Sodium gualenate;Guaiazulene 3-sulfonate sodium salt;Guaiazulene soluble;133414-61-6
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CAS No:
Description
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.
1-Azulenesulfonic acid, 3,8-dimethyl-5-(1-methylethyl)-, sodium salt (1:1) Basic Attributes
300.34800
300.08000
228-309-8
2904100000
1-Azulenesulfonic acid, 3,8-dimethyl-5-(1-methylethyl)-, sodium salt (1:1) Use and Manufacturing
(1) Sulfuric acid (370 lL, 7 mmol) was added dropwise to a solutionof guaiazulene (198 mg, 1 mmol) in acetic anhydride (2 mL, 20 mmol) at 0 C, then cooling was removed and the resulting mixturewas stirred at room temperature for 4 h. Then, a 40percent aqueoussolution of sodium hydroxide (10 g) was added dropwise, and theresulting mixture was extracted with dichloromethane and theprecipitated product was quickly separated using a glass filter togive 3 as dark purple colored crystals (176 mg, 57percent). Mp 159–161 C (dec.). IR (ATR, neat): 3410, 3086, 2955, 2924, 1578, 1447, 1373, 1192, 1142, 1119, 1049, 1011, 637. 1H NMR (400 MHz, CDCl3): d = 8.28 (s, 1H), 8.03 (s, 1H), 7.56 (d, J = 10.8 Hz, 1H), 7.30(d, J = 10.8 Hz, 1H), 3.26 (s, 3H), 3.03 (dquin, J = 13.7 Hz, 1H), 2.51(s, 3H), 1.24 (d, J = 7.0 Hz, 6H). 13C NMR (100 MHz, CDCl3):d = 148.3, 144.1, 139.6, 138.8, 137.3, 135.5, 132.5, 131.0, 124.7, 123.1, 37.1, 26.9, 23.6, 23.3, 11.9.
Drug Function and Efficacy
It can directly act on the inflamed mucosa and has an anti-inflammatory effect. Animal experiments show that it can effectively inhibit ulcers caused by aspirin. This compound preparation has the effect of promoting the healing of ulcers in various experimental rat ulcers, indicating that it has a therapeutic effect on low-acid (acid-free) ulcers. In addition, this compound preparation can inhibit the production of pepsinogen in the gastric mucosa of rats.
Registered Holders
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Lesheng Pharmaceutical Shijiazhuang Co., Ltd.
Active
China
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Xi An Yutai Pharmaceutical Co., Ltd.
Active
China
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Tianjin Dingshuo Pharmacal Co., Ltd.
Active
China
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1-Azulenesulfonic acid, 3,8-dimethyl-5-(1-methylethyl)-, sodium salt (1:1)
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