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6223-35-4

6223-35-4 structure
6223-35-4 structure
  • Name: sodium gualenate
  • Chemical Name: sodium,3,8-dimethyl-5-propan-2-ylazulene-1-sulfonate
  • CAS Number: 6223-35-4
  • Molecular Formula: C15H17NaO3S
  • Molecular Weight: 300.348
  • Catalog: Chemical reagent Organic reagent Sulfonate/sulfinate
  • Create Date: 2018-02-08 08:00:00
  • Modify Date: 2024-01-02 10:17:28
  • 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.
Name sodium,3,8-dimethyl-5-propan-2-ylazulene-1-sulfonate
Synonyms sodium 5-isopropyl-3,8-dimethylazulene-1-sulfonate
Gualenate de sodium
sodium gualenate
Azulene sulfonate sodium
5-isopropyl-3,8-dimethyl-azulene-1-sulfonic acid,sodium-salt
5-Isopropyl-3,8-dimethyl-azulen-1-sulfonsaeure,Natrium-Salz
Natrii gualenas
Sodium guiazulene sulfonate
Gualenato sodidico
Azulen SN
Azupromin
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.
Related Catalog
In Vitro Sodium gualenate is an unstable compound, which is gradually decomposed in the solid state at room temperature. When heated, Sodium gualenate decomposes almost completely within 1 week. It was found that a kneaded mixture of Sodium gualenate and cornstarch (weight ratio; 1:250) for tableting with water is stable. So, during production, Sodium gualenate could be stabilized using water[1]. Sodium gualenate slightly inhibits the histamine release from rat peritoneal mast cells and strongly inhibits the leukocyte emigration induced by fMLP[2].
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].
References

[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.

[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.

Melting Point 98°C(lit.)
Molecular Formula C15H17NaO3S
Molecular Weight 300.348
Exact Mass 300.079620
PSA 65.58000
LogP 4.51650

CHEMICAL IDENTIFICATION

RTECS NUMBER :
CO4826000
CHEMICAL NAME :
1-Azulenesulfonic acid, 5-isopropyl-3,8-dimethyl-, sodium salt
CAS REGISTRY NUMBER :
6223-35-4
LAST UPDATED :
199806
DATA ITEMS CITED :
6
MOLECULAR FORMULA :
C15-H18-O3-S.Na
MOLECULAR WEIGHT :
301.38

HEALTH HAZARD DATA

ACUTE TOXICITY DATA

TYPE OF TEST :
LD50 - Lethal dose, 50 percent kill
ROUTE OF EXPOSURE :
Oral
SPECIES OBSERVED :
Rodent - rat
DOSE/DURATION :
6380 mg/kg
TOXIC EFFECTS :
Details of toxic effects not reported other than lethal dose value
REFERENCE :
ARZNAD Arzneimittel-Forschung. Drug Research. (Editio Cantor Verlag, Postfach 1255, W-7960 Aulendorf, Fed. Rep. Ger.) V.1- 1951- Volume(issue)/page/year: 19,615,1969
TYPE OF TEST :
LD50 - Lethal dose, 50 percent kill
ROUTE OF EXPOSURE :
Intraperitoneal
SPECIES OBSERVED :
Rodent - rat
DOSE/DURATION :
180 mg/kg
TOXIC EFFECTS :
Behavioral - altered sleep time (including change in righting reflex) Behavioral - somnolence (general depressed activity) Behavioral - ataxia
REFERENCE :
SHNSAS Shinryo to Shinyaku. Medical Consultation and New Remedies. (Iji Shuppan Sha, 1-2-8 Shinkawa, Chuo-Ku, Tokyo 104, Japan) V.1- 1964- Volume(issue)/page/year: 11,2533,1974
TYPE OF TEST :
LD50 - Lethal dose, 50 percent kill
ROUTE OF EXPOSURE :
Subcutaneous
SPECIES OBSERVED :
Rodent - rat
DOSE/DURATION :
520 mg/kg
TOXIC EFFECTS :
Behavioral - somnolence (general depressed activity) Behavioral - convulsions or effect on seizure threshold
REFERENCE :
SHNSAS Shinryo to Shinyaku. Medical Consultation and New Remedies. (Iji Shuppan Sha, 1-2-8 Shinkawa, Chuo-Ku, Tokyo 104, Japan) V.1- 1964- Volume(issue)/page/year: 11,2533,1974
TYPE OF TEST :
LD50 - Lethal dose, 50 percent kill
ROUTE OF EXPOSURE :
Oral
SPECIES OBSERVED :
Rodent - mouse
DOSE/DURATION :
1540 mg/kg
TOXIC EFFECTS :
Details of toxic effects not reported other than lethal dose value
REFERENCE :
ARZNAD Arzneimittel-Forschung. Drug Research. (Editio Cantor Verlag, Postfach 1255, W-7960 Aulendorf, Fed. Rep. Ger.) V.1- 1951- Volume(issue)/page/year: 19,615,1969
TYPE OF TEST :
LD50 - Lethal dose, 50 percent kill
ROUTE OF EXPOSURE :
Intraperitoneal
SPECIES OBSERVED :
Rodent - mouse
DOSE/DURATION :
105 mg/kg
TOXIC EFFECTS :
Behavioral - altered sleep time (including change in righting reflex) Behavioral - somnolence (general depressed activity) Behavioral - ataxia
REFERENCE :
SHNSAS Shinryo to Shinyaku. Medical Consultation and New Remedies. (Iji Shuppan Sha, 1-2-8 Shinkawa, Chuo-Ku, Tokyo 104, Japan) V.1- 1964- Volume(issue)/page/year: 11,2533,1974
TYPE OF TEST :
LD50 - Lethal dose, 50 percent kill
ROUTE OF EXPOSURE :
Subcutaneous
SPECIES OBSERVED :
Rodent - mouse
DOSE/DURATION :
145 mg/kg
TOXIC EFFECTS :
Behavioral - somnolence (general depressed activity) Behavioral - convulsions or effect on seizure threshold
REFERENCE :
SHNSAS Shinryo to Shinyaku. Medical Consultation and New Remedies. (Iji Shuppan Sha, 1-2-8 Shinkawa, Chuo-Ku, Tokyo 104, Japan) V.1- 1964- Volume(issue)/page/year: 11,2533,1974
RTECS CO4826000
HS Code 2904100000
Precursor  2

DownStream  1

HS Code 2904100000
Summary 2904100000 derivatives containing only sulpho groups, their salts and ethyl esters。Supervision conditions:None。VAT:17.0%。Tax rebate rate:9.0%。MFN tariff:5.5%。General tariff:30.0%

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