| Identification | More | [Name]
Carbenoxolone disodium | [CAS]
7421-40-1 | [Synonyms]
(3BETA-HYDROXY-11-OXOOLEAN-12-EN-30-OIC ACID 3-HEMISUCCINATE) DISODIUM SALT
CARBENOXOLONE DISODIUM SALT
CARBENOXOLONE SODIUM
18-beta-glycyrrhetinicacidhydrogensuccinate,disodiumsalt
20-beta)-3-bet
3-beta-hydroxy-11-oxoolean-12-en-30-oicacidhydrogensuccinate,disodiumsal
3-o-(beta-carboxypropionyl)-11-oxo-18-beta-olean-12-en-30-oicacid,disodium
disodiumglycyrrhetinylsuccina
duogastrone
glycyrrhetinicacidhydrogensuccinate,disodiumsalt
neogel
olean-12-en-29-oicacid,3-(3-carboxy-1-oxopropoxy)-11-oxo-,disodiumsalt,(
olean-12-en-30-oicacid,3-beta-hydroxy-11-oxo-,hydrogensuccinate,disodiums
pyrogastrone
sanodin
sodium3-beta-hydroxy-11-oxo-12-oleanen-30-oatesodiumsuccinate
sodiumcarbenoxolone
ulcus-tablinen
carbenoxolone disodium
disodium 4-(20-carboxylato-11-oxo-30-beta-norolean-12-en-3-yloxy)-4-oxobutyrate | [EINECS(EC#)]
231-044-0 | [Molecular Formula]
C34H48Na2O7 | [MDL Number]
MFCD00079043 | [Molecular Weight]
614.72 | [MOL File]
7421-40-1.mol |
| Chemical Properties | Back Directory | [Appearance]
White Solid | [Melting point ]
>275°C (dec.) | [storage temp. ]
2-8°C
| [solubility ]
Methanol (Slightly), Water (Slightly) | [form ]
Solid | [pka]
pKa1 4.18; pKa2 5.52(at 25℃) | [color ]
White to Off-White | [Water Solubility ]
Soluble in water to 100 mM. | [Usage]
Anti-inflammatory glucocorticoid related to Enoxolone. Antiulcerative | [Stability:]
Hygroscopic | [LogP]
7.083 (est) | [CAS DataBase Reference]
7421-40-1(CAS DataBase Reference) |
| Safety Data | Back Directory | [Hazard Codes ]
Xn | [Risk Statements ]
R22:Harmful if swallowed.
R36:Irritating to the eyes. | [Safety Statements ]
S26:In case of contact with eyes, rinse immediately with plenty of water and seek medical advice .
S36:Wear suitable protective clothing . | [WGK Germany ]
3
| [RTECS ]
RK0250000
| [Toxicity]
LD50 in male mice (mg/kg): 198 i.v.; 120 i.p.; in male rats (mg/kg): 3200 orally (Robson, Sullivan) |
| Hazard Information | Back Directory | [Chemical Properties]
White Solid | [Originator]
Biogastrone,Winthrop,UK,1963 | [Uses]
Anti-inflammatory glucocorticoid related to Enoxolone. Antiulcerative | [Uses]
beta-adrenergic agonist, growth stimulant | [Uses]
Carbenoxolone is anti-inflammatory. It is often used as a gap junction inhibitor in neuroscience research. Carbenoxolone is also an inhibitor of the steroid dehydrogenase enzymes 11 β-hydroxysteroid dehydrogenase (human) and 3α, 20 β-hydroxysteroid dehydrogenase (bacterial). It is used for the treatment of digestive tract ulcers, especially in the stomach. Used in the treatment of peptic, mainly gastric, ulcers. It is often used as a gap junction inhibitor in neuroscience research. | [Definition]
ChEBI: Carbenoxolone sodium is a triterpenoid. | [Manufacturing Process]
23.5 g of glycyrrhetinic acid were dissolved in 50 cc of dry pyridine. A solution
of 6.0 g of succinic anhydride in 30 cc of dry pyridine was added, followed by
30 cc of dry triethylamine and then, for washing purposes, 5 cc of dry
pyridine. The solution was heated on a boiling water bath for ten hours and
then poured into excess of dilute hydrochloric acid and ice. The fine gray
precipitate formed was filtered off, washed with water, dissolved in chloroform,
and the solution repeatedly extracted with dilute hydrochloric acid and later
with water. It was dried over sodium sulfate and evaporated to dryness.
Crystallization from methanol, using charcoal to effect decolorization, gave the
hydrogen succinate as cream-colored crystals, MP 291° to 294°C, with
previous softening.
One molecular proportion of glycyrrhetinic acid hydrogen succinate was
ground with a dilute (5%) aqueous solution containing two molecular
proportions of sodium hydroxide. The solution was filtered and evaporated in
vacuum over concentrated sulfuric acid. The sodium salt is then obtained as a
creamy white water-soluble solid. Glycyrrhetinic acid is obtainable from
licorice root. | [Therapeutic Function]
Antiinflammatory (gastric) | [General Description]
Carbenoxolone disodium is a water soluble disodium salt of glycyrrhetinic acid hemisuccinate. It acts as an efficient promoter for the nasal absorption of insulin. | [Biological Activity]
Glucocorticoid that inhibits 11 β -hydroxysteroid dehydrogenase (11-HSD) and blocks gap juntion communication. | [storage]
Store at 2-8°C | [References]
[1]. jellinck ph, monder c, mcewen bs, et al. differential inhibition of 11 beta-hydroxysteroid dehydrogenase by carbenoxolone in rat brain regions and peripheral tissues. j steroid biochem mol biol, 1993, 46(2): 209-213.
[2]. sagar gd, larson dm. carbenoxolone inhibits junctional trasnfer and upregulates connexin43 expression by a protein kinase a-dependent pathway. j cell biochem, 2006, 98(6): 1543-1551. |
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