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HomeProduct name listCarbenoxolone disodium

Carbenoxolone disodium

Synonym(s):3β-Hydroxy-11-oxoolean-12-en-30-oic acid 3-hemisuccinate

  • CAS NO.:7421-40-1
  • Empirical Formula: C34H48Na2O7
  • Molecular Weight: 614.72
  • MDL number: MFCD03840711
  • EINECS: 231-044-0
  • SAFETY DATA SHEET (SDS)
  • Update Date: 2024-11-15 19:19:13
Carbenoxolone disodium Structural

What is Carbenoxolone disodium?

Chemical properties

White Solid

Originator

Biogastrone,Winthrop,UK,1963

The Uses of Carbenoxolone disodium

beta-adrenergic agonist, growth stimulant

The Uses of Carbenoxolone disodium

Anti-inflammatory glucocorticoid related to Enoxolone. Antiulcerative

The Uses of Carbenoxolone disodium

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.

What are the applications of Application

Carbenoxolone disodium is an inhibitor of 11 β-hydroxysteroid dehydrogenase (11β-HSD)

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 +4°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.

Properties of Carbenoxolone disodium

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.
Stability: Hygroscopic
CAS DataBase Reference 7421-40-1(CAS DataBase Reference)

Safety information for Carbenoxolone disodium

Signal word Warning
Pictogram(s)
ghs
Exclamation Mark
Irritant
GHS07
GHS Hazard Statements H319:Serious eye damage/eye irritation
Precautionary Statement Codes P305+P351+P338:IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.

Computed Descriptors for Carbenoxolone disodium

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