| Identification | More | [Name]
Calcium dobesilate | [CAS]
20123-80-2 | [Synonyms]
CALCIUM DOBESILATE
Calcium Dobesilate Mnohydrate
CALIUM DOBESILATE MONOHYDRATE
CALCIUM DOBESILATE 1-HYDRATE
2,5-Dihydroxybenzenesulfonic acid, calcium salt
2,5-dihydroxy-benzenesulfonic aci calcium salt
dexium
doxium
hydroquinone calcium sulfonate
CALCIUMDOBESILATECAPSULE
1,2-dihydroxybenzolsulfonic acid calcium salt (2:1)
Benzenesulfonic acid, 2,5-dihydroxy-, calcium salt (2:1)
205-E
Bis(2,5-dihydroxybenzenesulfonic acid)calcium salt
Bis[2,5-dihydroxybenzenesulfonic acid]calcium salt | [EINECS(EC#)]
243-531-5 | [Molecular Formula]
C12H12CaO11S2 | [MDL Number]
MFCD08457542 | [Molecular Weight]
436.43 | [MOL File]
20123-80-2.mol |
| Chemical Properties | Back Directory | [Appearance]
White or almost white, hygroscopic powder. | [Melting point ]
>300° (dec) | [storage temp. ]
Inert atmosphere,Room Temperature | [solubility ]
H2O: soluble15mg/mL, clear | [form ]
powder | [color ]
white to beige | [Stability:]
Hygroscopic | [InChIKey]
QGNBTYAQAPLTMX-UHFFFAOYSA-L | [CAS DataBase Reference]
20123-80-2(CAS DataBase Reference) |
| Hazard Information | Back Directory | [Description]
Calcium dobesilate is a vasoprotective. It is the calcium salt of dobesilic acid. It is a synthetic molecule with the ability to reduce capillary permeability in the body. In Switzerland the drug is sold by the pharmaceutical company OM Pharma under the trade name of Doxium in capsules containing 500 mg of active ingredient.
Calcium dobesilate is indicated in states of fragility and altered capillary permeability, e.g. diabetic retinopathy, chronic venous disease and hemorrhoidal disease. In combination with lidocaine or with lidocaine and dexamethasone, the drug enters the composition of preparations for the therapy of hemorrhoidal disease. In association with potassium hydrodex-sulfate[citation needed] enters the composition of adjuvant gels in the treatment of varicose veins. The efficacy of calcium dobesilate has been described in patients with microangiopathies such as diabetic retinopathy and diabetic nephropathy. | [Chemical Properties]
White or almost white, hygroscopic powder. | [Originator]
Doxium,Carrion,France,1971 | [Uses]
Vasotropic/ Venous Disorders | [Indications]
Calcium dobesilate (CaD) is a widely prescribed veno-tonic drug for CVI, diabetic retinopathy, and the symptoms of hemorrhoid attacks.
Calcium dobesilate is also almost the only one angioprotective drug that recently remains the object of interest in treatment of diabetic retinopathy including clinical studies (Leal et al. 2010, Einarsdottir & Stefansson, 2009, Ribeiro et al., 2006), and even it was used as a standard for determination of the particular activity of a traditional Chinese herbal medicine preparation (Luo et al. 2009). | [Manufacturing Process]
To an ether solution of 108 grams 1,4-benzoquinone, maintained below 0°C,
one adds an also very cold solution of 102 grams of pure calcium bisulfite as a
50% solution in distilled water. The addition is made carefully so as to
maintain a very low temperature (0° to 4°C) in the vessel, and under stirring
so as to mix the water and ether phase.
At the end of the addition, an almost colorless ether layer swims on the
surface of the strongly colored water layer. After removal of the ether layer,
the water layer is concentrated to dryness under vacuum and a stream of an
inert gas. An earthy precipitate is formed, which after recrystallization yields
100 grams of hydroquinone calcium sulfonate, which decomposes without
melting above 250°C.
The product consists of very small crystals having a powdery aspect and a
pink color which deepens on contact with air. This product is very soluble in
water and alcohol, and insoluble in ether. | [Therapeutic Function]
Vasodilator | [General Description]
Dobesilate calcium belongs to the family of fibroblast growth factor (FGF) inhibitors. | [Biochem/physiol Actions]
Dobesilate Calcium is a vasoprotectant used as a treatment for chronic venous disease, diabetic retinopathy and other microvascular disorders. Its mechanism of action is not fully understood. It appears that dobesilate calcium increases endothelial nitric oxide levels by enhancing the activity of nitric oxide synthase and decreasing capillary hyperpermeability. Also in diabetic retinopathy dobesilate calcium prevents the blood-retinal barrier breakdown induced by diabetes by restoration of the tight junction protein, and decreasing the leukocyte adhesion to retinal vessels. | [Side effects]
Fever
Skin reactions
Arthralgia(joint pain)
Gastrointestinal disorders
Agranulocytosis (lower white blood cell count) | [Mode of action]
Calcium dobesilate is a vaosactive drug used in the management of diabetic retinopathy and venous insufficiency. Calcium dobesilate's mechanism of action is thought to be related to decreasing tissue edema by altering vascular permeability and platelet aggregation. Mentes and colleagues randomized 29 patients with symptomatic hemorrhoids to calcium dobesilate and a high-fiber diet or to a highfiber diet alone. Eighty-six percent of patients treated with calcium dobesilate described cessation of bleeding and improvement in perianal irritation. |
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