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Details

Stereochemistry ACHIRAL
Molecular Formula 2C6H5O5S.Ca
Molecular Weight 418.41
Optical Activity NONE
Defined Stereocenters 0 / 0
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of CALCIUM DOBESILATE

SMILES

[Ca++].OC1=CC(=C(O)C=C1)S([O-])(=O)=O.OC2=CC(=C(O)C=C2)S([O-])(=O)=O

InChI

InChIKey=QGNBTYAQAPLTMX-UHFFFAOYSA-L
InChI=1S/2C6H6O5S.Ca/c2*7-4-1-2-5(8)6(3-4)12(9,10)11;/h2*1-3,7-8H,(H,9,10,11);/q;;+2/p-2

HIDE SMILES / InChI

Molecular Formula C6H5O5S
Molecular Weight 189.166
Charge -1
Count
MOL RATIO 2 MOL RATIO (average)
Stereochemistry ACHIRAL
Additional Stereochemistry No
Defined Stereocenters 0 / 0
E/Z Centers 0
Optical Activity NONE

Molecular Formula Ca
Molecular Weight 40.078
Charge 2
Count
MOL RATIO 1 MOL RATIO (average)
Stereochemistry ACHIRAL
Additional Stereochemistry No
Defined Stereocenters 0 / 0
E/Z Centers 0
Optical Activity NONE

Description

Ethamsylate (2,5-dihydroxy-benzene-sulfonate diethylammonium salt) is a synthetic hemostatic drug indicated in cases of capillary bleeding. Ethamsylate acts on the first step of hemostasis by improving platelet adhesiveness and restoring capillary resistance. In addition it inhibits prostaglandin biosynthesis. Well-controlled clinical trials clearly showed the therapeutic efficacy of ethamsylate in dysfunctional uterine bleeding, with the magnitude of blood-loss reduction being directly proportional to the severity of the menorrhagia. Other well-controlled clinical trials showed therapeutic efficacy of ethamsylate in periventricular hemorrhage in very low birth weight babies and surgical or postsurgical capillary bleeding.

CNS Activity

Originator

Approval Year

Targets

Primary TargetPharmacologyConditionPotency

Conditions

ConditionModalityTargetsHighest PhaseProduct
Primary
Doxium
Primary
Doxium
Primary
Doxium
Primary
DICYNONE

Cmax

ValueDoseCo-administeredAnalytePopulation
8.05 μg/mL
500 mg single, oral
ETHAMSYLATE plasma
Homo sapiens
15 μg/mL
500 mg single, oral
ETHAMSYLATE plasma
Homo sapiens

AUC

ValueDoseCo-administeredAnalytePopulation
84.8 μg × h/mL
500 mg single, oral
ETHAMSYLATE plasma
Homo sapiens

T1/2

ValueDoseCo-administeredAnalytePopulation
9.4 h
500 mg single, oral
ETHAMSYLATE plasma
Homo sapiens
3.7 h
500 mg single, oral
ETHAMSYLATE plasma
Homo sapiens

Funbound

ValueDoseCo-administeredAnalytePopulation
5%
500 mg single, oral
ETHAMSYLATE plasma
Homo sapiens

Doses

OverviewOther

Other InhibitorOther SubstrateOther Inducer




Drug as perpetrator​

Drug as victim

Tox targets

PubMed

Sample Use Guides

In Vivo Use Guide
2 capsules per day. In chronic venous insufficiency a treatment of 3 weeks allows, in most cases, to obtain a lasting improvement. Repeat treatment 3 times a year. In severe cases the initial dose can be increased to 3 or 4 capsules daily. In diabetic microangiopathy: 2 to 3 capsules per day
Route of Administration: Oral
In Vitro Use Guide
Calcium dobesilate was tested in vitro for its protective action against oxidative/inflammatory stress in human varicose veins. Varicose greater saphenous veins were obtained from 14 patients. Calcium dobesilate significantly prevented oxidative disturbances in the micromolar range. PMS/NADH-dependent total antioxidant status (TAS) decrease was fully prevented with IC(50) = 11.4 ± 2.3 µmol/L (n = 6 veins), whereas malondialdehyde (MDA) increase was fully prevented with IC(50) = (102 ± -3) µmol/L (n = 6 veins). Calcium dobesilate acted quali- and quantitatively like rutin, the reference compound. Comparison with pharmacokinetic data suggests that calcium dobesilate can act at therapeutic concentrations.
Substance Class Chemical
Record UNII
5921X1560Q
Record Status Validated (UNII)
Record Version