| Diosmin Basic information |
| Pharmacological Effects Side Effects Taboos Attentions Uses Pregnant Women and Nursing Mothers Drug Use |
| Product Name: | Diosmin |
| Synonyms: | DIOSMETIN-7-O-RUTINOSIDE;DIOSMETIN-7-RUTINOSIDE;DIOSMIN;BAROSMIN;Diovenor;DIOSIMIN;BAROSMIN hplc;3',5-Dihydroxy-4'--7-(6-O-α-L-rhamnopyranosyl-β-D-glucopyranosyloxy)flavone |
| CAS: | 520-27-4 |
| MF: | C28H32O15 |
| MW: | 608.54 |
| EINECS: | 208-289-7 |
| Product Categories: | Plant extracts;Herb extract;plant extract;ACTIVE PHARMACEUTICAL INGREDIENTS;Aromatics;CITRIMORE;Tetra-substituted Flavones;Intermediates & Fine Chemicals;Oligosaccharides;Pharmaceuticals;chemical reagent;pharmaceutical intermediate;phytochemical;reference standards from Chinese medicinal herbs (TCM).;standardized herbal extract;DIOSMIL;Inhibitors;API |
| Mol File: | 520-27-4.mol |
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| Diosmin Chemical Properties |
| Melting point | 277-278°C |
| Boiling point | 926.8±65.0 °C(Predicted) |
| density | 1.68±0.1 g/cm3(Predicted) |
| storage temp. | 2-8°C |
| solubility | Practically insoluble in water, soluble in dimethyl sulfoxide, practically insoluble in alcohol. It dissolves in dilute solutions of alkali hydroxides. |
| pka | 6.10±0.40(Predicted) |
| form | neat |
| Water Solubility | Soluble in DMSO (50 mg/ml), water (122 mg/ml at 25°C), and ethanol (<1 mg/ml at 25°C). |
| λmax | 345nm(EtOH)(lit.) |
| Merck | 14,3297 |
| InChIKey | GZSOSUNBTXMUFQ-YFAPSIMESA-N |
| CAS DataBase Reference | 520-27-4(CAS DataBase Reference) |
| Safety Information |
| Hazard Codes | Xi |
| Risk Statements | 36/37/38 |
| Safety Statements | 26-36-36/37-24/25 |
| WGK Germany | 3 |
| HS Code | 29381000 |
| MSDS Information |
| Provider | Language |
|---|---|
| SigmaAldrich | English |
| Diosmin Usage And Synthesis |
| Pharmacological Effects | Diosmin is also called Alvenor. It is a kind of drug for the treatment of hemorrhoid symptoms related to acute episodes, can also be used in the treatment of symptoms associated with venous lymphatic insufficiency (leg heavy, pain, morning acid swells discomfort). The effects of diosmin are as below: 1, Has specific affinity to the venous system, enhance the tension system without affecting the artery of vein; 2, To the microcirculation system, decrease the blood viscosity, improve the velocity of reducing silt up; 3, Contract the lymphatic system, which can enhance lymphatic and lymph drainage speed, speed up the return relieve edema. 4, Commercially available diosmin uses micronization technology, increase the contact area after using medicine, absorb more and higher bioavailability. Suitable for all kinds of hemorrhoids and acute hemorrhoids, also can be used for the treatment of chronic venous insufficiency, such as varicose veins, leg ulcers, etc. This information is edited by ChemicalBook Xiao Nan. |
| Side Effects | 1, May appear nausea, vomiting, abdominal pain, dyspepsia, diarrhea, insomnia, dizziness, headache, drowsiness, anxiety and other adverse reactions. 2, There may be a few of minor gastrointestinal reactions and adverse reactions such as plant nerve function disorder, but generally mild and don't have to stop the drug. 3, Pregnant women and nursing mothers with hemorrhoids are safe to use this product. |
| Taboos | People who allergy to any ingredients in this product are prohibited. |
| Attentions | Hemorrhoid acute episodes: treatment with this drug can't replace any other special treatments needed for handling anus diseases. This treatment must be short. If symptoms cannot eliminate quickly, anorectal epidemiology check and review should be needed. This product contains flavonoids which is the effective composition of glycosides in plants. Effective flavonoid content for each piece of diosmin is 450 mg, 50 mg of hesperidin, the total flavonoid glycosides composition (also called Daflon) is 500 mg. General flavonoids have certain biological activity, but low toxicity and rare allergic reactions, if any allergies, stop the drug. |
| Uses | Used in food, medicine, health products, etc Action mechanism: 1.Enhance the vein tension, even not exceptional under high temperature condition. It has a stronger effect causing the constriction of vein than other drugs such as rutin, still can enhance the tension of the vein when the body was acidosis. Diosmin has specific affinity for vein without affecting the arterial system. 2. Improve microcirculation. Diosmin can obviously reduce the white blood cells and vascular endothelial cell adhesion, migration, disintegrating the release of inflammatory substances, such as histamine, slow excitation peptide, complement, leukotriene, prostaglandins, and too many free radicals, reducing the permeability of capillaries and enhance its tension. Diosmin can lower blood viscosity, enhance the function of red blood cell velocity, thus reduce the microcirculation clogged. 3. Promote lymphatic circumfluence. Diosmin can increase the speed of lymphatic drainage. |
| Pregnant Women and Nursing Mothers Drug Use | Pregnancy women use: animal experiments did not show any teratogenic effects. So far, still no harmful reports to human. Delivery: there is no detailed research data. Nursing mothers use: although there is no information on drug secreted with breast milk, but treatment is not recommended during breastfeeding. |
| Chemical Properties | Brown powder |
| Originator | Diosmil,Bellon,France,1971 |
| Uses | Naturally occurring flavonic glycoside; rhamnoglycoside of Diosmetin. Capillary protectant |
| Uses | vascular protectant |
| Definition | ChEBI: A disaccharide derivative that consists of diosmetin substituted by a 6-O-(alpha-L-rhamnopyranosyl)-beta-D-glucopyranosyl moiety at position 7 via a glycosidic linkage. |
| Manufacturing Process | A mixture of 72 g hesperidin, 288 ml acetic anhydride and 300 ml glacial acetic acid were boiled in reflux with 15 ml pyridine as the catalyst for 144 hours until during the control of the reaction the band disappeared at a wave length between 264 to 280 nm, and a new maximum appeared at 330 nm. Thereafter in a rotation evaporator the reaction mixture was concentrated by evaporation under vacuum conditions. The residue was absorbed in 1,200 ml ethyl acetate, admixed with 20 ml ethanol and boiled for one hour under reflux action. The solution was filtered and compressed to dryness. The residue was dried in a vacuum drying cabinet. The yield amounted to 107.5 g. 35.8 g thereof were then dissolved in 280 ml glacial acetic acid and ominated with a solution of 6.05 g omine in 30 ml glacial acetic acid. Thereafter the mixture compressed to dryness by means of the rotation evaporator, there being obtained a residue of 41.8 g. Such was dissolved in 150 ml methanol, admixed with a solution of 36 g sodium hydroxide in 180 ml water and stirred for one hour at 50°C. The diosmin was precipitated out by adding 120 ml glacial acetic acid and stirring at 70°C for 30 minutes. The precipitate was filtrated in a suction filter or strainer, washed with methanol, water and again methanol and dried at 60°C in the drying cabinet. Raw yield: 17.0 g corresponding to 71% yield. omine content 0.51%. 10 g of the thus-obtained diosmin was dissolved in a solution of 24 g sodium hydroxide in 120 ml water, admixed with 100 ml methanol and 100 ml pyridine and stirred for one hour at 50°C. The diosmin was precipitated by the addition of 100 ml glacial acetic acid and stirred for 30 minutes at 70°C, filtered and washed with methanol and water and again methanol. After drying at 60°C there was obtained a pure yield of 9.2 g diosmin (65% based upon the employed hesperidin) having a omine content of 0.07%. |
| Therapeutic Function | Bioflavonoid |