BERBERIN HCL
Berberine
CAS: 2086-83-1
Molecular Formula: C20H18NO4
BERBERIN HCL - Names and Identifiers
| Name | Berberine |
| Synonyms | BBR CI 75160 Berberine BERBERINE BERBERIN HCL BERBERINE HCL LABOTEST-BB LT00440956 BERBERINE HYDROCHLORIDE N-HYDRATE 5,6-Dihydro-9,10-dimethoxybenzo[g]-1,3-benzodioxolo[5,6-a]quinolizinium 9,10-dimethoxy-5,6-dihydro[1,3]dioxolo[4,5-g]isoquino[3,2-a]isoquinolin-7-ium 5,6-DIHYDRO-9,10-DIMETHOXY-BENZO[G]-1,3-BENZODIOXOLO[5,6-A]QUINOLIZINIUM, CHLORIDE |
| CAS | 2086-83-1 |
| EINECS | 218-229-1 |
| InChI | InChI=1/C20H18NO4/c1-22-17-4-3-12-7-16-14-9-19-18(24-11-25-19)8-13(14)5-6-21(16)10-15(12)20(17)23-2/h3-4,7-10H,5-6,11H2,1-2H3/q+1 |
BERBERIN HCL - Physico-chemical Properties
| Molecular Formula | C20H18NO4 |
| Molar Mass | 336.37 |
| Density | 1.2976 (rough estimate) |
| Melting Point | 204-206°C (dec.) |
| Boling Point | 486.8°C (rough estimate) |
| Water Solubility | 43.48g/L(25 ºC) |
| Solubility | Soluble in DMSO, etc., hardly soluble in benzene, ether and chloroform. |
| Appearance | Yellow needle crystal |
| Color | White to yellow crystals |
| pKa | 2.47(at 25℃) |
| Storage Condition | Inert atmosphere,Room Temperature |
| Refractive Index | 1.5800 (estimate) |
| MDL | MFCD01175817 |
| Physical and Chemical Properties | The product is a common isoquinoline alkaloid. The precipitates from ether are yellow needle-like crystals, melting point 145 ℃. Soluble in water, difficult to dissolve in benzene, ether and chloroform. With the characteristics of quaternary ammonium salts. The solubility of its salts in water is relatively small. The solubility of berberine hydrochloride in water was 1:500. Berberine hydrochloride, also known as berberine, is a yellow crystalline powder. Soluble in boiling water, slightly soluble in cold water, almost insoluble in cold alcohol, chloroform and ether. |
| Use | Plant antibiotics for the treatment of intestinal infections |
BERBERIN HCL - Risk and Safety
| Safety Description | S24/25 - Avoid contact with skin and eyes. |
| UN IDs | 1544 |
| WGK Germany | 2 |
| RTECS | DR9866400 |
| FLUKA BRAND F CODES | 3-10 |
| Hazard Class | 6.1(b) |
| Packing Group | III |
| Toxicity | LD50 orl-mus: 329 mg/kg YKKZAJ 82,726,62 |
BERBERIN HCL - Nature
Open Data Verified Data
- the melting point is 145 ° C., and it is easily soluble in water, and the water solubility decreases after salt formation.
- dosage form 0.6% bitter berberine aqueous solution.
Last Update：2024-01-02 23:10:35
BERBERIN HCL - Preparation Method
Open Data Verified Data
extracted from the root of Coptis chinensis.
Last Update：2022-01-01 11:18:45
BERBERIN HCL - Use
Open Data Verified Data
botanical fungicide, diluted 800~900 times spray, can control Apple ring rot.
Last Update：2022-01-01 11:18:45
BERBERIN HCL - Reference Information
| introduction | berberine, also known as berberine, is the main effective ingredient extracted from the rhizome of Coptis chinensis in Ranunculaceae. it exists in the form of quaternary ammonium salt in nature and its hydrochloride salt is mostly used clinically. Berberine hydrochloride has many pharmacological effects such as anti-microbial, anti-arrhythmic, hypolipidemic, hypoglycemic, anti-inflammatory, anti-tumor, sedative and hypnotic. |
| medicinal value | Coptis chinensis is a famous traditional Chinese medicine, listed in Shennong's Materia Medica, it is top grade, cold in nature, bitter in taste, and has the effects of clearing away heat and dampness, purging fire and detoxifying. Among them, berberine (berberine) has the most content and is also one of the most effective ingredients. It has good therapeutic and health effects on the cardiovascular system, nervous system and digestive system. It is a commonly used Chinese herbal medicine. In recent years, some new uses have been discovered, such as the treatment of essential hypertension, arrhythmia, hyperlipidemia, peptic ulcer, type 2 diabetes, etc., which can be said to be new uses of old drugs. In addition, modern pharmacological studies have confirmed that berberine has significant anti-heart failure, anti-arrhythmia, lowering cholesterol, anti-vascular smooth muscle proliferation, improving insulin resistance, anti-platelet, anti-inflammatory and other effects, so it may be used in the cardiovascular system and nervous system. There are broad and important application prospects in the aspect of diseases, and it has received increasing attention. |
| magical effect | berberine has a good antihypertensive effect. After taking medicine, most elderly hypertensive patients can reduce their blood pressure to the normal range; berberine also has the effect of lowering blood sugar and urine sugar; berberine improves arrhythmia; berberine also has a certain anti-cancer effect; berberine has strong antibacterial ability; it can also be used for pulmonary arrhythmia or ventricular arrhythmia patients with heart failure. |
| side effects | oral berberine tablets have fewer side effects, occasionally nausea, vomiting, rash and drug fever, which can disappear after stopping the drug. berberine can enter the placenta or blend into milk, so women during pregnancy and lactation should use it with caution. As mentioned earlier, berberine can be used by children, but it must be used under adult supervision. In addition, because it can cause hemolytic anemia and cause jaundice, it is contraindicated in patients with hemolytic anemia and patients with glucose -6-phosphate dehydrogenase deficiency (such as fava bean disease). |
| Use | Berberine is an antibacterial drug. It is a selected species in the "National Essential Drug List". This product is resistant to hemolytic streptococcus, Staphylococcus aureus, Neisseria gonorrhoeae and Freund., Shigella dysenteriae, etc. have antibacterial effects, and can enhance leukocyte phagocytosis, and have different degrees of inhibition on Mycobacterium tuberculosis and Yersinia pestis. Widely used in the treatment of gastroenteritis, bacillary dysentery, etc., it also has a certain effect on tuberculosis, scarlet fever, acute tonsillitis and respiratory tract infections. Chinese medicine Coptis chinensis, Phellodendron amurense, three needles and ten major contributions are used as heat-clearing and detoxifying drugs, and the main active ingredient is berberine. Phytoantibiotics for the treatment of intestinal infections |
| production method | using safrole as oil as raw material, isomerization under reduced pressure to obtain isosafrole oil, and oxidation to generate piperonal. Piperonal is condensed with nitromethane to obtain β-nitro -3, 4-dioxymethylene styrene, which is further reduced to acetylamine [1484-85-1]: acetylamine is condensed with o-veratrol, and then catalyzed hydrogenation, salt formation, cyclization, alkalization to obtain berberine. Continue to salt with hydrochloric acid to obtain berberine. 1. Condensation, catalytic hydrogenation, and salt formation Mix anhydrous ethanol and o-veratrol, add piperine under stirring, and slightly heat to dissolve all. Stir for more than 10min to complete the condensation reaction. In addition, the nickel catalyst is mixed with absolute ethanol and then put into the autoclave together with the condensate. First, nitrogen is passed to replace the air, then hydrogen is passed, the pressure is controlled to be close to 4MPa and the temperature is 80-90 ℃, and the hydrogenation reaction is carried out until hydrogen is no longer absorbed, and the temperature is kept and the pressure is maintained for 1h. Cold to 30 ℃, depressurize to 2MPa, let it stand to settle the nickel catalyst, and then use the residual pressure of the autoclave to release the reaction hydraulic pressure. Press filter to remove the catalyst (immersed in ethanol for the next batch of application), the filtrate is acidified to pH3-4 with hydrochloric acid ethanol at 50 ℃ under stirring, cooled to 5 ℃, and kept for 4 hours to crystallize. Filter, wash with a small amount of ethanol, and dry to obtain N-2, 3-dimethoxybenzyl piperonine hydrochloride. 84% yield. 2. Cyclization, alkalization and salting successively put glacial acetic acid, acetic anhydride, copper sulfate and sodium chloride into the reaction pot, stir and raise the temperature to 65-70 ℃, slowly add glyoxal, raise the temperature to reflux for 20min, cool to 90 ℃, add N-2, 3-dimethoxybenzyl piperonetine hydrochloride, and raise the temperature to 112-114 ℃ for 4 hours. After recovering acetic acid under reduced pressure to 70-80% of the feeding amount, add water, stir well, and filter. The filter cake is washed with hot water and filtered to dry to obtain crude barberry trihydrochloride. The crude product is first alkalized with lime milk to obtain pH8-8.5, and the berberine hydroxide filtrate and lotion obtained by filtering are pH1-2 with dilute hydrochloric acid, filtered, the filter cake is dissolved in hot water, activated carbon is added to decolorize, filter, and dilute hydrochloric acid is used to adjust pH1-2, cooling, filtering, washing, and drying to obtain berberine. Berberine exists in many plants of four families and ten genera, including Berberaceae. The process of producing berberine by extraction is: take three needles or ten underground roots, wash them, cut them into thin slices, dry them in the sun, crush them, add 0.5% sulfuric acid solution, and soak them for 3-4 times for 24 hours each time. The third and fourth leachate is applied to soak the next batch of crude drugs. The first and second leachate is filtered, the filtrate is saturated with sodium chloride, placed, and the crystals are separated into crude products. Crude products are refined by acid-base method to obtain finished products. 0.5kg of finished product can be obtained for every 100kg of crude drug. |
| category | toxic substances |
| toxicity classification | highly toxic |
| acute toxicity | oral-mouse LD50: 329 mg/kg; Subcutaneous-mouse LD50: 18 mg/kg |
| flammability hazard characteristics | combustion produces toxic nitrogen oxide smoke; Drug side effects: hypothermia, paralysis, death; Take the doctor's advice |
| storage and transportation characteristics | low temperature ventilation and low drying; Limited storage is required to prevent excessive skin adsorption poisoning |
| fire extinguishing agent | dry powder, foam, sand, carbon dioxide, mist water |
Last Update：2024-04-09 21:54:55
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View History
BERBERIN HCL
1H-Benzo[d]iMidazol-6-aMine dihydrochloride
(S)-(-)-(3,4-DIMETHOXY)BENZYL-1-PHENYLETHYLAMINE, 98
methyl 3-[(5-nitropyridin-2-yl)oxy]benzoate
己二酸二正丁酯
1H-Benzo[d]iMidazol-6-aMine dihydrochloride
(S)-(-)-(3,4-DIMETHOXY)BENZYL-1-PHENYLETHYLAMINE, 98
methyl 3-[(5-nitropyridin-2-yl)oxy]benzoate
己二酸二正丁酯