4,7-epoxyisobenzofuran-1,3-dione,hexahydro-3a,7a-dimethyl-,(3aalpha,4beta,7
cantharidin
CAS: 56-25-7
Molecular Formula: C10H12O4
4,7-epoxyisobenzofuran-1,3-dione,hexahydro-3a,7a-dimethyl-,(3aalpha,4beta,7 - Names and Identifiers
4,7-epoxyisobenzofuran-1,3-dione,hexahydro-3a,7a-dimethyl-,(3aalpha,4beta,7 - Physico-chemical Properties
| Molecular Formula | C10H12O4 |
| Molar Mass | 196.2 |
| Density | 1.0357 (rough estimate) |
| Melting Point | 215-217 °C (lit.) |
| Boling Point | 253.08°C (rough estimate) |
| Flash Point | 146.2°C |
| Water Solubility | 30mg/L(20 ºC) |
| Solubility | Soluble in DMSO (25 mg/ml warm), acetone (8 mg/ml), ethanol (8 mg/ml warm), chloroform (1:65), ether (1:560), and ethyl acetate (1:150). |
| Vapor Presure | 0.00021mmHg at 25°C |
| Appearance | solution |
| Color | white |
| Merck | 14,1752 |
| Storage Condition | 2-8°C |
| Stability | Stable for 2 years from date of purchase as supplied. Solutions in DMSO or ethanol may be stored at -20°C for up to 2 weeks. |
| Refractive Index | 1.4699 (estimate) |
| Physical and Chemical Properties | Colorless crystals, without odor. Mp218 °c. Soluble in acetone (1:40), chloroform (1:65), ethyl acetate (1:150) and oils, slightly soluble in ethanol, ether and hot water, insoluble in cold water. Minimum lethal dose (rabbit, subcutaneous) 100 mg/kg. |
4,7-epoxyisobenzofuran-1,3-dione,hexahydro-3a,7a-dimethyl-,(3aalpha,4beta,7 - Risk and Safety
| Risk Codes | R28 - Very Toxic if swallowed R36/37/38 - Irritating to eyes, respiratory system and skin. R38 - Irritating to the skin R37 - Irritating to the respiratory system R36 - Irritating to the eyes R23/24/25 - Toxic by inhalation, in contact with skin and if swallowed. |
| Safety Description | S53 - Avoid exposure - obtain special instructions before use. S45 - In case of accident or if you feel unwell, seek medical advice immediately (show the label whenever possible.) S36/37/39 - Wear suitable protective clothing, gloves and eye/face protection. |
| UN IDs | UN 2811 6.1/PG 1 |
| WGK Germany | 3 |
| RTECS | RN8575000 |
| TSCA | Yes |
| HS Code | 29329990 |
| Hazard Class | 6.1(a) |
| Packing Group | I |
4,7-epoxyisobenzofuran-1,3-dione,hexahydro-3a,7a-dimethyl-,(3aalpha,4beta,7 - Nature
Open Data Verified Data
This product is white crystal, odorless. This product is slightly soluble in acetone and chloroform, slightly soluble in ethyl acetate and ether, slightly soluble in water and ethanol, and soluble in solid oils. The melting point was 216-218 °c. Highly toxic. This product is a refined monoterpene component extracted from mylabils pharrerata or M. cichoriiL. The content of about 1% in adults. 112 cantharidin derivatives have been synthesized, among which N-methylcantharidin and N-hydroxycantharidin have lower toxicity than cantharidin. Cantharidin has a certain inhibitory effect on transplanted tumors in many experimental animals: it has curative effect on ascites liver cancer and reticular intracellular tumor L2. The principle of its action may be to inhibit the synthesis of proteins and nucleic acids in cancer cells. Oral or injection administration are easy to absorb, maintain the concentration in the blood is more lasting, in the intestine, stomach, gallbladder, liver and cancer content is higher.
Last Update：2024-01-02 23:10:35
4,7-epoxyisobenzofuran-1,3-dione,hexahydro-3a,7a-dimethyl-,(3aalpha,4beta,7 - Preparation Method
Open Data Verified Data
The cantharides were first pulverized. Feeding according to the ratio of the crude powder of Cantharidin: concentrated hydrochloric acid: acetone = 1:0.025:5.5. Take dry coarse powder, add concentrated hydrochloric acid, then add 3 times the amount of acetone, soak extraction for 48h, then filter with double gauze, collect filtrate, then soak the residue with 2.5 times the amount of acetone for 48h, filter, collect extract, the extracts were combined and the residue was discarded. The acetone in the extract was recovered to obtain a dark concentrated oil, and a large amount of crystals were precipitated in the oil, and the crystals were collected by filtration. The crystals were washed twice with petroleum ether to remove pigment and animal fat, washed several times with 95% ethanol, and dried to obtain crude cantharidin. The crude product was recrystallized once with acetone to obtain cantharidin.
Last Update：2022-01-01 11:16:34
4,7-epoxyisobenzofuran-1,3-dione,hexahydro-3a,7a-dimethyl-,(3aalpha,4beta,7 - Use
Open Data Verified Data
- Anti-tumor drug. Mainly used for primary liver cancer, often used in conjunction with other anti-tumor drugs. In addition to breast cancer, esophageal cancer, leukopenia, lung cancer and chronic hepatitis and other diseases also have curative effect.
- usage and dosage: oral administration, starting with 0. 5mg a day, then increasing to 2~4mg a day, divided into doses.
- 2mL: 0.25mg.
Last Update：2022-01-01 11:16:34
4,7-epoxyisobenzofuran-1,3-dione,hexahydro-3a,7a-dimethyl-,(3aalpha,4beta,7 - Safety
Open Data Verified Data
- cardiac and renal insufficiency, severe peptic ulcer, bleeding tendency and pregnant women should be used with caution; Blood should be strictly checked during medication.
- cantharidin is highly toxic, production and contact should pay attention to anti-toxic, green tea, Coptis and other detoxification.
- under shading, sealed and preserved.
Last Update：2022-01-01 11:16:35
4,7-epoxyisobenzofuran-1,3-dione,hexahydro-3a,7a-dimethyl-,(3aalpha,4beta,7 - Reference Information
| (IARC) carcinogen classification | 3 (Vol. 10, Sup 7) 1987 |
| NIST chemical information | Information provided by: webbook.nist.gov (external link) |
| EPA chemical information | Information provided by: ofmpub.epa.gov (external link) |
| anti-tumor drug | cantharidin is a monoterpenoid anti-tumor drug extracted from the Coriaceae insect Cantharidin. It inhibits the synthesis of cancer cell proteins, RNA and DNA, thereby inhibiting the growth of cancer cells and enhancing the body's immunity. This product has an inhibitory effect on a variety of animal tumors. It has a serious interference effect on the nucleic acid and protein synthesis of mouse ascites-type liver cancer cells, and has the effect of causing skin sores and stimulating bone marrow function. The cytotoxic effect of norcantharidin on human promyelocytic leukemia cell line HL-60 was detected by in vitro cell culture technology and 3H-thymidine release method. The results showed that the cytotoxic effect of norcantharidin on HL-60 was dependent on concentration and time. Sodium cantharidate has inhibitory effects on mouse sarcoma S180, cervical cancer 14, and Ehrlich ascites carcinoma solid, and hydroxycantharidate has inhibitory effects on ascites-type liver cancer reticulocyte sarcoma, liver cancer L16 cells, and lung cancer D6 cells. Cantharidin can destroy the mitochondrial structure and affect the structure of NADHD and CCO located on it. According to the clinical application effect, cantharidin is effective for primary liver cancer, which can stabilize the disease and prolong the survival period. In some cases, the liver mass can be reduced. It also has certain curative effect on lung cancer, esophageal cancer, colon cancer and breast cancer. However, it is highly toxic and has a stimulating effect on the digestive tract and urinary system. Individually, it can cause tachycardia, numbness of fingers and face, etc. Severe peptic ulcer, bleeding tendency, heart and kidney insufficiency, and pregnant women should not use it. Preparations include cantharidin tablets and cantharidin injections. |
| pharmacokinetics | it is easy to be absorbed by oral administration. the blood concentration is the highest one hour after the drug is taken, and the blood concentration still maintains a high one hour after 24 hours. Whether it is intragastric or intraperitoneal injection, its distribution is highest in gastrointestinal tract contents and bile, followed by liver, kidney and tumor tissues. Urine and feces are excreted, 58% is excreted 24 hours after intraperitoneal injection, and only 36.4% is excreted by intragastric administration. |
| cantharidin cream | cantharidin cream is a topical medicine for dermatology. cantharidin is made by dissolving cantharidin in fat and is easily absorbed by skin. topical treatment is better for pericunar warts, is also effective for common warts and plantar warts, and topical treatment can treat condyloma acuminatum. (1) verruca vulgaris: apply it directly to the lesion site, dry it within a few seconds to form a layer of film, then cover the wart growth site completely with non-porous tape, remove the tape and wrap it with a bandage after 24 hours. After 7 days of medication, remove all necrotic tissue. If warts still grow, continue to apply this medicine. If there is a strong inflammatory reaction, the second medication should be postponed. Sometimes only a single medication is required. (2) genital condyloma acuminatum: apply a thin layer of cream evenly on wart body (1g cream coating area should be 200~300 cm2),qd,10 times as a course of treatment. The daily dosage should not exceed 3g. (3) molluscum contagiosum: apply this medicine to each lesion and do not apply it to normal skin. After 7 days, new warts or residual warts may occasionally appear at the blister after application. At this time, treatment is needed, covered with a small piece of sealing tape and removed after 6-8 hours. |
| uses and pharmacological effects of cantharidin | 1. traditional chinese medicine: foaming, diuresis and other effects. 2. Anticancer effect:(1) Inhibit the protein synthesis of cancer cells and then affect their RNA and DNA synthesis. (2) Reduce the level of cancer hormone, mainly to reduce the activity of cyclic guanosine phosphate-phosphodiesterase. (3) Increase the content of interleukin II produced by spleen lymphocytes and interleukin I produced by macrophages, thereby improving the body's immunity. 3. Clinical and experimental results of other pharmacological activities also show that cantharidin can inhibit pathogenic skin fungi and has little effect on some intractable skins. It can also stimulate DNA synthesis of bone marrow cells and cause the increase of white blood cells in the body, thereby antagonizing the side effects of chemotherapy-induced leukopenia. At the same time, cantharidin also has a role in promoting estrogen. |
| toxicity | cantharidin is a highly toxic substance. a microgram of cantharidin can make mucous membrane blisters. the LD50 injected into the peritoneum of mice is 1.0 mg/Kg (Liandym.1992). Cantharidin mainly affects the gastrointestinal tract, urinary tract, heart and blood vessels of humans and animals. In order to reduce the toxicity of cantharidin, people have synthesized a series of cantharidin derivatives with lower toxicity, such as de-methyl cantharidin, cantharidin sodium, hydroxycantharidin, methyl cantharidin, etc. For cantharidin poisoning in humans and animals, there is currently no specific treatment plan in China. Generally, mung bean soup is used to wash the stomach or take diuretics to eliminate toxins and then take strong detoxification and sensitivity. It has been reported that the use of Qingning pills, green tea or soy milk Liancao Decoction can also be used. Solve cantharidin poisoning. |
| use | biochemical research, clinical as an anti-tumor drug. Anti-tumor drugs are mainly used for primary liver cancer and are often used in combination with other anti-tumor drugs. The intermediate of hydroxycantharidin. |
| production method | can be extracted from the insect Cantharidin, and can also be chemically synthesized. Smash the cantharidin into powder. Acidified extraction of cantharidin coarse powder: concentrated hydrochloric acid: acetone = 1:0.025:5.5, proportional feeding, take dry coarse powder and add 0.025 times of concentrated hydrochloric acid, then add 3 times of coarse powder of acetone, soak for 48 hours, filter, collect the extract, merge the extract, wash the residue once with appropriate amount of acetone, merge the liquid, and discard the residue. Concentrate and recover the extracted acetone to obtain a dark concentrated oil. A large amount of crystals in the oil are precipitated, filtered, and crystals are collected. In addition to pigment and fat crystals, it is washed twice with petroleum ether to remove pigment and animal fat, then washed several times with 95% ethanol, and filtered to remove ethanol to obtain crude cantharidin. Cantharidin tablet preparation method: cantharidin and starch are placed in a ball mill, ground for 24 hours, sieved through a 100 mesh sieve, white striata powder, aluminum hydroxide and magnesium trisilicate are added, mixed evenly, 35% ethanol is added and stirred to make wet material, and sieved through a 14 mesh sieve. Dry. Then add the dry particles to magnesium stearate, slightly mix, sieve the particles through 14 mesh, mix them evenly, store them in an iron drum with cloth bags, weigh, test them, and press the tablets after passing the test. Each tablet contains cantharidin 0.25mg, and the theoretical tablet weighs 0.101g per tablet. Precautions Cantharidin is a highly toxic drug. Safety protection must be paid attention to during the preparation process, do not contact with the skin, and do not inhale dust vapor. Operators should wear long-sleeved overalls, cuffs, head and neck tied tightly with cloth, and wear dust caps, masks, glasses and long rubber gloves. Shower immediately after work, change clothes, work clothes, etc., also need washing and cleaning, do not wear again without washing. Staff need to drink more green tea or boiled water, such as urinary tract and gastrointestinal irritation symptoms, frequent urination, urgency, dysuria or oral mucosa, throat discomfort, etc., should stop the operation. The substances that relieve cantharidin include green tea, coptis, phellodendron, raw mung bean powder, green onion, etc. If you have pain in urination, you can decoct in front of the car, Alisma, and Polyporus umbellatus. using cantharidin as raw material, extracted and refined. |
| category | pesticide |
| toxicity classification | highly toxic |
| acute toxicity | abdominal cavity-mouse LD50: 1 mg/kg |
| flammability hazard characteristics | open flame combustible; thermal decomposition spicy stimulation smoke |
| storage and transportation characteristics | warehouse ventilation and low temperature drying; separate from food raw materials storage and transportation |
| fire extinguishing agent | sand, water, foam, carbon dioxide, dry powder |
| toxic substance data | information provided by: pubchem.ncbi.nlm.nih.gov (external link) |
Last Update：2024-04-09 02:00:04
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QQ: 484702402
WhatsApp: +86 18374838656
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Product Name: Cantharidin Visit Supplier Webpage Request for quotationCAS: 56-25-7
Tel: 0714-3999186
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