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CAS NO.519-02-8
98%(1-25)Kilogram98%(26-500)Kilogram98%(501-1000)Kilogram
Matrine
CAS: 519-02-8
Molecular Formula: C15H24N2O
| Name | Matrine |
| Synonyms | MATRENE Matrine MATRINE Matrines MATRINIUM Matrine AS (+)-Matrine (+)-MATRINE alpha-matrine Alpha-Matrine SOPHOCARPIDINE matridin-15-one (5beta)-matridin-15-one Alkaloids Sophora Flavescen (5beta,6beta,7beta,11alpha)-matridin-15-one |
| CAS | 519-02-8 |
| EINECS | 610-750-6 |
| InChI | InChI=1/C15H24N2O/c18-14-7-1-6-13-12-5-3-9-16-8-2-4-11(15(12)16)10-17(13)14/h11-13,15H,1-10H2/t11-,12+,13+,15-/m1/s1 |
| Molecular Formula | C15H24N2O |
| Molar Mass | 248.36 |
| Density | 1,191g/cm |
| Melting Point | 77 C |
| Boling Point | 86-88C/2,5Torr |
| Specific Rotation(α) | D20 +38° (alc) |
| Flash Point | 172.7°C |
| Solubility | Soluble in water, benzene, chloroform, ether and carbon dioxide, insoluble in petroleum ether. |
| Vapor Presure | 1.67E-06mmHg at 25°C |
| Appearance | Needle or prism crystal |
| Color | White |
| Merck | 14,5759 |
| pKa | 9.47±0.20(Predicted) |
| Storage Condition | Sealed in dry,2-8°C |
| Stability | Stable for 1 year from date of purchase as supplied. Solutions in distilled water may be stored at -20°C for up to 3 months. |
| Refractive Index | 1,536 |
| MDL | MFCD00210527 |
| Physical and Chemical Properties | Soluble in water, benzene, chloroform, ether and carbon dioxide, insoluble in petroleum ether. Dried roots derived from the leguminous plant Sophora flavescens Ait. |
| Use | Antibacterial anti-inflammatory drugs for the treatment of chronic cervicitis, bacillary dysentery, enteritis and other diseases antibacterial anti-inflammatory drugs for chronic cervicitis, bacillary dysentery, enteritis and so on. |
| introduction | matrine, also known as mauenine, is an alkaloid extracted from the roots, stems and fruits of legume Sophora flavescens through organic solvents such as ethanol, and belongs to lupine alkaloids, derivatives of quinolicidine. It has the characteristics of specificity and naturalness, which can be quickly decomposed in nature, and the final products are carbon dioxide and water. It is a green and environmentally friendly pesticide. Oxymatrine has a strong contact effect on Pieris rapae, yellow palm moth and elm blue leaf beetle, and has a control effect of more than 90% on peach aphid, radish, pear binary aphid and wheat aphid. Matrine has obvious control effect on young larvae of diamondback moth and tea black tussock moth. Matrine can control cabbage worms, vegetable aphids, melon aphids, stem borers, ladybugs, beet armyworm, yellow striped beetle, diamondback moth, blue leaf moth, leek maggots, Tianmu caterpillars, boat caterpillars on fruit trees, Spinus moth, ruler, red spider wax scale, beetle, stinkbug, etc., and many pests such as armyworms, wheat midge and locusts on food crops. Matrine has biological activities such as contact killing, stomach poison, internal absorption, avoidance, refusal to eat, sterilization, drying and peeling, paralysis of the central nervous system, coagulation of insect body protein, blockage of insect body stomata, asphyxia and death of pests. The target is large, multi-point hunting, can inhibit the production of drug resistance, and still has strong activity against pests that have developed resistance. |
| mechanism of action | matrine is a low toxic botanical insecticide. Once the pest is touched, the nerve center is paralyzed, and then the worm body protein coagulates, the worm body stomata block, so that the pest suffocates and dies. |
| main features | matrine is a natural plant pesticide with low toxicity to humans and animals. it is a broad-spectrum insecticide with contact killing and stomach toxicity. It has a good control effect on vegetables, apple trees, cotton and other crops. |
| Alkaloids | Matrine is an alkaloid extracted from the roots, stems, and fruits of the leguminous plant Sophora flavescens through organic solvents such as ethanol. It belongs to the lupin alkaloids, a derivative of quinolimidine. The main components of Sophora flavescens are matrine, oxymatrine, sophorine, oxysophorine, sophorine and other alkaloids, with the highest content of matrine and oxymatrine. Depending on the crystallization conditions, matrine has four crystal forms: α-type: needle-like, melting point 76 ℃;β-type: short prismatic, melting point 87 ℃;γ-type: oily liquid, converted to α-type; δ-type: leaf-like or prismatic, melting point 84 ℃. These crystal forms can transform into each other and produce the same salts. Relative density 1.0888(85/4 ℃), refractive index 1.52865(85 ℃) [α]D20-39.11 ℃ water. Soluble in cold water, ethanol, ether, chloroform and benzene, insoluble in petroleum ether, and less soluble in hot water than in cold water. Oxidation with hydrogen peroxide to produce oxymatrine. Matrine and oxymatrine are both soluble in water. However, the oxygen atom in the oxymatrine molecule shares a pair of electrons with the N atom through a semi-polar coordination bond. It has a certain similarity with alkaloids and has a greater polarity, so it has a greater solubility in water. Matrine is less soluble than matrine in organic solvents. matrine has relatively strong alkalinity. its molecule has 2 nitrogen atoms, N16 is in amide state and almost no alkalinity. N1 is a tertiary amine, and its trivalent is bound to the ring. because its three-dimensional image is easy to accept protons and weakens the influence of three-dimensional effect, its alkalinity is relatively strong. Another example is that in the molecule of scopolamine, due to the existence of the ternary oxygen ring, the lone electron pair on the nitrogen atom produces a significant three-dimensional effect (enhanced steric hindrance), so the nitrogen atom is not easy to give electrons, so The alkalinity is weakened. The alkalinity of alkaloids is not only related to the binding state of N atoms in the heterocyclic structure, but also related to the chemical environment in which the N atoms are located, such as whether there are electrical effects, three-dimensional effects, and other substituents. The influence of factors such as intramolecular hydrogen bonds. But the more important thing is to consider the overall molecular integrity. Matrine has many pharmacological effects such as antibacterial, antiasthmatic, and leukocyte raising. Animal experiments show that it has inhibitory effect on some malignant tumors, especially oxymatrine, and its chemotherapy index is 7.8 times that of repitoxin. The killing effect on LA-795 cells was significantly enhanced in the hypoxic state. |
| antibacterial and antiviral effects | 0.3% ~ 1% matrine solution has strong inhibitory effects on streptococcus B, dysentery bacillus, proteus, Escherichia coli, Staphylococcus aureus and Pseudomonas aeruginosa. 7.5% ~ 10% oxymatrine also has inhibitory effects on dysentery, Escherichia coli, Staphylococcus aureus and Streptococcus B. It is also reported that the total alkaloids of Sophora flavescens have a certain inhibitory effect on pathogens such as Mycobacterium tuberculosis, Vibrio cholerae, Leprosy, dermatogenic fungi and Leptospira. In addition, Sophora tonkinensis decoction contains active substances against Cox B5 virus. Has a certain antiviral effect. |
| phytoinsecticide | matrine is a low toxic phytoinsecticide. Once the pest is touched, the nerve center is paralyzed, and then the worm body protein coagulates, the worm body stomata block, so that the pest suffocates and dies. The insecticide has contact killing and stomach toxicity effects on pests, and has a good control effect on cabbage, aphids, and red spiders on vegetables, apple trees, cotton and other crops. [application method] 1. prevention and control of cotton spider mites: before the first peak of cotton spider mites in early June, when the red leaf rate of cotton seedlings reaches 7% ~ 14%, apply pesticide, and spray with 250~350ml of 0.2% matrine aqua and 40~50kg of water per mu. the spray should be uniform and thoughtful. 2. control of apple spider mites: after apple trees bloom, the overwintering eggs of spider mites begin to hatch until the end of hatching. spray 100~300 times of 0.2% water, and spray the whole plant leaves. 3. control of aphids: apply medicine during the occurrence period of aphids, use 50-120ml of 1% matrine alcohol solution or 50-65 ml of 0.3% water solution per mu, add 40-50kg of water, spray evenly on the back and leaf surface, and spray emphatically on the back of the leaf. 4. control of rapae rapae: about 7 days after the peak of adult spawning and before the 3rd instar of larvae, 60-110ml of 1% alcohol solution is used to add 40-50kg of water per mu, or 50-70ml of 0.3% water is used to evenly spray 40-50kg of water, which has good control effect. The drug has poor control effect on 4~5 instar larvae. 5. prevention and control of leek maggots: apply pesticide at the initial peak of leek maggots, 2-4kg of 1.1% matrine powder and 1000-2,000kg of water per mu to irrigate roots. 6. prevention and control of underground pests: control of wheat cutworms, grubs, needle worms, etc., 2 ~ 2.5kg of 1.1% powder per mu, strip or seed dressing. During seed dressing, the seeds are wetted with water first, and every 100kg of seeds are stirred evenly with 4~4.67kg of 1.1% powder, piled up for 2~4h and then sown. |
| use | antibacterial and anti-inflammatory drugs are used for chronic cervicitis, bacillary dysentery, enteritis, etc. antibacterial anti-inflammatory drugs, used to treat chronic cervicitis, bacillary dysentery, enteritis and other diseases antibacterial anti-inflammatory drugs, used for chronic cervicitis, bacillary dysentery, enteritis and so on. diuretic effect, anti-pathogen effect |
| category | toxic substances |
| toxicity classification | poisoning |
| acute toxicity | abdominal cavity-rat LD50: 125 mg/kg; Abdominal cavity-mouse LD50: 150 mg/kg |
| flammability hazard characteristics | flammability; fire scene decomposition toxic nitrogen oxide smoke |
| storage and transportation characteristics | warehouse low temperature, ventilation, drying |
| fire extinguishing agent | water, carbon dioxide, dry powder, sand |
Mol Download Chemical properties
CAS:
519-02-8
MF:
C15H24N2O
MW:
248.36
EINECS:
610-750-6
MDL No.:
MFCD00210527
Melting point:
77 C
alpha
D20 +38° (alc)
Boiling point:
86-88C/2,5Torr
Density
1,191g/cm
refractive index
1,536
storage temp.
Sealed in dry,2-8°C
solubility
Soluble in Water (up to 25 mg/ml)
form
solid
pka
9.47±0.20(Predicted)
color
White
Merck
14,5759
Stability:
Stable for 1 year from date of purchase as supplied. Solutions in distilled water may be stored at -20°C for up to 3 months.
LogP
1.440 (est)
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