2'-Hydroxy-4'-methoxyacetophenone
2'-Hydroxy-4'-methoxyacetophenone
CAS: 552-41-0
Molecular Formula: C9H10O3
2'-Hydroxy-4'-methoxyacetophenone - Names and Identifiers
| Name | 2'-Hydroxy-4'-methoxyacetophenone |
| Synonyms | Paeonol PAEONOL(SH) Eriodictyol Paeonol std. 2-Hydroxy-4-methoxy 2'-hydroxy-4'-methoxy-acetophenon 2'-Hydroxy-4'-methoxyacetophenone 1-(2-hydroxy-4-methoxyphenyl)-ethanon 2'-Hydroxy-4'-methoxyacetophenone2'-Hydroxy-4'-methoxyacetophenone |
| CAS | 552-41-0 |
| EINECS | 209-012-2 |
| InChI | InChI=1/C9H10O3/c1-6(10)8-4-3-7(12-2)5-9(8)11/h3-5,11H,1-2H3 |
| InChIKey | UILPJVPSNHJFIK-UHFFFAOYSA-N |
2'-Hydroxy-4'-methoxyacetophenone - Physico-chemical Properties
| Molecular Formula | C9H10O3 |
| Molar Mass | 166.17 |
| Density | 1.3102 |
| Melting Point | 48-50°C(lit.) |
| Boling Point | 154 °C / 20mmHg |
| Flash Point | >230°F |
| Solubility | Soluble in ethanol and methanol, soluble in ether, acetone, benzene, chloroform and carbon disulfide, slightly soluble in water, dissolved in hot water, insoluble in cold water, and volatile with water vapor. |
| Vapor Presure | 0.00057mmHg at 25°C |
| Appearance | White or yellowish shiny needle crystals, colorless needle crystals (ethanol). |
| Color | White to beige |
| BRN | 1282794 |
| pKa | 9.79±0.10(Predicted) |
| Storage Condition | 2-8°C |
| Refractive Index | 1.5452 (estimate) |
| MDL | MFCD00008730 |
| Physical and Chemical Properties | White crystalline powder, soluble in methanol, ethanol, soluble in ether, acetone, chloroform, and carbon disulfide, slightly soluble in water, dissolved in hot water, insoluble in cold water, derived from Cynanchum, peony bark. |
| Use | Used as anti-rheumatism medicine, has anti-inflammatory, analgesic effect |
2'-Hydroxy-4'-methoxyacetophenone - Risk and Safety
| Risk Codes | R20/21/22 - Harmful by inhalation, in contact with skin and if swallowed. R36/37/38 - Irritating to eyes, respiratory system and skin. |
| Safety Description | S26 - In case of contact with eyes, rinse immediately with plenty of water and seek medical advice. S28 - After contact with skin, wash immediately with plenty of soap-suds. S36/37/39 - Wear suitable protective clothing, gloves and eye/face protection. S45 - In case of accident or if you feel unwell, seek medical advice immediately (show the label whenever possible.) |
| WGK Germany | 3 |
| RTECS | RT1215000 |
| HS Code | 29145090 |
| Hazard Note | Irritant |
| Toxicity | LD50 orl-mus: 3430 mg/kg YKKZAJ 89,1205,69 |
2'-Hydroxy-4'-methoxyacetophenone - Reference Information
| NIST chemical information | Information provided by: webbook.nist.gov (external link) |
| overview | moutan is the dry root bark of Ranunculaceae plant peony (PaeoniasuffruticosaAndr.), which is one of the commonly used Chinese medicines in clinical practice. Paeonol, as the main medicinal component of Paeonol, has received more and more attention in recent years, and its physical and chemical properties, pharmacological effects, detection and extraction have been widely studied. |
| pharmacological effects | paeonol has certain potential value in the development and application of functional health products, but there is still a lack of systematic and in-depth toxicological safety evaluation data. This study examined the acute toxicity of paeonol to nematodes and the effects of exercise behavior, feeding behavior and reproductive ability, and provided toxicological safety evaluation data for the development and utilization of paeonol-related functional health products. Nematode movement behavior is an indicator that reflects the basic functions of its body system. It is simple to operate, highly sensitive, easy to observe, low cost and short cycle. The head swing frequency and body bending frequency of the nematode are often used as indicators for analyzing its movement behavior; Feeding behavior can reflect whether the feeding of the worm is affected by foreign drugs, and the change of reproductive ability reflects the effect of foreign drugs on the reproductive physiological function of the nematode. the experiment shows that paeonol with concentration of 100 and 200mg /L has no acute toxic effect after treating nematodes for 24 hours. Paeonol can improve the head swing and body bending exercise ability of nematodes, and improve the activity of the body. 100 mg /L paeonol has the best effect. paeonol has no effect on energy intake of nematodes, which can exclude paeonol by reducing the swallowing frequency of nematodes, then reduce the possibility of energy restriction through food intake affecting physiological functions. Paeonol has no effect on reproductive ability, indicating that nematodes are still in a healthy state during its action. Paeonol has no toxic effect on nematodes, and can significantly improve the exercise ability of nematodes. It has certain potential application value in the development and application of functional health products. |
| properties | has analgesic, anti-inflammatory, antipyretic and allergic effects. Paeonol has obvious analgesic effect on pain caused by physical or chemical factors such as tail pressing and acetic acid. Paeonol has obvious inhibitory effect on inflammatory reaction caused by carrageenan, egg white, formaldehyde, histamine, serotonin, bradykinin, xylene and endotoxin. Paeonol has obvious antipyretic effect on the temperature rise caused by typhoid vaccine and triple vaccine. It has inhibitory effect on type II, III and IV allergy. |
| introduction | paeonol is white or yellowish shiny needle crystal, colorless needle crystal (ethanol), melting point 49-51 ℃, special smell, slightly spicy taste, soluble in ethanol and methanol, soluble in ether, acetone, benzene, chloroform and carbon disulfide, slightly soluble in water, dissolved in hot water, insoluble in cold water, can volatilize with water vapor. Paeonol can be distilled with steam and has strong absorption in ultraviolet region. E(1% 1cm) is 862 at 274nm wavelength. This property can be determined by ultraviolet spectrophotometer. |
| application range | this method uses high performance liquid chromatography to determine the content of paeonol in guizhi fuling pills. |
| principle of action | has sedative, hypnotic, antibacterial, anti-inflammatory, antioxidant, lowering blood pressure and other effects. In terms of cosmetics; paeonol can inhibit the production of intracellular O2-free radicals, can whiten the skin, reduce and fade the pigment deposited in the skin, eliminate stasis, anti-inflammatory, reduce swelling and pain, anti-allergic, anti-viral and other effects. It has good therapeutic and health effects on stains, muscle pain, skin itching, psoriasis, band-shaped sores, and eczema. In addition, it has a good effect on toothpaste, gargle, tooth powder, and toothache water. |
| use | an active ingredient isolated from cortex moud. Its pharmacological effects include anti-aggregation, anti-inflammatory, anti-ischemia-reperfusion injury and anti-lipid peroxidation. as a rheumatic medicine, it has anti-inflammatory and analgesic effects dispelling wind and relieving pain |
Last Update：2024-04-09 20:49:11
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