4-丁基-1,2-二苯基-3,5-吡咯烷二酮
Phenylbutazone
CAS: 50-33-9;4297-92-1
Molecular Formula: C19H20N2O2
4-丁基-1,2-二苯基-3,5-吡咯烷二酮 - Names and Identifiers
| Name | Phenylbutazone |
| Synonyms | Benzone Betazed bizolin Phenylbutazone PHENYLBUTAZONE 1,2-Diphenyl-4-butyl-3,5-pyrazolidinedione 1,2-Diphenyl-4-butyl-3,5-dioxopyrazolidine 4-Butyl-1,2-diphenyl-3,5-pyrazolidinedione 1,2-Diphenyl-2,3-dioxo-4-N-butylpyrazoline 1,2-Diphenyl-3,5-dioxo-4-butylpyrazolidine 5-hydroxy-2-(hydroxymethyl)-4H-pyran-4-one |
| CAS | 50-33-9 4297-92-1 |
| EINECS | 200-029-0 |
| InChI | InChI=1/C6H6O4/c7-2-4-1-5(8)6(9)3-10-4/h1,3,7,9H,2H2 |
| InChIKey | VYMDGNCVAMGZFE-UHFFFAOYSA-N |
4-丁基-1,2-二苯基-3,5-吡咯烷二酮 - Physico-chemical Properties
| Molecular Formula | C19H20N2O2 |
| Molar Mass | 308.37 |
| Density | 1.1591 (rough estimate) |
| Melting Point | 106-108 °C (lit.) |
| Boling Point | 448.76°C (rough estimate) |
| Flash Point | 179.9°C |
| Water Solubility | <0.1 g/100 mL at 23.5 ºC |
| Solubility | Soluble in water (1 mg/ml at 25 °C), ethanol (62 mg/ml at 25 °C), methanol, DMSO (62 |
| Vapor Presure | 4.01E-08mmHg at 25°C |
| Appearance | White crystalline powder |
| Color | White to almost white |
| Merck | 14,7277 |
| BRN | 290080 |
| pKa | 4.5(at 25℃) |
| Storage Condition | 2-8°C |
| Stability | Stable. Incompatible with strong oxidizing agents, strong acids, strong bases. |
| Refractive Index | 1.6140 (estimate) |
| Physical and Chemical Properties | Melting point 104-107°C water-soluble <0.1g/100 mL at 23.5°C |
| Use | For the treatment of rheumatoid arthritis and gout |
4-丁基-1,2-二苯基-3,5-吡咯烷二酮 - Risk and Safety
| Risk Codes | R36/37/38 - Irritating to eyes, respiratory system and skin. R20/21/22 - Harmful by inhalation, in contact with skin and if swallowed. R42/43 - May cause sensitization by inhalation and skin contact. R45 - May cause cancer R36 - Irritating to the eyes R11 - Highly Flammable |
| Safety Description | S36/37/39 - Wear suitable protective clothing, gloves and eye/face protection. S26 - In case of contact with eyes, rinse immediately with plenty of water and seek medical advice. S45 - In case of accident or if you feel unwell, seek medical advice immediately (show the label whenever possible.) S22 - Do not breathe dust. S53 - Avoid exposure - obtain special instructions before use. S36/37 - Wear suitable protective clothing and gloves. S16 - Keep away from sources of ignition. |
| UN IDs | 3249 |
| WGK Germany | 3 |
| RTECS | UQ8225000 |
| TSCA | Yes |
| HS Code | 29331990 |
| Hazard Class | 6.1(b) |
| Packing Group | III |
| Toxicity | LD50 oral in rabbit: 781mg/kg |
4-丁基-1,2-二苯基-3,5-吡咯烷二酮 - Upstream Downstream Industry
4-丁基-1,2-二苯基-3,5-吡咯烷二酮 - Reference Information
| (IARC) carcinogen classification | 3 (Vol. 13, 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) |
| pharmacological effects | phenylbutazone is a drug that acts on the central nervous system. It is a pyrazolone derivative with weak antipyretic and analgesic effects and strong anti-inflammatory effects. It has a good effect on inflammatory pain and can promote the excretion of uric acid. The antipyretic and analgesic effect of butazine is not as good as acetylsalicylic acid, and it is highly toxic, so it is generally not used as an antipyretic and analgesic, but its anti-inflammatory effect is strong, and it can be used to treat rheumatic and rheumatoid arthritis, Acute gouty arthritis, ankylosing spondylitis. In addition, this product can reduce the reabsorption of urate from the renal tubules, has a mild urination effect, and can also be used in patients with acute gout. It is often required to be administered continuously or used in combination with other drugs. It can also be used to treat fever caused by acute schistosomiasis, filariasis, acute lymphangitis, tuberculosis, malignant tumors, etc. In recent years, studies have found that the mechanism of anti-rheumatic effects caused by anti-inflammatory and analgesic effects of butazine is not due to the excitement of the pituitary gland-adrenal gland, but may be due to the drug's inhibition of related active substances that produce inflammation in inflammatory tissues, such as prostaglandin The synthesis, the activity and transfer of white blood cells, the release and activity of lysosomal enzymes; analgesia may also be the result of inhibiting the synthesis of prostaglandins. |
| pharmacokinetics | oral absorption is fast and complete, reaching the peak blood concentration about 2 hours later. The plasma protein binding rate was 98%. The apparent distribution volume is 0.12L/kg. If the dose is increased, the distribution volume will also increase, but the blood concentration will not increase. Therefore, when repeated use, its steady-state blood concentration does not increase linearly. The half-life is 56~86 hours. It can enter the milk through the placenta. This product is metabolized by the liver. The metabolites are hydroxybutazone and γ-hydroxybutazone. They are still active. The final metabolites are excreted in urine and a small amount is excreted in bile. |
| attention and taboos | the incidence of side effects of bautazine is about 10% ~ 20%, which can be reduced if used for short-term use. It is more irritating to the gastrointestinal tract, and may cause nausea, vomiting, abdominal pain, constipation, and excessive amounts can cause peptic ulcers and blood in the stool. It also has damage to other systems, such as rash, dizziness, hematuria, hepatitis, etc. It can inhibit granulocytopenia caused by bone marrow, and even aplastic anemia. If the drug can be stopped in time, it can be recovered. Therefore, the blood picture should be checked frequently. If there is no effect within 1 week, it should not be used again. When combined with dicoumarin anticoagulants, sulfonamides, and methylsulfonamide hypoglycemic drugs, the blood concentration increases and the toxicity increases. It has the effect of sodium and chlorine retention. It is forbidden for patients with hypertension, edema and heart failure, and salt intake is restricted during medication. Those with liver and kidney damage and drug allergy history, ulcer disease, osteoporosis are prohibited or used with caution as appropriate. |
| use | the product has antipyretic, analgesic, anti-inflammatory and anti-rheumatic effects, and is mainly used to treat rheumatism, rheumatoid arthritis and gout. used to treat rheumatoid arthritis and gout and other diseases non-steroidal anti-inflammatory drugs. Antipyretic analgesics, used for rheumatic and rheumatoid arthritis and gout. |
| Production method | It is obtained by the cyclization of hydrogenated azobenzene and diethyl butylmalonate. Hydrogenated azobenzene, diethyl butylmalonate, sodium methoxide and sodium sulfite are heated together, refluxed vigorously for 1.5h, grown in phenylbutazone sodium salt, and then acidified with acetic acid to obtain phenylbutazone. |
| category | toxic substances |
| toxicity classification | highly toxic |
| acute toxicity | oral-rat LD50: 245 mg/kg; Oral-mouse LD50: 270 mg/kg |
| stimulation data | eye-rabbit 100 mg moderate |
| flammability hazard characteristics | thermal decomposition discharges toxic nitrogen oxide smoke |
| storage and transportation characteristics | warehouse ventilation and low temperature drying; separate from food raw materials |
| fire extinguishing agent | water, carbon dioxide, dry powder, foam |
| toxic substance data | information provided by: pubchem.ncbi.nlm.nih.gov (external link) |
Last Update：2024-04-09 15:16:50
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View History
4-丁基-1,2-二苯基-3,5-吡咯烷二酮
(3-氨基吡啶-2-基)甲醇
Valeric acid 2-[2-[2-(2-hydroxyethoxy)ethoxy]ethoxy]ethyl ester
5-(2-吡啶基)-1,2-二氢吡啶-2-酮
2,6-双[(2-羟基-3,5-二甲基苯基)甲基]-4-甲基苯酚
1-苯基-3-三甲基硅烷-2-丙炔-1-醇
DIMETHYL ETHYL CYCLOHEXYLAMMONIUM BROMIDE
STEAROYL CHLORIDEMS)[MATRIX FOR FABMS AND LIQUID SIMS]T]DUCING AGENT]IX FOR FABMS AND LIQUID SIMS]HYDE IN ETHYL ACETATE) [FOR OFFENSIVE ODORS ANALYSIS] (1MLX5)
4-甲基-2-(4-吡啶基)噻唑-5-羧酸
AMMONIUM THIOSULFATE PURE
(3-氨基吡啶-2-基)甲醇
Valeric acid 2-[2-[2-(2-hydroxyethoxy)ethoxy]ethoxy]ethyl ester
5-(2-吡啶基)-1,2-二氢吡啶-2-酮
2,6-双[(2-羟基-3,5-二甲基苯基)甲基]-4-甲基苯酚
1-苯基-3-三甲基硅烷-2-丙炔-1-醇
DIMETHYL ETHYL CYCLOHEXYLAMMONIUM BROMIDE
STEAROYL CHLORIDEMS)[MATRIX FOR FABMS AND LIQUID SIMS]T]DUCING AGENT]IX FOR FABMS AND LIQUID SIMS]HYDE IN ETHYL ACETATE) [FOR OFFENSIVE ODORS ANALYSIS] (1MLX5)
4-甲基-2-(4-吡啶基)噻唑-5-羧酸
AMMONIUM THIOSULFATE PURE
Raw Materials for 4-丁基-1,2-二苯基-3,5-吡咯烷二酮