化工社化工社 化学情報印刷レポート · 研究参考用
フェノチアジン
フェノチアジン · ヘルメチナ · コンタベルム · オリモン · パドフェン · フェノベルム · レテルミン · 10H-フェノチアジン
識別子と物理属性
| CAS No. | 92-84-2 |
|---|---|
| 分子式 | C12H9NS |
| 平均分子量 | 199.27 g/mol |
| 単同位体質量 | 199.04557046 g/mol |
| SMILES | c1ccc2c(c1)Nc1ccccc1S2 |
| InChIKey | WJFKNYWRSNBZNX-UHFFFAOYSA-N |
| PubChem CID | 7108 |
| ChEMBL | CHEMBL828 |
| ChEBI | CHEBI:37931 |
| EC No. | 202-196-5 |
| DTXSID | DTXSID5021126 |
| 現地名 | フェノチアジン |
化学・物理的性質
| XLogP | 4.2 |
|---|---|
| 極性表面積 | 37.3 |
| 水素結合供与体数 | 1 |
| 水素結合受容体数 | 2 |
| 回転可能結合数 | 0 |
| 重原子数 | 14 |
| 形式電荷 | 0 |
| 複雑度 | 186 |
| LogP（分配係数） | log Kow = 4.15 |
| 臭い | SLIGHT ODOR |
| 味 | TASTELESS |
| 密度 | 1.34 g/cm³1.362 |
| Color/Form | YELLOW, RHOMBIC LEAFLETS OR DIAMOND-SHAPED PLATES FROM TOLUENE OR BUTANOLYELLOW PRISMS FROM ALCOHOLGRAYISH-GREEN TO GREENISH YELLOW POWDER, GRANULES OR FLAKESGrayish-green to greenish-yellow solid. [insecticide] |
| 溶解度 | less than 1 mg/mL at 68 °F (NTP, 1992)FREELY SOL IN BENZENESOL IN ETHER & IN HOT ACETIC ACIDSLIGHTLY SOL IN ALCOHOL & IN MINERAL OILSPRACTICALLY INSOL IN PETROLEUM ETHER, CHLOROFORMVERY SOL IN ACETONEWater solubilty = 1.59 mg/l at 25 °CSolubility in water: noneInsoluble0.127mg/l2mg/L（25℃） |
| 引火点 | 202 °C202°C |
| 沸点 | 700 °F at 760 mmHg (NTP, 1992)371 °C @ 760 MM HG371 °C(lit.) |
| 融点 | 365.9 to 366.6 °F (NTP, 1992)185.1 °C365 °F184 °C |
| 蒸気圧 | 0 mmHg (approx) (NIOSH, 2024)0.0000647 Pa (20 °C) |
| Physical Description | Phenothiazine is a light green to steel-blue powder. Acquires a greenish-brown tint under exposure to sunlight. (NTP, 1992)LiquidDry PowderOther SolidLarge CrystalsGrayish-green to greenish-yellow solid[NIOSH]YELLOW CRYSTALS. TURNS DARK GREEN ON EXPOSURE TO LIGHT.Grayish-green to greenish-yellow solid.Grayish-green to greenish-yellow solid. [insecticide] |
| Stability/Shelf Life | READILY OXIDIZED BY SUNLIGHT OR WHEN IN PRESENCE OF FINELY DIVIDED INERT CARRIER, ACQUIRING GREENISH-BROWN TINTSENSITIVE TO AIR & LIGHTDARKENS TO DEEP OLIVE-GREEN ON EXPOSURE TO LIGHTIt is stable when dry but easily oxidizes when wet. |
| 屈折率 | 1.6353 |
| 貯蔵条件 | Store below +30°C. |
| 外観・状態 | プリルまたはビーズ |
| pKa（酸解離定数） | pKa 2.52 (Uncertain) |
| 色 | 黄色 |
| pH | 6 (10g/l, H2O, 20℃)(aqueous suspension) |
| Merck | 14,7252 |
| BRN | 143237 |
| ヘンリー定数 | 1.0×102 mol/(m3Pa) at 25℃, Abraham and Jr. (2019) |
| 安定性 | 安定。可燃性。強酸化剤、強酸とは相容れない。光に当たると変色することがあります。 |
| 主な用途 | 洗浄剤臨床化粧品食品および飲料法医学と毒物学パーソナルケア医薬品（低分子化合物） |
| InChI | 1S/C12H9NS/c1-3-7-11-9(5-1)13-10-6-2-4-8-12(10)14-11/h1-8,13H |
| InChIKey | WJFKNYWRSNBZNX-UHFFFAOYSA-N |
| SMILES | N1c2ccccc2Sc3ccccc13 |
| LogP（分配係数） | 3.78 at 25℃ |
| CAS データベース | 92-84-2(CAS DataBase Reference) |
| NISTの化学物質情報 | Phenothiazine(92-84-2) |
| EPAの化学物質情報 | Phenothiazine (92-84-2) |
化学的特性
Phenothiazine is a greenish-yellow to greenish-gray crystalline substance. Slight odor and taste.
安全性と法規制
| GHS 分類 | This chemical does not meet GHS hazard criteria for 0.7% (24 of 3466) of reports.WarningH302 (94.2%): Harmful if swallowed [Warning Acute toxicity, oral]H317 (97.4%): May cause an allergic skin reaction [Warning Sensitization, Skin]H373 (93.9%): May causes damage to organs through prolonged or repeated exposure [Warning Specific target organ toxicity, repeated exposure]H400 (11.9%): Very toxic to aquatic life [Warning Hazardous to the aquatic environment, acute hazard]H410 (11.9%): Very toxic to aquatic life with long lasting effects [Warning Hazardous to the aquatic environment, long-term hazard]H412 (83.2%): Harmful to aquatic life with long lasting effects [Hazardous to the aquatic environment, long-term hazard]P260, P261, P264, P270, P272, P273, P280, P301+P317, P302+P352, P319, P321, P330, P333+P317, P362+P364, P391, and P501 (click each P-code to see the statement)Aggregated GHS information provided per 3466 reports by companies from 53 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.Reported as not meeting GHS hazard criteria per 24 of 3466 reports by companies.There are 52 notifications provided by 3442 of 3466 reports by companies with hazard statement code(s).Information may vary between notifications depending on impurities, additives, and other factors. The percentage value in parenthesis indicates the notified classification ratio from companies that provide hazard codes. Only hazard codes with percentage values above 10% are shown. For more detailed information, please visit ECHA C&L website. |
|---|---|
| 規制情報 | Chemical: 10H-Phenothiazine10H-Phenothiazine is listed on the EPA's Chemical Data Reporting (CDR) system. Manufacturers and importers of 10H-Phenothiazine are required to report information about their production and use of this chemical to the EPA under the Toxic Substances Control Act (TSCA). (40 eCFR Part 711)Status: Active Update: 19-01-2022 https://echa.europa.eu/registration-dossier/-/registered-dossier/14459Status: Active Update: 15-03-2023 https://echa.europa.eu/registration-dossier/-/registered-dossier/34074Phenothiazine: Does not have an individual approval but may be used under an appropriate group standard |
| 火災危険 | Flash point data for this chemical are not available, but it is probably combustible. (NTP, 1992)Combustible. Gives off irritating or toxic fumes (or gases) in a fire. |
| 火災の可能性 | ALTHOUGH PHENOTHIAZINE OXIDIZES FAIRLY EASILY WHEN IT IS EXPOSED TO AIR, RISK OF FIRE IS NOT HIGH. |
| 健康有害性 | Excerpt from NIOSH Pocket Guide for Phenothiazine:Exposure Routes: Inhalation, skin absorption, ingestion, skin and/or eye contactSymptoms: Itching, irritation, reddening skinhepatitis, hemolytic anemia, abdominal cramps, tachycardiakidney damageskin photophobia (abnormal visual intolerance to light) sensitizationTarget Organs: Skin, cardiovascular system, liver, kidneys (NIOSH, 2024) |
| 有害性の概要 | A cause of photoallergic contact dermatitis[ICSC] Phenothiazine may cause liver injury when taken by mouth as a drug. [ACGIH] |
| FDA 要件 | Phenothiazine for use only as a polymerization-control agent is an indirect food additive for use as a component of adhesives. |
| 反応性グループ | Amines, Phosphines, and PyridinesSulfides, Organic |
| TSCA 要件 | Pursuant to section 8(d) of TSCA, EPA promulgated a model Health and Safety Data Reporting Rule. The section 8(d) model rule requires manufacturers, importers, and processors of listed chemical substances and mixtures to submit to EPA copies and lists of unpublished health and safety studies. Phenothiazine is included on this list. |
| FIFRA 要件 | While petitions for tolerances for negligible residues are pending and until action is completed on the petitions, an interim tolerance of 2 ppm is established for residues of phenothiazine in or on the following raw agricultural commodity(ies): meat, fat, and meat byproducts of cattle. |
| Reactivity Profile | PHENOTHIAZINE is slowly decomposed by sunlight. (NTP, 1992). Organosulfides are incompatible with acids, diazo and azo compounds, halocarbons, isocyanates, aldehydes, alkali metals, nitrides, hydrides, and other strong reducing agents. Reactions with these materials generate heat and in many cases hydrogen gas. Many of these compounds may liberate hydrogen sulfide upon decomposition or reaction with an acid. |
| Chemical Dangers | Decomposes on heating and on contact with strong acids. This produces toxic and irritating fumes including nitrogen oxides and sulfur oxides. Reacts violently with strong oxidants. This generates fire hazard. |
| Flammable Limits | Combustible Solid, but not a high fire risk. |
| 消火 | Fires involving this compound should be controlled with a dry chemical, carbon dioxide or Halon extinguisher. (NTP, 1992)Use powder, water spray, foam, carbon dioxide. |
| 応急処置措置 | Fresh air, rest.Remove contaminated clothes. Rinse and then wash skin with water and soap. Refer for medical attention if skin irritation occurs.Rinse with plenty of water (remove contact lenses if easily possible).Rinse mouth. Seek medical attention if you feel unwell. |
| 応急処置 | EYES: First check the victim for contact lenses and remove if present. Flush victim's eyes with water or normal saline solution for 20 to 30 minutes while simultaneously calling a hospital or poison control center. Do not put any ointments, oils, or medication in the victim's eyes without specific instructions from a physician. IMMEDIATELY transport the victim after flushing eyes to a hospital even if no symptoms (such as redness or irritation) develop.SKIN: IMMEDIATELY flood affected skin with water while removing and isolating all contaminated clothing. Gently wash all affected skin areas thoroughly with soap and water. If symptoms such as redness or irritation develop, IMMEDIATELY call a physician and be prepared to transport the victim to a hospital for treatment.INHALATION: IMMEDIATELY leave the contaminated areatake deep breaths of fresh air. If symptoms (such as wheezing, coughing, shortness of breath, or burning in the mouth, throat, or chest) develop, call a physician and be prepared to transport the victim to a hospital. Provide proper respiratory protection to rescuers entering an unknown atmosphere. Whenever possible, Self-Contained Breathing Apparatus (SCBA) should be usedif not available, use a level of protection greater than or equal to that advised under Protective Clothing.INGESTION: DO NOT INDUCE VOMITING. If the victim is conscious and not convulsing, give 1 or 2 glasses of water to dilute the chemical and IMMEDIATELY call a hospital or poison control center. Be prepared to transport the victim to a hospital if advised by a physician. If the victim is convulsing or unconscious, do not give anything by mouth, ensure that the victim's airway is open and lay the victim on his/her side with the head lower than the body. DO NOT INDUCE VOMITING. IMMEDIATELY transport the victim to a hospital. (NTP, 1992)(General first aid procedures)Eye: Irrigate immediately - If this chemical contacts the eyes, immediately wash (irrigate) the eyes with large amounts of water, occasionally lifting the lower and upper lids. Get medical attention immediately.Skin: Soap wash promptly - If this chemical contacts the skin, promptly wash the contaminated skin with soap and water. If this chemical penetrates the clothing, promptly remove the clothing and wash the skin with soap and water. Get medical attention promptly.Breathing: Respiratory supportSwallow: Medical attention immediately - If this chemical has been swallowed, get medical attention immediately. |
| 安全保管 | Separated from strong oxidants and strong acids. Store in an area without drain or sewer access. Provision to contain effluent from fire extinguishing. |
| 非火災時の漏出対応 | SMALL SPILLS AND LEAKAGE: If a spill of this chemical occurs, FIRST REMOVE ALL SOURCES OF IGNITION, then you should dampen the solid spill material with acetone and transfer the dampened material to a suitable container. Use absorbent paper dampened with acetone to pick up any remaining material. Seal your contaminated clothing and the absorbent paper in a vapor-tight plastic bag for eventual disposal. Solvent wash all contaminated surfaces with acetone followed by washing with a soap and water solution. Do not reenter the contaminated area until the Safety Officer (or other responsible person) has verified that the area has been properly cleaned.STORAGE PRECAUTIONS: You should store this compound under refrigerated conditions and protect it from exposure to light. (NTP, 1992) |
| 処分方法 | SRP: At the time of review, criteria for land treatment or burial (sanitary landfill) disposal practices are subject to significant revision. Prior to implementing land disposal of waste residue (including waste sludge), consult with environmental regulatory agencies for guidance on acceptable disposal practices. |
| 漏出処分 | Personal protection: particulate filter respirator adapted to the airborne concentration of the substance. Do NOT let this chemical enter the environment. Sweep spilled substance into covered containers. If appropriate, moisten first to prevent dusting. Carefully collect remainder. Then store and dispose of according to local regulations. |
| Preventive Measures | SRP: Local exhaust ventilation should be applied wherever there is an incidence of point source emissions or dispersion of regulated contaminants in the work area. Ventilation control of the contaminant as close to its point of generation is both the most economical and safest method to minimize personnel exposure to airborne contaminants.MAIN PRECAUTIONS MUST BE DIRECTED @ PREVENTING ACCIDENTAL INGESTION OF MATERIAL DURING MFR & USE. ... PROCESSES SHOULD BE ENCLOSED & LOCAL EXHAUST VENTILATION SHOULD BE APPLIED WHERE DUST WOULD OTHERWISE ESCAPE... FIRE PRECAUTIONS SHOULD BE PROVIDED...The worker should immediately wash the skin when it becomes contaminated.The worker should wash daily at the end of each work shift.For more Preventive Measures (Complete) data for PHENOTHIAZINE (6 total), please visit the HSDB record page. |
| Eye Prevention | Wear safety spectacles or eye protection in combination with breathing protection. |
| Fire Prevention | NO open flames. |
| Inhalation Risk | A harmful concentration of airborne particles can be reached quickly when dispersed, especially if powdered. |
| Skin Prevention | Protective gloves. Protective clothing. |
| 相互作用 | PREVIOUS DRENCHING WITH CARBON TETRACHLORIDE MAY ALSO SERVE TO INCR ITS TOXICITY.ANTIOXIDANTS, EG PHENOTHIAZINE, INHIBITED THE MUTAGENICITY OF BENZO(A)PYRENE & SOME OF ITS DERIVATIVES TOWARDS SALMONELLA TYPHIMURIUM STRAIN TA98THIS INHIBITION WAS CONCN DEPENDENT. |
| 標的器官 | Skin, cardiovascular system, liver, kidneys |
| 環境中動態 | TERRESTRIAL FATE: Based on a recommended classification scheme(1), an estimated Koc value of 4300(SRC), determined from an experimental log Kow(2) and a recommended regression-derived equation(3), indicates that phenothiazine will have slight mobility in soil(SRC). Volatilization of phenothiazine will not be important from moist soil surfaces(SRC) given an estimated Henry's Law constant of 2.8X10-8 atm-cu m/mole(4,SRC), or from dry soil surfaces(SRC) based on an estimated vapor pressure of 8.9X10-7 mm Hg(5,SRC). The adsorptivity of phenothiazine is expected to be sensitive to pH since phenothiazine is a base with a pKa of 2.52(6). According to a MITI biodegradation study(7), biodegradation of phenothiazine will not be an important fate process in soil(SRC).AQUATIC FATE: Based on a recommended classification scheme(1), an estimated Koc value of 4300(SRC), determined from an experimental log Kow(2) and a recommended regression-derived equation(3), indicates that phenothiazine would adsorb to suspended solids and sediment(SRC). Phenothiazine would be essentially non-volatile from water surfaces based on an estimated Henry's Law constant of 2.8X10-8 atm-cu m/mole(SRC), developed using a fragment constant estimation method(4,SRC). Experimental BCF values of 127-660 and 180-528(6) suggest that phenothiazine will bioconcentrate in aquatic organisms(SRC) according to a recommended classification scheme(5). According to a MITI biodegradation study(6), biodegradation of phenothiazine will not be an important fate process in water(SRC).ATMOSPHERIC FATE: According to a model of gas/particle partitioning of semivolatile organic compounds in the atmosphere(1), phenothiazine, which has an estimated vapor pressure of 8.9X10-7 mm Hg at 25 °C(2,SRC) will exist as both vapor and particulate in the ambient atmosphere. Vapor-phase phenothiazine is degraded in the atmosphere by reaction with photochemically produced hydroxyl radicals(SRC)the half-life for this reaction in air is estimated to be about 2 hours(3,SRC). Particulate-phase phenothiazine may be physically removed from the air by dry deposition(SRC). |
| 有害作用 | Occupational hepatotoxin - Secondary hepatotoxins: the potential for toxic effect in the occupational setting is based on cases of poisoning by human ingestion or animal experimentation.Dermatotoxin - PACD (photoallergic contact dermatitis).ACGIH Carcinogen - Not Classifiable.The most common adverse reactions include:* Extrapyramidal symptoms, including dystonia, parkinsonism, akathisia, and tardive dyskinesia.* Weight gain* Orthostatic hypotension can manifest in 75% of patients with potentially increased risk due to diabetes and pre-existing cardiovascular disorders.* QTc prolongation* Pseudoparkinsonism most often occurring in women or older patients.* Seizures* Delirium* PsychosisRare adverse events:* Neuroleptic malignant syndrome* Retinitis pigmentosa* Cataracts* Dermatological allergic reactions* Poikilothermia* AgranulocytosisCommon less severe adverse events:* Urinary hesitancy and retention* Dry mouth,* Dry eyes |
| 暴露経路 | The substance can be absorbed into the body by ingestion.inhalation, skin absorption, ingestion, skin and/or eye contact |
| 毒性の概要 | A review of 48 hospital-admitted phenothiazine toxicities with concentrations of 200 mg to 500 mg per patient has listed common reactions such as hypothermia, tachycardia, tachypnea, and decreased diastolic blood pressure. A tendency towards obtundation can present in cases where other drugs were also involved. Furthermore, a pupil size of less than 3 mm was present in the most severe poisoning cases. Prolonged QTc interval was noted, and patients were treated with diphenylhydantoin. An echocardiogram is a suggested approach for all cases of phenothiazine overdoses.Treatment methods for phenothiazine overdoses included administering ipecac, gastric lavage, intravenous diphenhydramine, and intravenous hydration to reverse extrapyramidal symptoms and absorption. No fatalities occurred, and 50% of the patients were discharged following 24 hours, while the other 50% stayed for an average duration of 3.4 days. Potentially serious complications were present in 71% of the patients who stayed longer than 24 hourshowever, all of those patients recovered. |
| Signs and Symptoms | Severe itching. Redness.Abdominal cramps.Itching, irritation, reddening skinhepatitis, hemolytic anemia, abdominal cramps, tachycardiakidney damageskin photophobia (abnormal visual intolerance to light) sensitization |
| Effluent Concentrations | Phenothiazine has been identified in the effluent from the organics and plastics industry (551 ng/ul extract) and the rubber processing industry (29441 ng/ul extract)(1). |
| ICSC Environmental Data | The substance is toxic to aquatic organisms. Bioaccumulation of this chemical may occur in fish. The substance may cause long-term effects in the aquatic environment. This substance does enter the environment under normal use. Great care, however, should be taken to avoid any additional release, for example through inappropriate disposal. |
| Medical Surveillance | /Protect/ from exposure personnel developing photosensitization. /Protect/ from exposure those individuals with diseases of blood skin, liver, and kidneys. |
| Soil Adsorption/Mobility | The Koc of phenothiazine is estimated as approximately 4300(SRC), using an experimental log Kow of 4.15(1) and a regression-derived equation(2,SRC). According to a recommended classification scheme(3), this estimated Koc value suggests that phenothiazine has slight mobility in soil(SRC). The adsorptivity of phenothiazine is expected to be sensitive to pH since phenothiazine is a base with a pKa of 2.52(4). |
| Human Toxicity Excerpts | In human beings, photosensitization of the skin has been noted, but keratitis has been reported only among workers handling the compound, and in this instance the nature of the keratitis has not been described, and it is not clear whether it is due to mechanical irritation by crystals of the substance or from hydrogen sulfide liberated in its manufactureOVERDOSAGE (& ACCIDENTAL EXPOSURES) HAVE CAUSED HEMOLYTIC ANEMIA, TOXIC HEPATITIS, SKIN PHOTOSENSITIZATION, & INTENSE PRURITUS BUT APPARENTLY NOT CENTRAL NERVOUS DEPRESSION.Average or large oral doses of phenothiazine may cause hepatotoxicity, hemolytic anemia, abdominal cramps, and tachycardia. Gastrointestinal and skin irritation, renal damage, skin photosensitization, and pruritus have also been reported.PHENOTHIAZINE ITSELF HAS HARMFUL IRRITANT PROPERTIES, & INDUSTRIAL EXPOSURE MAY PRODUCE SKIN LESIONS & PHOTOSENSITIZATION INCL PHOTOSENSITIZED KERATITIS.For more Human Toxicity Excerpts (Complete) data for PHENOTHIAZINE (8 total), please visit the HSDB record page. |
| F | 8-23 |
| 職業暴露区分（OEB） | B |
| 職業暴露限界（OEL） | TWA: 5 mg/m3 [skin] |
| 水環境危害等級（WGK） | 1 |
| TSCA 収載状態 | TSCA listed |
| RTECS 番号 | SN5075000 |
| 毒性 | LD50 orally in Rabbit: > 2000 mg/kg |
| 税関コード | 29343090 |
| 危険文句（R） | 36/37/38-43-51/53-36/38-40-20/21/22-52/53-48/22-22 |
| 化審法 | (5)-908 |
| 安衛法 | 57,57-2 |
| 危険表示 | Xi,N,Xn |
| 安全措置（S） | 26-36-61-36/37/39-29-22-36/37 |
| 自然発火温度 | 470 °C |
| 危険等級 | Acute Tox. 4 OralAquatic Acute 1Aquatic Chronic 1Skin Sens. 1STOT RE 2 Oral |
| 貯蔵分類 | 11 - Combustible Solids |
| 有害物質データ | 92-84-2(Hazardous Substances Data) |
用途
解説
フェノチアジン,黄色の板状晶．融点182 ℃，沸点290 ℃(5.3 kPa)．ベンゼン，エーテルに可溶，水に不溶．昇華性で，空気中で光により酸化されやすい．塩化鉄(Ⅲ)のエタノール溶液で緑色を呈する．銅と煮沸するとカルバゾールを与える．殺菌，殺虫，駆虫薬として用いられる．LD50 5000 mg/kg(ラット，静口)．森北出版「化学辞典（第2版）
用途
殺虫剤、尿路感染症に用いられる。重合抑制剤、酸化防止剤。
説明
Phenothiazine was initially synthesized in 1883 by Bernthsen. It was the basis for the development of other drugs including the phenothiazine class of antipsychotics or neuroleptics. Phenothiazines are the largest class of neuroleptics and include agents such as chlorpromazine, thioridazine, and prochlorperazine. In 1933, a derivative of phenothiazine, promethazine, was synthesized. It was found to have much more significant sedative and antihistaminic effects than previous derivatives of phenothiazine and it was used to induce sedation for surgical patients. After promethazine was developed, a series of agents, including chlorpromazine, was synthesized and tested in France at a military hospital by the French physician Laborit. Laborit found that chlorpromazine induced calm in patients and had other effects that might be useful clinically. Chlorpromazine, known colloquially as ‘Laborit’s drug’ was released into the market in 1953 after a trial published in 1952 showed efficacy in treatment of psychosis in 38 individuals who received daily injections of chlorpromazine. Chlorpromazine is the prototypical drug for the phenothiazine class of antipsychotics. The phenothiazines are classified as low-potency antipsychotics and have more side effects at standard doses than the newer agents used as neuroleptics. For example, they are more anticholinergic and have more extrapyramidal effect than newer agents.
使用
Phenothiazines are neuroleptic agents that affect a variety of receptors including dopaminergic receptor sites. Phenothiazines are used to treat psychosis including schizophrenia; violent, agitated, disturbed behavior; and mania secondary to bipolar disorder. Other uses include treatment of pain, headache, hiccups, acute severe anxiety, idiopathic dystonia, withdrawal, taste disorders, leishmaniasis, acute intermittent porphyria, and alleviation of nausea and vomiting. Phenothiazines allow smoother induction of anesthesia, potentiate anesthetic agents, and treat behavioral symptoms secondary to Alzheimer disease and senile dementia. Some phenothiazines exert an antipruritic effect and are useful for the treatment of neurodermatitis and pruriginous eczema, and relieve psychogenic itching.
一般的な説明
Light green to steel-blue powder. Acquires a greenish-brown tint under exposure to sunlight.
使用用途
フェノチアジンの主な使用用途は、殺虫剤、尿路感染症の治療薬や、重合禁止剤、酸化防止剤、染料などです。また、フェノチアジンの誘導体は、フェノチアジン系抗精神病薬として広く使用されており、特に統合失調症治療薬としての効能が知られています。 代表例としては、クロルプロマジンやプロメタジンなどが特に有名です。また、プロメタジンは、抗ヒスタミン薬、抗パーキンソン剤として知られています。
製法・合成法
合成方法
図2. フェノチアジンの合成 フェノチアジンは、と硫黄を触媒存在下で溶融させることで合成が可能です。この際、硫化水素が副生します。
純化方法
Crystallise it from *benzene, toluene, hexane or Me2CO (charcoal) after boiling for 10minutes under reflux. Filter the crystals off and dry them in an oven at 100o, then in a vacuum desiccator over paraffin chips. Also recrystallise it twice from water and dry it in an oven at 100o for 8-10hours. It sublimes at 130o/1mm and has UV with at 253nm in heptane. [Beilstein