化工社化工社 化学情報印刷レポート · 研究参考用
スルフイソキサゾール
N-(3,4-ジメチル-5-イソオキサゾリル)-4-アミノベンゼンスルホンアミド · 3,4-ジメチル-5-(p-アミノフェニルスルホニルアミノ)イソオキサゾール · サイアジン · スルファガン · キサゾール · サキソジン · サルファジン · ガントロサン
識別子と物理属性
| CAS No. | 127-69-5 |
|---|---|
| 分子式 | C11H13N3O3S |
| 平均分子量 | 267.31 g/mol |
| 単同位体質量 | 267.06776228 g/mol |
| SMILES | Cc1noc(NS(=O)(=O)c2ccc(N)cc2)c1C |
| InChIKey | NHUHCSRWZMLRLA-UHFFFAOYSA-N |
| PubChem CID | 5344 |
| ChEMBL | CHEMBL453 |
| ChEBI | CHEBI:102484 |
| EC No. | 204-858-9 |
| DTXSID | DTXSID6021292 |
| 現地名 | スルフイソキサゾール |
化学・物理的性質
| XLogP | 1 |
|---|---|
| 極性表面積 | 107 |
| 水素結合供与体数 | 2 |
| 水素結合受容体数 | 6 |
| 回転可能結合数 | 3 |
| 重原子数 | 18 |
| 形式電荷 | 0 |
| 複雑度 | 373 |
| 医薬品 | PharmaceuticalPharmaceuticals -> AntibioticsPharmaceuticals -> Antibiotics (Sulfonamide)Pharmaceuticals -> Listed in ZINC15 |
| pH | ACID TO LITMUS |
| LogP（分配係数） | log Kow = 1.010.90.83 |
| 臭い | Odorless |
| 味 | Bitter |
| Color/Form | Colorless prismsWhite to slightly yellowish crystalline powder |
| 溶解度 | less than 1 mg/mL at 72.5 °F (NTP, 1992)White to off-white, odorless, crystalline powder. Sol in alcoholfreely sol in water. /Diethanolamine salt/Soluble in alcoholSOL IN DIETHYL ETHER (1 IN 800)SOL IN 5% AQ SODIUM BICARBONATE (1 IN 30)1 G IN ABOUT 6700 ML WATERSOL IN DIL HYDROCHLORIC ACID1 G IN ABOUT 10 ML BOILING ALCOHOLアセトン: complete50 mg/ml<0.1 g/100 mL で 22.5 ºC |
| Human Drugs | Breast FeedingLactationMilk, HumanAnti-Infective AgentsAntibacterial AgentsSulfonamidesFDA approved drugs -> Active ingredientPharmaceuticals |
| Animal Drugs | Active Ingredients (Sulfisoxazole) -> FDA Greenbook |
| Decomposition | When heated to decomposition it emits very toxic fumes of sulfoxides and nitroxides. |
| 融点 | 383 to 388 °F (NTP, 1992)194 °CMP: 191 °CMP: 195-198 °C195°C |
| Physical Description | Sulfisoxazole is an odorless white to yellowish crystalline powder. Slightly bitter taste. Acid to litmus. (NTP, 1992)Solid |
| 沸点 | 482.2±55.0 °C(Predicted) |
| 密度 | 1.3486 (rough estimate) |
| 屈折率 | 1.6630 (estimate) |
| 貯蔵条件 | Keep in dark place,Inert atmosphere,2-8°C |
| pKa（酸解離定数） | 5.0(at 25℃) |
| 外観・状態 | Solid |
| 色 | 白から薄茶色 |
| Merck | 14,8952 |
| BRN | 6737262 |
| ヘンリー定数 | 6.2×106 mol/(m3Pa) at 25℃, HSDB (2015) |
| 安定性 | 安定。強力な酸化剤とは相容れない。 |
| 主な用途 | 法医学と毒物学医薬品（低分子化合物） |
| InChI | 1S/C11H13N3O3S/c1-7-8(2)13-17-11(7)14-18(15,16)10-5-3-9(12)4-6-10/h3-6,14H,12H2,1-2H3 |
| InChIKey | NHUHCSRWZMLRLA-UHFFFAOYSA-N |
| SMILES | Cc1noc(NS(=O)(=O)c2ccc(N)cc2)c1C |
| CAS データベース | 127-69-5(CAS DataBase Reference) |
| NISTの化学物質情報 | Benzenesulfonamide, 4-amino-N-(3,4-dimethyl-5-isoxazolyl)-(127-69-5) |
| EPAの化学物質情報 | Sulfisoxazole (127-69-5) |
化学的特性
white to cream powder
安全性と法規制
| GHS 分類 | WarningH315 (95.6%): Causes skin irritation [Warning Skin corrosion/irritation]P261, P264, P264+P265, P271, P280, P302+P352, P304+P340, P305+P351+P338, P319, P321, P332+P317, P337+P317, P362+P364, P403+P233, P405, and P501 (click each P-code to see the statement)Aggregated GHS information provided per 45 reports by companies from 6 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies. |
|---|---|
| 規制情報 | Sulfisoxazole: Does not have an individual approval but may be used as a component in a product covered by a group standard. It is not approved for use as a chemical in its own right. |
| その他の安全情報 | IMAP assessments - Benzenesulfonamide, 4-amino-N-(3,4-dimethyl-5-isoxazolyl)-: Environment tier I assessment |
| 火災危険 | Flash point data for this chemical are not availablehowever, it is probably combustible. (NTP, 1992) |
| 健康有害性 | SYMPTOMS: Symptoms of exposure to this chemical include anaphylaxis, generalized allergic reactions, angioneurotic edema, arteritis, vasculitis, myocarditis, serum sickness, conjunctival and scleral injection, periarteritis nodosa, systemic lupus erythematosus, tachycardia, palpitations, syncope, cyanosis, rash, urticaria, pruritus, erythema multiforme, Stevens-Johnson syndrome, toxi epidermal necrolysis, exfoliative dermatitis, photosensitivity, goiter production, diuresis, hypoglycemia, nausea, emesis, abdominal pain, anorexia, diarrhea, glossitis, stomatitis, flatulence, salivary gland enlargement, gastrointestinal hemorrhage, pseudomembranous enterocolitis, melena, pancreatitis, hepatic dysfunction, jaundice, hepatocellular necrosis, crystalluria, hematuria, creatinine elevation, nephritis and toxic nephrosis with oliguria and anurialeukopenia, agranulocytosis, aplastic anemia, eosino philia, clotting disorders, arthralgia, chest pain, myalgia, headache, dizziness, peripheral neuritis, paresthesia, convulsions, tinnitus, vertigo, ataxia edema, pyrexia, drowsiness, weakness, fatigue, rigors, lassitude, flushing, hearing loss, insomnia and pneumonitis. It may cause blood dyscrasias, sore throat, fever, cough, shortness of breath, pallor, pulmonary infiltrates and death. Other symptoms may include colic, vomiting, unconsciousness, thrombocytopenia, purpura, hemolytic anemia, intracranial hypertension, psychosis, hallucinations, disorientation, depression, anxiety, hypersensitivity reactions, blood disorders, acute renal failure and urinary retention. |
| FDA 要件 |
用途
解説
4-amino-N-(3,4-dimethyl-5-isoxazolyl)-benzenesulfonamide．C11H13N3O3S(267.30)．スルフイソキサゾール，スルファフラゾールともいう．サルファ剤の一種．5-アミノ-3,4-ジメチルイソオキサゾールとアセチルスルファニルクロリドから合成される．白色の結晶．分解点194 ℃．アセトン，酸性およびアルカリ性水溶液に易溶，水，クロロホルムに難溶．短時間作用型の抗菌薬で，すみやかに排泄されて尿路結石を生じにくいので，泌尿器疾患薬に適する．森北出版「化学辞典（第2版）
使用
Sulfisoxazole is a sulfonamide based antibacterial that exhibits activity against wide spectrum of gram-negative and gram-positive bacterium.
一般的な説明
Sulfisoxazole’s plasmahalf-life is 6 hours. This compound is a white, odorless,slightly bitter, crystalline powder. Its pKa is 5.0. At pH 6,this sulfonamide has a water solubility of 350 mg in100 mL, and its acetyl derivative has a solubility of 110 mgin 100 mL of water.Sulfisoxazole possesses the action and the uses of othersulfonamides and is used for infections involving sulfonamide-sensitive bacteria. It is claimed to be effective in thetreatment of Gram-negative urinary infections.