化工社化工社 化学情報印刷レポート · 研究参考用
5,5-ジメチルヒダントイン
5,5-ジメチルヒダントイン · 5,5-ジメチル-1H-イミダゾール-2,4(3H,5H)-ジオン · 2,4-ジオキソ-5,5-ジメチルイミダゾリジン · 5,5-ジメチルイミダゾリジン-2,4-ジオン · 5,5-ジメチル-イミダゾリジン-2,4-ジオン · 5,5-ジメチル-2,4-イミダゾリジンジオン · アセトニル尿素 · 5,5‐ジメチルヒダントイン
識別子と物理属性
| CAS No. | 77-71-4 |
|---|---|
| 分子式 | C5H8N2O2 |
| 平均分子量 | 128.13 g/mol |
| 単同位体質量 | 128.0585775 g/mol |
| SMILES | CC1(C)NC(=O)NC1=O |
| InChIKey | YIROYDNZEPTFOL-UHFFFAOYSA-N |
| PubChem CID | 6491 |
| ChEMBL | CHEMBL3181806 |
| ChEBI | CHEBI:183672 |
| EC No. | 201-051-3 |
| DTXSID | DTXSID5021754 |
| 現地名 | 5,5-ジメチルヒダントイン |
化学・物理的性質
| XLogP | -0.3 |
|---|---|
| 極性表面積 | 58.2 |
| 水素結合供与体数 | 2 |
| 水素結合受容体数 | 2 |
| 回転可能結合数 | 0 |
| 重原子数 | 9 |
| 形式電荷 | 0 |
| 複雑度 | 174 |
| 物質分類 | Nitrogen Compounds -> Other Nitrogen Compounds |
| 化粧品 | Cosmetic ingredients (DM Hydantoin) -> CIR (Cosmetic Ingredient Review)Hair conditioningViscosity controlling |
| LogP（分配係数） | log Kow = -0.48 |
| Color/Form | White, crystalline solidPrisms from dilute alcohol |
| 溶解度 | Very soluble in ethanol, ether, acetone, benzene, chloroformsoluble in DMSOH2O: 0.1 g/mL ホット、クリア溶ける |
| 沸点 | Sublimes237.54°C (rough estimate) |
| 融点 | 178 °C174-177 °C (lit.) |
| 蒸気圧 | 0.0000028 [mmHg] |
| Food Contact Substances | FCS -> FDA Cumulative Estimated Daily Intake (CEDI)FCS -> FDA Inventory of Effective Food Contact Substance (FCS) Notifications |
| Physical Description | Large CrystalsLiquidWhite solid[Hawley] White odorless crystalline powder[Alfa Aesar MSDS] |
| Dissociation Constants | pKa = 9.19 |
| 密度 | 1.2864 (rough estimate) |
| 屈折率 | 1.4730 (estimate) |
| 引火点 | 193°C |
| 貯蔵条件 | Sealed in dry,Room Temperature |
| pKa（酸解離定数） | pKa 8.1 (Uncertain) |
| 外観・状態 | 結晶性粉末または結晶 |
| 色 | ホワイトからオフホワイト |
| BRN | 2827 |
| ヘンリー定数 | 3.5×103 mol/(m3Pa) at 25℃, HSDB (2015) |
| 化粧品成分の機能 | ヘアコンディショニング粘度制御 |
| InChI | 1S/C5H8N2O2/c1-5(2)3(8)6-4(9)7-5/h1-2H3,(H2,6,7,8,9) |
| InChIKey | YIROYDNZEPTFOL-UHFFFAOYSA-N |
| SMILES | CC1(C)NC(=O)NC1=O |
| LogP（分配係数） | -0.480 |
| CAS データベース | 77-71-4(CAS DataBase Reference) |
| NISTの化学物質情報 | 2,4-Imidazolidinedione, 5,5-dimethyl-(77-71-4) |
| EPAの化学物質情報 | 5,5-Dimethylhydantoin (77-71-4) |
化学的特性
white to off-white crystals or crystalline powder
安全性と法規制
| GHS 分類 | This chemical does not meet GHS hazard criteria for 91% (252 of 277) of all reports.Not ClassifiedAggregated GHS information provided per 277 reports by companies from 4 notifications to the ECHA C&L Inventory. |
|---|---|
| 規制情報 | Chemical: 2,4-Imidazolidinedione, 5,5-dimethyl-2,4-Imidazolidinedione, 5,5-dimethyl- is listed on the EPA's Chemical Data Reporting (CDR) system. Manufacturers and importers of 2,4-Imidazolidinedione, 5,5-dimethyl- 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: 08-08-2022 https://echa.europa.eu/registration-dossier/-/registered-dossier/131555,5-Dimethylhydantoin: 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 | Evaluation - Chemicals that are unlikely to require further regulation to manage risks to environment |
| 有害性の概要 | No compound related effects observed in 13-week dermal study of ratsIncreased adrenal weight (with corresponding adrenal cortical hypertrophy) was observed in a one year feeding study of dogs, but no other significant adverse effects observed in long term studies of mice, rats, or dogsNo evidence of developmental toxicityTwo generation gavage study of rats produced decreased pup weights in both generations and decreased mean live litter sizes in the second generationNo evidence of mutagenicity[HSDB] Decreased testicular and epididymides weights (without corresponding histopathology) observed in 4-week oral (capsule) study of dogs at highest tested dose (2,000 mg/kg/day)90-day gavage studies of rats produced histopathological changes to kidneys (renal pelvic urolithiasis and chronic interstitial nephritis) and increased kidney weights in mid and high dose animals (5,000 and 10,000 mg/kg/day)No significant adverse effects observed in several other animal studies including a 90-day gavage study of rats (doses up to 2,000 mg/kg/day), 13-week dermal study of rats, 24-month feeding study of rats (doses up to 1,000 mg/kg/day), and 1-year feeding (capsules) study of dogs (up to 1,000 mg/kg/day)No evidence of carcinogenicity in rats or miceNo evidence of adverse effects on reproduction or reproductive tissue in two generational feeding study of rats (doses up to 20,000 ppm) |
用途
使用
5,5-Dimethylhydantoin is part of a group of hydantoin compounds that are being evaluated for their anticonvulsant and central nervous system antitumour properties.
製法・合成法
純化方法
Crystallise the hydantoin from EtOH and sublime it in vacuo. [Beilstein 24 III/IV 1097.]