글루타이미드
글루타리마이드 · 글루타이미드 · PIPERIDINE-2,6-DIONE · NSC 58190 · NSC 168666 · GLUTARIMIDE · Glutarimide98% · Glutarimide>2,6-Dioxopiperidine
식별자 및 물리적 특성
| CAS No. | 1121-89-7 |
|---|---|
| 분자식 | C5H7NO2 |
| 평균 분자량 | 113.11 g/mol |
| 단동위원소 질량 | 113.04767846 g/mol |
| SMILES | O=C1CCCC(=O)N1 |
| InChIKey | KNCYXPMJDCCGSJ-UHFFFAOYSA-N |
| PubChem CID | 70726 |
| ChEMBL | CHEMBL3763941 |
| ChEBI | CHEBI:5435 |
| EC No. | 214-340-4 |
| DTXSID | DTXSID7074452 |
| 현지명 | 글루타이미드 |
화학 및 물리적 성질
| XLogP | -0.7 |
|---|---|
| 극성 표면적 | 46.2 |
| 수소 결합 공여자 수 | 1 |
| 수소 결합 수용자 수 | 2 |
| 회전 가능 결합 수 | 0 |
| 무거운 원자 수 | 8 |
| 형식 전하 | 0 |
| 복잡도 | 116 |
| SpringerMaterials Properties | Boiling point |
| 녹는점 | 155-157 °C (lit.) |
| 끓는 점 | 211.82°C (rough estimate) |
| 밀도 | 1.2416 (rough estimate) |
| 굴절률 | 1.4200 (estimate) |
| 저장 조건 | Inert atmosphere,Room Temperature |
| 용해도 | soluble in Chloroform, DCM |
| 물리적 상태 | 결정 또는 결정질 플레이크 |
| pKa(산도 계수) | pKa 11.4 (Uncertain) |
| 색상 | 하얀색 |
| 용해도 | 물, 뜨거운 에탄올 및 끓는 벤젠에 용해됩니다. 에테르에 불용성. |
| BRN | 110052 |
| InChI | InChI=1S/C5H7NO2/c7-4-2-1-3-5(8)6-4/h1-3H2,(H,6,7,8) |
| InChIKey | KNCYXPMJDCCGSJ-UHFFFAOYSA-N |
| SMILES | N1C(=O)CCCC1=O |
| EPA | Glutarimide (1121-89-7) |
화학적 성질
white crystalline powder
안전 및 규제
| GHS 분류 | WarningH315 (100%): 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)The GHS information provided by 1 company from 1 notification to the ECHA C&L Inventory. |
|---|---|
| 규제 정보 | Chemical: 2,6-Piperidinedione |
| Hazard Classes and Categories | Skin Irrit. 2 (100%) |
| 수질 위해 등급(WGK) | 3 |
| RTECS 번호 | MA4000000 |
| 관세 코드 | 29251995 |
| 위험 문구(R) | 36 |
| 위험 표시 | Xi |
| 안전 문구(S) | 37/39-26 |
| 저장 분류 | 11 - Combustible Solids |
용도
용도
Glutarimide acts as an inhibitor of protein synthesis. Further, it is used as a reactant for thionations and biocatalytic asymmetric synthesis of sitagliptin production. It is also employed in the generation of beta-adrenoceptor ligands, enantioselective synthesis of securinega alkaloids and alfa-fluoro-alfa amino amides. In addition to this, it is used in intramolecular amidocyclopropanation reactions.
일반 설명
A glutarimide antibiotic, 9-methylstreptimidone, shows antiviral, antitumor and antifungal activities.
제조 및 합성 방법
제조 방법
To a flask containing 70 gm (0.53 mole) of glutaric acid is added 150 ml (2.2 mole) of 28% aqueous ammonia. The mixture is set for distillation and heated for 7 hr as the temperature of the mixture rises from 90° to 180°C. The temperature is held at 170-180°C for \\ hr or until the evolution of ammonia ceases. The reaction mixture solidifies on cooling and the product is recrystallized from acetone to afford 37.4 gm (63%), m.p. 145-146°C. t may be advantageous to preform the ammonium salt of dicarboxylic acids prior to the application of enough heat to form the imide. The preparation of succinimide is a case in point.