N-(2-히드록시에틸)옥타데칸아미드
N-(2-하이드록시에틸)옥타데칸아마이드 · N-(2-히드록시에틸)옥타데칸아미드 · 스테아라마이드엠이에이 · 스테로일에탄올아미드 · SEA · CERAMID · N-(2-hydroxyethyl)stearamide · STEARAMIDE MEA
식별자 및 물리적 특성
| CAS No. | 111-57-9 |
|---|---|
| 분자식 | C20H41NO2 |
| 평균 분자량 | 327.5 g/mol |
| 단동위원소 질량 | 327.31372955 g/mol |
| SMILES | CCCCCCCCCCCCCCCCCC(=O)NCCO |
| InChIKey | OTGQIQQTPXJQRG-UHFFFAOYSA-N |
| PubChem CID | 27902 |
| ChEMBL | CHEMBL171447 |
| ChEBI | CHEBI:85299 |
| EC No. | 203-883-2 |
| DTXSID | DTXSID9042178 |
| 현지명 | N-(2-히드록시에틸)옥타데칸아미드 |
화학 및 물리적 성질
| XLogP | 7.3 |
|---|---|
| 극성 표면적 | 49.3 |
| 수소 결합 공여자 수 | 2 |
| 수소 결합 수용자 수 | 2 |
| 회전 가능 결합 수 | 18 |
| 무거운 원자 수 | 23 |
| 형식 전하 | 0 |
| 복잡도 | 244 |
| 녹는점 | 98.5 °C103-104 °C(Solv: ethanol (64-17-5)) |
| Physical Description | Large CrystalsOther SolidDry Powder |
| Kovats Retention Index | 2347.1 |
| Collision Cross Section | 198.93 Ų [M+H]+ [CCS Type: TIMSMethod: single field calibrated] |
| 끓는 점 | 486.0±28.0 °C(Predicted) |
| 밀도 | 0.904±0.06 g/cm3(Predicted) |
| 증기압 | 0Pa at 20℃ |
| 저장 조건 | −20°C |
| 용해도 | DMF: >2 mg/mlDMSO: >100 μg/mlEthanol: >2 mg/mlPBS pH 7.2: >100 μg/ml |
| 물리적 상태 | 수정 같은 |
| pKa(산도 계수) | 14.49±0.10(Predicted) |
| 색상 | White to light yellow |
| 용해도 | 1mg/L at 20℃ |
| 화장품 원료 기능 | 점도 조절계면활성제 - 거품 증진제대전방지제 |
| InChI | InChI=1S/C20H41NO2/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17-20(23)21-18-19-22/h22H,2-19H2,1H3,(H,21,23) |
| InChIKey | OTGQIQQTPXJQRG-UHFFFAOYSA-N |
| SMILES | C(NCCO)(=O)CCCCCCCCCCCCCCCCC |
| LogP(분배 계수) | 4.46 at 20℃ |
| EPA | N-(2-Hydroxyethyl)octadecanamide (111-57-9) |
안전 및 규제
| GHS 분류 | This chemical does not meet GHS hazard criteria for 4.3% (12 of 281) of reports.DangerH315 (88.3%): Causes skin irritation [Warning Skin corrosion/irritation]H318 (95.7%): Causes serious eye damage [Danger Serious eye damage/eye irritation]H411 (37.4%): Toxic to aquatic life with long lasting effects [Hazardous to the aquatic environment, long-term hazard]H412 (50.2%): Harmful to aquatic life with long lasting effects [Hazardous to the aquatic environment, long-term hazard]P264, P264+P265, P273, P280, P302+P352, P305+P354+P338, P317, P321, P332+P317, P362+P364, P391, and P501 (click each P-code to see the statement)Aggregated GHS information provided per 281 reports by companies from 6 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.Reported as not meeting GHS hazard criteria per 12 of 281 reports by companies.There are 5 notifications provided by 269 of 281 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. |
|---|---|
| 규제 정보 | Chemical: Octadecanamide, N-(2-hydroxyethyl)-Octadecanamide, N-(2-hydroxyethyl)- is listed on the EPA's Chemical Data Reporting (CDR) system. Manufacturers and importers of Octadecanamide, N-(2-hydroxyethyl)- 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: 17-11-2021 https://echa.europa.eu/registration-dossier/-/registered-dossier/14395Status: Active Update: 07-03-2023 https://echa.europa.eu/registration-dossier/-/registered-dossier/32501Octadecanamide, N-(2-hydroxyethyl)-: Does not have an individual approval but may be used under an appropriate group standard |
| Hazard Classes and Categories | Skin Irrit. 2 (88.3%)Eye Dam. 1 (95.7%)Aquatic Chronic 2 (37.4%)Aquatic Chronic 3 (50.2%) |
| 독성 요약 | The CIR Expert Panel concluded that the ethanolamides listed subsequently are safe in the present practices of use and concentration described in this safety assessment when formulated to be non-irritating. The Expert Panel cautioned that these ingredients should not be used in cosmetic products in which N-nitroso compounds may be formed...Stearamide MEA |
용도
용도
Stearoyl Ethanolamide is a prolific fatty acid ethanolamide produced by PLD hydrolysis of membrane phospholipids. Stearoyl Ethanolamide is also used for studying the effect on endocannabinoid signalling and BBB integrity in systemic inflammation.
제조 및 합성 방법
제조 방법
In the stirred state, fatty acids (1.0 mmol, 1.0 equiv) were added to CH2Cl2 (5 mL), followed by CDI (0.178 g, 1.1 mmol, 1.1 equiv). After 30 min, the amine (1.1 mmol, 1.1equiv.)was added. Added CH2Cl2 (25ml) and saturated NH4Cl aqueous solution after 12 h. HCl was added to the mixture to adjusted pH=2. After the organic phase was separated, the aqueous layer was further extracted with CH2Cl2 (3 × 10 mL). The organic phase was collected and placed on Na2SO4 to dried, and filtered. Finally, the product (STEAROYL ETHANOLAMIDE) was obtained by vacuum concentration.