Agomelatine
AGOMELATIN · Valdoxan · GOMELATINE · MELITOR · THYMANAX · Agomelatine original crystal form · omeL · atine
식별자 및 물리적 특성
| CAS No. | 138112-76-2 |
|---|---|
| 분자식 | C15H17NO2 |
| 평균 분자량 | 243.3 g/mol |
| 단동위원소 질량 | 243.12592879 g/mol |
| SMILES | COc1ccc2cccc(CCNC(C)=O)c2c1 |
| InChIKey | YJYPHIXNFHFHND-UHFFFAOYSA-N |
| PubChem CID | 82148 |
| ChEMBL | CHEMBL10878 |
| ChEBI | CHEBI:134990 |
| EC No. | 629-727-7 |
| DTXSID | DTXSID3057642 |
화학 및 물리적 성질
| XLogP | 2.7 |
|---|---|
| 극성 표면적 | 38.3 |
| 수소 결합 공여자 수 | 1 |
| 수소 결합 수용자 수 | 2 |
| 회전 가능 결합 수 | 4 |
| 무거운 원자 수 | 18 |
| 형식 전하 | 0 |
| 복잡도 | 280 |
| 의약품 | PharmaceuticalsPharmaceuticals -> AntidepressantsPharmaceuticals -> Listed in ZINC15 |
| 용해도 | ~0.5 mg/ml in 1:1 EtOH:PBS (pH 7.2)~30 mg/ml in EtOH, DMF & DMSO7.76e-03 g/LDMSO: >50mg/mL |
| Human Drugs | Breast FeedingLactationMilk, HumanAntidepressantsEMA approved medicines: Human medicine |
| Physical Description | Solid |
| Collision Cross Section | 156.3 Ų [M+H]+ [CCS Type: TWMethod: Major Mix IMS/Tof Calibration Kit (Waters)] |
| 녹는점 | 107-109°C |
| 끓는 점 | 478.8±28.0 °C(Predicted) |
| 밀도 | 1.109±0.06 g/cm3(Predicted) |
| 저장 조건 | 2-8°C |
| 물리적 상태 | 가루 |
| pKa(산도 계수) | 16.17±0.46(Predicted) |
| 색상 | 흰색에서 황백색까지 |
| Merck | 14,190 |
| InChI | InChI=1S/C15H17NO2/c1-11(17)16-9-8-13-5-3-4-12-6-7-14(18-2)10-15(12)13/h3-7,10H,8-9H2,1-2H3,(H,16,17) |
| InChIKey | YJYPHIXNFHFHND-UHFFFAOYSA-N |
| SMILES | C(NCCC1=C2C(C=CC(OC)=C2)=CC=C1)(=O)C |
화학적 성질
White Solid
안전 및 규제
| GHS 분류 | This chemical does not meet GHS hazard criteria for 1.9% (1 of 54) of reports.WarningH315 (22.2%): Causes skin irritation [Warning Skin corrosion/irritation]P261, P264, P264+P265, P271, P273, P280, P302+P352, P304+P340, P305+P351+P338, P319, P321, P332+P317, P337+P317, P362+P364, P391, P403+P233, P405, and P501 (click each P-code to see the statement)Aggregated GHS information provided per 54 reports by companies from 8 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies. |
|---|---|
| Hazard Classes and Categories | Skin Irrit. 2 (22.2%) |
| Effects During Pregnancy and Lactation | ◉ Summary of Use during Lactation |
| 수질 위해 등급(WGK) | 3 |
| RTECS 번호 | AC5956323 |
| 운송 번호(UN) | UN 3077 9 / PGIII |
| 독성 | mouse,LD50,oral,> 1gm/kg (1000mg/kg),United States Patent Document. Vol. #5318994, |
| 관세 코드 | 29241990 |
| 위험 문구(R) | 50 |
| 위험 표시 | N |
| 안전 문구(S) | 61 |
| 위험 등급 | Aquatic Acute 1Aquatic Chronic 1 |
| 저장 분류 | 11 - Combustible Solids |
용도
개요
Agomelatine is an agonist of melatonin (MT) receptors and a derivative of melatonin . It binds to MT1 and MT2 receptors (Kis = 0.14 and 0.41 nM, respectively) and has an EC50 value of 0.1 nM in a [35S]GTPγS binding assay using CHO cells expressing MT2 receptors. Agomelatine is also an antagonist of the serotonin (5-HT) receptor subtypes 5-HT2B and 5-HT2C (Kis = 0.26 and 0.71 nM, respectively, for the human receptors). Agomelatine (40 mg/kg) inhibits the penile erection response induced by the 5-HT2 agonist Ro 60-0175 in rats. It also increases extracellular levels of noradrenaline and dopamine in the frontal cortex of freely moving rats when administered at doses ranging from 20 to 80 mg/kg. Agomelatine (10 mg/kg) reduces immobility time in the forced swim test and increases the amount of time spent in the open arms of the elevated plus maze in mice, indicating antidepressant-like and anxiolytic-like activity, in a transgenic neuroendocrine model of depression. It also increases the rate of readjustment to circadian activity cycles following an induced phase shift.
용도
Agomelatine is a melatoninergic agonist and selective antagonist of 5-HT2C receptors, and has been shown to be active in several animal models of depression. Agomelatine (S20098) displayed pKi values of 6.4 and 6.2 at native (porcine) and cloned, human (h)5-hydroxytryptamine (5-HT)2C receptors, respectively.