1-(2,3,4-트리메톡시벤질)피페라진 디하이드로클로라이드
1-(2,3,4-트리메톡시벤질)피페라진디하이드로클로라이드 · 트라이메타지딘 다이하이드로클로라이드 · 트리메타지딘이염산염 · TRIMETAZIDINE 2HCL · TRIMETAZIDINE HYDROCHLORIDE · s4004 · Takkmint · vastarel
식별자 및 물리적 특성
| CAS No. | 13171-25-0 |
|---|---|
| 분자식 | C14H24Cl2N2O3 |
| 평균 분자량 | 339.3 g/mol |
| 단동위원소 질량 | 338.11639799 g/mol |
| SMILES | COc1ccc(CN2CCNCC2)c(OC)c1OC.Cl.Cl |
| InChIKey | VYFLPFGUVGMBEP-UHFFFAOYSA-N |
| PubChem CID | 83201 |
| ChEMBL | CHEMBL3561076 |
| ChEBI | CHEBI:32262 |
| EC No. | 236-117-0 |
| DTXSID | DTXSID1045407 |
| 현지명 | 1-(2,3,4-트리메톡시벤질)피페라진 디하이드로클로라이드 |
화학 및 물리적 성질
| 극성 표면적 | 43 |
|---|---|
| 수소 결합 공여자 수 | 3 |
| 수소 결합 수용자 수 | 5 |
| 회전 가능 결합 수 | 5 |
| 무거운 원자 수 | 21 |
| 형식 전하 | 0 |
| 복잡도 | 259 |
| Collision Cross Section | 159.9 Ų [M+H]+ [CCS Type: TWMethod: calibrated with polyalanine and drug standards] |
| 녹는점 | 231-235 °C(lit.) |
| 저장 조건 | Refrigerator |
| 용해도 | 물에 잘 녹고 알코올에는 거의 녹지 않습니다. |
| 물리적 상태 | Solid |
| 색상 | 흰색에서 황백색까지 |
| Merck | 14,9705 |
| 안정성 | 흡습성 |
| InChI | InChI=1S/C14H22N2O3.2ClH/c1-17-12-5-4-11(13(18-2)14(12)19-3)10-16-8-6-15-7-9-16/h4-5,15H,6-10H2,1-3H32*1H |
| InChIKey | XIRALXKCBGTYSC-UHFFFAOYSA-N |
| SMILES | C1(C=CC(OC)=C(OC)C=1OC)CN1CCNCC1.Cl.Cl |
화학적 성질
Crystalline Solid
안전 및 규제
| GHS 분류 | WarningH302 (98.2%): Harmful if swallowed [Warning Acute toxicity, oral]P261, P264, P264+P265, P270, P271, P280, P301+P317, P302+P352, P304+P340, P305+P351+P338, P319, P321, P330, P332+P317, P337+P317, P362+P364, P403+P233, P405, and P501 (click each P-code to see the statement)Aggregated GHS information provided per 111 reports by companies from 17 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies. |
|---|---|
| Hazard Classes and Categories | Acute Tox. 4 (98.2%) |
| 수질 위해 등급(WGK) | 3 |
| RTECS 번호 | TM2976100 |
| 독성 | LD50 in male, female mice, rats (mg/kg): 91, 107, 124, 124 i.v.264, 245, 327, 288 i.p.528, 608, 1147, 987 orally (Harpey) |
| 관세 코드 | 29339900 |
| 위험 문구(R) | 22-36/37/38 |
| 위험 표시 | Xn,Xi |
| 안전 문구(S) | 26-36 |
| 위험 등급 | IRRITANTAcute Tox. 4 OralEye Irrit. 2Skin Irrit. 2STOT SE 3 |
| 저장 분류 | 11 - Combustible Solids |
용도
개요
Trimetazidine (hydrochloride) (Item No. 18165) is an analytical reference standard that is structurally categorized as a piperazine. It decreases fatty acid β-oxidation by reversibly inhibiting mitochondrial long-chain 3-ketoacyl thiolase (IC50 = 75 nM). This, in turn, stimulates glucose oxidation. In ischemic heart, trimetazidine reduces ischemia/reperfusion injury in clinical trials. Compounds that reduce mitochondrial fatty acid β-oxidation, including trimetazidine, have shown clinical efficacy against chronic stable angina in clinical trials. In part because of its ability to ameliorate testosterone cardiotoxicity, trimetazidine has been classified as a prohibited substance by the World Anti-Doping Agency. This product is intended for research and forensic applications.
용도
1-(2,3,4-Trimethoxybenzyl)piperazine dihydrochloride or trimetazidine dihydrochloride can be used as a building block to synthesize: Phenylpropyl trimetazidine derivatives with potent cerebral vasodilator activity.Benzoylguanidine-trimetazidine derivatives for myocardial ischemic-reperfusion activity studies.