Huagongshe화공사 화학 정보 인쇄 보고서 · 연구 참고용
Progabide
Gabren · Gabrene · SL-76．002 · progabide · Halogabide · C-abren(e) · Progabide USP/EP/BP · Progabide, 10 mM in DMSO
식별자 및 물리적 특성
| CAS No. | 104880-78-6 |
|---|---|
| 분자식 | C17H16ClFN2O2 |
| 평균 분자량 | 334.8 g/mol |
| SMILES | NC(=O)CCCN=C(c1ccc(Cl)cc1)c1cc(F)ccc1O |
| InChIKey | IBALRBWGSVJPAP-UHFFFAOYSA-N |
| PubChem CID | 44115 |
| ChEMBL | CHEMBL287631 |
| ChEBI | CHEBI:135422 |
| EC No. | 263-679-4 |
| DTXSID | DTXSID00878140 |
화학 및 물리적 성질
| XLogP | 3 |
|---|---|
| 극성 표면적 | 75.7 |
| 수소 결합 공여자 수 | 2 |
| 수소 결합 수용자 수 | 4 |
| 회전 가능 결합 수 | 6 |
| 무거운 원자 수 | 23 |
| 형식 전하 | 0 |
| 복잡도 | 425 |
| 의약품 | Pharmaceuticals -> Nervous system -> AntiepilepticsPharmaceuticals -> Listed in ZINC15 |
| LogP(분배 계수) | 2.97 |
| 녹는점 | 133-135 °C133-135°mp 142.5° (Kaplan, J. Med. Chem.) |
| 끓는 점 | 525.4±50.0 °C(Predicted) |
| 밀도 | 1.2822 (estimate) |
| 저장 조건 | 2-8°C |
| 용해도 | 클로로포름(약간 용해됨, 초음파 처리), DMSO, 메탄올(약간 용해됨, 초음파 처리) |
| 물리적 상태 | 고체 |
| pKa(산도 계수) | pKa 3.41 ± 0.04(0.4% MeOH,t=37,Iundefined)(Approximate) |
| 색상 | 밝은 노란색에서 노란색까지 |
| 용해도 | 37.16mg/L(37℃) |
화학적 성질
Bright Yellow Solid
안전 및 규제
| 건강 영향 | May cause a potentially dangerous rash that may develop into Stevens Johnson syndrome, an extremely rare but potentially fatal skin disease. |
|---|---|
| 노출 경로 | Well absorbed with a bioavailability of 60% |
| 독성 요약 | Progabide binds to both GABA<sub>A</sub> and GABA<sub>B</sub> receptors located on the terminals of primary afferent fibers. Binding to GABA<sub>A</sub> results in an increased affinity of the GABA receptor for the amino acid, an augmented flux of chloride ions across the terminal membrane, and an increase in the amount of presynaptic inhibition. Activation of the GABA<sub>B</sub> receptors retards the influx of calcium ions into the terminals, thereby reducing the evoked release of excitatory amino acids and possibly other transmitters. |
| Carcinogen Classification | No indication of carcinogenicity to humans (not listed by IARC). |
| 독성 | LD50 i.p. in mice: 900 mg/kg (Kaplan) |
용도
개요
Progabide is a broad-spectrum anticonvulsant agent indicated for the treatment of a wide variety of seizure disorders. Synthesized as a GABA-prodrug, anticonvulsant activity appears due to the parent drug and its acid metabolite, as well as to GABAmide and GABA liberated therefrom.
용도
Progabide is a gamma-aminobutyric acid (GABA) antagonist with antiepileptic activity.