기본 정보
- 표준 SMILES
NC(=O)CCCN=C(c1ccc(Cl)cc1)c1cc(F)ccc1O- InChIKey
IBALRBWGSVJPAP-UHFFFAOYSA-N- 분자식
- C17H16ClFN2O2
- 평균 분자량
- 334.8 g/mol
개요
Progabide is a diarylmethane.
이름 및 식별자
- 우선 이름
- Progabide
- IUPAC
- 4-[[(4-chlorophenyl)-(5-fluoro-2-hydroxyphenyl)methylidene]amino]butanamide
- 영어명
- Progabide
- 분자식
- C17H16ClFN2O2
- 분자량
- 334.77
이름 및 동의어
이름 더 보기
데이터베이스 식별자
- CAS
104880-78-6、62666-20-0- PubChem CID
- 44115
- DTXSID
DTXSID00878140- ChEMBL
CHEMBL287631、CHEMBL4796538- ChEBI
CHEBI:135422- UNII
- 112E50TORV、38C836J57Z
- EC Number
- 263-679-4
- Nikkaji
- J19.587A
물성
구조 계산 물성
- XLogP
- 3
- 극성 표면적
- 75.7 Ų
- 수소 결합 공여자 수
- 2
- 수소 결합 수용자 수
- 4
- 회전 가능 결합 수
- 6
- 무거운 원자 수
- 23
- 형식 전하
- 0
- 복잡도
- 425
실험 및 물리화학적 성질
Drugs
Pharmaceuticals -> Nervous system -> Antiepileptics
Pharmaceuticals -> Listed in ZINC15
물리화학적 성질
- 녹는점
- 133 · 133-135°; mp 142.5° (Kaplan, J. Med. Chem.)
- 끓는 점
- 525.4 · 525.4±50.0 °C(Predicted)
- 밀도
- 1.2822 · 1.2822 (estimate)
- 저장 조건
- 2 · 2-8°C
- 용해도
- 클로로포름(약간 용해됨, 초음파 처리), DMSO, 메탄올(약간 용해됨, 초음파 처리)
- 물리적 상태
- 고체
- 산도 계수 (pKa)
- 3.41 · pKa 3.41 ± 0.04(0.4% MeOH,t=37,Iundefined)(Approximate)
- 색상
- 밝은 노란색에서 노란색까지
- 수용성
- 37.16 mg/L · 37.16mg/L(37℃)
화학적 성질
Bright Yellow Solid
안전 및 규제
독성 정보
Toxicity Summary
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.
안전 데이터
- 독성
- LD50 i.p. in mice: 900 mg/kg (Kaplan)
화학 및 산업
약리 정보
ATC Code
N - Nervous system
QN - Nervous system
Mechanism of Action
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.
Metabolism/Metabolites
Hepatic
Hepatic Half Life: 4 hours
MeSH Pharmacological Classification
Drugs used to prevent SEIZURES or reduce their severity.
Mood-stimulating drugs used primarily in the treatment of affective disorders and related conditions. Several MONOAMINE OXIDASE INHIBITORS are useful as antidepressants apparently as a long-term consequence of their modulation of catecholamine levels. The tricyclic compounds useful as antidepressive agents (ANTIDEPRESSIVE AGENTS, TRICYCLIC) also appear to act through brain catecholamine systems. A third group (ANTIDEPRESSIVE AGENTS, SECOND-GENERATION) is a diverse group of drugs including some that act specifically on serotonergic systems.
Agents used in the treatment of Parkinson's disease. The most commonly used drugs act on the dopaminergic system in the striatum and basal ganglia or are centrally acting muscarinic antagonists.
Endogenous compounds and drugs that bind to and activate GAMMA-AMINOBUTYRIC ACID receptors (RECEPTORS, GABA).
용도 및 제조
응용 분야
개요Progabide 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.
용도Progabide is a gamma-aminobutyric acid (GABA) antagonist with antiepileptic activity.
상·하류 제품 정보
상류 원료
공급사31 곳
관련 반응
현재 필터 조건에 해당하는 반응 기록이 없습니다.
연결된 노트
불러오는 중…