Grepafloxacin

HCID 72474

노트 반응

부분 구조 검색 유사 구조 찾기

기본 정보

CAS: 119914-60-2
표준 SMILES: Cc1c(F)c(N2CCNC(C)C2)cc2c1c(=O)c(C(=O)O)cn2C1CC1
InChIKey: AIJTTZAVMXIJGM-UHFFFAOYSA-N
분자식: C19H22FN3O3
평균 분자량: 359.4 g/mol
단동위원소 질량: 359.16451978

개요

Grepafloxacin is a member of quinolines, a quinolone antibiotic and a fluoroquinolone antibiotic.

이름 및 식별자

우선 이름: Grepafloxacin
IUPAC: 1-cyclopropyl-6-fluoro-5-methyl-7-(3-methylpiperazin-1-yl)-4-oxoquinoline-3-carboxylic acid
영어명: Grepafloxacin
분자식: C19H22FN3O3
분자량: 359.39

이름 및 동의어

Grepafloxacin119914-60-21-cyclopropyl-6-fluoro-5-methyl-7-(3-methylpiperazin-1-yl)-4-oxoquinoline-3-carboxylic acidGrepafloxacineGrepafloxacino1-cyclopropyl-6-fluoro-5-methyl-7-(3-methylpiperazin-1-yl)-4-oxo-1,4-dihydroquinoline-3-carboxylic acidL1M1U2HC313-Quinolinecarboxylic acid, 1-cyclopropyl-6-fluoro-1,4-dihydro-5-methyl-7-(3-methyl-1-piperazinyl)-4-oxo-OPC-17116DTXSID2048321grepafloxacinumRefChem:922501

이름 더 보기

dl-GrepafloxacinGrepafloxacin USP/EP/BPGrepafloxacin/OPC-17116/dl-Grepafloxacin1-Cyclopropyl-6-fluoro-7-(3-methyl-1-piperazinyl)-5-methyl-1,4-dihydro-4-oxoquinoline-3-carboxylic acid

DTXCID0028296J01MA11(+--)-1-cyclopropyl-6-fluoro-1,4-dihydro-5-methyl-7-(3-methyl-1-piperazinyl)-4-oxo-3-quinolinecarboxylic acid(RS)-1-cyclopropyl-6-fluoro-5-methyl-7-(3-methylpiperazin-1-yl)-4-oxo-quinoline-3-carboxylic acid631-454-3Raxar146863-02-7dl-Grepafloxacin Hydrochloride

데이터베이스 식별자

CAS: 119914-60-2
PubChem CID: 72474
DTXSID: DTXSID2048321
ChEMBL: CHEMBL583
ChEBI: CHEBI:5543
UNII: L1M1U2HC31
EC Number: 631-454-3
Nikkaji: J384.494C

물성

구조 계산 물성

XLogP: -0.2
극성 표면적: 72.9 Å²
수소 결합 공여자 수: 2
수소 결합 수용자 수: 7
회전 가능 결합 수: 3
무거운 원자 수: 26
형식 전하: 0
복잡도: 636

실험 및 물리화학적 성질

Drugs · 2건

Pharmaceuticals -> Antibiotics

Pharmaceuticals -> Anti infectives for systemic use -> Antibacterials for systemic use

LogP2.9

Solubility6.32e-01 g/L

Human DrugsPharmaceuticals

Physical DescriptionSolid

물리화학적 성질

녹는점: 189 · 189-192 ºC
끓는 점: 610 · 610.0±55.0 °C(Predicted)
밀도: 1.366 · 1.366
저장 조건: 2 · under inert gas (nitrogen or Argon) at 2–8 °C
용해도: DMSO(약간 용해됨), 메탄올(약간 용해됨)
물리적 상태: 고체
산도 계수 (pKa): 6.44 · 6.44±0.50(Predicted)
색상: 옅은 베이지부터 옅은 노란색까지
안정성: 흡습성

안전 및 규제

GHS 분류

GHS Classification · 4건

Danger

H301 (100%): Toxic if swallowed [Danger Acute toxicity, oral]

P264, P270, P301+P316, P321, P330, P405, and P501 (click each P-code to see the statement)

Aggregated GHS information provided per 38 reports by companies from 1 notifications to the ECHA C&L Inventory.

유해성 정보

Hazard Classes and CategoriesAcute Tox. 3 (100%)

안전 데이터

신호 어: Danger
유해·위험 문구: 암호 유해·위험 문구 위험 등급 범주 신호 어 그림 문자 P- 코드 H301

화학 및 산업

약리 정보

ATC Code · 2건

J - Antiinfectives for systemic use

QJ - Antiinfectives for systemic use

Protein Binding50%

PharmacodynamicsGrepafloxacin has in vitro activity against a wide range of gram-positive and gram-negative aerobic microorganisms, as well as some atypical microorganisms.

Mechanism of ActionGrepafloxacin exerts its antibacterial activity by inhibiting bacterial topoisomerase II (DNA gyrase) and topoisomerase IV, essential enzymes for duplication, transcription, and repair of bacterial DNA.

Biological Half-Life15 ± 3 hours

Metabolism/Metabolites · 1건

Primarily hepatic via CYP1A2 and CYP3A4. The major metabolite is a glucuronide conjugate; minor metabolites include sulfate conjugates and oxidative metabolites. The oxidative metabolites are formed mainly by the cytochrome P450 enzyme CYP1A2, while the cytochrome P450 enzyme CYP3A4 plays a minor role. The nonconjugated metabolites have little antimicrobial activity compared with the parent drug, and the conjugated metabolites have no antimicrobial activity