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Temafloxacin

HCID 60021
노트반응
기본 정보개요이름 및 식별자물성안전 및 규제화학 및 산업관련 반응화합물 노트
부분 구조 검색유사 구조 찾기

기본 정보

CAS
108319-06-8
표준 SMILES
CC1CN(c2cc3c(cc2F)c(=O)c(C(=O)O)cn3-c2ccc(F)cc2F)CCN1
InChIKey
QKDHBVNJCZBTMR-UHFFFAOYSA-N
분자식
C21H18F3N3O3
평균 분자량
417.4 g/mol
단동위원소 질량
417.13002593

개요

1-(2,4-difluorophenyl)-6-fluoro-7-(3-methylpiperazin-1-yl)-4-oxo-1,4-dihydroquinoline-3-carboxylic acid is a quinolone that is 4-oxo-1,4-dihydroquinoline-3-carboxylic acid which is substituted at positions 1, 6, and 7 by 2,4-difluorophenyl, fluorine, and 3-methylpiperazin-1-yl groups, respectively. It is a quinolone, a monocarboxylic acid, an amino acid, an organofluorine compound, a N-arylpiperazine, a secondary amino compound, a tertiary amino compound and a quinolone antibiotic.

이름 및 식별자

우선 이름
Temafloxacin
IUPAC
1-(2,4-difluorophenyl)-6-fluoro-7-(3-methylpiperazin-1-yl)-4-oxoquinoline-3-carboxylic acid
영어명
TEMAFLOXACIN
분자식
C21H18F3N3O3
분자량
417.38

이름 및 동의어

Temafloxacin108319-06-8TemafloxacineOmnifloxTemafloxacinum1-(2,4-difluorophenyl)-6-fluoro-7-(3-methylpiperazin-1-yl)-4-oxoquinoline-3-carboxylic acidA 62254TemafloxacinoDTXSID7044132T 1258A-622541WZ12GTT67
이름 더 보기
TefloxA-63004AKOS 92085TeMafloxacin HClTEMAFLOXACIN USP/EP/BPTemafloxacin (Omniflox)6-Fluoro-1-(2,4-difluorophenyl)-7-(3-methylpiperazin-1-yl)-1,4-dihydro-4-oxoquinoline-3-carboxylic acid
DTXCID5024132RefChem:891341CHEBI:77788J01MA05(+-)-1-(2,4-DIFLUOROPHENYL)-6-FLUORO-1,4-DIHYDRO-7-(3-METHYL-1-PIPERAZINYL)-4-OXO-3-QUINOLINECARBOXYLIC ACIDAbbott 62254MFCD008648281-(2,4-difluorophenyl)-6-fluoro-1,4-dihydro-7-(3-methyl-1-piperazinyl)-4-oxo-3-quinolinecarboxylic acid

데이터베이스 식별자

CAS
108319-06-8
PubChem CID
60021
DTXSID
DTXSID7044132
ChEMBL

물성

구조 계산 물성

XLogP
0.6
극성 표면적
72.9 Ų
수소 결합 공여자 수
2
수소 결합 수용자 수
9
회전 가능 결합 수
3
무거운 원자 수
30
형식 전하
0
복잡도
721

실험 및 물리화학적 성질

Drugs · 2건

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

Pharmaceuticals -> Antibiotics

Collision Cross Section193.0 Ų [M+H]+ [CCS Type: DT; Buffer gas: N2; Ionization: ESI+; Dataset: TOXCAST; Source Identifier: DTXSID7044132]

물리화학적 성질

녹는점
200 °C · >200°C (dec.)
끓는 점
608.9 · 608.9±55.0 °C(Predicted)
밀도
1.3372 · 1.3372 (estimate)
저장 조건
2 · 2-8°C(protect from light)
용해도
수용액(약간 용해됨), DMSO(약간 용해됨), 메탄올(약간 용해됨)
물리적 상태
고체
산도 계수 (pKa)
6.02 · 6.02±0.41(Predicted)
색상
흰색에서 황백색까지
안정성
흡습성
InChI
InChI=1S/C21H18F3N3O3/c1-11-9-26(5-4-25-11)19-8-18-13(7-16(19)24)20(28)14(21(29)30)10-27(18)17-3-2-12(22)6-15(17)23/h2-3,6-8,10-11,25H,4-5,9H2,1H3,(H,29,30)
InChIKey
QKDHBVNJCZBTMR-UHFFFAOYSA-N
SMILES

안전 및 규제

안전 정보는 참고용이며, 공급업체의 물질안전보건자료(SDS), 관련 법규 및 전문가 평가를 대체하지 않습니다.

독성 정보

Drug Induced Liver Injury · 4건

Drug-Induced Liver Injury Severity and Toxicity (DILIst)

temafloxacin

DILI Positive

DOI:10.1016/j.drudis.2019.09.022

화학 및 산업

약리 정보

ATC Code · 2건

J - Antiinfectives for systemic use

QJ - Antiinfectives for systemic use

Pharmacodynamics · 1건

Temafloxacin is a fluoroquinolone antibiotic drug, marketed as Omniflox by Abbot Laboratories, which was withdrawn from the market in 1992 due to fatal adverse effects. Flouroquinolones such as lomefloxacin possess excellent activity against gram-negative aerobic bacteria such as <i>E.coli</i> and <i>Neisseria gonorrhoea</i> as well as gram-positive bacteria including <i>S. pneumoniae</i> and <i>Staphylococcus aureus</i>. They also posses effective activity against shigella, salmonella, campylobacter, gonococcal organisms, and multi drug resistant pseudomonas and enterobacter.

Mechanism of Action · 1건

The bactericidal action of temafloxacin results from interference with the activity of the bacterial enzymes DNA gyrase and topoisomerase IV, which are needed for the transcription and replication of bacterial DNA. DNA gyrase appears to be the primary quinolone target for gram-negative bacteria. Topoisomerase IV appears to be the preferential target in gram-positive organisms. Interference with these two topoisomerases results in strand breakage of the bacterial chromosome, supercoiling, and resealing. As a result DNA replication and transcription is inhibited.

Biological Half-LifeApproximately 8 hours in patients with normal renal function.
Metabolism/MetabolitesHepatic.
MeSH Pharmacological Classification · 2건

Substances that inhibit the growth or reproduction of BACTERIA.

Compounds that inhibit the activity of DNA TOPOISOMERASE II. Included in this category are a variety of ANTINEOPLASTIC AGENTS which target the eukaryotic form of topoisomerase II and ANTIBACTERIAL AGENTS which target the prokaryotic form of topoisomerase II.

Absorption, Distribution and ExcretionStudies in healthy volunteers indicate that the average bioavailability of temafloxacin exceeds 90%, with little intersubject variability.

관련 반응

0건
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화합물 노트

불러오는 중…

이 페이지에서기본 정보개요이름 및 식별자물성안전 및 규제화학 및 산업관련 반응화합물 노트
CHEMBL277100
ChEBI
CHEBI:77796
UNII
1WZ12GTT67
Nikkaji
J345.988H
N1(C2=CC=C(F)C=C2F)C2=C(C=C(F)C(N3CCNC(C)C3)=C2)C(=O)C(C(O)=O)=C1
응용 분야 · 2건

개요Temafloxacin is a fluoroquinolone antibiotic that acts as a DNA topoisomerase inhibitor. It has broad antimicrobial activity against gram-positive and gram-negative bacteria, such as S. pneumoniae, M. hominis, and anaerobic bacteria, including B. fragilis.

용도Temafloxacin is an antimicrobial quinolone drug.

상·하류 제품 정보

상류 원료

수소화나트륨2-Methylpiperazine1-(2,4-디클로로-5-플루오로페닐)에테인원2,4-디플루오로아닐린디에틸 카보네이트1,2-다이메톡시에테인

공급사33 곳

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