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Besifloxacin Hydrochloride

HCID 10224595
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기본 정보개요이름 및 식별자물성안전 및 규제화학 및 산업관련 반응화합물 노트
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기본 정보

CAS
405165-61-9
표준 SMILES
Cl.N[C@@H]1CCCCN(c2c(F)cc3c(=O)c(C(=O)O)cn(C4CC4)c3c2Cl)C1
InChIKey
PMQBICKXAAKXAY-HNCPQSOCSA-N
분자식
C19H22Cl2FN3O3
평균 분자량
430.3 g/mol
단동위원소 질량
429.1022251

개요

Besifloxacin Hydrochloride is the hydrochloride salt form of besifloxacin, a synthetic fourth-generation fluoroquinolone antibiotic, with broad spectrum antibacterial activity. Upon administration, besifloxacin targets, binds to and inhibits both bacterial DNA gyrase, an enzyme essential for DNA replication, transcription and repair of bacterial DNA, and bacterial topoisomerase IV, an enzyme required for partitioning of the chromosomal DNA during bacterial cell division. This inhibits DNA replication, transcription, and repair and cell division.

이름 및 식별자

우선 이름
Besifloxacin Hydrochloride
IUPAC
7-[(3R)-3-aminoazepan-1-yl]-8-chloro-1-cyclopropyl-6-fluoro-4-oxoquinoline-3-carboxylic acid;hydrochloride
영어명
Besifloxacin hydrochloride
분자식
C19H21ClFN3O3.ClH
분자량
430.3

이름 및 동의어

Besifloxacin hydrochloride405165-61-9Besifloxacin HClSS734Besifloxacin (as hydrochloride)SS-7347506A6J57TDTXSID20193529(+)-7-((3R)-3-Aminohexahydro-1H-azepin-1-yl)-8-chloro-1-cyclopropyl-6-fluoro-4-oxo-1,4-dihydroquinoline-3-carboxylic acid hydrochlorideRefChem:56417DTXCID10116020Besivance
이름 더 보기
CS-781PranoproferUnii-7506A6J57tBesifloxacin HCBesivance hydrochlorideHydrochloric Besifloxacin7-[(3R)-3-AMinohexahydro-
Besifloxacin (Hydrochloride)Besifloxacin hydrochloride [USAN]MFCD14636632(R)-7-(3-aminoazepan-1-yl)-8-chloro-1-cyclopropyl-6-fluoro-4-oxo-1,4-dihydroquinoline-3-carboxylic acid hydrochloride405165-61-9 (HCl)BOL-303224-ABesifloxacin hydrochloride (USAN)AKOS025401618

데이터베이스 식별자

CAS
405165-61-9

물성

구조 계산 물성

극성 표면적
86.9 Ų
수소 결합 공여자 수
3
수소 결합 수용자 수
7
회전 가능 결합 수
3
무거운 원자 수
28
형식 전하
0
복잡도
656

실험 및 물리화학적 성질

Human Drugs · 2건

FDA approved drugs -> Active ingredient

FDA approved drugs -> Active ingredient

물리화학적 성질

녹는점
210 °C · >210°C (dec.)
저장 조건
2 · Inert atmosphere,2-8°C
용해도
메탄올(약간 용해됨, 가열, 초음파 처리), 물(약간 용해됨, 가열, 초음파 처리)
물리적 상태
고체
색상
미색부터 밝은 베이지까지
InChI
InChI=1/C19H21ClFN3O3.ClH/c20-15-16-12(18(25)13(19(26)27)9-24(16)11-4-5-11)7-14(21)17(15)23-6-2-1-3-10(22)8-23;/h7,9-11H,1-6,8,22H2,(H,26,27);1H/t10-;/s3
InChIKey
PMQBICKXAAKXAY-MEQOOBBNNA-N
SMILES
ClC1C(N2CCCC[C@@H](N)C2)=C(F)C=C2C(=O)C(C(=O)O)=CN(C3CC3)C=12.Cl |&1:8,r|

화학적 성질

Pale Yellow Solid

안전 및 규제

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

GHS 분류

GHS Classification · 4건

Warning

H315 (100%): Causes skin irritation [Warning Skin corrosion/irritation]

P261, P264, P264+P265, P271, P280, P302+P352, P304+P340, P305+P351+P338, P319, P321, P332+P317, P337+P317, P362+P364, P403+P233, P405, and P501 (click each P-code to see the statement)

Aggregated GHS information provided per 2 reports by companies from 2 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.

유해성 정보

Hazard Classes and CategoriesSkin Irrit. 2 (100%)

안전 데이터

신호 어
Warning
유해·위험 문구
암호 유해·위험 문구 위험 등급 범주 신호 어 그림 문자 P- 코드 H315

화학 및 산업

약리 정보

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.

응용 분야 · 2건

개요Besifloxacin is a new fluoroquinolone antibacterial for ophthalmic use. It is indicated for the treatment of bacterial conjunctivitis, one of the most common ocular infections encountered in the primary care setting. Although the previously marketed fluoroquinolones ciprofloxacin, levofloxacin, ofloxacin, gatifloxacin, and moxifloxacin have been widely used to treat bacterial conjunctivitis, their continued utility is hampered by the emergence of resistance among key ocular isolates such as Staphylococcus aureus. Besifloxacin is the first fluoroquinolone developed exclusively for topical ophthalmic use. Unlike the previously marketed fluoroquinolones, besifloxacin has not been used systemically and is not in development as a systemic agent. Its exclusive indication as a topical agent is expected to reduce the overall environmental exposure of bacteria to besifloxacin, which may contribute to a lower risk for the emergence of bacterial resistance. Fluoroquinolones derive their antibacterial activity via inhibition of two essential bacterial enzymes, DNA gyrase and topoisomerase IV, which regulate processes of DNA replication. Besifloxacin inhibits DNA gyrase and topoisomerase IV from Streptococcus pneumoniae (IC50 = 1 and 0.4 mg/ L, respectively) and Escherichia coli (IC50 = 1 and 10 mg/L, respectively).

용도Besifloxacin HCl is a fourth-generation fluoroquinolone antibiotic

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PubChem CID
10224595
DTXSID
DTXSID20193529
ChEMBL
CHEMBL1201761
UNII
7506A6J57T
EC Number
696-612-6