세파클로르

세파클로르
세파클로르 구조식 이미지
카스 번호:
53994-73-3
한글명:
세파클로르
동의어(한글):
세파클로르;세파클로르(CEFACLOR)
상품명:
Cefaclor
동의어(영문):
Cephaclor;(6R,7R)-7-[[(R)-Aminophenylacetyl]amino]-3-chloro-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid;5-Thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid, 7-[[(2R)-aminophenylacetyl]amino]-3-chloro-8-oxo-, (6R,7R)-;S 6472;Kefral;Alfacet;panoral;CEFACLOR;Cefachlor;Cefaclorum
CBNumber:
CB9390436
분자식:
C15H14ClN3O4S
포뮬러 무게:
367.81
MOL 파일:
53994-73-3.mol
MSDS 파일:
SDS

세파클로르 속성

끓는 점
713.4±60.0 °C(Predicted)
밀도
1.3575 (rough estimate)
굴절률
1.6100 (estimate)
저장 조건
under inert gas (nitrogen or Argon) at 2–8 °C
용해도
1M HCl: 50mg/mL, 투명하거나 매우 희미하게 탁함, 노란색
산도 계수 (pKa)
pKa 1.5±0.2(H2O) (Uncertain)
물리적 상태
가루
색상
투명
수용성
10g/L(온도는 명시되지 않음)
BRN
8176092
BCS Class
3
InChI
InChI=1S/C15H14ClN3O4S/c16-8-6-24-14-10(13(21)19(14)11(8)15(22)23)18-12(20)9(17)7-4-2-1-3-5-7/h1-5,9-10,14H,6,17H2,(H,18,20)(H,22,23)/t9-,10-,14-/m1/s1
InChIKey
QYIYFLOTGYLRGG-GPCCPHFNSA-N
SMILES
N12[C@@]([H])([C@H](NC([C@H](N)C3=CC=CC=C3)=O)C1=O)SCC(Cl)=C2C(O)=O
CAS 데이터베이스
53994-73-3(CAS DataBase Reference)
안전
  • 위험 및 안전 성명
  • 위험 및 사전주의 사항 (GHS)
위험품 표기 Xn,Xi
위험 카페고리 넘버 42/43
안전지침서 22-36/37-45
WGK 독일 2
RTECS 번호 XI0363000
HS 번호 29349990
독성 TDLo orl-cld: 131 mg/kg/7D-I:MSK,SKN CMAJAX 126,1032,82
기존화학 물질 KE-01537
그림문자(GHS): GHS hazard pictograms
신호 어: Danger
유해·위험 문구:
암호 유해·위험 문구 위험 등급 범주 신호 어 그림 문자 P- 코드
H317 알레르기성 피부 반응을 일으킬 수 있음 피부 과민성 물질 구분 1 경고 GHS hazard pictograms P261, P272, P280, P302+P352,P333+P313, P321, P363, P501
H334 흡입 시 알레르기성 반응, 천식 또는 호흡 곤란 등을 일으킬 수 있음 호흡기 과민성 물질 구분 1 위험 GHS hazard pictograms P261, P285, P304+P341, P342+P311,P501
예방조치문구:
P261 분진·흄·가스·미스트·증기·...·스프레이의 흡입을 피하시오.
P280 보호장갑/보호의/보안경/안면보호구를 착용하시오.
P284 호흡 보호구를 착용하시오.
P304+P340 흡입하면 신선한 공기가 있는 곳으로 옮기고 호흡하기 쉬운 자세로 안정을 취하시오.
P342+P311 호흡기 증상이 나타나면 의료기관(의사)의 진찰을 받으시오.

세파클로르 C화학적 특성, 용도, 생산

개요

Cefaclor differs from cephalexin primarily in the bio-isosteric replacement of methyl by chlorine at C-3 and is quite acid stable, allowing oral administration. It also is quite stable to metabolism. It is less active against Gram-negative bacteria compared with the other second-generation cephalosporins but is more active against Gram-negative bacteria compared with the first-generation drugs.

화학적 성질

white crystalline solid

용도

Cefaclor belongs to the family of antibiotics known as the cephalosporins (cefalosporins). The cephalosporins are broad-spectrum antibiotics that are used for the treatment of septicaemia, pneumonia, meningitis, biliary-tract infections, peritonitis, and

정의

ChEBI: A cephalosporin bearing chloro and (R)-2-amino-2-phenylacetamido groups at positions 3 and 7, respectively, of the cephem skeleton.

Antimicrobial activity

It is less resistant than other group 2 cephalosporins to staphylococcal β-lactamase. It is active against N. gonorrhoeae and H. influenzae and against most enterobacteria, but it is susceptible to common enterobacterial β-lactamases. Pr. vulgaris and Providencia, Acinetobacter and Serratia spp. are resistant. B. fragilis and clostridia are resistant but other anaerobes are commonly susceptible.

Clinical Use

Cefaclor (Ceclor) is an orally active semisyntheticcephalosporin that was introduced in the American market in1979. It differs structurally from cephalexin in that the 3-methyl group has been replaced by a chlorine atom. It issynthesized from the corresponding 3-methylenecepham sulfoxideester by ozonolysis, followed by halogenation of theresulting β-ketoester. The 3-methylenecepham sulfoxideesters are prepared by rearrangement of the corresponding 6-acylaminopenicillanic acid derivative. Cefaclor is moderatelystable in acid and achieves enough oral absorption to provideeffective plasma levels (equal to about two-thirds of thoseobtained with cephalexin). The compound is apparentlyunstable in solution, since about 50% of its antimicrobial activityis lost in 2 hours in serum at 37°C. The antibacterialspectrum of activity is similar to that of cephalexin, but it isclaimed to be more potent against some species sensitiveto both agents. Currently, the drug is recommended for thetreatment of non–life-threatening infections caused by H.influenzae, particularly strains resistant to ampicillin.

부작용

Apart from mild gastrointestinal disturbance, the drug is well tolerated. Transiently increased transaminase levels and symptomatic vaginal candidosis have been noted. Clusters of a serum sickness-like illness have been described in children.

Safety Profile

Moderately toxic by intraperitoneal route. Human systemic effects by ingestion: joints, dermatitis, increased body temperature. An experimental teratogen. Experimental reproductive effects. When heated to decomposition it emits toxic fumes of Clí, SOx, an

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