기본 정보
- CAS
3485-14-1- 표준 SMILES
CC1(C)S[C@@H]2[C@H](NC(=O)C3(N)CCCCC3)C(=O)N2[C@H]1C(=O)O- InChIKey
HGBLNBBNRORJKI-WCABBAIRSA-N- 분자식
- C15H23N3O4S
- 평균 분자량
- 341.4 g/mol
- 단동위원소 질량
- 341.1409274
이름 및 식별자
- 우선 이름
- Cyclacillin
- IUPAC
- (2S,5R,6R)-6-[(1-aminocyclohexanecarbonyl)amino]-3,3-dimethyl-7-oxo-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylic acid
- 영어명
- CYCLACILLIN (200 MG)
- 분자식
- C15H23N3O4S
- 분자량
- 341.43
이름 및 동의어
CYCLACILLINciclacillinVastcillin3485-14-1AminocyclohexylpenicillinBastcillinCyclapenUltracillinWyvitalCitosarinSyngacillinCalthor
이름 더 보기
wy4508VatracinNSC 88789CICLACILIN
VipicilCyclapen-WCiclacillineCiclacillinumCiclacilina(1-Aminocyclohexyl)penicillinWy-45086-(1-Aminocyclohexanecarboxamido)penicillanic acid
데이터베이스 식별자
- CAS
3485-14-1- PubChem CID
- 19003
- DTXSID
DTXSID9022861- ChEMBL
CHEMBL1200356- ChEBI
CHEBI:31444- UNII
- 72ZJ154X86
- EC Number
- 222-470-8
- Nikkaji
- J3.403G
물성
구조 계산 물성
- XLogP
- 1.3
- 극성 표면적
- 138 Ų
- 수소 결합 공여자 수
- 3
- 수소 결합 수용자 수
- 6
- 회전 가능 결합 수
- 3
- 무거운 원자 수
- 23
- 형식 전하
- 0
- 복잡도
- 559
실험 및 물리화학적 성질
LogP
1.31
0.4
Solubility1.90e+00 g/L
Melting Point182-183 °C
Physical DescriptionSolid
Dissociation Constants2.68
물리화학적 성질
- 녹는점
- 182 · 182-183° (anhydrate) (Hou, Poole); mp 156-158° (dec) (Alburn et al.)
- 끓는 점
- 649.6 · 649.6±55.0 °C(Predicted)
- 밀도
- 1.4 · 1.40±0.1 g/cm3(Predicted)
- 용해도
- 수용액(약간 용해됨), DMSO(약간 용해됨), 메탄올(약간 용해됨)
- 물리적 상태
- 고체
- 산도 계수 (pKa)
- 1 · pK1, pK2 in water: 2.68, 7.50; in 50% dioxane: 4.16, 7.04(at 25℃)
- 색상
- 흰색에서 황백색까지
- 수용성
- 32 g/L · 32g/L(25℃)
- 안정성
- 흡습성
화학 및 산업
약리 정보
Pharmacodynamics
Cyclacillin, a penicillin, is a cyclohexylamido analog of penicillanic acid. Cyclacillin is more resistant to beta-lactamase hydrolysis than ampicillin, is much better absorbed when given by mouth and, as a result, the levels reached in the blood and in the urine are considerably higher than those obtained with the same dose of ampicillin. Cyclacillin has been replaced by newer penicillin treatments.
Mechanism of Action
The bactericidal activity of cyclacillin results from the inhibition of cell wall synthesis via affinity for penicillin-binding proteins (PBPs). Cyclacillin is stable in the presence of a variety of b-lactamases, including penicillinases and some cephalosporinases.
MeSH Pharmacological ClassificationSubstances that inhibit the growth or reproduction of BACTERIA.
Absorption, Distribution and ExcretionModerately absorbed.
Cellular LocationsCytoplasm；Membrane
응용 분야
개요Ciclacillin was synthesized by Wyeth Laboratories in 1967 in the course of studies on the improvement of oral absorption of ampicillin. Although its antibacterial activity is one-sixteenth to one-half that of ampicillin, it shows a four to tenfold higher oral absorption and higher urinary excretion. Ciclacillin shows less tendency than ampicillin to cause diarrhea and is used for therapy of pyoderma, wound infection, respiratory and urinary tract infections, as well as ear and nose, and other infections caused by Staphylococcus, Streptococcus, Escherichia coli, Citrobacter, Klebsiella, Proteus, and Haemophilus influenzae.
용도Antibacterial.
상·하류 제품 정보
상류 원료
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