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세포니시드

Cefonicid

HCID 43594
노트반응
기본 정보이름 및 식별자물성화학 및 산업관련 반응화합물 노트
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기본 정보

CAS
61270-58-4
표준 SMILES
O=C(O)C1=C(CSc2nnnn2CS(=O)(=O)O)CS[C@@H]2[C@H](NC(=O)[C@H](O)c3ccccc3)C(=O)N12
InChIKey
DYAIAHUQIPBDIP-AXAPSJFSSA-N
분자식
C18H18N6O8S3
평균 분자량
542.6 g/mol
단동위원소 질량
542.03482507

이름 및 식별자

우선 이름
Cefonicid
IUPAC
(6R,7R)-7-[[(2R)-2-hydroxy-2-phenylacetyl]amino]-8-oxo-3-[[1-(sulfomethyl)tetrazol-5-yl]sulfanylmethyl]-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid
현지명
세포니시드
영어명
Cefonicid
분자식
C18H18N6O8S3
분자량
542.57

이름 및 동의어

CEFONICID61270-58-4CefonicidoCefonicidumMonocefCEFONICIDE6532B86WFG(6R,7R)-7-[[(2R)-2-hydroxy-2-phenylacetyl]amino]-8-oxo-3-[[1-(sulfomethyl)tetrazol-5-yl]sulfanylmethyl]-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acidCHEBI:3491DTXSID7022758SK&F 75073(6R,7R)-7-[(2R)-2-hydroxy-2-phenylacetamido]-8-oxo-3-({[1-(sulfomethyl)-1H-1,2,3,4-tetrazol-5-yl]sulfanyl}methyl)-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid
이름 더 보기
세포니시드MonocidCefodiePratledMonocidurSKF-750737-beta(r*)))-Cefonicid USP/EP/BPCefonicid (free base)amino)-8-oxo-3-(((1-sulfomethyl)-1h-tetrazol-5-yl)thio)methyl)-,(6r-(6-alpha,
(6R,7R)-7-{[(2R)-2-hydroxy-2-phenylacetyl]amino}-8-oxo-3-({[1-(sulfomethyl)-1H-tetrazol-5-yl]sulfanyl}methyl)-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid(6R,7R)-7-(((2R)-2-hydroxy-2-phenylacetyl)amino)-8-oxo-3-(((1-(sulfomethyl)-1H-tetrazol-5-yl)sulfanyl)methyl)-5-thia-1-azabicyclo(4.2.0)oct-2-ene-2-carboxylic acid(6R,7R)-7-(((2R)-2-hydroxy-2-phenylacetyl)amino)-8-oxo-3-((1-(sulfomethyl)tetrazol-5-yl)sulfanylmethyl)-5-thia-1-azabicyclo(4.2.0)oct-2-ene-2-carboxylic acid(6R,7R)-7-((2R)-2-hydroxy-2-phenylacetamido)-8-oxo-3-(((1-(sulfomethyl)-1H-1,2,3,4-tetrazol-5-yl)sulfanyl)methyl)-5-thia-1-azabicyclo(4.2.0)oct-2-ene-2-carboxylic acidRefChem:124234DTXCID302758J01DA17SK&F75073

데이터베이스 식별자

CAS
61270-58-4
PubChem CID
43594
DTXSID
DTXSID7022758
ChEMBL
CHEMBL1601
ChEBI
CHEBI:3491
UNII
6532B86WFG
Nikkaji
J18.085H

물성

구조 계산 물성

XLogP
-1.9
극성 표면적
264 Ų
수소 결합 공여자 수
4
수소 결합 수용자 수
13
회전 가능 결합 수
9
무거운 원자 수
35
형식 전하
0
복잡도
999

실험 및 물리화학적 성질

Solubility8.95e-01 g/L
Physical DescriptionSolid
Collision Cross Section205.05 Ų [M+Na]+ [CCS Type: TW; Method: calibrated with polyalanine and drug standards]

물리화학적 성질

밀도
1.92 · 1.92±0.1 g/cm3(Predicted)
산도 계수 (pKa)
-1.23 · -1.23±0.50(Predicted)

화학 및 산업

약리 정보

ATC Code · 2건

J - Antiinfectives for systemic use;J01 - Antibacterials for systemic use;J01D - Other beta-lactam antibacterials;J01DC - Second-generation cephalosporins;J01DC06 - Cefonicid

QJ - Antiinfectives for systemic use;QJ01 - Antibacterials for systemic use;QJ01D - Other beta-lactam antibacterials;QJ01DC - Second-generation cephalosporins;QJ01DC06 - Cefonicid

Protein Binding98% bound to plasma proteins.
Pharmacodynamics · 1건

Cefonicid is a second-generation cephalosporin administered intravenously or intramuscularly. Its bactericidal action results from inhibition of cell wall synthesis. It is used for urinary tract infections, lower respiratory tract infections, and soft tissue and bone infections.

Mechanism of Action · 1건

Cefonicid, like the penicillins, is a beta-lactam antibiotic. By binding to specific penicillin-binding proteins (PBPs) located inside the bacterial cell wall, it inhibits the third and last stage of bacterial cell wall synthesis. Cell lysis is then mediated by bacterial cell wall autolytic enzymes such as autolysins.

Biological Half-Life4.5 hours
Metabolism/MetabolitesNot metabolized.
MeSH Pharmacological ClassificationSubstances that inhibit the growth or reproduction of BACTERIA.
Cellular LocationsExtracellular;Membrane
응용 분야 · 2건

개요Cefonicid has an unesterified D-mandelic acid moiety at C-7 and a methylsulfothiotetrazole group at C-3. The latter is related to the MTT moiety mentioned above under cefamandole nafate; however, the clotting problems and Antabuse-like side effects associated with MTT have not been reported with cefonicid. The extra acid group in the C-3 side chain leads to this molecule being sold as an injectable disodium salt. Pain and discomfort at IM sites is experienced by some patients, as is a burning sensation and phlebitis. Cefonicid has a longer half-life than the other members of its group but achieves this at the price of somewhat lower potency against Gram-positive bacteria and aerobes. The drug is somewhat unstable, needs to be protected from light and heat, and may yellow or darken. If modest, however, this does not necessarily mean that the potency has decreased significantly, but overt precipitation does. Kirby-Bauer disk testing may overestimate the sensitivity of β-lactamase–producing bacteria to this agent, so some extra caution in interpretation of laboratory results is required.

용도A semi-synthetic cephalosporin antibiotic related to Cefamandole. Antibacterial

상·하류 제품 정보

상류 원료

DL-Mandelamide소디움 아지이드소듐 2-에틸헥사노에이트메틸 카바메이트5-메틸-1H-테트라졸Methanol solution of sodium methoxideIon exchange resin column초산에틸중탄산나트륨(중조)Alcohol solubleMethyl dithiocarbamateAminomethanesulfonic acid이소프로필알코올요오드 메탄

공급사25 곳

北京华美互利生物化工010-56205725 · [email protected]
陕西缔都新材料有限公司81124267 17392282731 · [email protected]
陕西缔都新材料有限公司029-63373950 17392216152 · [email protected]
河北枫嘉新材料科技有限公司+86-0311-87836622 +86-18712993135 · [email protected]
BOC Sciences16314854226; +8616314854226 · [email protected]
HANGZHOU LEAP CHEM CO., LTD.+86-571-87711850 +86-15355479329 · [email protected]
陕西缔都医药化工有限公司+86-29-81139210 +86-17392587031 · [email protected]
上海陶术生物科技股份有限公司13564774135 · [email protected]
湖南瑞威尔生物科技有限公司18502762003
南京罗迈美生物科技有限公司[email protected]
BOC Sciences[email protected]
武汉研哲科技有限公司15527250409 · [email protected]
杭州洁汉化工有限公司+86-571-86217390; +8618058761490 · [email protected]
career henan chemical co+86-0371-86658258 · [email protected]
XIAMEN AMITY INDUSTRY AND TRADE CO., LTD.+8618950047208 · [email protected]
TargetMol中国(陶术生物)4008200310 15002144251 · [email protected]
TLC梯尔希(南京)药物研发有限公司18012923235 18012923235 · [email protected]
湖北凯隆生物科技有限公司19526384105 · [email protected]
重庆卡兰医药有限公司[email protected]
TLC梯尔希(南京)药物研发有限公司18012923235 · [email protected]
Hefei TNJ Chemical Industry Co.,Ltd.+86-0551-65418671 +86-189 4982 3763 · [email protected]
武汉裕清嘉衡药业有限公司027-83855312 17771813295 13377865312 · [email protected]
上海博拓生物科技有限公司16621358918 · [email protected]
山东子易医药有限公司13173053288 · [email protected]
武汉裕清嘉衡药业有限公司027-83855382 15926260338 · [email protected]

추가 설명

정의ChEBI: A cephalosporin bearing {[1-(sulfomethyl)-1H-tetrazol-5-yl]sulfanyl}methyl and (R)-2-hydroxy-2-phenylacetamido groups at positions 3 and 7, respectively, of the cephem skeleton.

관련 반응

1건
반응 기록 만들기
HRID 724796 반응식
HRID 724796반응물로uspto-grants-1998_01

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