기본 정보
- CAS
104145-95-1- 표준 SMILES
CO/N=C(\C(=O)N[C@@H]1C(=O)N2C(C(=O)O)=C(/C=C\c3scnc3C)CS[C@H]12)c1csc(N)n1- InChIKey
KMIPKYQIOVAHOP-YLGJWRNMSA-N- 분자식
- C19H18N6O5S3
- 평균 분자량
- 506.6 g/mol
- 단동위원소 질량
- 506.05008122
개요
Cefditoren is a broad spectrum, third-generation cephalosporin antibiotic with (Z)-2-(4-methyl-1,3-thiazol-5-yl)ethenyl and (2Z)-2-(2-amino-1,3-thiazol-4-yl)-2-(methoxyimino)acetamido groups at positions 3 and 7, respectively, of the cephem skeleton. Generally administered as its orally absorbed pivaloyloxymethyl ester prodrug, it is used for the treatment of mild to moderate infections caused by susceptible strains of microorganisms in acute bacterial exacerbation of chronic bronchitis, community-acquired pneumonia, pharyngitis/tonsillitis, and uncomplicated skin and skin-structure infections. It has a role as an antibacterial drug. It is a cephalosporin and a carboxylic acid.
이름 및 식별자
- 우선 이름
- Cefditoren
- IUPAC
- (6R,7R)-7-[[(2Z)-2-(2-amino-1,3-thiazol-4-yl)-2-methoxyiminoacetyl]amino]-3-[(Z)-2-(4-methyl-1,3-thiazol-5-yl)ethenyl]-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid
- 현지명
- 세프디토렌
- 영어명
- Cefditoren
- 분자식
- C19H18N6O5S3
- 분자량
- 506.58
이름 및 동의어
Cefditoren104145-95-1cefditoreneCefditoreno81QS09V3YWCHEBI:593435-Thia-1-azabicyclo(4.2.0)oct-2-ene-2-carboxylic acid, 7-((2-amino-4-thiazolyl)(methoxyimino)acetyl)amino-3-(2-(4-methyl-5-thiazolyl)ethenyl)-8-oxo-, (6R-(3(Z),6alpha,7beta(Z)))-cefditorenum(6R,7R)-7-((2Z)-2-(2-amino-1,3-thiazol-4-yl)-2-(methoxyimino)acetamido)-3-((Z)-2-(4-methyl-1,3-thiazol-5-yl)ethenyl)-8-oxo-5-thia-1-azabicyclo(4.2.0)oct-2-ene-2-carboxylic acid(6R,7R)-7-[(2Z)-2-(2-amino-1,3-thiazol-4-yl)-2-(methoxyimino)acetamido]-3-[(Z)-2-(4-methyl-1,3-thiazol-5-yl)ethenyl]-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acidRefChem:56293J01DD16
이름 더 보기
세프디토렌CefotoloneCeftopolamCefditoren AcidCefditoren-13C-D313C,2H3]-CefditorenCefditoren USP/EP/BPCefditoren Pivoxil Impurity 22 Monomer(6R,7R)-7-[[(2Z)-(2-Amino-4-thiazolyl)(methoxyimino)acetyl]amino]-3-[(1Z)-2-(4-methyl-5-thiazolyl)ethenyl]-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid5-Thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid, 7-[[(2Z)-2-(2-amino-4-thiazolyl)-2-(methoxyimino)acetyl]amino]-3-[(1Z)-2-(4-methyl-5-thiazolyl)ethenyl]-8-oxo-, (6R,7R)-Cefditoren 13C D3Q: What is Cefditoren 13C D3 Q: What is the CAS Number of Cefditoren 13C D3 Q: What is the storage condition of Cefditoren 13C D3 Q: What are the applications of Cefditoren 13C D3
5-Thia-1-azabicyclo(4.2.0)oct-2-ene-2-carboxylic acid, 7-(((2Z)-2-(2-amino-4-thiazolyl)-2-(methoxyimino)-1-oxoethyl)amino)-3-((Z)-2-(4-methyl-5-thiazolyl)ethenyl)-8-oxo-, (6R,7R)-Cefditoren [INN](6R,7R)-7-[[(2Z)-2-(2-amino-1,3-thiazol-4-yl)-2-methoxyiminoacetyl]amino]-3-[(Z)-2-(4-methyl-1,3-thiazol-5-yl)ethenyl]-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acidCefditoren (INN)(6R,7R)-7-{[(2Z)-2-(2-amino-1,3-thiazol-4-yl)-2-(methoxyimino)acetyl]amino}-3-[(Z)-2-(4-methyl-1,3-thiazol-5-yl)ethenyl]-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acidCefditoren [USAN:INN]UNII-81QS09V3YWCEFDITOREN [MI]
데이터베이스 식별자
- CAS
104145-95-1、117467-28-4- PubChem CID
- 9870843
- DTXSID
DTXSID501328012- ChEMBL
CHEMBL1743- ChEBI
CHEBI:59343- UNII
- 81QS09V3YW
- Nikkaji
- J561.797I
물성
구조 계산 물성
- XLogP
- 0.7
- 극성 표면적
- 242 Ų
- 수소 결합 공여자 수
- 3
- 수소 결합 수용자 수
- 12
- 회전 가능 결합 수
- 7
- 무거운 원자 수
- 33
- 형식 전하
- 0
- 복잡도
- 928
실험 및 물리화학적 성질
Drugs
Pharmaceuticals -> Antibiotics
Pharmaceuticals -> Listed in ZINC15
Pharmaceuticals -> Antibiotics
Solubility
Soluble at levels equal to < 0.1 mg/mL.
4.41e-02 g/L
Human DrugsBreast Feeding; Lactation; Milk, Human; Anti-Infective Agents; Antibacterial Agents; Cephalosporins
Melting Point
127-129 °C
127 - 129 °C
Physical DescriptionSolid
물리화학적 성질
- 밀도
- 1.75 · 1.75
- 산도 계수 (pKa)
- 2.43 · 2.43±0.50(Predicted)
- 물리적 상태
- Solid
- 색상
- Light yellow to yellow
안전 및 규제
안전 정보는 참고용이며, 공급업체의 물질안전보건자료(SDS), 관련 법규 및 전문가 평가를 대체하지 않습니다.
독성 정보
Drug Induced Liver Injury
Drug-Induced Liver Injury Severity and Toxicity (DILIst)
cefditoren
DILI Negative
Oral
DOI:10.1016/j.drudis.2019.09.022
Effects During Pregnancy and Lactation◉ Summary of Use during Lactation
화학 및 산업
약리 정보
ATC Code
J - Antiinfectives for systemic use
QJ - Antiinfectives for systemic use
Protein BindingBinding of cefditoren to plasma proteins averages 88% from <i>in vitro</i> determinations, and is concentration-independent at cefditoren concentrations ranging from 0.05 to 10 mg/mL.
Pharmacodynamics
Cefditoren pivoxil is a prodrug which is hydrolyzed by esterases during absorption, and the drug is distributed in the circulating blood as active cefditoren. Cefditoren is a cephalosporin with antibacterial activity against gram-positive and gram-negative pathogens. Cefditoren is effective against <i>Staphylococcus aureus</i> (methicillin-susceptible strains, including b-lactamase-producing strains), penicillin-susceptible strains of <i>Staphylococcus aureus</i> and <i>Streptococcus pneumoniae</i>, <i>Streptococcus pyogenes</i>, <i>Haemophilus influenzae</i> (including b-lactamase-producing strains), <i>Haemophilus parainfluenzae</i> (including b-lactamase-producing strains), <i>Moraxella catarrhalis</i> (including b-lactamase-producing strains), <i>Streptococcus agalactiae</i>, <i>Streptococcus</i> Groups C and G, and <i>Streptococcus</i>, viridans group (penicillin-susceptible and -intermediate strains).
Mechanism of Action
The bactericidal activity of cefditoren results from the inhibition of cell wall synthesis via affinity for penicillin-binding proteins (PBPs). Cefditoren is stable in the presence of a variety of b-lactamases, including penicillinases and some cephalosporinases.
Biological Half-LifeMean terminal elimination half-life is 1.6 ± 0.4 hours in young healthy adults.
Metabolism/MetabolitesHydrolysis of cefditoren pivoxil to its active component, cefditoren, results in the formation of pivalate. Cefditoren is not appreciably metabolized.
FDA Pharmacological Classification
81QS09V3YW
CEFDITOREN
Established Pharmacologic Class [EPC] - Cephalosporin Antibacterial
Chemical Structure [CS] - Cephalosporins
Cefditoren is a Cephalosporin Antibacterial.
MeSH Pharmacological ClassificationSubstances that inhibit the growth or reproduction of BACTERIA.
Absorption, Distribution and Excretion
Following oral administration, cefditoren pivoxil is absorbed from the gastrointestinal tract and hydrolyzed to cefditoren by esterases. Under fasting conditions, the estimated absolute bioavailability of cefditoren pivoxil is approximately 14%. The absolute bioavailability of cefditoren pivoxil administered with a low fat meal (693 cal, 14 g fat, 122 g carb, 23 g protein) is 16.1 ± 3.0%.
Pivalate is mainly eliminated (>99%) through renal excretion, nearly exclusively as pivaloylcarnitine.
9.3 ± 1.6 L
renal cl=4-5 L/h [oral administration]
Cellular LocationsCytoplasm
공급사49 곳
Career Henan Chemica Co+86-0371-86658258 +86-13203830695 · [email protected]
陕西缔都化学有限公司029-029-81123119 17391733320 · [email protected]
Guangzhou Tosun Pharmaceutical Limited+86-18124244216 +86-18124244216 · [email protected]
成都梓永智研生物科技有限公司17780686372 · [email protected]
山东沃德森生物科技有限公司0531-88723173 18596073690 · [email protected]
凯试(上海)科技有限公司021-50135380 · [email protected]
上海尺水药物研究有限公司[email protected] 13564957716 · [email protected]
湖北广奥生物科技有限公司027-02702759223056 18162699093 · [email protected]
杭州昌儒化工有限公司15342250425;18453016280 · [email protected]
玺标（上海）科技有限公司18512111473 18512111473 · [email protected]
广州珑莹生物科技有限公司15975567350 15913902477 · [email protected]
深圳振强药物研发有限公司0755-66853366 13670046396 · [email protected]
Clearsynth Labs Limited+91-22-26355700 · [email protected]
深圳菲斯生物科技有限公司0755-83725350 13380397412 · [email protected]
TLC梯尔希（南京）药物研发有限公司18012923235 · [email protected]
深圳振强药物研发有限公司+86-0755-66853366 +86-13670046396 · [email protected]
湖北威德利化学科技有限公司027-83989310 18627915365 · [email protected]
湖北威德利化学试剂有限公司18327179646 · [email protected]
厦门志信化学有限公司+86-5922680277 +86-13806087780 · [email protected]
曼哈格（上海）生物科技有限公司400-818 0104 18918165978 · [email protected]
BOC Sciences16314854226 · [email protected]
陕西缔都医药化工有限公司+86-29-81139210 +86-17392587031 · [email protected]
湖北扬信医药科技有限公司07143299675 13092790750 · [email protected]
上海陶术生物科技股份有限公司13564774135 · [email protected]
深圳菲斯生物科技有限公司0755-4000505016 13380397412 · [email protected]
威尔曼医药集团有限公司15807197853 18971451745 · [email protected]
上海立崎生物医学研究中心18014399201 · [email protected]
广州佳途科技股份有限公司020-81960175-877 18933936954 · [email protected]
郑州凡尔赛特化工有限公司0371-67991738 13783628208 · [email protected]
广州市桐晖药业有限公司020-66392521-118 18922260391 · [email protected]
湖北摩科化学有限公司18627753421; 18627756402 · [email protected]
深圳晴天生物技术有限公司18823167005 18162969855 · [email protected]
XIAMEN AMITY INDUSTRY AND TRADE CO., LTD.+8618950047208 · [email protected]
SHANGHAI KEAN TECHNOLOGY CO., LTD.+8613817748580 · [email protected]
上海贝万塔生物科技有限公司021-67187366 19901745723 · [email protected]
TLC梯尔希（南京）药物研发有限公司18012923235 18012923235 · [email protected]
BOC Sciences+1-631-485-4226 · [email protected]
湖北魏氏化学试剂股份有限公司027-59102966 18717199209 · [email protected]
重庆卡兰医药有限公司[email protected]
Shenzhen Excellent Biomedical Technology Co.,Ltd.+86-0755-26050679 15915472436 · [email protected]
上海智溯科生物科技有限公司021-58056897 15399714481 · [email protected]
TargetMol中国（陶术生物）15002134094 · [email protected]
广州市震霖医药科技有限公司020-18102736 13622807357 · [email protected]
上海甄准生物科技有限公司18019219489 18901678489 · [email protected]
南京世洲生物科技有限公司17301488900 · [email protected]
AFINE CHEMICALS LIMITED+86-571-85134551 +86-18958018566 · [email protected]
广州奥司汀生物技术有限公司15918640830 13268843209 · [email protected]
Henan Fengda Chemical Co., Ltd+86-371-86557731 +86-13613820652 · [email protected]
广州优南科技有限公司020-82000279 18988941452 · [email protected]
추가 설명
정의ChEBI: A broad spectrum, third-generation cephalosporin antibiotic with (Z)-2-(4-methyl-1,3-thiazol-5-yl)ethenyl and (2Z)-2-(2-amino-1,3-thiazol-4-yl)-2-(methoxyimino)acetamido groups at positions 3 and 7, respectively, of the ce hem skeleton. Generally administered as its orally absorbed pivaloyloxymethyl ester prodrug, it is used for the treatment of mild to moderate infections caused by susceptible strains of microorganisms in acute bacterial exacerbation of chronic bronchitis, ommunity-acquired pneumonia, pharyngitis/tonsillitis, and uncomplicated skin and skin-structure infections.
관련 반응
0건
현재 필터 조건에 해당하는 반응 기록이 없습니다.
화합물 노트
불러오는 중…