CAS 61622-34-2|CAS 66309-69-1|Cefotiam hydrochloride|Ceradon|CTM|Cefotiamum [INN-Latin]|Cefotiam|cefotiam|(6R,7R)-7-[2-(2-amino-1,3-thiazol-4-yl)acetamido]-3-[({1-[2-(dimethylamino)ethyl]-1H-1,2,3,4...

基本信息

化学结构

分子式

C₁₈H₂₃N₉O₄S₃

分子量

525.62812

精确质量

525.10351326

电荷

InChI

InChI=1S/C18H23N9O4S3/c1-25(2)3-4-26-18(22-23-24-26)34-7-9-6-32-15-12(14(29)27(15)13(9)16(30)31)21-11(28)5-10-8-33-17(19)20-10/h8,12,15H,3-7H2,1-2H3,(H2,19,20)(H,21,28)(H,30,31)/t12-,15-/m1/s1

InChIKey

QYQDKDWGWDOFFU-IUODEOHRSA-N

Canonic Smiles

CN(CCn1nnnc1SCC1=C(C(=O)O)N2[C@H](SC1)[C@@H](C2=O)NC(=O)Cc1csc(n1)N)C

Isomeric Smiles

S1[C@H]2N(C(=O)[C@H]2NC(=O)Cc2nc(sc2)N)C(=C(C1)CSc1n(nnn1)CCN(C)C)C(=O)O

计算属性

JChem

LogD (pH = 7.4)

-3.24

LogD (pH = 5.5)

-3.12

Log P

-3.09

可自由旋转的化学键

质子供体

质子受体

里宾斯基五规则

false

Acid pKa

2.60

极化表面积

172.46

极化性

50.45

摩尔折射率

142.34

LOG S

-3.84

数据来源

学术数据

产品目录

数据来源

名称和标识

商标名

Ceradon

别名

CTMCefotiam hydrochlorideCefotiamum [INN-Latin]CefotiamCefotiam DihydrochlorideSpizefAbbott 48999Sporidyn(6R,7R)-7-[[2-(2-Amino-4-thiazolyl)acetyl]amino]-3-[[[1-[2-(dimethylamino)ethyl]-1H-tetrazol-5-yl]thio]methyl]-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic Acid HydrochloridecefotiamCEFOTIAM(6R,7R)-7-[2-(2-Amino-thiazol-4-yl)-acetylamino]-3-[1-(2-dimethylamino-ethyl)-1H-tetrazol-5-ylsulfanylmethyl]-8-oxo-5-thia-1-aza-bicyclo[4.2.0]oct-2-ene-2-carboxylic acidCTM

IUPAC标准名

(6R,7R)-7-[2-(2-amino-1,3-thiazol-4-yl)acetamido]-3-[({1-[2-(dimethylamino)ethyl]-1H-1,2,3,4-tetrazol-5-yl}sulfanyl)methyl]-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid

IUPAC传统名

cefotiam

国际非专利药品(INN)

cefotiamumcefotiam

名称和标识

数据登录号

PubChem SID

4650667916096357785547195

PubChem CID

CAS号

DrugBank ID

ACToR数据库

专利号

CHEBI ID

MetaboLights数据库

BRENDA Ligand数据库

LINCS数据库

PubMed文献链接

BindingDB数据库

维基百科标题

BRENDA数据库

SureChEMBL数据库

CHEMBL

SABIO-RK数据库

KEGG DRUG Database

CompTox数据库

Drug Central Database

548

BKMS React数据库

16652

数据登录号

化合物性质

理化性质

溶解度

Soluble

疏水性(logP)

-2.1

安全信息

MSDS下载

下载链接

保存条件

Hygroscopic, -20°C Freezer, Under Inert Atmosphere

产品相关信息

下载链接

化合物性质

分子相关蛋白质

暂无数据

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分子图谱

暂无数据

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描述信息

DrugBank

DB00229

Drug Groups

approved

Description

One of the cephalosporins that has a broad spectrum of activity against both gram-positive and gram-negative microorganisms. [PubChem]

Indication

For treatment of severe infections caused by susceptible bacteria.

Pharmacology

Cefotiam is a third generation beta-lactam cephalosporin antibiotic. It has broad spectrum activity against Gram positive and Gram negative bacteria. It does not have activity against Pseudomonas aeruginosa. Cefotiam works by inhibiting bacterial cell wall biosynthesis.

Toxicity

Adverse effects following overdosage include nausea, vomiting, epigastric distress, diarrhea, and convulsions.

Affected Organisms

Enteric bacteria and other eubacteria

Absorption

Rapidly absorbed following intramuscular injection. Bioavailability is 60% following intramuscular injection.

Half Life

Approximately 1 hour.

Protein Binding

40%

References

• Muller R, Bottger C, Wichmann G: Suitability of cefotiam and cefuroxime axetil for the perioperative short-term prophylaxis in tonsillectomy patients. Arzneimittelforschung. 2003;53(2):126-32. [Pubmed]

• Kolben M, Mandoki E, Ulm K, Freitag K: Randomized trial of cefotiam prophylaxis in the prevention of postoperative infectious morbidity after elective cesarean section. Eur J Clin Microbiol Infect Dis. 2001 Jan;20(1):40-2. [Pubmed]

• Shimizu S, Chen KR, Miyakawa S: Cefotiam-induced contact urticaria syndrome: an occupational condition in Japanese nurses. Dermatology. 1996;192(2):174-6. [Pubmed]

External Links

• [Wikipedia]

TRC

C243005

Cephalosporin Antibiotic.

ChEBI

CHEBI:355510

A cephalosporin with ({1-[2-(dimethylamino)ethyl]-1H-tetrazol-5-yl}sulfanyl)methyl and (2-amino-1,3-thiazol-4-yl)acetamido substituents at positions 3 and 7, respectively, of the cephem skeleton. A third generation beta-lactam cephalosporin antibiotic, it is active against a broad spectrum of both Gram positive and Gram negative bacteria.

描述信息

参考文献

PubChem文献

数据源提供

• Shimizu S, Chen KR, Miyakawa S: Cefotiam-induced contact urticaria syndrome: an occupational condition in Japanese nurses. Dermatology. 1996;192(2):174-6. Pubmed

• Osawa, M., et al.: Legal Med., 10, 143 (2003)

• Murata, H., et al.: J. Hepatol., 38, 573 (2003)

• Fliri, A., et al.: J. Med. Chem., 52, 8038 (2003)

参考文献

生物活性

PubChem BioAssay

生物活性

导航

基本信息

计算属性

• RDKit

• JChem