セフォジジム

Cefodizime

HCID 5361871
ノート反応
部分構造検索類似構造を探す

基本情報

CAS
69739-16-8
標準SMILES
CO/N=C(\C(=O)N[C@@H]1C(=O)N2C(C(=O)O)=C(CSc3nc(C)c(CC(=O)O)s3)CS[C@H]12)c1csc(N)n1
InChIKey
XDZKBRJLTGRPSS-BGZQYGJUSA-N
分子式
C20H20N6O7S4
平均分子量
584.7 g/mol
単同位体質量
584.02763098

概要

Cefodizime is a cephalosporin compound having 5-(carboxymethyl)-4-methyl-1,3-thiazol-2-yl]sulfanyl}methyl and [2-(2-amino-1,3-thiazol-4-yl)-2-(methoxyimino)acetyl]amino side groups located at positions 3 and 7 respectively. It has a role as an antibacterial drug and an EC 1.14.18.1 (tyrosinase) inhibitor. It is a cephalosporin, an oxime O-ether and a member of 1,3-thiazoles.

名称と識別子

優先名称
Cefodizime
IUPAC
(6R,7R)-7-[[(2Z)-2-(2-amino-1,3-thiazol-4-yl)-2-methoxyiminoacetyl]amino]-3-[[5-(carboxymethyl)-4-methyl-1,3-thiazol-2-yl]sulfanylmethyl]-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid
現地名
セフォジジム
英語名
Cefodizime
分子式
C20H20N6O7S4
分子量
584.67

名称と別名

Cefodizime69739-16-8CefodizimaCefodizimumCDZMTimecefHR 221 FREE ACIDTHR 221 FREE ACID(6R,7R)-7-[[(2Z)-2-(2-amino-1,3-thiazol-4-yl)-2-methoxyiminoacetyl]amino]-3-[[5-(carboxymethyl)-4-methyl-1,3-thiazol-2-yl]sulfanylmethyl]-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acidHR-221HR-221 FREE ACIDS 77 1221 B FREE ACID
名称をさらに表示
セフォジジム(6R,6β)-7α-[[(2-アミノ-4-チアゾリル)[(Z)-メトキシイミノ]アセチル]アミノ]-3-[[[5-(カルボキシメチル)-4-メチル-2-チアゾリル]チオ]メチル]-8-オキソ-5-チア-1-アザビシクロ[4.2.0]オクタ-2-エン-2-カルボン酸(6R,7R)-3-[[(4-メチル-5-カルボキシメチル-2-チアゾリル)チオ]メチル]-7α-[[(2Z)-メトキシイミノ(2-アミノ-4-チアゾリル)アセチル]アミノ]-8-オキソ-5-チア-1-アザビシクロ[4.2.0]オクタ-2-エン-2-カルボン酸(6R,7R)-7-[[(Z)-(2-アミノ-4-チアゾリル)(メトキシイミノ)アセチル]アミノ]-3-[[[5-(カルボキシメチル)-4-メチル-2-チアゾリル]チオ]メチル]-8-オキソ-5-チア-1-アザビシクロ[4.2.0]オクタ-2-エン-2-カルボン酸セホタキサミンセホジジンセホジジム(6R,7R)-7α-[2-(2-アミノ-4-チアゾリル)-2-[(Z)-メトキシイミノ]アセチルアミノ]-3-[[[5-(カルボキシメチル)-4-メチル-2-チアゾリル]チオ]メチル]-8-オキソ-5-チア-1-アザビシクロ[4.2.0]オクタ-2-エン-2-カルボン酸(6R,7R)-7-[(2Z)-2-(2-アミノ-1,3-チアゾール-4-イル)-2-(メトキシイミノ)アセトアミド]-3-({[5-(カルボキシメチル)-4-メチル-1,3-チアゾール-2-イル]スルファニル}メチル)-8-オキソ-5-チア-1-アザビシクロ[4.2.0]オクタ-2-エン-2-カルボン酸FIR-221EstrofanCefodizmeCefodizimCefodizime,CDZMCefodizMe SodiuMSodium cefodizimeCefodizime USP/EP/BPCEFODIZIME FREE ACID
THR-221 FREE ACIDZ31298J4HQS-77-1221-B FREE ACIDDTXSID2022757CHEBI:63214(6R,7R)-3-(((5-(carboxymethyl)-4-methyl-1,3-thiazol-2-yl)sulfanyl)methyl)-7-(((2Z)-1-hydroxy-2-(2-imino-2,3-dihydro-1,3-thiazol-4-yl)-2-(methoxyimino)ethylidene)amino)-8-oxo-5-thia-1-azabicyclo(4.2.0)oct-2-ene-2-carboxylic acid(6R,7R)-3-({[5-(carboxymethyl)-4-methyl-1,3-thiazol-2-yl]sulfanyl}methyl)-7-{[(2Z)-1-hydroxy-2-(2-imino-2,3-dihydro-1,3-thiazol-4-yl)-2-(methoxyimino)ethylidene]amino}-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-methoxyiminoacetyl)amino)-3-((5-(carboxymethyl)-4-methyl-1,3-thiazol-2-yl)sulfanylmethyl)-8-oxo-5-thia-1-azabicyclo(4.2.0)oct-2-ene-2-carboxylic acid

データベース識別子

CAS
69739-16-8
PubChem CID
5361871
DTXSID
DTXSID2022757
ChEMBL
CHEMBL2303613
ChEBI
CHEBI:63214
UNII
Z31298J4HQ
EC Number
700-301-3
Nikkaji
J22.238K

物性

構造計算による物性

XLogP
0.2
極性表面積
304 Ų
水素結合供与体数
4
水素結合受容体数
15
回転可能結合数
10
重原子数
37

実験および物理化学的性質

DrugsPharmaceuticals -> Antibiotics

物理化学的性質

融点
170 °C · >170°C (dec.)
比旋光度
25 · D25 -55.9°
比重(密度)
1.86 · 1.86±0.1 g/cm3(Predicted)
貯蔵温度
-20 °C · -20°C Freezer
溶解性
DMSO（微量）、メタノール（微量、加温）
外見
個体

化学的性質

化学的特性Cefodizime Sodium is a white to light yellowish white crystalline powder. It has no odor or a slightly peculiar odor and has a bitter taste. It is highly soluble in water (around 270g/L) but only sparingly soluble in ethanol or ether.

安全と法規制

危険有害性情報

Regulatory Information · 1 件

REACH registered substance: (6R,7R)-7-{[(2Z)-2-(2-amino-1,3-thiazol-4-yl)-2-(methoxyimino)acetyl]amino}-3-({[5-(carboxymethyl)-4-methyl-1,3-thiazol-2-yl]sulfanyl}methyl)-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid (EC: 700-301-3)

安全データ

risk_code
36/37/38-42/43
hazard_code
Xi
safety_code
22-26-36/37/39

化学と産業

薬理情報

ATC Code · 2 件

J - Antiinfectives for systemic use

QJ - Antiinfectives for systemic use

Mechanism of ActionCefodizime is a cephalosporin antibiotic that is bactericidal by binding PBPs and blocking peptidoglycan synthesis, leading to filamentation or lysis.
MeSH Pharmacological ClassificationSubstances that inhibit the growth or reproduction of BACTERIA.
調製方法 · 1 件

製造方法The synthesis of cefodizime involved the following steps:Dissolve 6.1g of (2-mercapto-4-methylthiazol-5-yl) acetic acid in water and adjust the pH to 6.5 by adding 2 mol/L sodium hydroxide.Heat the solution to 70°C and then add a solution of 12g of cefotaxime in 75ml of water with stirring.Keep stirring the mixture at 70°C for 3 hours while maintaining the pH at 6.5 by adding 2 mol/L sodium hydroxide.Cool the mixture to room temperature and acidify it to pH 2.8.Filter the resulting precipitate and wash it with water.Dry the precipitate under vacuum and in the presence of phosphorus pentoxide.As a result, 10g of cefodizime is obtained.Cefodizime, an aminothiazolylcephalosporin. V. Synthesis and structure-activity relationships in the cefodizime series. DOI: 10.7164/antibiotics.40.29

上流・下流製品情報

下流製品

サプライヤー100 社

北京华美互利生物化工010-56205725 · [email protected]
湖南韵邦生物科技股份有限公司85561037 15386497078 · [email protected]
南通飞宇生物科技有限公司0513-68819626 15152877458 · [email protected]
陕西缔都新材料有限公司81124267 17392282731 · [email protected]
济南百隆化学有限公司[email protected] · [email protected]
補足説明 · 1 件

定義ChEBI: Cefodizime is a cephalosporin compound having 5-(carboxymethyl)-4-methyl-1,3-thiazol-2-yl]sulfanyl}methyl and [2-(2-amino-1,3-thiazol-4-yl)-2-(methoxyimino)acetyl]amino side groups located at positions 3 and 7 respectively. It has a role as an antibacterial drug and an EC 1.14.18.1 (tyrosinase) inhibitor. It is a cephalosporin, a member of 1,3-thiazoles and an oxime O-ether.

関連反応

0 件
反応記録を作成

現在のフィルター条件では反応記録がありません。

化合物ノート

読み込み中…