您当前所在的位置:首页 > 产品中心 > 产品详细信息
26787-78-0 分子结构
点击图片或这里关闭

(2S,5R,6R)-6-[(2R)-2-amino-2-(4-hydroxyphenyl)acetamido]-3,3-dimethyl-7-oxo-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylic acid

ChemBase编号:931
分子式:C16H19N3O5S
平均质量:365.40416
单一同位素质量:365.10454172
SMILES和InChIs

SMILES:
S1[C@H]2N([C@H](C1(C)C)C(=O)O)C(=O)[C@H]2NC(=O)[C@H](N)c1ccc(O)cc1
Canonical SMILES:
O=C([C@@H](c1ccc(cc1)O)N)N[C@@H]1C(=O)N2[C@@H]1SC([C@@H]2C(=O)O)(C)C
InChI:
InChI=1S/C16H19N3O5S/c1-16(2)11(15(23)24)19-13(22)10(14(19)25-16)18-12(21)9(17)7-3-5-8(20)6-4-7/h3-6,9-11,14,20H,17H2,1-2H3,(H,18,21)(H,23,24)/t9-,10-,11+,14-/m1/s1
InChIKey:
LSQZJLSUYDQPKJ-NJBDSQKTSA-N

引用这个纪录

CBID:931 http://www.chembase.cn/molecule-931.html

Collapse All Expand All

名称和登记号

名称和登记号

名称 登记号
IUPAC标准名
(2S,5R,6R)-6-[(2R)-2-amino-2-(4-hydroxyphenyl)acetamido]-3,3-dimethyl-7-oxo-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylic acid
IUPAC传统名
amoxicillin
商标名
Imacillin
Lamoxy
Metafarma capsules
Metifarma capsules
Moxacin
Moxal
Ospamox
Pamoxicillin
Piramox
Polymox
Robamox
Sawamox PM
Sumox
Tolodina
Trimox
Unicillin
Utimox
Vetramox
Wymox
Zimox
AMPC
Actimoxi
Amoclen
Amolin
Amopen
Amopenixin
Amoxi
Amoxi-Mast
Amoxibiotic
Amoxiden
Amoxil
Amoxivet
Anemolin
Aspenil
Biomox
Bristamox
Cemoxin
Clamoxyl
Delacillin
Dispermox
Efpenix
Flemoxin
Hiconcil
Histocillin
Ibiamox
Actimoxi, Alphamox, Amocla,Tycil, Amoxil, Trimox, among others
别名
阿莫西林
Amoxicillin
Amoxicilina [INN-Spanish]
Amoxicillin anhydrous
Amoxicillin Trihydrate
Amoxicilline [INN-French]
Amoxicillinum [INN-Latin]
AMC
Amoxycillin Trihydrate
Amoxycillin
D-Amoxicillin
p-Hydroxyampicillin
Amoxicillin
(2S,5R,6R)-6-[[(2R)-2-Amino-2-(4-hydroxyphenyl)acetyl]amino]-3,3-dimethyl-7-oxo-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylic Acid-d4
AMPC-d4
Amoxycillin-d4
Helvamox-d4
Pasetocin-d4
Penimox-d4
Zamocillin-d4
Amoxicillin-d4
(2S,5R,6R)-6-[[(2R)-2-Amino-2-(4-hydroxyphenyl)acetyl]amino]-3,3-dimethyl-7-oxo-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylic Acid
Amoxillat
Ardine
Helvamox
Pasetocin
Penimox
Zamocillin
Amoxicillin Trihydrate
AMPC
Amolin
Amoxi
(2S,5R,6R)-6-[(2R)-2-amino-2-(4-hydroxyphenyl)acetamido]-3,3-dimethyl-7-oxo-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylic acid
CAS号
26787-78-0
61336-70-7
EC号
248-003-8
MDL号
MFCD00056860
Beilstein号
7507120
PubChem SID
46507578
160964394
PubChem CID
33613
CHEBI ID
2676
ATC码
J01CA04
QG51AA03
CHEMBL
1082
Chemspider ID
31006
DrugBank ID
DB01060
KEGG ID
D07452
美国药典/FDA物质标识码
9EM05410Q9
维基百科标题
Amoxicillin
Medline Plus
a685001

理论计算性质

理论计算性质

JChem ALOGPS 2.1
Acid pKa 3.2314606  质子受体
质子供体 LogD (pH = 5.5) -2.3092988 
LogD (pH = 7.4) -2.5697672  Log P -2.3101761 
摩尔折射率 89.5044 cm3 极化性 35.524654 Å3
极化表面积 132.96 Å2 可自由旋转的化学键
里宾斯基五规则 true 
Log P 0.75  LOG S -2.58 
溶解度 9.58e-01 g/l 

分子性质

分子性质

理化性质 安全信息 药理学性质 产品相关信息 生物活性(PubChem)
溶解度
3430 mg/L expand 查看数据来源
Do you have solubility information on this product that you would like to share? expand 查看数据来源
Water expand 查看数据来源
外观
Off-White to Pale Yellow Solid expand 查看数据来源
White to Off-White Solid expand 查看数据来源
熔点
>200°C (dec.) expand 查看数据来源
209-210°C expand 查看数据来源
疏水性(logP)
0 expand 查看数据来源
-1.872 expand 查看数据来源
保存条件
-20°C Freezer expand 查看数据来源
-20°C Freezer, Under Inert Atmosphere expand 查看数据来源
2-8°C expand 查看数据来源
RTECS编号
XH8300000 expand 查看数据来源
欧盟危险性物质标志
有害性(Harmful) 有害性(Harmful) (Xn) expand 查看数据来源
MSDS下载
下载链接 expand 查看数据来源
下载链接 expand 查看数据来源
下载链接 expand 查看数据来源
德国WGK号
2 expand 查看数据来源
危险公开号
42/43 expand 查看数据来源
安全公开号
22-36/37 expand 查看数据来源
GHS危险品标识
GHS08 expand 查看数据来源
GHS警示词
Danger expand 查看数据来源
GHS危险声明
H317-H334 expand 查看数据来源
GHS警示性声明
P261-P280-P342 + P311 expand 查看数据来源
个人保护装置
dust mask type N95 (US), Eyeshields, Faceshields, Gloves expand 查看数据来源
保存温度
2-8°C expand 查看数据来源
给药途径
Oral, intravenous expand 查看数据来源
生物利用度
95% oral expand 查看数据来源
排泄
renal expand 查看数据来源
半衰期
61.3 minutes expand 查看数据来源
代谢
less than 30% biotransformed in liver expand 查看数据来源
法定药品分级
POM (UK) expand 查看数据来源
Rx-only (US) expand 查看数据来源
妊娠期药物分类
A (Australia) expand 查看数据来源
B (US) expand 查看数据来源
纯度
≥97.0% (dried material, NT) expand 查看数据来源
95% expand 查看数据来源
药效
≥900 μg per mg expand 查看数据来源
质检报告
下载链接 expand 查看数据来源
下载链接 expand 查看数据来源
杂质
~15% water expand 查看数据来源
Empirical Formula (Hill Notation)
C16H19N3O5S expand 查看数据来源

详细说明

详细说明

MP Biomedicals MP Biomedicals DrugBank DrugBank Wikipedia Wikipedia Sigma Aldrich Sigma Aldrich TRC TRC
MP Biomedicals -  02190145 external link
Crystalline
DrugBank -  DB01060 external link
Item Information
Drug Groups approved
Description A broad-spectrum semisynthetic antibiotic similar to ampicillin except that its resistance to gastric acid permits higher serum levels with oral administration. Amoxicillin is commonly prescribed with clauvanic acid (a beta lactamase inhibitor) as it is susceptible to beta-lacatamase degradation. [PubChem]
Indication For the treatment of infections of the ear, nose, and throat, the genitourinary tract, the skin and skin structure, and the lower respiratory tract due to susceptible (only b-lactamase-negative) strains of Streptococcus spp. (a- and b-hemolytic strains only), S. pneumoniae, Staphylococcus spp., H. influenzae, E. coli, P. mirabilis, or E. faecalis. Also for the treatment of acute, uncomplicated gonorrhea (ano-genital and urethral infections) due to N. gonorrhoeae (males and females).
Pharmacology Amoxicillin is a moderate-spectrum antibiotic active against a wide range of Gram-positive, and a limited range of Gram-negative organisms. It is usually the drug of choice within the class because it is better absorbed, following oral administration, than other beta-lactam antibiotics. Amoxicillin is susceptible to degradation by β-lactamase-producing bacteria, and so may be given with clavulanic acid to increase its susceptability. The incidence of β-lactamase-producing resistant organisms, including E. coli, appears to be increasing. Amoxicillin is sometimes combined with clavulanic acid, a β-lactamase inhibitor, to increase the spectrum of action against Gram-negative organisms, and to overcome bacterial antibiotic resistance mediated through β-lactamase production.
Toxicity Serious toxicity is unlikely following large doses of amoxicillin. Acute ingestion of large doses of amoxicillin may cause nausea, vomiting, diarrhea and abdominal pain. Acute oliguric renal failure and hematuria may occur following large doses.
Affected Organisms
Enteric bacteria and other eubacteria
Biotransformation Hepatic metabolism accounts for less than 30% of the biotransformation of most penicillins
Absorption Rapidly absorbed after oral administration.
Half Life 61.3 minutes
Protein Binding In blood serum, amoxicillin is approximately 20% protein-bound
Elimination Most of the amoxicillin is excreted unchanged in the urine; its excretion can be delayed by concurrent administration of probenecid.
References
Drawz SM, Bonomo RA: Three decades of beta-lactamase inhibitors. Clin Microbiol Rev. 2010 Jan;23(1):160-201. [Pubmed]
External Links
Wikipedia
RxList
Drugs.com
Sigma Aldrich -  A8523 external link
Application
Do you have application information on this product that you would like to share?
Amoxicillin is a moderate-spectrum, β-lactam antibiotic . Amoxicillin is one of the most common antibiotics prescribed for children. It is used to study the oxygen dependent antimicrobial systems of polymorphonuclear leukocytes (PMNLs), the risk of resistance development in Helicobacter pylor, and various dosing strategies against Streptococcus pneumoniae and Pneumococcal pneumonia 1,2,3,4. It is also used to study the synthesis of bacterial cell walls at the level of peptidoglycan polymer chain cross-linking involving bacterial transpeptidase.
Amoxicillin is used to study the synthesis of bacterial cell walls at the level of peptidoglycan polymer chain cross-linking involving bacterial transpeptidase.
Biochem/physiol Actions
Amoxicillin inhibits the synthesis of bacterial cell walls. It inhibits cross-linkage between the linear peptidoglycan polymer chains that make up a major component of the cell walls of both Gram-positive and Gram-negative bacteria.
Toronto Research Chemicals -  A634238 external link
Labelled semi-synthetic antibiotic related to Penicillin. Antibacterial.
Toronto Research Chemicals -  A634235 external link
Semi-synthetic antibiotic related to Penicillin. Antibacterial.

参考文献

参考文献

供应商提供 Google Scholar IconGoogle Scholar PubMed iconPubMed Google Books IconGoogle Books
  • Drawz SM, Bonomo RA: Three decades of beta-lactamase inhibitors. Clin Microbiol Rev. 2010 Jan;23(1):160-201. Pubmed
  • Brogden, R.N., et al.: Drugs, 18, 169 (1979)
  • Bird, A.E., et al.: Anal. Profiles Drug Subs. Excip., 23, 1 (1979)
  • Brogden, R.N., et al.: Drugs, 18, 169 (1979)
  • Bird, A.E., et al.: Anal. Profiles Drug Subs. Excip., 23, 1 (1979)
正在搜索,请耐心等待...(如果遇到网页错误或者长时间没有结果,请刷新页面[F5])

专利

专利

PubChem iconPubChem Patent Google Patent Search IconGoogle Patent

互联网资源

互联网资源

百度图标百度 google iconGoogle