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91832-40-5 分子结构
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(6R,7R)-7-[(2Z)-2-(2-amino-1,3-thiazol-4-yl)-2-(N-hydroxyimino)acetamido]-3-ethenyl-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid

ChemBase编号:417
分子式:C14H13N5O5S2
平均质量:395.41352
单一同位素质量:395.03581054
SMILES和InChIs

SMILES:
S1[C@H]2N(C(=O)[C@H]2NC(=O)/C(=N\O)/c2nc(sc2)N)C(=C(C1)C=C)C(=O)O
Canonical SMILES:
O/N=C(/c1csc(n1)N)\C(=O)N[C@@H]1C(=O)N2[C@@H]1SCC(=C2C(=O)O)C=C
InChI:
InChI=1S/C14H13N5O5S2/c1-2-5-3-25-12-8(11(21)19(12)9(5)13(22)23)17-10(20)7(18-24)6-4-26-14(15)16-6/h2,4,8,12,24H,1,3H2,(H2,15,16)(H,17,20)(H,22,23)/b18-7-/t8-,12-/m1/s1
InChIKey:
RTXOFQZKPXMALH-GHXIOONMSA-N

引用这个纪录

CBID:417 http://www.chembase.cn/molecule-417.html

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名称和登记号

名称和登记号

名称 登记号
IUPAC标准名
(6R,7R)-7-[(2Z)-2-(2-amino-1,3-thiazol-4-yl)-2-(N-hydroxyimino)acetamido]-3-ethenyl-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid
IUPAC传统名
cefdinir
omnicef
商标名
Cefzon
Omnicef
别名
CFDN
Cefdirnir
Cefdinir
(6R,7R)-7-[[(2Z)-(2-Amino-4-thiazolyl)(hydroxyimino)acetyl]amino]-3-ethenyl-8-oxo--5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic Acid
Omnicef
FK-482
BMY-28488
Cefdinir(Omnicef)
CAS号
91832-40-5
PubChem SID
160963880
46505573
PubChem CID
6915944

数据来源

数据来源

所有数据来源 商品来源 非商品来源

理论计算性质

理论计算性质

JChem ALOGPS 2.1
Acid pKa 1.7439805  质子受体
质子供体 LogD (pH = 5.5) -3.769286 
LogD (pH = 7.4) -4.5017385  Log P -1.6689881 
摩尔折射率 94.3449 cm3 极化性 35.26974 Å3
极化表面积 158.21 Å2 可自由旋转的化学键
里宾斯基五规则 true 
Log P 0.02  LOG S -3.65 
溶解度 8.78e-02 g/l 

分子性质

分子性质

理化性质 安全信息 产品相关信息 生物活性(PubChem)
溶解度
DMF expand 查看数据来源
DMSO expand 查看数据来源
外观
Pale Yellow Solid expand 查看数据来源
熔点
>180°C dec. expand 查看数据来源
疏水性(logP)
-0.2 expand 查看数据来源
保存条件
-20°C expand 查看数据来源
-20°C Freezer expand 查看数据来源
MSDS下载
下载链接 expand 查看数据来源
成盐信息
Free Base expand 查看数据来源
质检报告
下载链接 expand 查看数据来源

详细说明

详细说明

DrugBank DrugBank Selleck Chemicals Selleck Chemicals TRC TRC
DrugBank -  DB00535 external link
Item Information
Drug Groups approved
Description Cefdinir (marketed by Abbott Laboratories under the brand name Omnicef) is a semi-synthetic, broad-spectrum antibiotic in the third generation of the cephalosporin class, proven effective for common bacterial infections of the ear, sinus, throat, and skin. It was approved by the U.S. Food and Drug Administration (FDA) in December of 1997.
Indication For the treatment of the respiratory, skin, soft tissue, and ENT infections caused by H. influenzae (including b-lactamase producing strains), H. parainfluenzae (including b-lactamase producing strains), S. pneumoniae (penicillin-susceptible strains), S. pyogenes, S. aureus (including b-lactamase producing strains), and M. catarrhalis.
Pharmacology Cefdinir is a third generation cephalosporin with a broad spectrum of activity against enteric gram-negative rods. Cefdinir is stable in the presence of some, but not all, b-lactamase enzymes. As a result, many organisms resistant to penicillins and some cephalosporins are susceptible to cefdinir. Cephalosporins work the same way as penicillins: they interfere with the peptidoglycan synthesis of the bacterial wall by inhibiting the final transpeptidation needed for the cross-links. This effect is bactericidal.
Toxicity Information on cefdinir overdosage in humans is not available. In acute rodent toxicity studies, a single oral 5600-mg/kg dose produced no adverse effects. Toxic signs and symptoms following overdosage with other b-lactam antibiotics have included nausea, vomiting, epigastric distress, diarrhea, and convulsions.
Affected Organisms
Enteric gram-negative rods
Biotransformation Cefdinir is not appreciably metabolized. Activity is primarily due to parent drug.
Absorption Maximal plasma cefdinir concentrations occur 2 to 4 hours postdose following capsule or suspension administration. Estimated bioavailability of cefdinir capsules is 21% following administration of a 300 mg capsule dose, and 16% following administration of a 600 mg capsule dose. Estimated absolute bioavailability of cefdinir suspension is 25%. Absorption is reduced by approximately 15% when administered with a high fat meal.
Half Life 1.7 ± 0.6 hours
Protein Binding 60%-70%, binding is independent of concentration.
Elimination Cefdinir is not appreciably metabolized. Cefdinir is eliminated principally via renal excretion with a mean plasma elimination half-life (t?) of 1.7 (±0.6) hours.
Distribution * 0.35±0.29 L/kg [adult subjects]
* 0.67±0.38 L/kg [pediatric subjects (age 6 months to 12 years)]
Clearance * renal cl=2 +/- 1 mL/min/kg [healthy]
References
Yamanaka H, Shimazaki J, Imai K, Sugiyama Y, Shida K: Effect of estrogen administration on activities of testosterone 5alpha-reductase, alkaline phosphatase and arginase in the ventral and the dorsolateral prostates of rats. Endocrinol Jpn. 1975 Aug;22(4):297-302. [Pubmed]
External Links
Wikipedia
RxList
PDRhealth
Drugs.com
Selleck Chemicals -  S1605 external link
Research Area: Infection
Biological Activity:
Cefdinir (Omnicef) is a semi-synthetic, broad-spectrum antibiotic in the third generation of the cephalosporin class, which is proved to be effective for common bacterial infections of the ear, sinus, throat, and skin. It can be used to treat infections caused by several Gram-negative and Gram-positive bacteria. [1]
Toronto Research Chemicals -  C242670 external link
A Cephalosporin antibiotic structurally similar to Cefixime.

参考文献

参考文献

供应商提供 Google Scholar IconGoogle Scholar PubMed iconPubMed Google Books IconGoogle Books
  • Yamanaka H, Shimazaki J, Imai K, Sugiyama Y, Shida K: Effect of estrogen administration on activities of testosterone 5alpha-reductase, alkaline phosphatase and arginase in the ventral and the dorsolateral prostates of rats. Endocrinol Jpn. 1975 Aug;22(4):297-302. Pubmed
  • http://en.wikipedia.org/wiki/Cefdinir
  • Inamoto, Y., et al.: J. Antibiot., 41, 828 (1988)
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专利

专利

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