Carbapenems
Intermediates of Carbapenems 培南类抗生素中间体
1. Introduction 产品介绍
4-AA
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Name: 4-AA |
名称：4-AA |
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Chemical Name: (3S,4R)-4-Acetoxy-3-[(R)-1-(tert-butyldimethylsilyloxy)ethyl]azetidin-2-one |
化学名：4-乙酰氧基氮杂环丁酮，4-乙酰氧基-3-[1-(叔丁基二甲基硅氧基)乙基]氮杂环丁酮 |
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CAS NO.: 76855-69-1 |
CAS：76855-69-1 |
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Molecular Formula: C13H25NO4Si |
分子式：C13H25NO4Si |
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Molecular Weight: 287.43 |
分子量：287.43 |
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Structure: |
结构： |
Specification
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Item |
Specification |
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Appearance |
White or almost white Crystalline powder |
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Identification (IR) |
Corresponding to Reference Spectrum |
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Identification (HPLC) |
Corresponding to Reference Retention Time |
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Assay (HPLC) |
98.5% min |
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Optical purity |
99.0% (ee) min |
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Water content |
0.20% max |
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Specific Rotation |
+48° ~ +55° |
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Melting Point |
103～ |
4-AA is the mother nucleus of all carbapenem antibiotics,
4-AA是所有培南类的母核，是合成培南类药物的必需原料，培南类药物市场份额的逐步扩大，必将带动4-AA的市场需求的大幅度增长。
4BMA
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Name: 4BMA |
名称：4BMA |
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Chemical Name: (3s,4s)-3-((r)-(tert-butyldimethyl-silyloxy)ethyl)-4((r)-carboxyethyl)-2-azetidinone |
化学名：(3S,4S)-3-((R)-1-(叔丁基二甲基硅氧基)乙基)-4((R)-1-甲酰乙基)-2-氮杂环丁酮 |
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CAS NO.: 90776-58-2 |
CAS：90776-58-2 |
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Molecular Formula: C14H27NO4Si |
分子式：C14H27NO4Si |
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Molecular Weight: 301.45818 |
分子量：301.45818 |
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Structure: |
结构： |
Specification
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Item |
Specification |
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Appearance |
White crystalline power |
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Identification |
IR |
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Assay （B+A） |
≥98.0% |
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B-4BMA |
≥98.0% |
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A-4BMA |
≤0.50% |
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Moisture |
≤0.20% |
MAP
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Name: MAP |
名称：MAP |
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Chemical Name: p-nitrobenzyl (4r,5s,6s)-3-(diphenyloxy)phosphoryloxy-6-((1r)-1-hydroxyethyl)-4-methyl-7-oxo-1-azabicyclo(3,2,0)hept-2-ene-2-carboxylate |
化学名：[4R-[4a,5b,6b(R*)]]-3-二苯基磷酰氧基-6-(1-羟基乙基)-4-甲基-7-氧代-1-氮杂双环[3.2.0]庚-2-烯-2-羧酸对硝基苄酯 |
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CAS NO.: 90776-59-3 |
CAS：90776-59-3 |
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Molecular Formula: C29H27N2O10P |
分子式：C29H27N2O10P |
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Molecular Weight: 594.52 |
分子量：594.52 |
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Structure: |
结构： |
Specification:
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Item |
Specification |
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Appearance |
White or almost white crystalline powder |
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Identification |
IR |
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Specific Rotation ([α]25D 1%ACN) |
+52.0°~ +60.0° |
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Loss on drying |
0.50% max |
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Assay |
98.0% - 102.0% |
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Purity |
99.0% min |
Protected Meropenem
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Name: Protected Meropenem |
名称：保护美罗培南 |
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Chemical Name: 4-nitrobenzyl (5s,6s)-3-(((3s,5s)-5-((dimethylamino)carbonyl)-1-{((4-nitrobenzyl)oxy)carbonyl}pyrrolidinyl)sulfanyl)-6-((1r)-1-hydroxyethyl)-4-methyl-7-oxo-1-azabicyclo(3.2.0)hept-2-ene-2-carboxylate |
化学名：(4R,5S,6S)-3-[[(3S,5S)-5-[(二甲基氨基)甲酰基-1-[[(4-硝基苄基)氧]羰基]-3-吡咯烷基]硫]-6-[(1R)-1-羟乙基]-4-甲基-7-氧代-1-氮杂双环[3.2.0]庚-2-烯-2-羧酸 4-硝基苄基酯 |
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CAS NO.: 96036-02-1 |
CAS：96036-02-1 |
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Molecular Formula: C32H35N5O11S |
分子式：C32H35N5O11S |
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Molecular Weight: 697.7168 |
分子量：697.7168 |
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Structure: |
结构： |
Specification:
|
Item |
Specification |
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Appearance |
Almost white or yellowish powder |
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Purity |
98.0% min |
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Loss on drying |
0.5% max |
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Residue on ignition |
0.5% max |
Meropenem Side Chain
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Name: Meropenem Side Chain |
名称：美罗培南侧链 |
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Chemical Name: (2S,4S)-2-(Dimethylaminocarbonyl)-4-mercapto-1-(p-nitrobenzyloxycarbonyl)-1-pyrrolidine |
化学名：(2S,4S)-2-(二甲基氨基甲酰)-4-巯基-1-(对硝基苄氧基甲酰)-1-吡咯烷 |
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CAS NO.: 96034-64-9 |
CAS：96034-64-9 |
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Molecular Formula: C15H19N3O5S |
分子式：C15H19N3O5S |
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Molecular Weight: 353.39296 |
分子量：353.39296 |
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Structure: |
结构： |
Specification:
|
Item |
Specification |
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Appearance |
Almost white or yellowish crystalline powder |
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Assay (HPLC) |
98.0% min |
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Identification |
IR |
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Specific Rotation |
+8.0° ~ +10.0° |
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Loss on drying |
0.5% max |
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Residue on ignition |
0.2% max |
2. PATENT 专利
Our company earned the Patent Of 4-AA.
仕浪拥有4AA合成工艺专利
3. R&D 研发
We co-operate with China Pharmaceutical University，Nanjing University，Nanjing University of Technology and other pharmaceutical institutes in China.
We cooperate with a famous institute in Italy to research 4AA.
仕浪与中国药科大学，南京大学，南京工业大学以及许多国内外知名的药物研发机构有着密切的合作
4. Scale优势
We have been producing 4AA in mass for many years, and specialized in Carbapenems.
Our technology is in leading position in China.
We manufacture the products according to ISO and GMP items.
仕浪是国内少数几家掌握4AA大规模生产工艺的公司之一，所有的生产单元均严格按照GMP标准建成，并且通过了ISO质量管理体系认证
API of Carbapenem 培南类抗生素原料药
1. Introduction 产品介绍
Meropenem (Pure & Mixture Powder)
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Name: Meropenem |
名称：美罗培南 |
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Chemical Name: 3-[5-(dimethylcarbamoyl) pyrrolidin-2-yl] sulfanyl-6- (1-hydroxyethyl)-4-methyl-7-oxo- 1-azabicyclo[3.2.0] hept-2-ene-2-carboxylic acid |
化学名：3-[[5-[(二甲氨基)羰基]-3-吡咯烷基]硫代]-6-(1-羟乙基)-4-甲基-7-氧代-1-氮杂双环[3,2,0]庚-2-烯-2-羧酸 |
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CAS NO.: 9 |
CAS：9 |
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Molecular Formula: C17H25N3O5S |
分子式：C17H25N3O5S |
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Molecular Weight: 383.46 |
分子量：383.46 |
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Quality Standard: USP30 |
质量标准：USP30 |
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Capacity: 400kg/month |
产能：400公斤/月 |
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Structure: |
结构： |
Meropenem Pure Powder Specification:
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Item |
Specification |
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Assay (on anhydrous basis) |
98.0% --101.0% |
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Appearance |
Almost White to yellowish Crystalline Powder |
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Identification |
Meets thr requirements |
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Specific rotation |
-17.0— -21.0 |
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PH |
4.0-6.0 |
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Limit of acetone |
0.05% max |
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Moisture |
11.4%-13.4% |
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Residue on ignition |
0.10%max |
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Heavy metal |
10ppm max |
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Bacterial endotoxins |
Meets thr requirements |
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Sterility |
Meets thr requirements |
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Related substance |
Any of two major impurities |
0.3% max |
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Other impurity |
Single |
0.1% max |
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Sum |
0.3%max |
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Meropenem Mixture Powder Specification:
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Item |
Specification |
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Appearance |
White or off-white powder |
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Identification |
Meets the requirements |
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PH |
7.3~8.3 |
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Loss on drying |
9.0%~12.0% |
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Uniformity of dosage units |
Meets the requirements |
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Bacterial endotoxinsunder |
≤0.125EU/mg |
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Sterility |
Meets the requirements |
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Content of sodium |
5.3%~8.0% |
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Assay (C17H25N3O5S) On anhydrous basis |
≥76.0% |
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Particulate Matter |
|
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≥10um |
≤6000pc/g |
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≥25um |
≤600pc/g |
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Chromatographic purity |
|
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RRT(0.45) |
≤0.80% |
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RRT(1.90) |
≤0.60% |
Introduction:
Meropenem, one of carbapenem antibiotics,was firstly invented by Sumitomo Corporation of Japanese,and launched on the market in Japan.Meropenem has a very wild antibiogram,which is another important kind of antibiotics after Imipenem and Panipenem,and can be used in curing many different kinds of infections.
美罗培南介绍：
美罗培南（Meropenem）属于培南类抗生素，最先由日本住友株式会社开发，并于1951年在日本上市。美罗培南具有非常广泛的抗菌活性，是继亚胺培南和帕尼培南之后的又一重要的抗生素种类，可用于治疗多种不同的感染。
Uses:
Meropenem can cure infections occurred by sensitive bacteria:
meningitis
septicaemia
urogenital system infections
respiratory system infections
soft tissue of skin infections
gynecologic contagious disease
用途:
适用于敏感菌所致的感染，如：
脑膜炎
败血症
泌尿系统感染
呼吸系统感染
皮肤软组织感染
妇科感染性疾病
Marketing advantages of Meropenem 美罗培南的市场优势：
1. Broad clinical uses广泛的临床应用
The proportion of clinical uses of Meropenem is 40.02%,top of other carbapenem antibiotics
美罗培南的临床应用比例达40.02%，高居培南类抗菌药物榜首。
2. Comparision of main carbapenem antibiotics主要培南类抗菌药的比较
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亚胺培南/西司他丁（Imipenem/Cilastatin） |
Easily be hydrolyzed by DHP-1,and should accompany with Cilastatin in clinical uses; Strong side effect of central nervous system; Has been recorded in Catelogue of State Basic Drugs and Catelogue of State Basic Medical Insurance 易被肾脱氢肽酶Ⅰ水解, 需要与肾脱氢肽酶Ⅰ抑制剂西司他丁1：1合用; 中枢神经系统严重不良反应较大; 进入国家基本药物名录和国家基本医疗保险目录 |
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帕尼培南/倍他米隆（panipenem/betamipron） |
Easily be hydrolyzed by DHP-1,and should accompany with Betamipron in clinical uses 对肾脱氢肽酶Ⅰ也不稳定，需要与倍他米隆合用以降低肾毒性 |
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美罗培南(Meropenem) |
Be stable when act with DHP-1,can be used alone; Anti-Enterobacteriaceae activity is higher than Imipenem; The activity of counter Pseudomonas aeruginosa is higher than Imipenem and panipenem; Has entered The catalogue of State Basic Drugs 对肾脱氢肽酶Ⅰ也稳定，可单独使用; 对肠杆菌科细菌的抗菌活性是亚胺培南的2～16倍，对铜绿假单胞菌的抗菌活性是亚胺培南的2～4倍，同时也高于帕尼培南的抗菌活性; 进入国家基本药物名录 |
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厄他培南(Ertapenem) |
Long time of action,but has no antibiotical activity against Pseudomonas aeruginosa; 作用时间长，但是临床用量下对铜绿假单胞菌无抗菌活性; 主要用于腹腔感染、皮肤和皮下组织感染、急性盆腔感染、复杂尿路感染、社区获得性肺炎以及无并发骨髓炎的糖尿病足感染等 |
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比阿培南(Biapenem) |
The activity of inhibit Bacillus pyocyaneus and anaerobe is 2-4 times higher than Imipenem; The activity of inhibit insecticide tolerance Bacillus pyocyaneus is 4-8 times than Meropenem; The domestic market is under developing and has a higher price 抑制绿脓杆菌和厌氧菌的活性比亚胺培南（Imipenem）强2～4倍，抑制耐药绿脓杆菌活性比美罗培南（Meropenem）强4～8倍; 但是国内市场尚在培育中，价格较高 |
Advantages of SHILANG in Meropenem 优势
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1. Mature technology, own synthetic technology for Meropenem |
1. 成熟的美罗培南合成技术 |
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2. Perfect quality, specifications strictly comply with EP6.0 & BP2008 |
2. 质量保证，所有指标严格符合欧洲药典和英国药典要求 |
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3. Strong R & D ability, 90% of our R & D team are ph.D |
3. 强大的科研实力，科研开发团队基本由博士组成 |
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4. Keen price, because we do not have bank debts |
4. 极具竞争力的价格，公司无银行负债 |
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5. GMP standard workshop |
5. GMP标准的车间 |
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6. Big group in China, good credit standing |
6. 集团公司，良好的信用度 |
Imipenem
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Name: Imipenem |
名称：亚胺培南 |
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Chemical Name: (5R,6S)-6-[(1R)-1-Hydroxyethyl]-3-[[2-[(iminomethyl)amino]ethyl]thio]-7-oxo-1-azabicyclo[3.2.0]hept-2-ene-2-carboxylic acid monohydrate |
化学名：(5R,6S)-6-[(1R)-1-羟乙基]-3-[[2-[(亚氨甲基)氨基]乙基]硫]-7-氧代-1-氮杂双环[3.2.0]庚-2-烯-2-羧酸 |
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CAS NO.: 74431-23-5 |
CAS：74431-23-5 |
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Molecular Formula: C12H17N3O4S.H2O |
分子式：C12H17N3O4S.H2O |
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Molecular Weight: 317.36 |
分子量：317.36 |
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Structure: |
结构： |
Biapenem
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Name: Biapenem |
名称：比阿培南 |
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Chemical Name: 6-[[(4R,5S,6S)-2-Carboxy-6-[(1R)-1-hydroxyethyl]-4-methyl-7-oxo-1-azabicyclo[3.2.0]hept-2-en-3-yl]thio]-6,7-dihydro-5H-pyrazolo[1,2-a][1,2,4]triazol-4-ium inner salt |
化学名：6-[[(4R,5S,6S)-2-羧基-6-((1R)-1-羟乙基)-4-甲基-7-氧代-1-氮杂双环[3.2.0]庚-2-烯-3-基]硫]-6,7-双氢-5H-哌唑酮[1,2-a][1,2,4]三氮杂-4-内盐 |
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CAS NO.: 120410-24-4 |
CAS：120410-24-4 |
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Molecular Formula: C15H18N4O4S |
分子式：C15H18N4O4S |
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Molecular Weight: 350.39 |
分子量：350.39 |
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Structure: |
结构： |
Faropenem sodium
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Name: Faropenem sodium |
名称：法罗培南钠 |
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Chemical Name: (5R-(3(R*),5-alpha,6-alpha(R*)))-6-(1-Hydroxyethyl)-7-oxo-3- (tetrahydro-2-furanyl)-4-thia-1-azabicyclo(3.2.0) hept-2-ene-2-carboxylic acid monosodium salt |
化学名：(+)-(5R,6S)-6-[(R)-1-羟基乙基]-7-氧代-3-[(R)-2-四氢呋喃基]-4-硫杂-1-氮杂双环[3.2.0]庚-2-烯-2-羧酸钠 |
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CAS NO.: 122547-49-3 |
CAS：122547-49-3 |
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Molecular Formula: C12H14NNaO5S |
分子式：C12H14NNaO5S |
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Molecular Weight: 307.30 |
分子量：307.30 |
|
Structure: |
结构： |
Panipenem
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Name: Panipenem |
名称：帕尼培南 |
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Chemical Name: (5R,6S)-2-[1-Acetamidoylpyrrolidin-3(S)-ylthio]-6-[1(R)-hydroxyethyl]-2-carbapenem-3-carboxylic acid |
化学名：(5R,6S)-2-[1-乙酰氨基吡咯烷-3(S)-硫]-6-[1(R)-羟乙基]-2-碳青霉烯-3-羧酸 |
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CAS NO.: 87726-17-8 |
CAS：87726-17-8 |
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Molecular Formula: C15H21N3O4S |
分子式：C15H21N3O4S |
|
Molecular Weight: |
分子量： |
|
Structure: 339.41 |
结构：339.41 |
Ertapenem
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Name: Ertapenem |
名称：厄他培南 |
|
Chemical Name: (4R,5R,6S)-3-[(3S,5S)-5-[(3-Carboxyphenyl)carbamoyl]pyrrolidin-3-yl]sulfanyl-6-(1-hydroxyethyl)-4-methyl-7-oxo-1-azabicyclo[3.2.0]hept-2-ene-2-carboxylic acid |
化学名：(4R,5R,6S)-3-[(3S,5S)-5-[(3-羧基苯基)氨基甲酰基]吡咯烷-3-基]硫-6-(1-羟乙基)-4-甲基-7-氧代-1-氮杂双环[3.2.0]庚-2-烯-2-甲酸 |
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CAS NO.: 153832-46-3 |
CAS：153832-46-3 |
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Molecular Formula: C22H25N3O7S |
分子式：C22H25N3O7S |
|
Molecular Weight: 475.52 |
分子量：475.52 |
|
Structure: |
结构： |
