7-Aminocephalosporanic acid 7-氨基头孢烷酸

CAS 957-68-6 MFCD00005177

化学结构图

957-68-6
SMILES: CC(=O)OCC1=C(C(=O)O)N2C(=O)[C@@H](N)[C@H]2SC1

化学属性

Mol. FormulaH2
Mol. Weight272.28
Density1.6
Melting Point300
TSCANo

别名和识别编码

Chemical Name7-Aminocephalosporanic acid
CAS Number957-68-6
Synonym 7-ACA (7-AMINOCEPHALOSPORANIC ACID) (6R,7R)-7-Amino-3-[(acetyloxy)methyl]-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid 3-[(Acetyloxy)methyl]-7-amino-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid 7b-Amino-3-acetoxymethylcephemcarboxylic acid 7-AMINO CEPHALOSPORIC ACID 7-Amino-3-acetoxymethyl-3-cephem-4-carboxylic acid 7-氨基磷酸 (6r,7s)-3-(acetyloxymethyl)-7-amino-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid (7R)-7-Aminocephalosporanic Acid 3-acetoxymethylen-7-amino-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid 7-AMINOCEPHALOSPORIC ACID (7-ACA) 7-Aminocephalosporanic acid, 95-102% 7-氨基头孢霉烷酸 7-ACA (7R)-3-Acetyloxymethyl-7-aminocepham-3-ene-4-carboxylic acid 7-氨基-3-[(乙酰氧)甲基]-8-氧代-5-硫杂-1-氮杂二环[4,2,0]-2-烯-2-羧酸 5-Thia-1-azabicyclo4.2.0oct-2-ene-2-carboxylic acid, 3-(acetyloxy)methyl-7-amino-8-oxo-, (6R,7R)- 3-(Acetoxymethyl)-7-aminocephem 7-Aminocephalosporanicacid,99% 7-ACA; (6R,7S)-3-(Acetyloxymethyl)-7-amino-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid 7-氨基头孢菌酸 (6R,TRANS)-3-[(ACETYLOXY)METHYL]-7-AMINO-8-OXO-5-THIA-1-AZABICYCLO[4.2.0]-OCT-2-CARBOXYLID ACID 7-Amino 7-AMINOCEPHALOSPORANIC ACID 7-氨基头孢烷酸 7-AMINOCEPHALOSPORANIC ACID (7-ACA) 7-Amino-3-acetoxymethyl-D3-cephem-4-carboxylic acid (6R,7R)-3-[(Acetyloxy)methyl]-7-amino-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic Acid 7-Aminocephalsporanic acid
MDL NumberMFCD00005177
EC Number213-485-0
Beilstein Registry Number622637
PubChem Substance ID441328
Merck Number434
Chemical Name Translation7-氨基头孢烷酸
LabNetwork Molecule IDLN00198097
InChIInChI=1S/C10H12N2O5S/c1-4(13)17-2-5-3-18-9-6(11)8(14)12(9)7(5)10(15)16/h6,9H,2-3,11H2,1H3,(H,15,16)/t6-,9-/m1/s1
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分类

  • {SNA} A - K, Antibacterial, Antibiotics, Antibiotics A to Z, Antibiotics A-F, Biochemicals and Reagents, Chemical Biology, Chemical Structure Class, Chemical Synthesis, Interferes with Cell Wall Synthesis, Mechanism of Action, Others, Penicillins and Cephalosporins (beta-Lactams), Peptide Chemistry, Spectrum of Activity, Unnatural Amino Acid Derivatives
  • {SNA} A - K, Antibacterial, Antibiotics A to Z, Antibiotics A-F, Chemical Biology, Chemical Structure Class, Chemical Synthesis, Interferes with Cell Wall Synthesis, Mechanism of Action,
  • {

产品应用

  • 医药中间体。是许多半合成头孢菌素的起始原料。各种半合成头孢菌素的工业生产，是由发酵制得头孢菌素C。再用化学裂解获得母核7-ACA，然后进行化学改造的途径制取的。

相关文献及参考

  • Matsuda, A., et al.: J. Bacteriol., 169, 5815
  • Merck: 14,434

安全信息

Signal word Danger
GHS Symbol
WGK Germany3
Safety Statements
  • S36/37 Wear suitable protective clothing and gloves 穿戴适当的防护服和手套；
  • S22 Do not breathe dust 不要吸入粉尘；
Risk Statements
  • R36/37/38 Irritating to eyes, respiratory system and skin 对眼睛、呼吸系统和皮肤有刺激性
  • R42/43
Precautionary statements
  • P285 In case of inadequate ventilation wear respiratory protection. 在通风不足的情况下，戴呼吸防护。
  • P261 Avoid breathing dust/fume/gas/mist/vapours/spray. 避免吸入粉尘/烟/气体/烟雾/蒸汽/喷雾。
  • P264 Wash hands thoroughly after handling. 处理后要彻底洗净双手。
  • P501 Dispose of contents/container to..… 处理内容物/容器.....
  • P302+P352+P333+P313+P362+P364
  • P280 Wear protective gloves/protective clothing/eye protection/face protection. 戴防护手套/防护服/眼睛的保护物/面部保护物。
  • P284 Wear respiratory protection.? 佩戴呼吸保护装置。
  • P342+P311
  • P305+P351+P338+P337+P313
  • P304+P341
Hazard statements
  • H315 Causes skin irritation 会刺激皮肤
  • H317 May cause an allergic skin reaction 可能导致皮肤过敏
  • H334 May cause allergy or asthma symptoms or breathing difficulties if inhaled 吸入可能导致过敏或哮喘症状或呼吸困难
Personal Protective Equipment dust mask type N95 (US), Eyeshields, Faceshields, Gloves
Hazard Codes Xn Xn,Xi Xi
Storage condition 储存温度：2-8℃ 储存温度2-8°C 2-8°C

其他信息

  • Acros Organics:7-氨基头孢烷酸 7-Aminocephalosporanic acid, 95-102%(957-68-6)
  • 比旋光度:94 ° (c=0.5, KH2PO4, PH 7)
  • 用途一:用作医药中间体
  • Alfa Aesar:7-氨基头孢菌酸,98% 7-Aminocephalosporanic acid, 98% (dry wt.), may cont. up to 2% water(957-68-6)
  • 下游产品:头孢噻肟酸 --> 头孢噻吩钠 --> 头孢特仑新戊酯
  • 上游原料:五氯化磷 --> 三甲基氯硅烷
  • MSDS 信息:7-ACA(957-68-6).msds
  • MOL 文件:957-68-6.mol
  • 图谱信息:7-氨基头孢烷酸(957-68-6)质谱(MS) 7-氨基头孢烷酸(957-68-6)红外图谱(IR2) 7-氨基头孢烷酸(957-68-6)红外图谱(IR1)
  • 方法一:从半合成头孢菌素的基本原料——头孢菌素C出发，用三甲基氯硅烷酯化，再经五氯化磷氯化、丁醇醚化，最后水解而得。从头孢菌素C钠到7-ACA的收率约50%。
  • Sigma Aldrich:957-68-6(sigmaaldrich)
  • 7-氨基头孢烷酸价格(试剂级):更新日期 产品编号 产品名称 包装 价格 2014/06/02 A1266 7-氨基头孢烷酸 7-Aminocephalosporanic Acid 5G 1110元 2014/06/02 A1266 7-氨基头孢烷酸 7-Aminocephalosporanic Acid 25G 3840元 2010/06/21 184410050 7-氨基头孢烷酸 7-Aminocephalosporanic acid 95-102% 5 GR 1272元
  • TCI Shanghai:7-氨基头孢菌素酸 7-Aminocephalosporanic Acid,>;97.0%(LC)(T)(957-68-6)
  • 用途二:医药中间体。是许多半合成头孢菌素的起始原料。各种半合成头孢菌素的工业生产，是由发酵制得头孢菌素C。再用化学裂解获得母核7-ACA，然后进行化学改造的途径制取的。

系列性分类

  1. Life Science 生命科学
  2. Antibiotics 抗生素
  3. Antibiotics A to Z - Antibiotics
  4. Antibiotics A-F - Antibiotics A to Z
  1. Chemical Synthesis 化学合成
  2. Asymmetric Synthesis 不对称合成
  3. Chiral Building Blocks 手性分子砌块
  4. Heterocyclic Building Blocks - Chiral Building Blocks
  5. Others - Heterocyclic Building Blocks
  1. Life Science 生命科学
  2. Biochemicals and Reagents
  3. Antibiotics
  4. Chemical Structure Class
  5. Nucleosides
  1. Life Science 生命科学
  2. Biochemicals and Reagents
  3. Antibiotics
  4. Mechanism of Action
  5. Interferes with Cell Membrane Permeability (Ionophores)
  1. Life Science 生命科学
  2. Biochemicals and Reagents
  3. Antibiotics
  4. Spectrum of Activity
  5. Antibacterial

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