Isatoic anhydride 靛红酸酐

CAS 118-48-9 MFCD00006700

化学结构图

118-48-9
SMILES: O=c1[nH]c2ccccc2c(=O)o1

化学属性

Mol. FormulaC8H5NO3
Mol. Weight163.13
Density1.520
Vapor Density5.6 (vs air)
Melting Point233°C
Flash Point308°C
TSCAYes
Solubility分解
Boiling Point290.19 °C at 760 mmHg

别名和识别编码

Chemical NameIsatoic anhydride
CAS Number118-48-9
Synonym Isatoic anhydride {LY} Isatoic anhydride {} {LY} Isatoic anhydride {} {} {LY} Isatoic anhydride {} {} {} {LY} Isatoic anhydride {} {} {} {} {LY} Isatoic anhydride {} {} {} {} {} {LY} Isatoic anhydride {} {} {} {} {} {} { {} {} {} {} {} {} {LY} Isatoic anhydride {} {} {} {} {} {} {} {LY} Isatoic anhydride {} {} {} {} {} {} {} {} {LY} Isatoic anhydride {} {} {} {} {} {} {} {} {} {LY} Isatoic anhydride {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {LY} Isatoic anhydride {} {} {} {} {} {} {} {} {} {} {} {LY} Isatoic anhydride {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {LY} Isatoic anhydride {} {} {} {} {} {} {} {} {} {} {} {} {} { {} {} {} {} {} {} {} {} {} {} {} {} {} {LY} Isatoic anhydride {} {} {} {} {} {} {} {} {} {} {} {} {} {} { {} {} {} {} {} {} {} {} {} {} {} {} {} {} {LY} Isatoic anhydride {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {LY} Isatoic anhydride {} {} {}
EC Number204-255-0
Beilstein Registry Number136786
MDL NumberMFCD00006700
PubChem Substance ID8359
Reaxys-RN136786
Chemical Name Translation靛红酸酐
Wiswesser Line NotationT66 BMVOVJ
LabNetwork Molecule IDLN00239602
InChIInChI=1S/C8H5NO3/c10-7-5-3-1-2-4-6(5)9-8(11)12-7/h1-4H,(H,9,11)
Canonical SMILESO=C1OC(C2=C(N1)C=CC=C2)=O
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分类

  • {uni_hamburg} no charge; oxygen heterocycle; nitrogen heterocycle; carbocycle; aromatic; large ring; fused rings; 6ring; 10ring; carbamate; ester; lactone; 1fragment
  • {SNA} Anhydride Monomers, Materials Science, Monomers, Polymer Science
  • Heterocycles
  • {SNA} Anhydride Monomers, Monomers, Polymer Science, 材料科学
  • {SA} Building Blocks, Carbonyl Compounds, Carboxylic Acid Anhydrides, Chemical Synthesis, Organic Building Blocks
  • Pharmaceuticals
  • Inhibitors
  • Intermediates & Fine Chemicals
  • Aromatics

产品应用

  • Isatoic anhydride is a potent inactivator of ?-chymotrypsin and inactivates stoichiometrically. Isatoic Anhydride is an important compound in the preparation of serine protease inhibitors.

相关文献及参考

  • Short: III/20a
  • Short: III/35E
  • Moorman, A.J. et al.: J. AM. Chem. Soc., 104, 6785 (1982); Shinogi, M. et al.: J. Pharmac. Sci., 74, 782 (1985); Khiav, B. et al.: Int. Arch. Allergy Immunol., 113, 291 (1997);
  • Susceptible to nucleophilic attack, normally at the "acid" 4-carbon. More hindered nucleophiles attack at the "carbamate" 2-carbon. In the presence of DMAP, attack is directed to C-4, giving anthranilic acid derivatives: Synthesis, 266 (1982). For reviews of the chemistry of isatoic anhydrides, including reactions with a wide range of nucleophiles and the formation of a variety of heterocyclic systems, see: Synthesis, 505 (1980); Adv. Heterocycl Chem., 28, 127 (1981).

安全信息

Signal word
GHS Symbol
WGK Germany1
Safety Statements
Risk Statements
  • R36 Irritating to eyes 刺激眼睛
  • R43 May cause sensitisation by skin contact 皮肤接触会产生过敏反应
Precautionary statements
  • 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。
  • P272 Contaminated work clothing should not be allowed out of the workplace. 污染的工作服不得带出工作场所。
  • 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。
  • P302+P350
  • P302+P352
  • P302+P352+P333+P313+P362+P364
  • P305+P351+P338
  • P305+P351+P338+P337+P313
  • P321 Specific treatment (see … on this label). 具体治疗（见本标签上的）。
  • P333+P313
  • P337+P313
  • P363 Wash contaminated clothing before reuse. 被污染的衣服洗净后方可重新使用。
  • P501 Dispose of contents/container to..… 处理内容物/容器.....
Hazard statements
  • H317 May cause an allergic skin reaction 可能导致皮肤过敏
  • H319 Causes serious eye irritation 严重刺激眼睛
Personal Protective Equipment dust mask type N95 (US), Eyeshields, Faceshields, Gloves
RTECSDM3100000
Storage condition Store at room temperature {LY} Store at room temperature {} {LY} Store at room temperature {} {} {LY} Store at room temperature {} {} {} {LY} Store at room temperature {} {} {} {} {LY} Store at room temperature {} {} {} {} {} {LY} Store at room temperature {} {} {} {} {} {} {LY} Store at room temperature {} {} {} {} {} {} {} {} {} {} {} {} {} {} {LY} Store at room temperature {} {} {} {} {} {} {} {} {LY} Store at room temperature {} {} {} {} {} {} {} {} {} {LY} Store at room temperature {} {} {} {} {} {} {} {} {} {} {LY} Store at room temperature {} {} {} {} {} {} {} {} {} {} {} {LY} Store at room temperature {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {LY} Store at room temperature {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {LY} Store at room temperature {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {LY} Store at room temperature {} {} {} {} {} {} {} {} {} {}
Hazard Codes Xi 
TYPE OF TEST            : TDLo - Lowest published toxic dose
ROUTE OF EXPOSURE       : Oral
SPECIES OBSERVED        : Rodent - mouse
DOSE                    : 34800 mg/kg
SEX/DURATION            : male 8 day(s) pre-mating
                          female 21 day(s) pre-mating
TOXIC EFFECTS :
   Reproductive - Fertility - female fertility index (e.g. # females pregnant
   per # sperm positive females; # females pregnant per # females mated)
REFERENCE :
   MPHEAE Medicina et Pharmacologia Experimentalis.  (Basel, Switzerland)
   V.12-17, 1965-67.  For publisher information, see PHMGBN.
   Volume(issue)/page/year: 15,7,1966

其他信息

  • 靛红酸酐价格(试剂级):更新日期 产品编号 产品名称 包装 价格 2011/04/16 I0081 靛红酸酐 Isatoic Anhydride 500G 1620元 2011/04/16 I0081 靛红酸酐 Isatoic Anhydride 25G 233元 2010/06/21 122481000 靛红酸酐 Isatoic anhydride 98% 100 GR 226元
  • TCI Shanghai:靛红酸酐 Isatoic Anhydride,>;99.0%(T)(118-48-9)
  • MSDS 信息:4H-3,1-Benzoxazine-2,4(1H)-dione(118-48-9).msds
  • Sigma Aldrich:118-48-9(sigmaaldrich)
  • 方法一:由邻氨基苯甲酸与光气反应而得。将邻氨基苯甲酸溶解于热水和浓盐酸中，在搅拌下通入光气，靛红酸酐立即析出。反应放热，调节光气通入速度，使温度不超过50℃。连续通入光气2-4h，至吸收速度显著减慢为止。将产物在空气中晾干，于100℃干燥即得成品。
  • 图谱信息:靛红酸酐(118-48-9)质谱(MS) 靛红酸酐(118-48-9)核磁图( 1 HNMR) 靛红酸酐(118-48-9)红外图谱(IR2) 靛红酸酐(118-48-9)红外图谱(IR1)
  • Acros Organics:靛红酸酐 Isatoic anhydride, 98%(118-48-9)
  • F:3
  • 外观:浅黄色粉末或灰白色结晶
  • 上游原料:邻氨基苯甲酸
  • 用途二:用于有机合成。
  • 用途一:用作医药、农药、染料的原料，是除草剂苯达松的重要中间体
  • 企业检测数据参考:氯化物：0.001 % 干燥失重：0.001 % 相关物质：0.001 % 重金属：0.001 ppm
  • 靛红酸酐价格(试剂级):更新日期 产品编号 产品名称 包装 价格 2014/06/02 I0081 靛红酸酐 Isatoic Anhydride 500G 1540元 2014/06/02 I0081 靛红酸酐 Isatoic Anhydride 25G 234元 2010/06/21 122481000 靛红酸酐 Isatoic anhydride 98% 100 GR 226元
  • MOL 文件:118-48-9.mol
  • 淀粉邻氨基苯甲酸酯:淀粉邻氨基苯甲酸酯(Starch anthranilate)在造纸工业中可提高无机填料和细小纤维的留着率，也能提高干强度和抗张强度。 在多种溶剂及各种不同催化剂存在时，淀粉邻氨基苯甲酸酯是由淀粉与靛红酸酐反应制得。经典方法是以三乙胺作催化剂，在二甲基亚砜溶剂中反应。 (1) 将40g淀粉 (在100℃干燥过夜)，4.0g靛红酸酐，5ml三乙胺，在500ml二甲基亚砜中，90～95℃搅拌反应3h，在室温下放置过夜后，将所得浅棕色液体倒入1L甲醇，沉淀用甲醇洗，晾干，得白色粉末状样品。含氮0.75%，取代度为0.093。 (2)在水溶液中反应。将90g玉米淀粉分散在250ml水中，在30分钟内加入8g靛红酸酐，并用6%氢氧化钠溶液将pH调至8.5～9.0，在2小时反应时间内保持此pH值。反应结束后过滤，用2L水洗，晾干后置于索氏提取器中，用乙醇连续提取24h。所得产物含0.70%氮，口香糖基料可用取代度(DS)为0.086。
  • 产品类别:靛红系列
  • 敏感性:Moisture Sensitive
  • Alfa Aesar:靛红酸酐,97% Isatoic anhydride, 97%(118-48-9)
  • 海关编码:29349990
  • 蒸气密度:5.6 (vs air)

系列性分类

  1. Chemical Synthesis 化学合成
  2. Building Blocks 合成砌块
  3. Organic Building Blocks 有机砌块
  4. Carbonyl Compounds 羰基化合物
  5. Carboxylic Acid Anhydrides 羧酸酐
  1. Materials Science 材料科学
  2. Products for Polymer Science Research
  3. Monomers - Polymer Science
  4. Anhydride Monomers - Monomers
  1. Chemical Synthesis 化学合成
  2. Building Blocks 合成砌块
  3. Organic Building Blocks 有机砌块
  4. Carbonyl Compounds 羰基化合物
  5. Aromatic acids
  1. Chemical Synthesis 化学合成
  2. Building Blocks 合成砌块
  3. Organic Building Blocks 有机砌块
  4. Carbonyl Compounds 羰基化合物
  5. Carbonates
  1. Chemical Synthesis 化学合成
  2. Building Blocks 合成砌块
  3. Monomers
  4. Amine Monomers
  5. Tertiary Amines

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