PET胶水 | 100-90-3

• 物质功能分类: 原料药 - 人工合成抗感染类药 - 磺胺类药及增效剂
• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 中文名称: PET胶水
• 中文别名: N-乙酰磺胺二甲嘧啶；磺胺二甲嘧啶
• 英文名称: N-[4-(4,6-Dimethyl-pyrimidin-2-ylsulfamoyl)-phenyl]-acetamide
• 英文别名: N⁴-acetylsulfamethazine；N(4)-Acetylsulfamethazine；N-[4-[(4,6-dimethylpyrimidin-2-yl)sulfamoyl]phenyl]acetamide
• CAS: 100-90-3
• 化学式: C₁₄H₁₆N₄O₃S
• mdl: MFCD00185750
• 分子量: 320.372
• InChiKey: LJKAKWDUZRJNPJ-UHFFFAOYSA-N

物化性质

• 熔点：
  249-251°C
• 密度：
  1.3086 (rough estimate)
• 溶解度：
  DMSO（微溶、超声处理）、甲醇（微溶、加热、超声处理）
• 保留指数：
  2913;2890

计算性质

• 辛醇/水分配系数(LogP)：
  0.1
• 重原子数：
  22
• 可旋转键数：
  4
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.21
• 拓扑面积：
  109
• 氢给体数：
  2
• 氢受体数：
  6

安全信息

• 海关编码：
  2935009090
• 储存条件：
  Refrigerator

反应信息

• 作为反应物：
  描述：

  PET胶水 在 sodium hydroxide 作用下， 生成 磺胺二甲嘧啶
  参考文献：
  名称：

  Matsukawa; Ohta, Yakugaku Zasshi/Journal of the Pharmaceutical Society of Japan, 1949, vol. 69, p. 491

  摘要：

  DOI：
• 作为产物：
  描述：

  磺胺脒 生成 PET胶水
  参考文献：
  名称：

  181. 2-对氨基苯磺酰胺基嘧啶。通过新颖的途径进行准备

  摘要：

  DOI：

  10.1039/jr9450000689

文献信息

• Sulfonamido pyrimidines
  申请人：AMERICAN CYANAMID CO

  公开号：US02430439A1

  公开（公告）日：1947-11-04

  555,865. Sulphonamido pyrimidines. AMERICAN CYANAMID CO. March 8, 1941, Nos. 3174 and 3175. Convention dates, March 1, 1940 and Oct. 15, 1940. Samples furnished. [Class 2 (iii)] p-Substituted benzene-sulphonamido-pyrimidenes are made by reacting a benzene-sulphonyl halide, e.g. a chloride substituted in the para position by an amino group or a group convertible thereto by hydrolysis, reduction or by reaction with ammonia or an amine such as an acylamino, nitro, halogen or azo group, with an amino-pyrimidine. The products are of the general formula where R is a halogen, nitro, azo, amino or substituted amino group, e.g. alkylamino, arylamino, aralkylamino, acylamino or monoaldose amino, X is H, an alkyl group or a metal, Py is a pyrimidine substituted or unsubstituted and n is a small integer. The mono-aldose amino compounds are'made from the corresponding amino compounds by reaction with a mono aldose sugar such as galactose or glucose preferably in a solvent such as ethanol. Free hydrogen halide obtained during the reaction with a sulphonyl halide is removed by effecting the reaction in a basic medium, e.g. aqueous sodium hydroxide, triethylamine and pyridine and solvents, e.g. dioxane, acetone and benzene are specified. Alkali metal or heavy metal, e.g. gold, lead, copper and iron, salts of the products are also described. Examples describe the preparation of the following compounds by the above methods (1) 5-(N<;SP>;4<;/SP>;- acetylsulphanilamido) - 2, 4 - dihydroxy-, (2) 5 - (sulphanilamido) - 2, 4 - dihydroxy-, (3) 5 - (p - nitrobenzene sulphonamido) - 2, 4 - dihydroxy-, (4) 5 - (N<;SP>;4<;/SP>; -acetylsulphanil - - amido)-, (5) 5 - (sulphanilamido)-, (6) 4 - (p - nitrobenzenesulphonamido)-, (7) and (9) 4 - (sulphanilamido)-, (8) 4 - (N<;SP>;4<;/SP>; - acetyl - sulphanilamido)-, (10) 2 - (p - nitrobenzene - sulphonamido)-, (11) and (13) 2 - (sulphanil - amido)-, (12) 2 - (N<;SP>;4<;/SP>; - acetylsulphanilamido) -, (14) 4 - p - nitrobenzenesulphonamido 2 - methoxy-, (15) 4 - sulphanilamido - 2 - methoxy-, (16) 2 - (p - nitrobenzene - sulphon - amido) 4 - methoxy-, (17) 2 - sulphanilamido- 4 - methoxy-, (18) 2 - (p - nitrobenzene - sulphonamido) - 4, 6 - dimethyl-, (19) 2 - sulphanlamido - 4, 6 - dimethyl-, (20) 2 - N<;SP>;1<;/SP>; - methyl - sulphanilamido-, (21) 4 - p - chloro - benzene - sulphamido-, (this pyrimidine may be reacted with ammonia or amines, e.g. methylamine, aniline or benzyl amine to yield the corresponding substituted 4-N<;SP>;4<;/SP>; pyrimidine), (22) azobenzene - p -, p<;SP>;1<;/SP>; - (di - 2 - sulphon - amido)-, (23) 5 - (N<;SP>;4<;/SP>; - acetylsulphanilamido) - 2 - acetylamino-, (24) 5 - sulphanilamido - 2 - amino, (25) 5 - (p - nitrobenzenesulphonamido) - 2 - methoxy-, (26) 5 - sulphanilamido - 2. - methoxy-, (27) 2 - (N<;SP>;4<;/SP>; - acetylsulphanilamido) - 4 - ethoxy,- (28) 2 - sulphanilamido - 4 - ethoxy, (29) 2, 5 - di (p - nitrobenzene - sulphonamido)-, (30) 2, 5 - disulphanilamido-, (31) 2 - (p - nitrobenzene - sulphonamido) - 5 - chloro-, (32) 2 - sulphanilamido - 5 - chloro-, (33) sodium salt of 2 - sulphanilamido-, (34) copper salt of 2 - sulphanilamido-, (35) the glucose derivative of 2-sulphanilamido- and (36) 2-(N<;SP>;4<;/SP>;-benzylsulphanilamido)-pyrimidine. Examples (35) and (36) relate to two typical samples which have been furnished. The Specification as open to inspection under Sect. 91 states that in some cases the products may also be made by reacting a halogen substituted pyrimidine with an N<;SP>;4<;/SP>;-acylsulphanilamide in the presence of an alkali with subsequent hydrolysis of the acyl group. In examples (23) N<;SP>;4<;/SP>;-acetylsulphanilamide is treated with 2-chloro-4, 6-dimethylpyrimidine in the presence of potassium carbonate and copper powder to yield 2-N<;SP>;4<;/SP>;-acetylsulphanilamido-4, 6-dimethyl pyrimidine which is hydrolysed to the free amine, (24) 2-sulphanilamidopyrimidine is diazotized and coupled with 7-acetylamino-1-hydroxynaphthalene-3, 6-disulphonic acid to yield 4<;SP>;1<;/SP>;-(N-(2-pyrimidyl) sulphonamido) - 2 - azo - 7 - acetylamino - 1 - hydroxynaphthalene - 3, 6 - disulphonic acid and in (29) 2-(N<;SP>;4<;/SP>;-acetylsulphanilamido)-4- methyl - pyrimidine and (30) 2 - sulphanil - amido - 4 - methylpyrimidine are made by methods described above. This subjectmatter does not appear in the Specification as accepted.

  555,865. 磺胺基嘧啶。美国氰胺公司。1941年3月8日，编号3174和3175。公约日期，1940年3月1日和1940年10月15日。提供样本。[2类（iii）] p-取代苯磺酰氨基嘧啶通过将苯磺酰卤化物（例如，在对位由氨基或可通过水解、还原或与氨或胺（如酰氨基，硝基，卤素或偶氮基）反应转化的基团取代的氯化物）与氨基嘧啶反应制备。产品的一般公式如下，其中R是卤素，硝基，偶氮，氨基或取代氨基，例如烷基氨基，芳基氨基，芳基烷基氨基，酰胺基或单醛氨基，X是H，烷基基团或金属，Py是取代或未取代的嘧啶，n是小整数。单醛氨基化合物通过与单醛糖（例如半乳糖或葡萄糖）反应制备相应的氨基化合物而制备，最好在乙醇等溶剂中。在与苯磺酰卤化物反应过程中产生的游离氢卤酸通过在碱性介质中进行反应（例如水杨酸钠，三乙胺和吡啶）和指定的溶剂（例如二噁英，丙酮和苯）中除去。还描述了产品的碱金属或重金属（例如金，铅，铜和铁）盐。示例描述了通过上述方法制备以下化合物（1）5-（N <; SP>; 4 <;/ SP>; -乙酰磺胺基） - 2,4-二羟基-，（2）5-（磺胺基）- 2,4-二羟基-，（3）5-（对-硝基苯磺胺基）- 2,4-二羟基-，（4）5-（N <; SP>; 4 <;/ SP>; -乙酰磺胺基）-，（5）5-（磺胺基）-，（6）4-（对-硝基苯磺胺基）-，（7）和（9）4-（磺胺基）-，（8）4-（N <; SP>; 4 <;/ SP>; -乙酰-磺胺基）-，（10）2-（对-硝基苯-磺胺基）-，（11）和（13）2-（磺胺-氨基）-，（12）2-（N <; SP>; 4 <;/ SP>; -乙酰磺胺基）-，（14）4-对-硝基苯磺胺基2-甲氧基-，（15）4-磺胺基-2-甲氧基-，（16）2-（对-硝基苯磺胺基）-4-甲氧基-，（17）2-磺胺基-4-甲氧基-，（18）2-（对-硝基苯磺胺基）-4,6-二甲基-，（19）2-磺胺基-4,6-二甲基-，（20）2-N <; SP>; 1 <;/ SP>; -甲基-磺胺基-，（21）4-对-氯苯-磺胺基-，（该嘧啶可以与氨或胺（例如甲胺，苯胺或苄胺）反应，生成相应的取代4-N <; SP>; 4 <;/ SP>; 嘧啶），（22）偶氮苯-对-，p <; SP>; 1 <;/ SP>; -（二-2-磺-氨基）-，（23）5-（N <; SP>; 4 <;/ SP>; -乙酰磺胺基）-2-乙酰氨基-，（24）5-磺胺基-2-氨基，（25）5-（对-硝基苯磺胺基）-2-甲氧基-，（26）5-磺胺基-2. -甲氧基-，（27）2-（N <; SP>; 4 <;/ SP>; -乙酰磺胺基）-4-乙氧基-，（28）2-磺胺基-4-乙氧基，（29）2,5-二（对-硝基苯-磺胺基）-，（30）2,5-二磺胺基-，（31）2-（对-硝基苯-磺胺基）-5-氯-，（32）2-磺胺基-5-氯-，（33）2-磺胺基-的钠盐，（34）2-磺胺基-的铜盐，（35）2-磺胺基-的葡萄糖衍生物和（36）2-（N <; SP>; 4 <;/ SP>; -苄基磺胺基）-嘧啶。示例（35）和（36）涉及
• Synthesis of functionalized sulfonamides as antitubercular agents
  作者：Michael J. Hearn、Catherine D. Pugh、Michael H. Cynamon

  DOI：10.1080/10426507.2023.2196079

  日期：2023.9.2

  Abstract Using up-to-date methods for synthesis and analysis, 51 sulfonamides were prepared for use as tools in antitubercular drug discovery. The synthetic efforts were centered on varying substituents at three key structural units implicated in antimicrobial activity, namely the sulfonyl group, nitrogen N1 and nitrogen N4. Procedures were specific to the sites of functionalization. Preliminary biological

  摘要 使用最新的合成和分析方法，制备了 51 种磺酰胺，用作抗结核药物发现的工具。合成工作集中在与抗菌活性有关的三个关键结构单元上的不同取代基，即磺酰基、氮N 1和氮N 4。程序特定于功能化位点。这里包括对选定化合物的初步生物学评估。结果表明，这些化合物可能有助于探索磺胺药物与结核病（二氢叶酸合酶）或其人类宿主（N-乙酰转移酶）中发现的酶可能的相互作用，导致药物活性或药物失活的相互作用，分别。
• Ohta; Kawasaki, Yakugaku Zasshi/Journal of the Pharmaceutical Society of Japan, 1951, vol. 71, p. 1420
  作者：Ohta、Kawasaki

  DOI：——

  日期：——
• Sulfonamido Derivatives of Pyrimidines
  作者：James M. Sprague、L. W. Kissinger、Robert M. Lincoln

  DOI：10.1021/ja01856a046

  日期：1941.11
• CH230865
  申请人：——

  公开号：——

  公开（公告）日：——