3-(丁基硫代)丙酸 | 22002-73-9

• 分子结构分类: 有机化合物 - 脂质和类脂质分子 - 脂肪酰基
• 中文名称: 3-(丁基硫代)丙酸
• 中文别名: 3-(丁基巯基)丙酸
• 英文名称: 3-(butylthio)propionic acid
• 英文别名: 3-Butylthiopropanoic acid；3-Butylthiopropionic acid；3-butylsulfanyl-propionic acid；3-Butylmercapto-propionsaeure；3-Butylthio-propionsaeure；Propanoic acid, 3-(butylthio)-；3-butylsulfanylpropanoic acid
• CAS: 22002-73-9
• 化学式: C₇H₁₄O₂S
• mdl: MFCD01571819
• 分子量: 162.253
• InChiKey: TUUHTXRXGNYVMY-UHFFFAOYSA-N

物化性质

• 沸点：
  113-114 °C(Press: 0.01 Torr)
• 密度：
  1.0452 g/cm3

计算性质

• 辛醇/水分配系数(LogP)：
  1.6
• 重原子数：
  10
• 可旋转键数：
  6
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.857
• 拓扑面积：
  62.6
• 氢给体数：
  1
• 氢受体数：
  3

安全信息

• 危险等级：
  IRRITANT
• 海关编码：
  2930909090

反应信息

• 作为反应物：
  描述：

  3-(丁基硫代)丙酸 在 lithium aluminium tetrahydride 、 硫酸 作用下， 以 乙醚 为溶剂， 生成 3-(butylthio)propan-1-ol
  参考文献：
  名称：

  Functional sulfur-containing compounds 2. Synthesis of 3-chloropropyl and 4-chlorobutyl alkyl (phenyl) sulfones by the oxidative chlorination of 3-hydroxypropyl and 4-hydroxybutyl alkyl(phenyl) sulfides and sulfoxides

  摘要：

  DOI：

  10.1007/bf00929230
• 作为产物：
  描述：

  3-(butylthio)propanenitrile 在 硫酸 作用下， 生成 3-(丁基硫代)丙酸
  参考文献：
  名称：

  DE902009

  摘要：

  公开号：

文献信息

• Search for non-steroidal antiinflammatory drugs of the substituted thiopropionic acid class
  作者：B. A. Trofimov、A. N. Vavilova、S. V. Kalmykov、V. B. Kazimirovskaya

  DOI：10.1007/bf00764711

  日期：1989.12

  of the double bond relative to the carbonyl group, which corresponds with the nucleophilic mechanism of this kind of reaction. Addition of alcohol results in more stringent conditions. Use of one of the superbasic media (KOH-DMSO) [3] permits the nucleophilic addition of mercaptans to salts of acrylic acid, unlike the situation with less stringent conditions. The salts of alkylthioproprionic acids

  丙酸的几种含硫衍生物表现出广泛的生物活性 [4]。文献报道取代的#-二氯甲基磺酰丙酸酯显示出生长调节活性 [2]。有机硫化物和硫醇存在于植物和其他生物体中。例如，2-甲基硫代丙酸存在于菠萝中，具有抗结核活性 [4]。为了获得有关有机化合物结构与其生理活性之间关系的新数据并拓宽新的非甾体抗炎药 (NAD) 的开发前景，我们合成了一系列烷硫基丙酸衍生物。为了分析 NAD 众所周知的药用特征活性的构效关系，抑制白细胞的化学发光吞噬反应 (CPRL)，被用作生物测定 [5]。不饱和化合物的亲核硫醇化，其双键被吸电子基团活化，通常在碱存在下发生。硫醇盐离子攻击与羰基相关的双键的 B-碳原子，这与此类反应的亲核机制相对应。添加酒精会导致更严格的条件。使用一种超碱性介质 (KOH-DMSO) [3] 可以将硫醇亲核加成到丙烯酸盐中，这与条件不太严格的情况不同。烷基硫代丙酸的盐由丙烯酸与 S-烷基硫鎓盐的硫醇化反应获得。
• Sulfur‐Containing Ferrocenyl Alcohols and Oximes: New Promising Antistaphylococcal Agents
  作者：Danijela Ilić、Ivan Damljanović、Dragana Stevanović、Mirjana Vukićević、Polina Blagojević、Niko Radulović、Rastko D. Vukićević

  DOI：10.1002/cbdv.201200029

  日期：2012.10

  values were either under the 10 μg/ml MIC limit recognized to delimit efficient antimicrobials or were comparable to/lower than those of the used positive controls (tetracycline/nystatin). The most susceptible organism was found to be Staphylococcus aureus with MIC values even reaching 0.001 μg/ml. The presence of -CH(OH)(CH(2))(n)S- and -CH(=NOH)(CH(2))(n)S- (n=1 or 2) structural fragments seems to be essential

  一个小型图书馆，包含四个不同系列的新二茂铁衍生物，2-（烷基硫烷基）-1-二茂铁基乙烷-1-醇，3-（烷基硫烷基）-1-二茂铁基丙烷-1-醇，（E）-和（Z）-2 -（烷基硫烷基）-1-二茂铁基乙烷-1-酮肟，和（E）-和（Z）-3-（烷基硫烷基）-1-二茂铁基丙烷-1-酮肟（总共36种化合物）从二茂铁开始合成和相应的硫烷基酸。对所有化合物进行光谱分析（IR和NMR）并进行电化学表征。通常，发现所获得的化合物对被测微生物（六种常见人类病原体）表现出非常强的抗菌活性（肉汤微稀释法）。对于大多数测试化合物，确定的MIC值在10μg/ ml MIC限度以下，该限度被认为可以界定有效的抗菌药物，或者与使用的阳性对照（四环素/制霉菌素）相当或更低。发现最易感的生物是金黄色葡萄球菌，MIC值甚至达到0.001μg/ ml。-CH（OH）（CH（2））（n）S-和-CH（= NOH）（CH（2））（n）S-（n
• An Improved and Green Preparation of 3-(Alkylthio)propionic Acids
  作者：Matti J. P. Vaismaa、Sanna M. Yliniemelä、Marja K. Lajunen

  DOI：10.1515/znb-2007-1014

  日期：2007.10.1

  facile microwave-assisted synthesis has been developed for the preparation of unsymmetrical sulfide derivatives from 3-mercaptopropionic acid and a wide variety of alkyl, allyl or aryl chlorides or bromides. The synthesis performed in ethanol at 80 or 120 °C using sodium hydroxide as a base, selectively without an offensive smell, generates 3-(alkylthio)propionic acids in good yields. Effects of reaction

  已经开发了一种高效、简便的微波辅助合成方法，用于从 3-巯基丙酸和各种烷基、烯丙基或芳基氯化物或溴化物制备不对称硫化物衍生物。在 80 或 120 °C 的乙醇中使用氢氧化钠作为碱进行合成，选择性地没有难闻的气味，以良好的收率生成 3-（烷硫基）丙酸。研究了反应组分、温度和加热技术对产物和副产物形成的影响。
• Latent mercaptans as multi-functional additives for halogen-containing polymer compositions
  申请人：——

  公开号：US20030216493A1

  公开（公告）日：2003-11-20

  Halogen-containing polymer compositions comprising a latent mercaptan-containing heat stabilizer composition substantially free from the offensive odor typically associated with mercaptans are protected during processing by the degradation products of the latent (i.e., blocked) mercaptan which include a free mercaptan. Other products of the degradation are believed to include carbocations of the blocking moiety which are stabilized by a molecular structure in which the electron deficiency is shared by several groups. The latent mercaptan may be the sole heat stabilizer additive but the free mercaptan released during processing may also synergize the activity of metal-based heat stabilizers such as metal salts and organometallic stabilizers such as organotin carboxylates and mercaptides in the polymer composition. The odor of primary mercaptan-containing heat stabilizers in halogenated polymer compositions is masked by a small amount of a latent mercaptan. The latent mercaptans also serve as intermediates in the preparation of anti-oxidants, anti-microbial agents, photostabilizers, and primary heat stabilizers. Highly effective heat stabilizers are prepared by the condensation of formaldehyde and a para-phenol and further condensation of the crude product with a mercapto-containing compound.

  含卤素聚合物组合物包括一种潜在的巯基含量热稳定剂组合物，该组合物基本上不含有通常与巯基相关联的刺激性气味，在加工过程中通过潜在（即被阻断的）巯基的降解产物（包括自由巯基）来保护。降解的其他产物被认为包括阻断基的碳正离子，其通过电子亏损由几个基团共享的分子结构稳定。潜在巯基可以是唯一的热稳定剂添加剂，但在加工过程中释放的自由巯基也可以协同作用于金属基热稳定剂，如金属盐和有机金属稳定剂，如有机锡羧酸盐和巯基化合物在聚合物组合物中的活性。通过少量潜在巯基掩盖含有主要巯基热稳定剂的卤化聚合物组合物的气味。潜在巯基还可用作抗氧化剂、抗微生物剂、光稳定剂和主要热稳定剂的制备中间体。通过甲醛和对苯酚的缩合，并将粗产品与含巯基的化合物进一步缩合，可以制备高效的热稳定剂。
• LATENT MERCAPTANS AS MULTI-FUNCTIONAL ADDITIVES FOR HALOGEN-CONTAINING POLYMER COMPOSITIONS
  申请人：——

  公开号：US20020068780A1

  公开（公告）日：2002-06-06

  Halogen-containing polymer compositions comprising a latent mercaptan-containing heat stabilizer composition substantially free from the offensive odor typically associated with mercaptans are protected during processing by the degradation products of the latent (i.e., blocked) mercaptan which include a free mercaptan. Other products of the degradation are believed to include carbocations of the blocking moiety which are stabilized by a molecular structure in which the electron deficiency is shared by several groups. The latent mercaptan may be the sole heat stabilizer additive but the free mercaptan released during processing may also synergize the activity of metal-based heat stabilizers such as metal salts and organometallic stabilizers such as organotin carboxylates and mercaptides in the polymer composition. The odor of primary mercaptan-containing heat stabilizers in halogenated polymer compositions is masked by a small amount of a latent mercaptan. The latent mercaptans also serve as intermediates in the preparation of anti-oxidants, anti-microbial agents, photostabilizers, and primary heat stabilizers. Highly effective heat stabilizers are prepared by the condensation of formaldehyde and a para-phenol and further condensation of the crude product with a mercapto-containing compound.

  含卤素的聚合物组合物包括一种潜在的巯基含量热稳定剂组合物，该组合物基本上不含通常与巯基相关的刺激性气味，通过潜在（即阻塞）巯基的降解产物，包括自由巯基，来保护加工过程中的聚合物组合物。降解的其他产物被认为包括阻塞基的碳正离子，其由多个基团共享电子亏损的分子结构稳定。潜在巯基可以是唯一的热稳定剂添加剂，但在加工过程中释放的自由巯基也可以协同金属基热稳定剂（如金属盐）和有机金属稳定剂（如有机锡羧酸盐和巯基化合物）的活性。在卤化聚合物组合物中，主要巯基含量热稳定剂的气味被少量潜在巯基掩盖。潜在巯基还可用作抗氧化剂、抗微生物剂、光稳定剂和主要热稳定剂的制备中间体。通过甲醛和对苯酚的缩聚，并将粗品与含巯基化合物进一步缩聚，制备出高效的热稳定剂。