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有机硫化合物

有机硫化合物是指含有硫原子的有机化合物。这些化合物在自然界中广泛存在,在医药、农药和材料科学等领域有着重要的应用。有机硫化合物因其化学性质独特,在药物设计、合成化学以及材料制备方面扮演着重要角色。

1. 结构与分类

有机硫化合物可以按硫的连接方式分为饱和和不饱和类,如二硫化物、噻吩衍生物、砜等。常见的结构类型有:

  • 二硫化物:含-S-S-键的化合物。
  • 硫醚(Thiols):含有-R-S-H或-R-S-R 基团的化合物。
  • 磺酸酯(Sulfonates)与磺酸盐(Sulfonates):带有-SO3H基团的化合物,广泛应用于合成和制药领域。
  • 噻吩及其衍生物:具有环状结构的有机硫化物。
2. 生物学活性

许多有机硫化合物在生物学上有重要功能或应用潜力。例如:

  • 某些硫醚类药物被用于抗真菌、抗菌以及抗癌治疗。
  • 硫代葡萄糖苷(Glycosinolate)是十字花科植物中的一种天然存在物质,具有生物活性。
3. 合成方法

有机硫化合物可通过多种途径合成:

  • 亲核取代反应:使用含硫试剂与卤化物进行反应。
  • 自由基加成法:采用氧化剂引发自由基形成,通过烯烃与H2S、R-S-H等反应制备。
  • 金属催化转化:利用钯、铜等催化剂促进特定硫化过程。
4. 应用领域

有机硫化合物的应用广泛:

  • 医药领域:用于开发抗菌剂、抗病毒药物及抗癌药物等。
  • 农学研究:某些有机硫化合物作为生物农药的有效成分,能够抑制病害的发生。
  • 材料科学与技术:在导电聚合物和塑料添加剂中有重要应用。
5. 环境与安全性

尽管有机硫化合物具有许多潜在益处,但其生产和使用也可能对环境造成影响。因此,在设计和合成这些化合物时需要考虑可持续性和环保性因素。

以上是对有机硫化合物的简单介绍,包括它们的结构、生物学活性、合成方法及其应用领域等基本信息。

中文名称 英文名称 CAS号 化学式 结构式图片
—— 3-(p-tolylthio)succinic anhydride 91344-83-1 C11H10O3S
3-(p-tolylthio)succinic anhydride
—— 4,6-dichloro-2,8-bis(dimethylamino)-5-phenyl-5H-thiopyrano[2,3-d:6,5-d']dipyrimidine 259654-07-4 C19H18Cl2N6S
4,6-dichloro-2,8-bis(dimethylamino)-5-phenyl-5H-thiopyrano[2,3-d:6,5-d']dipyrimidine
—— 1-<Bis(phenylthio)methyl>-1-(trimethylsilyl)cyclopropane 91633-61-3 C19H24S2Si
1-<Bis(phenylthio)methyl>-1-(trimethylsilyl)cyclopropane
—— 4,6-dichloro-2,8-bis(dimethylamino)-5-(p-tolyl)-5H-thiopyrano[2,3-d:6,5-d']dipyrimidine 259654-11-0 C20H20Cl2N6S
4,6-dichloro-2,8-bis(dimethylamino)-5-(p-tolyl)-5H-thiopyrano[2,3-d:6,5-d']dipyrimidine
—— ω-(2,6-dimethylpyrimidinylthio)acetone 96304-19-7 C9H12N2OS
ω-(2,6-dimethylpyrimidinylthio)acetone
—— 4,6-dichloro-2,8-bis(dimethylamino)-5-(4-chlorophenyl)-5H-thiopyrano[2,3-d:6,5-d']dipyrimidine 259654-08-5 C19H17Cl3N6S
4,6-dichloro-2,8-bis(dimethylamino)-5-(4-chlorophenyl)-5H-thiopyrano[2,3-d:6,5-d']dipyrimidine
—— 4,6-dichloro-2,8-bis(dimethylamino)-5-(3,4-methylenedioxyphenyl)-5H-thiopyrano[2,3-d:6,5-d']dipyrimidine 259654-10-9 C20H18Cl2N6O2S
4,6-dichloro-2,8-bis(dimethylamino)-5-(3,4-methylenedioxyphenyl)-5H-thiopyrano[2,3-d:6,5-d']dipyrimidine
—— (Z)-3-(chloromethylene)-2H-thiopyrano[2,3-b]-pyridin-4(3H)-one 1251530-97-8 C9H6ClNOS
(Z)-3-(chloromethylene)-2H-thiopyrano[2,3-b]-pyridin-4(3H)-one
—— (E)-3-(chloromethylene)-2H-thiopyrano[2,3-b]-pyridin-4(3H)-one 1251531-06-2 C9H6ClNOS
(E)-3-(chloromethylene)-2H-thiopyrano[2,3-b]-pyridin-4(3H)-one
—— N,N'-bis<dimethyl(phenylthio)methyl>diazene 26307-20-0 C18H22N2S2
N,N'-bis<dimethyl(phenylthio)methyl>diazene
—— 3-(N,N-dimethylamino)methylene-2,3-dihydro-4-oxothiopyrano[2,3-b]pyridine 852202-84-7 C11H12N2OS
3-(N,N-dimethylamino)methylene-2,3-dihydro-4-oxothiopyrano[2,3-b]pyridine
—— 4-amino-2-(3-pyridylmethylthio)-6-hydroxypyrimidine 95016-50-5 C10H10N4OS
4-amino-2-(3-pyridylmethylthio)-6-hydroxypyrimidine
—— bis[4-(acryloyloxyethyl)thiophenyl]sulfide 133811-67-3 C22H22O4S3
bis[4-(acryloyloxyethyl)thiophenyl]sulfide
—— 3-[[4-Benzyl-5-(3-thienyl)-1,2,4-triazol-3-yl]sulfanylmethyl]pyridine 1012073-84-5 C19H16N4S2
3-[[4-Benzyl-5-(3-thienyl)-1,2,4-triazol-3-yl]sulfanylmethyl]pyridine
—— 2-methyltropothione 42604-47-7 C8H8S
2-methyltropothione
—— 3-[[4-Benzyl-5-(2-thienyl)-1,2,4-triazol-3-yl]sulfanylmethyl]pyridine 1012073-57-2 C19H16N4S2
3-[[4-Benzyl-5-(2-thienyl)-1,2,4-triazol-3-yl]sulfanylmethyl]pyridine
—— 21,21-Dioxo-15,27-dioxa-2,7,21lambda6,35-tetrathiaheptacyclo[34.2.2.23,6.217,20.222,25.09,14.028,33]hexatetraconta-1(38),3(46),4,6(45),9,11,13,17(44),18,20(43),22,24,28,30,32,36,39,41-octadecaene-8,34-dione 861224-35-3 C40H28O6S4
21,21-Dioxo-15,27-dioxa-2,7,21lambda6,35-tetrathiaheptacyclo[34.2.2.23,6.217,20.222,25.09,14.028,33]hexatetraconta-1(38),3(46),4,6(45),9,11,13,17(44),18,20(43),22,24,28,30,32,36,39,41-octadecaene-8,34-dione
—— bis[4-(4-methylbenzylthio)phenyl]sulfide 103677-20-9 C28H26S3
bis[4-(4-methylbenzylthio)phenyl]sulfide
—— bis(4-(benzylthio)phenyl)sulfide 103677-18-5 C26H22S3
bis(4-(benzylthio)phenyl)sulfide
—— 1-[(2,4,4-Trimethylpentan-2-YL)sulfanyl]octane 201731-72-8 C16H34S
1-[(2,4,4-Trimethylpentan-2-YL)sulfanyl]octane
—— 4,4'-bis(methacryloyloxyethylcarbamoylthio)diphenylsulfide 1048373-38-1 C26H28N2O6S3
4,4'-bis(methacryloyloxyethylcarbamoylthio)diphenylsulfide
—— Toluene-4-sulfonate3-(3,6-dihydroxy-tricyclo[6.2.2.0<sup>2,7</sup>]dodeca-2,4,6-trien-4-ylsulfanyl)-1,4,5-trimethyl-4H-[1,2,4]triazol-1-ium; 92627-68-4 C7H7O3S*C17H22N3O2S
Toluene-4-sulfonate3-(3,6-dihydroxy-tricyclo[6.2.2.0<sup>2,7</sup>]dodeca-2,4,6-trien-4-ylsulfanyl)-1,4,5-trimethyl-4H-[1,2,4]triazol-1-ium;
—— (R)-4,4-dimethyl-3-(p-tolylthio)cyclohexanone 1215843-35-8 C15H20OS
(R)-4,4-dimethyl-3-(p-tolylthio)cyclohexanone
—— (R)-3-(4-chlorophenylthio)-4,4-dimethylcyclohexanone 1215843-38-1 C14H17ClOS
(R)-3-(4-chlorophenylthio)-4,4-dimethylcyclohexanone
—— 4,4-dimethyl-3-(phenylthio)cyclohexan-1-one 174510-06-6 C14H18OS
4,4-dimethyl-3-(phenylthio)cyclohexan-1-one
—— (R)-4,4-dimethyl-3-(o-tolylthio)cyclohexanone 1215843-33-6 C15H20OS
(R)-4,4-dimethyl-3-(o-tolylthio)cyclohexanone
—— 8-(6-(2,3-dihydrofuran-3-yl)benzo[d][1,3]dioxol-5-ylthio)-9-(3-(isopropylamino)propyl)-9H-purin-6-amine 1289544-89-3 C22H26N6O3S
8-(6-(2,3-dihydrofuran-3-yl)benzo[d][1,3]dioxol-5-ylthio)-9-(3-(isopropylamino)propyl)-9H-purin-6-amine
—— 2-((3-methylbenzyl)thio)pyridine 646511-51-5 C13H13NS
2-((3-methylbenzyl)thio)pyridine
—— 2-(prop-2-enylsulfanyl)-1-methyl-1H-imidazole 63348-54-9 C7H10N2S
2-(prop-2-enylsulfanyl)-1-methyl-1H-imidazole
—— 2-methyl-4-({3-(pentafluoroethyl)-5-[(2,2,2-trifluoroethyl)thio]-1H-pyrazol-1-yl}methyl)aniline 1207089-83-5 C15H13F8N3S
2-methyl-4-({3-(pentafluoroethyl)-5-[(2,2,2-trifluoroethyl)thio]-1H-pyrazol-1-yl}methyl)aniline
—— 2-m-bromobenzylthio-1-m-bromobenzyl-5-piperidinomethyluracil 932379-58-3 C24H25Br2N3OS
2-m-bromobenzylthio-1-m-bromobenzyl-5-piperidinomethyluracil
—— (Dibrommethylen)sulfoxid 97314-84-6 CBr2OS
(Dibrommethylen)sulfoxid
—— 2-m-bromobenzylthio-5-piperidinomethyluracil 932379-64-1 C17H20BrN3OS
2-m-bromobenzylthio-5-piperidinomethyluracil
—— 2-Chloro-2-methyl-3-phenylthiopropionsaeure 61350-93-4 C10H11ClO2S
2-Chloro-2-methyl-3-phenylthiopropionsaeure
—— 5-(3-Methyl-benzylsulfanyl)-[1,3,4]thiadiazol-2-ylamine 299442-42-5 C10H11N3S2
5-(3-Methyl-benzylsulfanyl)-[1,3,4]thiadiazol-2-ylamine
—— 6-amino-2-ethoxycarbonylmethylthiopyrimidin-4(3H)-one 36162-16-0 C8H11N3O3S
6-amino-2-ethoxycarbonylmethylthiopyrimidin-4(3H)-one
—— 5-[2-(2-chlorophenylthio)phenyl]-1,3,4-oxadiazole-2(3H)-thione 1226870-85-4 C14H9ClN2OS2
5-[2-(2-chlorophenylthio)phenyl]-1,3,4-oxadiazole-2(3H)-thione
—— 4-Chlor-1-trifluormethylmercaptomethylmercapto-benzol 714-17-0 C8H6ClF3S2
4-Chlor-1-trifluormethylmercaptomethylmercapto-benzol
—— (2-butylsulfanylpyridin-3-yl)methanol 1609289-11-3 C10H15NOS
(2-butylsulfanylpyridin-3-yl)methanol
—— 3-chloromethyl-2-isopropylsulfanylpyridine 1214787-67-3 C9H12ClNS
3-chloromethyl-2-isopropylsulfanylpyridine
—— (2-isopropylsulfanylpyridin-3-yl)methanol 1030829-17-4 C9H13NOS
(2-isopropylsulfanylpyridin-3-yl)methanol
—— 3,5-dichloro-4-[(5-methylsulfonyl-3-nitro-2-thienyl)sulfanyl]pyridine 1247819-90-4 C10H6Cl2N2O4S3
3,5-dichloro-4-[(5-methylsulfonyl-3-nitro-2-thienyl)sulfanyl]pyridine
—— 2-(phenylthio)cyclopentanone 52190-40-6 C11H12OS
2-(phenylthio)cyclopentanone
—— 2-butylsulfanyl-3-chloromethylpyridine 1609289-12-4 C10H14ClNS
2-butylsulfanyl-3-chloromethylpyridine
—— (8R,9S,10S,10aR)-8,9,10-trihydroxy-8,9,10,10a-tetrahydro-5H,7H-dipyrido[2,1-b:3',2'-e][1,3]thiazin-5-one 1369914-03-3 C11H12N2O4S
(8R,9S,10S,10aR)-8,9,10-trihydroxy-8,9,10,10a-tetrahydro-5H,7H-dipyrido[2,1-b:3',2'-e][1,3]thiazin-5-one
—— N,N'-dicyclopentylthiourea 160712-65-2 C11H20N2S
N,N'-dicyclopentylthiourea
—— (8R,9S,10S,10aS)-8,9,10-trihydroxy-8,9,10,10a-tetrahydro-5H,7H-dipyrido[2,1-b:3',2'-e][1,3]thiazin-5-one 1369914-02-2 C11H12N2O4S
(8R,9S,10S,10aS)-8,9,10-trihydroxy-8,9,10,10a-tetrahydro-5H,7H-dipyrido[2,1-b:3',2'-e][1,3]thiazin-5-one
—— 2-(2-Nitro-phenylsulfanyl)-nicotinic acid 1016869-89-8 C12H8N2O4S
2-(2-Nitro-phenylsulfanyl)-nicotinic acid
—— 2-(3-cyanopropylthio)pyridine-3-carbonitrile 158581-24-9 C10H9N3S
2-(3-cyanopropylthio)pyridine-3-carbonitrile
—— 2-(3-bromomethylthio)-5-(pyrazin-2-yl)-1,3,4-thiadiazole 1404052-55-6 C13H9BrN4S2
2-(3-bromomethylthio)-5-(pyrazin-2-yl)-1,3,4-thiadiazole