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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
—— 1,1'-((2-(phenylthio)phenyl)methylene)bis(3,5-dimethyl-1H-pyrazole) 1292840-71-1 C23H24N4S
1,1'-((2-(phenylthio)phenyl)methylene)bis(3,5-dimethyl-1H-pyrazole)
—— 3-phenyl-2-propynyl-1,1-bis thiobenzene 198982-69-3 C21H16S2
3-phenyl-2-propynyl-1,1-bis thiobenzene
—— 3-phenyl-1,2-propadienyl-1,1-bis thiobenzene 198982-60-4 C21H16S2
3-phenyl-1,2-propadienyl-1,1-bis thiobenzene
—— 3-phenyl-3-chloro-1-propenyl-1,1-bis thiobenzene 198982-74-0 C21H17ClS2
3-phenyl-3-chloro-1-propenyl-1,1-bis thiobenzene
—— 1,1'-((2-(2-(phenylthio)phenylthio)phenyl)-methylene)bis(3,5-dimethyl-1H-pyrazole) 1210393-67-1 C29H28N4S2
1,1'-((2-(2-(phenylthio)phenylthio)phenyl)-methylene)bis(3,5-dimethyl-1H-pyrazole)
—— 4-[5-(4-sulfamoylphenylsulfanyl)-[1,3,4]thiadiazol-2-ylamino]-benzenesulfonylchloride 1076689-69-4 C14H11ClN4O4S4
4-[5-(4-sulfamoylphenylsulfanyl)-[1,3,4]thiadiazol-2-ylamino]-benzenesulfonylchloride
—— 4-(5-p-tolylamino-[1,3,4]thiadiazol-2-ylsulfanyl)-benzenesulfonamide 1076689-62-7 C15H14N4O2S3
4-(5-p-tolylamino-[1,3,4]thiadiazol-2-ylsulfanyl)-benzenesulfonamide
—— 4-[5-(4-bromophenylamino)-[1,3,4]thiadiazol-2-ylsulfanyl]-benzenesulfonamide 1076689-58-1 C14H11BrN4O2S3
4-[5-(4-bromophenylamino)-[1,3,4]thiadiazol-2-ylsulfanyl]-benzenesulfonamide
—— (Z)-1-chloro-3-isothiocyanato-2-methylbut-2-ene 76855-06-6 C6H8ClNS
(Z)-1-chloro-3-isothiocyanato-2-methylbut-2-ene
—— 3-Chlor-1-isothiocyanatobut-1-en 76855-05-5 C5H6ClNS
3-Chlor-1-isothiocyanatobut-1-en
—— Methane, bis[(trifluoromethyl)sulfonyl]-, ion(1-), ammonium (1:1) 66097-76-5 C3H5F6NO4S2
Methane, bis[(trifluoromethyl)sulfonyl]-, ion(1-), ammonium (1:1)
—— 2-(phenylthio)-3-(trifluoroacetyl)bicyclo<2,2,1>heptene 96245-25-9 C15H13F3OS
2-(phenylthio)-3-(trifluoroacetyl)bicyclo<2,2,1>heptene
—— 5<i>H</i>-dipyridazino[3,4-<i>b</i>;4',3'-<i>e</i>][1,4]thiazine 55271-70-0 C8H5N5S
5<i>H</i>-dipyridazino[3,4-<i>b</i>;4',3'-<i>e</i>][1,4]thiazine
—— 4-[5-(4-sulfamoylphenylsulfanyl)-[1,3,4]thiadiazol-2-ylamino]-benzenesulfonamide 1076689-70-7 C14H13N5O4S4
4-[5-(4-sulfamoylphenylsulfanyl)-[1,3,4]thiadiazol-2-ylamino]-benzenesulfonamide
—— pent-2-ene-2-thiol 25946-12-7 C5H10S
pent-2-ene-2-thiol
—— N1-(5-((5-tert-butyloxazol-2-yl)methylthio)thiazol-2-yl)cyclohexane-1,3-diamine 1093252-78-8 C17H26N4OS2
N1-(5-((5-tert-butyloxazol-2-yl)methylthio)thiazol-2-yl)cyclohexane-1,3-diamine
—— 5-(((5-(tert-butyl)oxazol-2-yl)methyl)thio)-N-(piperidin-4-yl)thiazol-2-amine 1093252-81-3 C16H24N4OS2
5-(((5-(tert-butyl)oxazol-2-yl)methyl)thio)-N-(piperidin-4-yl)thiazol-2-amine
—— (1s,4s)-N1-(5-(((5-(tert-butyl)oxazol-2-yl)methyl)thio)thiazol-2-yl)cyclohexane-1,4-diamine 1093252-76-6 C17H26N4OS2
(1s,4s)-N1-(5-(((5-(tert-butyl)oxazol-2-yl)methyl)thio)thiazol-2-yl)cyclohexane-1,4-diamine
—— 5-(((5-(tert-butyl)oxazol-2-yl)methyl)thio)-N-(piperidin-4-ylmethyl)thiazol-2-amine 1093252-73-3 C17H26N4OS2
5-(((5-(tert-butyl)oxazol-2-yl)methyl)thio)-N-(piperidin-4-ylmethyl)thiazol-2-amine
—— 5-((5-tert-butyloxazol-2-yl)methylthio)-N-(cyclohexylmethyl)thiazol-2-amine 1093252-74-4 C18H27N3OS2
5-((5-tert-butyloxazol-2-yl)methylthio)-N-(cyclohexylmethyl)thiazol-2-amine
—— 4-methyl-3-(1-phenylthioethyl)-4-trimethylsilylpentan-2-one 82202-04-8 C17H28OSSi
4-methyl-3-(1-phenylthioethyl)-4-trimethylsilylpentan-2-one
—— 5-((5-tert-butyloxazol-2-yl)methylthio)-N-cyclohexylthiazol-2-amine 1093252-80-2 C17H25N3OS2
5-((5-tert-butyloxazol-2-yl)methylthio)-N-cyclohexylthiazol-2-amine
—— 4-methyl-3-(1-phenylthioethyl)-4-trimethylsilyloctan-2-one 82202-05-9 C20H34OSSi
4-methyl-3-(1-phenylthioethyl)-4-trimethylsilyloctan-2-one
—— tert-Butyl 2-((2-phenylthio)propyl)-2-propenoate 133188-87-1 C16H22O2S
tert-Butyl 2-((2-phenylthio)propyl)-2-propenoate
—— methyl 2,3-dimethyl-4-phenylthiobut-2-enoate 86895-87-6 C13H16O2S
methyl 2,3-dimethyl-4-phenylthiobut-2-enoate
—— methyl 2-benzyl-3-methyl-2-phenylthiobut-3-enoate 86895-79-6 C19H20O2S
methyl 2-benzyl-3-methyl-2-phenylthiobut-3-enoate
—— methyl 2-ethyl-3-methyl-2-phenylthiobut-3-enoate 86895-78-5 C14H18O2S
methyl 2-ethyl-3-methyl-2-phenylthiobut-3-enoate
—— N,N-Dimethyl-N'-(t-pentyl)-thioharnstoff 14294-22-5 C8H18N2S
N,N-Dimethyl-N'-(t-pentyl)-thioharnstoff
—— methyl(2-((2-(p-tolylethynyl)phenyl)ethynyl)phenyl)sulfane 1367458-45-4 C24H18S
methyl(2-((2-(p-tolylethynyl)phenyl)ethynyl)phenyl)sulfane
—— N-(4-((4-chloro-6-((5-methyl-1H-pyrazol-3-yl)amino)pyrimidin-2-yl)thio)phenyl)propionamide 639090-56-5 C17H17ClN6OS
N-(4-((4-chloro-6-((5-methyl-1H-pyrazol-3-yl)amino)pyrimidin-2-yl)thio)phenyl)propionamide
—— 4-chloro-2-(methylthio)-6-(m-tolylamino)pyrimidine-5-carbonitrile 1374157-11-5 C13H11ClN4S
4-chloro-2-(methylthio)-6-(m-tolylamino)pyrimidine-5-carbonitrile
—— 1,1,2-Trimethyl-isothioharnstoff 57618-94-7 C4H10N2S
1,1,2-Trimethyl-isothioharnstoff
—— 4-(4-chloro-phenylsulfanyl)-6-methyl-pyrrolo[3,4-c]pyridine-1,3-dione 227459-19-0 C14H9ClN2O2S
4-(4-chloro-phenylsulfanyl)-6-methyl-pyrrolo[3,4-c]pyridine-1,3-dione
—— 1-phenylsulfanyl-2,6-anhydro-1-deoxy-β-D-fructofuranose 445299-05-8 C12H14O4S
1-phenylsulfanyl-2,6-anhydro-1-deoxy-β-D-fructofuranose
—— Methyl-2-oxo-1-(phenyl-thio)cyclo-pentan-carboxylat 258823-01-7 C13H14O3S
Methyl-2-oxo-1-(phenyl-thio)cyclo-pentan-carboxylat
—— Allyl-N,N-diethylthiolcarbamat 18283-58-4 C8H15NOS
Allyl-N,N-diethylthiolcarbamat
—— phenyl 2-thio-β-D-fructopyranoside 1053626-36-0 C12H16O5S
phenyl 2-thio-β-D-fructopyranoside
—— 2-ethyl-4-methylsulfanyl-6-oxo-1H-pyrimidine-5-carbonitrile 96823-93-7 C8H9N3OS
2-ethyl-4-methylsulfanyl-6-oxo-1H-pyrimidine-5-carbonitrile
—— 3-bromo-4-(octylthio)thiophene 1608471-90-4 C12H19BrS2
3-bromo-4-(octylthio)thiophene
—— phenyl 1-phenylsulfanyl-2-thio-1-deoxy-β-D-fructopyranoside 445377-31-1 C18H20O4S2
phenyl 1-phenylsulfanyl-2-thio-1-deoxy-β-D-fructopyranoside
—— 3-hydroxy-5,5-dimethyl-2-phenylsulfanyl-cyclohex-2-enone 61908-09-6 C14H16O2S
3-hydroxy-5,5-dimethyl-2-phenylsulfanyl-cyclohex-2-enone
—— 4-(3,5-dimethylphenylsulfanyl)-3-iodo-6-methyl-5-(5-methyl-[1,2,4]triazol-1-ylmethyl)pyridin-2(1H)-one 1185190-31-1 C18H19IN4OS
4-(3,5-dimethylphenylsulfanyl)-3-iodo-6-methyl-5-(5-methyl-[1,2,4]triazol-1-ylmethyl)pyridin-2(1H)-one
—— 3,4-Bis(methylthio)thiophene 150459-37-3 C6H8S3
3,4-Bis(methylthio)thiophene
—— 3,4-di(p-tolylthio)thiophene 1263672-69-0 C18H16S3
3,4-di(p-tolylthio)thiophene
—— Diethyl 2-(2-phenylsulfanylprop-2-enyl)-2-prop-2-enylpropanedioate 141928-36-1 C19H24O4S
Diethyl 2-(2-phenylsulfanylprop-2-enyl)-2-prop-2-enylpropanedioate
—— 2-[(2-Nitro-1-phenylethyl)thio]aniline 176261-33-9 C14H14N2O2S
2-[(2-Nitro-1-phenylethyl)thio]aniline
—— 3,4-di(4-methoxyphenylthio)thiophene 1263672-67-8 C18H16O2S3
3,4-di(4-methoxyphenylthio)thiophene
—— 2-(4-Methylsulfanylphenyl)sulfanylbenzoic acid 17097-86-8 C14H12O2S2
2-(4-Methylsulfanylphenyl)sulfanylbenzoic acid
—— 4-(3,5-dimethylphenylsulfanyl)-3-iodo-6-methyl-5-(3-methyl-[1,2,4]triazol-1-ylmethyl)pyridin-2(1H)-one 1185190-19-5 C18H19IN4OS
4-(3,5-dimethylphenylsulfanyl)-3-iodo-6-methyl-5-(3-methyl-[1,2,4]triazol-1-ylmethyl)pyridin-2(1H)-one
—— 3-allylthio-4-bromothiophene 99219-93-9 C7H7BrS2
3-allylthio-4-bromothiophene