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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
—— 6-(1-adamantyl)-3-cyano-2-allylmercaptopyridine 112629-74-0 C19H22N2S
6-(1-adamantyl)-3-cyano-2-allylmercaptopyridine
—— 2-{[(Benzylsulfanyl)methyl]sulfanyl}-4,6-dimethylpyridine-3-carbonitrile 442152-76-3 C16H16N2S2
2-{[(Benzylsulfanyl)methyl]sulfanyl}-4,6-dimethylpyridine-3-carbonitrile
—— α-Fluorocyanomethyl 2-(3-cyano-4,6-dimethyl)pyridyl sulfide 159831-91-1 C10H8FN3S
α-Fluorocyanomethyl 2-(3-cyano-4,6-dimethyl)pyridyl sulfide
—— 159717-91-6 C11H11N5S
—— 2-pentafluorosulfanylheptanal 1122591-42-7 C7H13F5OS
2-pentafluorosulfanylheptanal
—— 3-cyano-4,6-dimethyl-2-[(2-thienylmethyl)thio]pyridine 1203929-22-9 C13H12N2S2
3-cyano-4,6-dimethyl-2-[(2-thienylmethyl)thio]pyridine
—— 2-Cyclohex-2-en-1-ylsulfanyl-4,6-dimethylpyridine-3-carbonitrile 121567-77-9 C14H16N2S
2-Cyclohex-2-en-1-ylsulfanyl-4,6-dimethylpyridine-3-carbonitrile
—— 2-(3-Cyano-4,6-dimethylpyridin-2-yl)sulfanyl-2-methylpropanoic acid 1103521-26-1 C12H14N2O2S
2-(3-Cyano-4,6-dimethylpyridin-2-yl)sulfanyl-2-methylpropanoic acid
—— 2-butylthio-3-cyano-4,6-dimethylpyridine 496778-32-6 C12H16N2S
2-butylthio-3-cyano-4,6-dimethylpyridine
—— 4-(3-Cyano-4,6-dimethyl-pyridin-2-ylsulfanyl)-3-oxo-butyric acid ethyl ester 290299-57-9 C14H16N2O3S
4-(3-Cyano-4,6-dimethyl-pyridin-2-ylsulfanyl)-3-oxo-butyric acid ethyl ester
—— 4,6-dimethyl-2-(prop-2-yn-1-ylsulfanyl)pyridine-3-carbonitrile 285980-92-9 C11H10N2S
4,6-dimethyl-2-(prop-2-yn-1-ylsulfanyl)pyridine-3-carbonitrile
—— 2-(benzylsulfanyl)-4,6-dimethylpyridine-3-carbonitrile 97248-85-6 C15H14N2S
2-(benzylsulfanyl)-4,6-dimethylpyridine-3-carbonitrile
—— S-phenyl isopropylthiocarbamate 17671-79-3 C10H13NOS
S-phenyl isopropylthiocarbamate
—— methyl 2-(pentylsulfonyl)diazoacetate 1424362-20-8 C8H14N2O4S
methyl 2-(pentylsulfonyl)diazoacetate
—— ethyl 2-(pentylsulfonyl)acetate 921755-18-2 C9H18O4S
ethyl 2-(pentylsulfonyl)acetate
—— 5-(3-hydroxypropoxy)-2-(2-nitrophenylthio)-N,N-dimethylbenzamide 1004534-63-7 C18H20N2O5S
5-(3-hydroxypropoxy)-2-(2-nitrophenylthio)-N,N-dimethylbenzamide
—— 2-(4-bromo-2-nitrophenylthio)-5-(3-hydroxypropoxy)-N,N-dimethylbenzamide 1004534-67-1 C18H19BrN2O5S
2-(4-bromo-2-nitrophenylthio)-5-(3-hydroxypropoxy)-N,N-dimethylbenzamide
—— 2-(4-fluoro-2-nitrophenylthio)-5-(3-hydroxypropoxy)-N,N-dimethylbenzamide 1004534-65-9 C18H19FN2O5S
2-(4-fluoro-2-nitrophenylthio)-5-(3-hydroxypropoxy)-N,N-dimethylbenzamide
—— 2-(5-amino-2-phenyl-4-cyano-2-ethylsulfanyl-2,3-dihydrofuran-3-ylidene)propanedinitrile 1240182-11-9 C16H12N4OS
2-(5-amino-2-phenyl-4-cyano-2-ethylsulfanyl-2,3-dihydrofuran-3-ylidene)propanedinitrile
—— 16-phenylthiodidemnimide C 259752-97-1 C22H16N4O2S
16-phenylthiodidemnimide C
—— 3-(3-bromophenylthio)propan-1-ol 880157-87-9 C9H11BrOS
3-(3-bromophenylthio)propan-1-ol
—— 4-[(3-chloro-2-methylphenyl)methyl]-5-(methylthio)-2-(4-morpholinyl)[1,3]thiazolo[4,5-d]pyrimidin-7(4H)-one 1256290-16-0 C18H19ClN4O2S2
4-[(3-chloro-2-methylphenyl)methyl]-5-(methylthio)-2-(4-morpholinyl)[1,3]thiazolo[4,5-d]pyrimidin-7(4H)-one
—— Methyl E-2,3-dihydro-1,4-benzoxathiin-2-ylidene acetate 111042-26-3 C11H10O3S
Methyl E-2,3-dihydro-1,4-benzoxathiin-2-ylidene acetate
—— 1-(4-methoxyphenyl)-3-(4-(2-(pyrrolidine-1-carbonyl)pyridin-4-ylthio)phenyl)thiourea 1395063-44-1 C24H24N4O2S2
1-(4-methoxyphenyl)-3-(4-(2-(pyrrolidine-1-carbonyl)pyridin-4-ylthio)phenyl)thiourea
—— 2,4,6-tris(methylsulfanyl)pyrimidine-5-carbonitrile 501433-97-2 C8H9N3S3
2,4,6-tris(methylsulfanyl)pyrimidine-5-carbonitrile
—— 2,4-bis(morpholinocarbonylmethylsulfanyl)-6-methylsulfanylpyrimidin-5-carbonitrile 501434-01-1 C18H23N5O4S3
2,4-bis(morpholinocarbonylmethylsulfanyl)-6-methylsulfanylpyrimidin-5-carbonitrile
—— 6-methylsulfanyl-2,4-bis(pyrrolidinocarbonylmethylsulfanyl)pyrimidine-5-carbonitrile 948046-73-9 C18H23N5O2S3
6-methylsulfanyl-2,4-bis(pyrrolidinocarbonylmethylsulfanyl)pyrimidine-5-carbonitrile
—— 2-[(4-{[(5-bromopyridin-2-yl)oxy]-acetyl}-1,3-thiazol-2-yl)thio]-2-methylpropionic acid tert-butyl ester 1228440-65-0 C18H21BrN2O4S2
2-[(4-{[(5-bromopyridin-2-yl)oxy]-acetyl}-1,3-thiazol-2-yl)thio]-2-methylpropionic acid tert-butyl ester
—— 1,4-Benzoxathiin-2-acetic acid methyl ester 111042-28-5 C11H10O3S
1,4-Benzoxathiin-2-acetic acid methyl ester
—— (2,2,2-trifluoroethylidene)sulfur tetrafluoride 88476-02-2 C2HF7S
(2,2,2-trifluoroethylidene)sulfur tetrafluoride
—— Methoxycarbonylvinyl-(2-hydroxy-phenyl)-thioaether 90843-67-7 C10H10O3S
Methoxycarbonylvinyl-(2-hydroxy-phenyl)-thioaether
—— 2-hydroxyphenyl pentan-5-ol sulfide 217187-23-0 C11H16O2S
2-hydroxyphenyl pentan-5-ol sulfide
—— o-Hydroxyphenyl-i-pentylsulfid 29549-67-5 C11H16OS
o-Hydroxyphenyl-i-pentylsulfid
—— 1-(5-Methoxy-2-phenylsulfanylphenyl)hexan-2-one 1190852-58-4 C19H22O2S
1-(5-Methoxy-2-phenylsulfanylphenyl)hexan-2-one
—— 2-t.-Butiltio-fenolo 24362-88-7 C10H14OS
2-t.-Butiltio-fenolo
—— o-(3-Butenylthio)phenol 60965-05-1 C10H12OS
o-(3-Butenylthio)phenol
—— 4-(dimethylamino)-2-methylsulfanyl-1,3-diazabuta-1,3-dienium iodide 344361-86-0 C5H11N3S*HI
4-(dimethylamino)-2-methylsulfanyl-1,3-diazabuta-1,3-dienium iodide
—— 2-[4-(2-Hydroxyphenyl)sulfanylbutylsulfanyl]phenol 109628-13-9 C16H18O2S2
2-[4-(2-Hydroxyphenyl)sulfanylbutylsulfanyl]phenol
—— Methyl E-2,3-dihydro-1,4-benzoxathiin-3-ylidene acetate 111042-29-6 C11H10O3S
Methyl E-2,3-dihydro-1,4-benzoxathiin-3-ylidene acetate
—— 2-(2-hydroxyphenylthio)-1-phenylethanol 156273-13-1 C14H14O2S
2-(2-hydroxyphenylthio)-1-phenylethanol
—— 4-(4-Bromophenyl)-3,4-dihydro-2H-1,5-benzoxathiepin-2-one 176511-01-6 C15H11BrO2S
4-(4-Bromophenyl)-3,4-dihydro-2H-1,5-benzoxathiepin-2-one
—— 2-(4-chloro-benzylsulfanyl)-phenol 103206-26-4 C13H11ClOS
2-(4-chloro-benzylsulfanyl)-phenol
—— 1-[2-(4-Methoxyphenyl)sulfanylphenyl]hexan-2-one 1190852-59-5 C19H22O2S
1-[2-(4-Methoxyphenyl)sulfanylphenyl]hexan-2-one
—— Methyl Z-2,3-dihydro-1,4-benzoxathiin-2-ylidene acetate 111042-27-4 C11H10O3S
Methyl Z-2,3-dihydro-1,4-benzoxathiin-2-ylidene acetate
—— (R)-3-((2-hydroxyphenyl)thio)-N,N-dimethyl-3-phenylpropanethioamide 1402449-10-8 C17H19NOS2
(R)-3-((2-hydroxyphenyl)thio)-N,N-dimethyl-3-phenylpropanethioamide
—— 3,4-dihydro-2H-1,5-benzoxathiepin-3-one 112632-24-3 C9H8O2S
3,4-dihydro-2H-1,5-benzoxathiepin-3-one
—— 2,2'-[1,2-Phenylenebis(methylenesulfanediyl)]diphenol 111348-48-2 C20H18O2S2
2,2'-[1,2-Phenylenebis(methylenesulfanediyl)]diphenol
—— 2-<(α-Ethylpropyl)thio>phenol 56484-55-0 C11H16OS
2-<(α-Ethylpropyl)thio>phenol
—— (S)-2,3-dihydro-1,4-benzoxathiin-2-methanol 1588421-64-0 C9H10O2S
(S)-2,3-dihydro-1,4-benzoxathiin-2-methanol
—— 1,5-benzoxathiepan 34257-52-8 C9H10OS
1,5-benzoxathiepan