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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-[4-(methylthio)phenyl]propionitrile 672952-68-0 C10H11NS
3-[4-(methylthio)phenyl]propionitrile
—— N~2~,N~2~-Diphenyl-6-(phenylsulfanyl)-1,3,5-triazine-2,4-diamine 30360-87-3 C21H17N5S
N~2~,N~2~-Diphenyl-6-(phenylsulfanyl)-1,3,5-triazine-2,4-diamine
—— 3H-1,2,4-Oxadithiine 290-73-3 C3H4OS2
3H-1,2,4-Oxadithiine
—— 1,6-Dithia-3,8-diazaspiro[4.4]nonane-4,9-dione 26933-64-2 C5H6N2O2S2
1,6-Dithia-3,8-diazaspiro[4.4]nonane-4,9-dione
—— 1,3,4-Oxadithiolane 24987-50-6 C2H4OS2
1,3,4-Oxadithiolane
—— p-Dithiino(2.3-b)pyrazin-2.3-dicarbonitril 50869-11-9 C8H2N4S2
p-Dithiino(2.3-b)pyrazin-2.3-dicarbonitril
—— 2H,6H-1,5-Oxathiocine 292-96-6 C6H8OS
2H,6H-1,5-Oxathiocine
—— Tricyclo[3.3.1.1~3,7~]decane-1,3-dithiol 607741-81-1 C10H16S2
Tricyclo[3.3.1.1~3,7~]decane-1,3-dithiol
—— 1,10-Dithia-8-aza-(2,2)-metacyclophan 20044-82-0 C13H11NS2
1,10-Dithia-8-aza-(2,2)-metacyclophan
—— 1-Ethylsulfanylundecane 66577-30-8 C13H28S
1-Ethylsulfanylundecane
—— 1,3-Dichloro-6-[(4,6-dichlorohexyl)sulfanyl]hexane 114811-35-7 C12H22Cl4S
1,3-Dichloro-6-[(4,6-dichlorohexyl)sulfanyl]hexane
—— 2-pyridin-2-yl-3-(3,4,5-trimethoxyphenyl)sulfanyl-1H-indole 1337932-95-2 C22H20N2O3S
2-pyridin-2-yl-3-(3,4,5-trimethoxyphenyl)sulfanyl-1H-indole
—— 2-[3-(3,4,5-trimethoxyphenyl)sulfanyl-1H-indol-2-yl]-4,5-dihydro-1,3-oxazole 1416576-29-8 C20H20N2O4S
2-[3-(3,4,5-trimethoxyphenyl)sulfanyl-1H-indol-2-yl]-4,5-dihydro-1,3-oxazole
—— 2-(1H-indol-5-yl)-3-(3,4,5-trimethoxyphenyl)sulfanyl-1H-indole 1337933-00-2 C25H22N2O3S
2-(1H-indol-5-yl)-3-(3,4,5-trimethoxyphenyl)sulfanyl-1H-indole
—— 2-pyridin-3-yl-3-(3,4,5-trimethoxyphenyl)sulfanyl-1H-indole 1337932-98-5 C22H20N2O3S
2-pyridin-3-yl-3-(3,4,5-trimethoxyphenyl)sulfanyl-1H-indole
—— 2-[3-(3,4,5-trimethoxyphenyl)sulfanyl-1H-indol-2-yl]-1,3-thiazole 1337932-90-7 C20H18N2O3S2
2-[3-(3,4,5-trimethoxyphenyl)sulfanyl-1H-indol-2-yl]-1,3-thiazole
—— 6-[3-(3,4,5-trimethoxyphenyl)sulfanyl-1H-indol-2-yl]quinoline 1337933-01-3 C26H22N2O3S
6-[3-(3,4,5-trimethoxyphenyl)sulfanyl-1H-indol-2-yl]quinoline
—— Spiro[bicyclo[2.2.2]octane-2,2'-[1,3]dithiolane] 702-52-3 C10H16S2
Spiro[bicyclo[2.2.2]octane-2,2'-[1,3]dithiolane]
—— S-(Methylthiomethyl) 2-methylpropanethioate 77974-85-7 C6H12OS2
S-(Methylthiomethyl) 2-methylpropanethioate
—— 2-Chloro-2-(phenylsulfanyl)acetamide 7519-04-2 C8H8ClNOS
2-Chloro-2-(phenylsulfanyl)acetamide
—— Trimethyl-(2-phenylsulfanyl-1,3-thiazol-5-yl)silane 1319212-47-9 C12H15NS2Si
Trimethyl-(2-phenylsulfanyl-1,3-thiazol-5-yl)silane
—— Ethyl 4-(2-phenylsulfanyl-1,3-thiazol-4-yl)benzoate 1319212-64-0 C18H15NO2S2
Ethyl 4-(2-phenylsulfanyl-1,3-thiazol-4-yl)benzoate
—— Ethyl 4-(2-phenylsulfanyl-5-trimethylsilyl-1,3-thiazol-4-yl)benzoate 1319212-59-3 C21H23NO2S2Si
Ethyl 4-(2-phenylsulfanyl-5-trimethylsilyl-1,3-thiazol-4-yl)benzoate
—— Ethyl 4-(5-chloro-2-phenylsulfanyl-1,3-thiazol-4-yl)benzoate 1319212-62-8 C18H14ClNO2S2
Ethyl 4-(5-chloro-2-phenylsulfanyl-1,3-thiazol-4-yl)benzoate
—— 2-chloro-5-methoxy-4-(phenylthio)aniline 1303613-74-2 C13H12ClNOS
2-chloro-5-methoxy-4-(phenylthio)aniline
—— 4-(4-Chlorophenyl)sulfanyl-2-(trichloromethyl)quinazoline 1336930-54-1 C15H8Cl4N2S
4-(4-Chlorophenyl)sulfanyl-2-(trichloromethyl)quinazoline
—— THP-protected 3-fluorothiophenol 1316276-95-5 C11H13FOS
THP-protected 3-fluorothiophenol
—— 1-(Azetidin-1-yl)-2-(methanesulfonyl)ethan-1-one 1162262-03-4 C6H11NO3S
1-(Azetidin-1-yl)-2-(methanesulfonyl)ethan-1-one
—— 4,4,5,5-Tetramethyl-2-(2-(2,2,2-trifluoroethylthio)phenyl)-1,3,2-dioxaborolane 1026797-05-6 C14H18BF3O2S
4,4,5,5-Tetramethyl-2-(2-(2,2,2-trifluoroethylthio)phenyl)-1,3,2-dioxaborolane
—— 4,4,5,5-Tetramethyl-2-(4-(2,2,2-trifluoroethylthio)phenyl)-1,3,2-dioxaborolane 1026797-09-0 C14H18BF3O2S
4,4,5,5-Tetramethyl-2-(4-(2,2,2-trifluoroethylthio)phenyl)-1,3,2-dioxaborolane
—— (R)-1-(4-(Methylthio)phenyl)ethanamine hydrochloride 1217456-30-8 C9H14ClNS
(R)-1-(4-(Methylthio)phenyl)ethanamine hydrochloride
—— 1,4-Dithia-7-azaspiro[4.4]nonan-7-amine;hydrochloride 1261999-19-2 C6H13ClN2S2
1,4-Dithia-7-azaspiro[4.4]nonan-7-amine;hydrochloride
—— (3xi)-3,5-Di-O-acetyl-N-{[5-cyano-6-(phenylsulfanyl)pyridine-3-carbonyl]carbamoyl}-2-deoxy-beta-D-glycero-pentofuranosylamine 1207756-46-4 C23H22N4O7S
(3xi)-3,5-Di-O-acetyl-N-{[5-cyano-6-(phenylsulfanyl)pyridine-3-carbonyl]carbamoyl}-2-deoxy-beta-D-glycero-pentofuranosylamine
—— (3xi)-3,5-Di-O-acetyl-N-({5-cyano-6-[(4-fluorophenyl)sulfanyl]pyridine-3-carbonyl}carbamoyl)-2-deoxy-beta-D-glycero-pentofuranosylamine 1207756-58-8 C23H21FN4O7S
(3xi)-3,5-Di-O-acetyl-N-({5-cyano-6-[(4-fluorophenyl)sulfanyl]pyridine-3-carbonyl}carbamoyl)-2-deoxy-beta-D-glycero-pentofuranosylamine
—— 2-(m-Tolylthio)-6-chloropyridine 1242241-04-8 C12H10ClNS
2-(m-Tolylthio)-6-chloropyridine
—— (3xi)-N-({5-Cyano-6-[(4-fluorophenyl)sulfanyl]pyridine-3-carbonyl}carbamoyl)-2-deoxy-beta-D-glycero-pentofuranosylamine 1207756-61-3 C19H17FN4O5S
(3xi)-N-({5-Cyano-6-[(4-fluorophenyl)sulfanyl]pyridine-3-carbonyl}carbamoyl)-2-deoxy-beta-D-glycero-pentofuranosylamine
—— (3xi)-3,5-Di-O-acetyl-N-({5-cyano-6-[(4-methylphenyl)sulfanyl]pyridine-3-carbonyl}carbamoyl)-2-deoxy-beta-D-glycero-pentofuranosylamine 1207756-50-0 C24H24N4O7S
(3xi)-3,5-Di-O-acetyl-N-({5-cyano-6-[(4-methylphenyl)sulfanyl]pyridine-3-carbonyl}carbamoyl)-2-deoxy-beta-D-glycero-pentofuranosylamine
—— (3xi)-N-({5-Cyano-6-[(4-methylphenyl)sulfanyl]pyridine-3-carbonyl}carbamoyl)-2-deoxy-beta-D-glycero-pentofuranosylamine 1207756-52-2 C20H20N4O5S
(3xi)-N-({5-Cyano-6-[(4-methylphenyl)sulfanyl]pyridine-3-carbonyl}carbamoyl)-2-deoxy-beta-D-glycero-pentofuranosylamine
—— (3xi)-N-{[5-Cyano-6-(phenylsulfanyl)pyridine-3-carbonyl]carbamoyl}-2-deoxy-beta-D-glycero-pentofuranosylamine 1207756-48-6 C19H18N4O5S
(3xi)-N-{[5-Cyano-6-(phenylsulfanyl)pyridine-3-carbonyl]carbamoyl}-2-deoxy-beta-D-glycero-pentofuranosylamine
—— N-carbamoyl-5-cyano-6-(phenylthio)nicotinamide 1207756-66-8 C14H10N4O2S
N-carbamoyl-5-cyano-6-(phenylthio)nicotinamide
—— (3xi)-3,5-Di-O-acetyl-N-({6-[(4-chlorophenyl)sulfanyl]-5-cyanopyridine-3-carbonyl}carbamoyl)-2-deoxy-beta-D-glycero-pentofuranosylamine 1214729-09-5 C23H21ClN4O7S
(3xi)-3,5-Di-O-acetyl-N-({6-[(4-chlorophenyl)sulfanyl]-5-cyanopyridine-3-carbonyl}carbamoyl)-2-deoxy-beta-D-glycero-pentofuranosylamine
—— (3xi)-N-({6-[(4-Chlorophenyl)sulfanyl]-5-cyanopyridine-3-carbonyl}carbamoyl)-2-deoxy-beta-D-glycero-pentofuranosylamine 1214729-12-0 C19H17ClN4O5S
(3xi)-N-({6-[(4-Chlorophenyl)sulfanyl]-5-cyanopyridine-3-carbonyl}carbamoyl)-2-deoxy-beta-D-glycero-pentofuranosylamine
—— N~8~-(Cyclopropylmethyl)-2-(2,6-Diazaspiro[3.3]hept-2-Yl)-N~4~-[2-(Methylsulfanyl)phenyl]pyrimido[5,4-D]pyrimidine-4,8-Diamine 1303470-34-9 C22H26N8S
N~8~-(Cyclopropylmethyl)-2-(2,6-Diazaspiro[3.3]hept-2-Yl)-N~4~-[2-(Methylsulfanyl)phenyl]pyrimido[5,4-D]pyrimidine-4,8-Diamine
—— Carbamic acid, [5-[(phenylmethyl)thio]-1,3,4-thiadiazol-2-yl]-, ethyl ester 157369-89-6 C12H13N3O2S2
Carbamic acid, [5-[(phenylmethyl)thio]-1,3,4-thiadiazol-2-yl]-, ethyl ester
—— N-{2-[(2,3-difluorobenzyl)thio]-6-methoxypyrimidin-4-yl}-4-morpholin-4-ylpiperidine-1-sulfonamide 878388-22-8 C21H27F2N5O4S2
N-{2-[(2,3-difluorobenzyl)thio]-6-methoxypyrimidin-4-yl}-4-morpholin-4-ylpiperidine-1-sulfonamide
—— 4-(cyclopropylamino)-N-{2-[(2,3-difluorobenzyl)thio]-6-methoxypyrimidin-4-yl}piperidine-1-sulfonamide 878388-29-5 C20H25F2N5O3S2
4-(cyclopropylamino)-N-{2-[(2,3-difluorobenzyl)thio]-6-methoxypyrimidin-4-yl}piperidine-1-sulfonamide
—— 3-sulfinylhexane 133619-40-6 C6H12OS
3-sulfinylhexane
—— N-(2-hydroxyethyl)propanethioamide 77706-73-1 C5H11NOS
N-(2-hydroxyethyl)propanethioamide
—— 2-[(Dimethylamino)(phenyl)methylidene]-1-benzothiophen-3(2H)-one 77946-59-9 C17H15NOS
2-[(Dimethylamino)(phenyl)methylidene]-1-benzothiophen-3(2H)-one
—— methyl N-[N-methoxycarbonyl-N'-[2-(pentanoylamino)-4-phenylsulfanylphenyl]carbamimidoyl]carbamate 73857-17-7 C22H26N4O5S
methyl N-[N-methoxycarbonyl-N'-[2-(pentanoylamino)-4-phenylsulfanylphenyl]carbamimidoyl]carbamate