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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
—— 2-methylthio-4-(3-trifluoromethylpyridin-2-yl)pyrimidine 749257-99-6 C11H8F3N3S
2-methylthio-4-(3-trifluoromethylpyridin-2-yl)pyrimidine
—— 5-(3-methylpyridine-2-yl)-3-methylsulfanyl[1,2,4]triazine 749257-69-0 C10H10N4S
5-(3-methylpyridine-2-yl)-3-methylsulfanyl[1,2,4]triazine
—— 3-methylthio-5-(3-trifluoromethylpyridin-2-yl)[1,2,4]triazine 749257-80-5 C10H7F3N4S
3-methylthio-5-(3-trifluoromethylpyridin-2-yl)[1,2,4]triazine
—— 1-(2-(4-bromophenyl)ethynyl)-2-trifluoromethylsulfanyl-benzene 1214756-25-8 C15H8BrF3S
1-(2-(4-bromophenyl)ethynyl)-2-trifluoromethylsulfanyl-benzene
—— 1-(2-(4-methylphenyl)ethynyl)-2-trifluoromethylsulfanyl-benzene 1214756-23-6 C16H11F3S
1-(2-(4-methylphenyl)ethynyl)-2-trifluoromethylsulfanyl-benzene
—— 2-fluoro-5-[(3-methoxyphenyl)thio]pyridine 1057004-34-8 C12H10FNOS
2-fluoro-5-[(3-methoxyphenyl)thio]pyridine
—— 4-(diethoxymethyl)-2-(methylthio)pyridine 650628-71-0 C11H17NO2S
4-(diethoxymethyl)-2-(methylthio)pyridine
—— 6-Chloro-2-(3-methanesulfonyl-4-nitro-1H-indol-7-ylsulfanyl)-1H-benzoimidazole 548457-97-2 C16H11ClN4O4S2
6-Chloro-2-(3-methanesulfonyl-4-nitro-1H-indol-7-ylsulfanyl)-1H-benzoimidazole
—— (R)-N-{2-Chloro-4-[4-(pyrrolidin-1-ylsulphonyl)phenylsulphanyl]phenyl}-2-hydroxy-2-methyl-3,3,3-trifluoropropanamide 252017-38-2 C20H20ClF3N2O4S2
(R)-N-{2-Chloro-4-[4-(pyrrolidin-1-ylsulphonyl)phenylsulphanyl]phenyl}-2-hydroxy-2-methyl-3,3,3-trifluoropropanamide
—— 4-[[4-[2-(benzylamino)ethyl]phenyl]thio]phenol 477256-81-8 C21H21NOS
4-[[4-[2-(benzylamino)ethyl]phenyl]thio]phenol
—— 1-[2-(pyridin-2-yl)thioethyl]piperidine 349445-42-7 C12H18N2S
1-[2-(pyridin-2-yl)thioethyl]piperidine
—— Acetic acid--(phenylsulfanyl)methanol (1/1) 57440-42-3 C9H12O3S
Acetic acid--(phenylsulfanyl)methanol (1/1)
—— 6-methyl-4-(4-methylthio)phenyl-2-oxo-2H-pyran-3-carboxylic acid ethyl ester 387866-28-6 C16H16O4S
6-methyl-4-(4-methylthio)phenyl-2-oxo-2H-pyran-3-carboxylic acid ethyl ester
—— 5(6)-(5-isoquinolylsulfanyl)-2-trifluoromethyl-1H-benzo[d]imidazole hydrochloride 203338-41-4 C17H10F3N3S*ClH
5(6)-(5-isoquinolylsulfanyl)-2-trifluoromethyl-1H-benzo[d]imidazole hydrochloride
—— 3-Chlor-propionsaeure-<2-phenylmercapto-ethylamid> 91131-29-2 C11H14ClNOS
3-Chlor-propionsaeure-<2-phenylmercapto-ethylamid>
—— (Z)-2-tert-butylsulfonyl-3-ethoxyprop-2-enenitrile —— C9H15NO3S
(Z)-2-tert-butylsulfonyl-3-ethoxyprop-2-enenitrile
—— 2-((Furan-2-ylmethyl)thio)thiazole 176981-11-6 C8H7NOS2
2-((Furan-2-ylmethyl)thio)thiazole
—— (1R)-1-[4-(methylsulfanyl)phenyl]ethan-1-amine —— C9H13NS
(1R)-1-[4-(methylsulfanyl)phenyl]ethan-1-amine
—— (S)-2-(Pyridin-2-ylsulfanyl)-propionic acid —— C8H9NO2S
(S)-2-(Pyridin-2-ylsulfanyl)-propionic acid
—— 2-[[5-(2-Chlorophenyl)-4-methyl-4H-1,2,4-triazol-3-yl]thio]-N-[2-(phenylthio)phenyl]acetamide 1209646-18-3 C23H19ClN4OS2
2-[[5-(2-Chlorophenyl)-4-methyl-4H-1,2,4-triazol-3-yl]thio]-N-[2-(phenylthio)phenyl]acetamide
—— 2-[[4-Benzyl-5-(2-thienyl)-1,2,4-triazol-3-yl]sulfanylmethyl]pyridine 1012073-55-0 C19H16N4S2
2-[[4-Benzyl-5-(2-thienyl)-1,2,4-triazol-3-yl]sulfanylmethyl]pyridine
—— Fenticonazole, (R)- 1268165-29-2 C24H20Cl2N2OS
Fenticonazole, (R)-
—— methyl N-[(2-methylsulfanylphenyl)methyl]carbamate 37527-98-3 C10H13NO2S
methyl N-[(2-methylsulfanylphenyl)methyl]carbamate
—— 5-({[butyl(1-{[2-methyl-6-({4-[(methylsulfonyl)amino]phenyl}thio)-3-pyridinyl]methyl}-4-piperidinyl)amino]carbonyl}amino)-2,4-difluorobenzamide 1150617-17-6 C31H38F2N6O4S2
5-({[butyl(1-{[2-methyl-6-({4-[(methylsulfonyl)amino]phenyl}thio)-3-pyridinyl]methyl}-4-piperidinyl)amino]carbonyl}amino)-2,4-difluorobenzamide
—— (3S,4S,6R)-2,4,6-trimethyl-7-phenylsulfanylhept-1-en-3-ol 1147093-71-7 C16H24OS
(3S,4S,6R)-2,4,6-trimethyl-7-phenylsulfanylhept-1-en-3-ol
—— 2,2';2',2''-ter(1,3-dithiolan-2-yl) 1155851-67-4 C9H14S6
2,2';2',2''-ter(1,3-dithiolan-2-yl)
—— N,1-Dimethyl-4-[2-(methylthio)-4-pyrimidinyl]-1H-pyrazol-5-amine 1057385-32-6 C10H13N5S
N,1-Dimethyl-4-[2-(methylthio)-4-pyrimidinyl]-1H-pyrazol-5-amine
—— 3-Methyl-6-(4-methyl-1,2,3-thiadiazol-5-yl)-2-(methylthio)-4(3H)-pyrimidinone 1184917-63-2 C9H10N4OS2
3-Methyl-6-(4-methyl-1,2,3-thiadiazol-5-yl)-2-(methylthio)-4(3H)-pyrimidinone
—— 4-(2-methyl-1H-imidazol-4-yl)-2-(methylthio)pyrimidine 1184920-27-1 C9H10N4S
4-(2-methyl-1H-imidazol-4-yl)-2-(methylthio)pyrimidine
—— 6-(furan-3-yl)-3-methyl-2-(methylthio)pyrimidin-4(3H)-one 1184917-23-4 C10H10N2O2S
6-(furan-3-yl)-3-methyl-2-(methylthio)pyrimidin-4(3H)-one
—— 6-(2-methoxyethyl)-3-methyl-2-(methylthio)pyrimidin-4(3H)-one 1184919-92-3 C9H14N2O2S
6-(2-methoxyethyl)-3-methyl-2-(methylthio)pyrimidin-4(3H)-one
—— 3-((Pyridin-4-ylthio)methyl)pyrrolidin-3-ol 1184913-77-6 C10H14N2OS
3-((Pyridin-4-ylthio)methyl)pyrrolidin-3-ol
—— [5-(aminomethyl)spiro[2H-1-benzofuran-3,4'-piperidine]-1'-yl]-(5-phenylsulfanylfuran-2-yl)methanone 1025688-27-0 C24H24N2O3S
[5-(aminomethyl)spiro[2H-1-benzofuran-3,4'-piperidine]-1'-yl]-(5-phenylsulfanylfuran-2-yl)methanone
—— 5-Methyl-N-({6-[(methylcarbamoyl)amino]-4-(methylthio)pyridin-2-yl}carbamoyl)thiophene-3-sulfonamide 1158784-75-8 C14H17N5O4S3
5-Methyl-N-({6-[(methylcarbamoyl)amino]-4-(methylthio)pyridin-2-yl}carbamoyl)thiophene-3-sulfonamide
—— N-({6-[(2-Fluoroethyl)amino]-4-(methylthio)pyridin-2-yl}carbamoyl)-5-(2-methoxyethyl)-4-methylthiophene-2-sulfonamide 1158785-96-6 C17H23FN4O4S3
N-({6-[(2-Fluoroethyl)amino]-4-(methylthio)pyridin-2-yl}carbamoyl)-5-(2-methoxyethyl)-4-methylthiophene-2-sulfonamide
—— 4-(4,5-dibromo-1H-pyrrole-2-carbonyl)-2-phenylsulfanyl-4,5,6,7-tetrahydro-imidazo[4,5-b]pyridine-1-sulfonic acid dimethylamide 1146689-51-1 C19H19Br2N5O3S2
4-(4,5-dibromo-1H-pyrrole-2-carbonyl)-2-phenylsulfanyl-4,5,6,7-tetrahydro-imidazo[4,5-b]pyridine-1-sulfonic acid dimethylamide
—— 2-benzyl-3-(4-chlorophenylthio)-N-phenethylpropanamide 1146929-37-4 C24H24ClNOS
2-benzyl-3-(4-chlorophenylthio)-N-phenethylpropanamide
—— 4-[4,5-dibromo-1-(2-trimethylsilanyl-ethoxymethyl)-1H-pyrrole-2-carbonyl]-2-phenylsulfanyl-4,5,6,7-tetrahydro-imidazo[4,5-b]pyridine-1-sulfonic acid dimethylamide 1146689-69-1 C25H33Br2N5O4S2Si
4-[4,5-dibromo-1-(2-trimethylsilanyl-ethoxymethyl)-1H-pyrrole-2-carbonyl]-2-phenylsulfanyl-4,5,6,7-tetrahydro-imidazo[4,5-b]pyridine-1-sulfonic acid dimethylamide
—— 4-(4,5-dibromo-1-methoxymethyl-1H-pyrrole-2-carbonyl)-2-phenylsulfanyl-4,5,6,7-tetrahydro-imidazo[4,5-b]pyridine-1-sulfonic acid dimethylamide 1146689-68-0 C21H23Br2N5O4S2
4-(4,5-dibromo-1-methoxymethyl-1H-pyrrole-2-carbonyl)-2-phenylsulfanyl-4,5,6,7-tetrahydro-imidazo[4,5-b]pyridine-1-sulfonic acid dimethylamide
—— 4-(4,5-dibromo-1-methyl-1H-pyrrole-2-carbonyl)-2-phenylsulfanyl-4,5,6,7-tetrahydro-imidazo[4,5-b]pyridine-1-sulfonic acid dimethylamide 1146689-67-9 C20H21Br2N5O3S2
4-(4,5-dibromo-1-methyl-1H-pyrrole-2-carbonyl)-2-phenylsulfanyl-4,5,6,7-tetrahydro-imidazo[4,5-b]pyridine-1-sulfonic acid dimethylamide
—— 2-phenylsulfanyl-4-(3,4,5-tribromo-1H-pyrrole-2-carbonyl)-4,5,6,7-tetrahydro-imidazo[4,5-b]pyridine-1-sulfonic acid dimethylamide 1146689-59-9 C19H18Br3N5O3S2
2-phenylsulfanyl-4-(3,4,5-tribromo-1H-pyrrole-2-carbonyl)-4,5,6,7-tetrahydro-imidazo[4,5-b]pyridine-1-sulfonic acid dimethylamide
—— (4,5-dibromo-1H-pyrrol-2-yl)-(2-phenylsulfanyl-1,5,6,7-tetrahydro-imidazo[4,5-b]pyridin-4-yl)-methanone 1146689-47-5 C17H14Br2N4OS
(4,5-dibromo-1H-pyrrol-2-yl)-(2-phenylsulfanyl-1,5,6,7-tetrahydro-imidazo[4,5-b]pyridin-4-yl)-methanone
—— 4-(4-bromo-1-methyl-1H-pyrrole-2-carbonyl)-2-phenylsulfanyl-4,5,6,7-tetrahydro-imidazo[4,5-b]pyridine-1-sulfonic acid dimethylamide 1146689-46-4 C20H22BrN5O3S2
4-(4-bromo-1-methyl-1H-pyrrole-2-carbonyl)-2-phenylsulfanyl-4,5,6,7-tetrahydro-imidazo[4,5-b]pyridine-1-sulfonic acid dimethylamide
—— 5-(difluoro(phenylsulfanyl)methyl)-5-hydroxy-1-(prop-2-ynyl)pyrrolidin-2-one 1152033-08-3 C14H13F2NO2S
5-(difluoro(phenylsulfanyl)methyl)-5-hydroxy-1-(prop-2-ynyl)pyrrolidin-2-one
—— cyclopropanecarboxylic acid {4-[4-(5-hydroxycarbamoyl-pentylamino)-6-(5-methyl-2H-pyrazol-3-ylamino)-pyrimidin-2-ylsulfanyl]-phenyl}-amide 1170187-92-4 C24H30N8O3S
cyclopropanecarboxylic acid {4-[4-(5-hydroxycarbamoyl-pentylamino)-6-(5-methyl-2H-pyrazol-3-ylamino)-pyrimidin-2-ylsulfanyl]-phenyl}-amide
—— 3-[(2-Aminophenyl)sulfanyl-phenylmethyl]pentane-2,4-dione 1332326-05-2 C18H19NO2S
3-[(2-Aminophenyl)sulfanyl-phenylmethyl]pentane-2,4-dione
—— 5-acetyl-4-[4-(2-fluoro-phenylsulfanyl)-phenyl]-6-methyl-3,4-dihydro-1H-pyrimidin-2-one 1173658-58-6 C19H17FN2O2S
5-acetyl-4-[4-(2-fluoro-phenylsulfanyl)-phenyl]-6-methyl-3,4-dihydro-1H-pyrimidin-2-one
—— 5-(difluoro(phenylsulfanyl)methyl)-5-hydroxy-1-(3-(tri-methylsilyl)prop-2-ynyl)pyrrolidin-2-one 1152033-06-1 C17H21F2NO2SSi
5-(difluoro(phenylsulfanyl)methyl)-5-hydroxy-1-(3-(tri-methylsilyl)prop-2-ynyl)pyrrolidin-2-one
—— 4-[4-(3-fluoro-phenylsulfanyl)-phenyl]-6-methyl-2-thioxo-1,2,3,4-tetrahydro-pyrimidine-5-carboxylic acid ethyl ester 1173658-71-3 C20H19FN2O2S2
4-[4-(3-fluoro-phenylsulfanyl)-phenyl]-6-methyl-2-thioxo-1,2,3,4-tetrahydro-pyrimidine-5-carboxylic acid ethyl ester
—— 1-{4-[4-(3-fluoro-phenylsulfanyl)-phenyl]-6-methyl-2-thioxo-1,2,3,4-tetrahydro-pyrimidin-5-yl}-ethanone 1173658-72-4 C19H17FN2OS2
1-{4-[4-(3-fluoro-phenylsulfanyl)-phenyl]-6-methyl-2-thioxo-1,2,3,4-tetrahydro-pyrimidin-5-yl}-ethanone