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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
—— 5-[2-(2-benzyloxy-ethyl)-5-trifluoromethyl-3H-imidazol-4-ylsulfanyl]-3-chloro-benzonitrile 897626-26-5 C20H15ClF3N3OS
5-[2-(2-benzyloxy-ethyl)-5-trifluoromethyl-3H-imidazol-4-ylsulfanyl]-3-chloro-benzonitrile
—— 5-(2-benzyloxymethyl-3-ethyl-5-isopropyl-3H-imidazol-4-ylsulfanyl)-isophthalonitrile 868525-48-8 C24H24N4OS
5-(2-benzyloxymethyl-3-ethyl-5-isopropyl-3H-imidazol-4-ylsulfanyl)-isophthalonitrile
—— 5-(2-benzyloxymethyl-5-trifluoromethyl-3H-imidazol-4-ylsulfanyl)-isophthalonitrile 868525-20-6 C20H13F3N4OS
5-(2-benzyloxymethyl-5-trifluoromethyl-3H-imidazol-4-ylsulfanyl)-isophthalonitrile
—— 2-(6-Chlorobenzo[d][1,3]dioxol-5-ylthio)-1-(4-methoxybenzyl)-1H-imidazo[4,5-c]pyridin-4-amine 1012059-51-6 C21H17ClN4O3S
2-(6-Chlorobenzo[d][1,3]dioxol-5-ylthio)-1-(4-methoxybenzyl)-1H-imidazo[4,5-c]pyridin-4-amine
—— 1-(2-hexylsulfanyl-6-methyl-pyrimidin-4-yl)-ethanone 863673-02-3 C13H20N2OS
1-(2-hexylsulfanyl-6-methyl-pyrimidin-4-yl)-ethanone
—— {(S)-3-[3-(4-chloro-phenylsulfanyl)-azetidin-1-yl]-1-hydroxymethyl-propyl}-carbamic acid ter-butyl ester 848644-03-1 C18H27ClN2O3S
{(S)-3-[3-(4-chloro-phenylsulfanyl)-azetidin-1-yl]-1-hydroxymethyl-propyl}-carbamic acid ter-butyl ester
—— ethyl 2-methyl-6-(4-methylphenyl)sulfanylnicotinate 888022-72-8 C16H17NO2S
ethyl 2-methyl-6-(4-methylphenyl)sulfanylnicotinate
—— 4-methyl 2-[2-(phenylthio)ethyl]-2H-1,2,3-triazole-4,5-dicarboxylate 478626-23-2 C13H13N3O4S
4-methyl 2-[2-(phenylthio)ethyl]-2H-1,2,3-triazole-4,5-dicarboxylate
—— {(S)-1-(tert-butyl-diphenyl-silanyloxymethyl)-3-[3-(4-chloro-phenylsulfanyl)-azetidin-1-yl]-propyl}-carbamic acid ter-butyl ester 848644-02-0 C34H45ClN2O3SSi
{(S)-1-(tert-butyl-diphenyl-silanyloxymethyl)-3-[3-(4-chloro-phenylsulfanyl)-azetidin-1-yl]-propyl}-carbamic acid ter-butyl ester
—— tert-butyl 2-methyl-6-(4-methylphenyl)sulfanylnicotinate 888022-73-9 C18H21NO2S
tert-butyl 2-methyl-6-(4-methylphenyl)sulfanylnicotinate
—— tert-butyl [4-(5,6-diphenylpyrazin-2-ylsulfanyl)butoxy]acetate 475085-44-0 C26H30N2O3S
tert-butyl [4-(5,6-diphenylpyrazin-2-ylsulfanyl)butoxy]acetate
—— (S)-2-amino-4-[3-(4-chloro-phenylsulfanyl)-azetidin-1-yl]-butan-1-ol 928761-52-8 C13H19ClN2OS
(S)-2-amino-4-[3-(4-chloro-phenylsulfanyl)-azetidin-1-yl]-butan-1-ol
—— 3-(2-Methoxyethoxy)-5-{[(3-methylphenyl)methyl]sulfanyl}-1,2,4-thiadiazole 922505-60-0 C13H16N2O2S2
3-(2-Methoxyethoxy)-5-{[(3-methylphenyl)methyl]sulfanyl}-1,2,4-thiadiazole
—— (5-bromo-2-methyl-phenylsulfanyl)-acetic acid 845746-14-7 C9H9BrO2S
(5-bromo-2-methyl-phenylsulfanyl)-acetic acid
—— (5-bromo-2-methyl-phenylsulfanyl)-acetic acid tert-butyl ester 845746-13-6 C13H17BrO2S
(5-bromo-2-methyl-phenylsulfanyl)-acetic acid tert-butyl ester
—— (2R)-2-{[5-(benzylthio)-2-chloro[1,3]thiazolo[4,5-d]pyrimidin-7-yl]amino}-3-methylbutan-1-ol 849943-26-6 C17H19ClN4OS2
(2R)-2-{[5-(benzylthio)-2-chloro[1,3]thiazolo[4,5-d]pyrimidin-7-yl]amino}-3-methylbutan-1-ol
—— (4-Amino-2-pyrimidinyl)-essigsaeure-ethylester 61445-75-8 C8H11N3O2S
(4-Amino-2-pyrimidinyl)-essigsaeure-ethylester
—— 3-(3-{[(5-chloro-thiophen-3-yl)methyl]thio}-5-oxo-2,5-dihydro-1,2,4-triazin-6-yl)-propionic acid ethyl ester 824983-32-6 C13H14ClN3O3S2
3-(3-{[(5-chloro-thiophen-3-yl)methyl]thio}-5-oxo-2,5-dihydro-1,2,4-triazin-6-yl)-propionic acid ethyl ester
—— 5-[(4-methyl-1,3-thiazol-2-yl)thio]thiophene-2-sulfonamide 900814-33-7 C8H8N2O2S4
5-[(4-methyl-1,3-thiazol-2-yl)thio]thiophene-2-sulfonamide
—— [[2-(phenylthio)-5-(aminooxoacetyl)-6-ethyl-7-(phenylmethyl)-7H-pyrrolo[2,3-d]pyrimidin-4-yl]oxy]acetic acid methyl ester 253331-89-4 C26H24N4O5S
[[2-(phenylthio)-5-(aminooxoacetyl)-6-ethyl-7-(phenylmethyl)-7H-pyrrolo[2,3-d]pyrimidin-4-yl]oxy]acetic acid methyl ester
—— 3-{[(5-chloro-thiophen-3-yl)methyl]thio}-6-ethyl-1,2,4-triazin-5(2H)-one 824983-29-1 C10H10ClN3OS2
3-{[(5-chloro-thiophen-3-yl)methyl]thio}-6-ethyl-1,2,4-triazin-5(2H)-one
—— 1-(6-methyl-pyridin-2-yl)-2-(2-methylsulfanyl-pyrimidin-4-yl)-ethanone 673480-84-7 C13H13N3OS
1-(6-methyl-pyridin-2-yl)-2-(2-methylsulfanyl-pyrimidin-4-yl)-ethanone
—— 2-((4-chlorobenzyl)thio)-3-nitropyridine 878404-83-2 C12H9ClN2O2S
2-((4-chlorobenzyl)thio)-3-nitropyridine
—— 3-[(4-methyl-1,3-thiazol-2-yl)thio]thiophene-2-sulfonamide 900814-34-8 C8H8N2O2S4
3-[(4-methyl-1,3-thiazol-2-yl)thio]thiophene-2-sulfonamide
—— 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)