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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
—— 4-[(4-methylbenzyl)thio]pyridine 100394-49-8 C13H13NS
4-[(4-methylbenzyl)thio]pyridine
—— 5h-Pyrimido[4,5-b][1,4]thiazin-6-ol 7151-78-2 C6H5N3OS
5h-Pyrimido[4,5-b][1,4]thiazin-6-ol
—— 4-(2-dimethylamino-ethylmercapto)-pyridine 115954-07-9 C9H14N2S
4-(2-dimethylamino-ethylmercapto)-pyridine
—— (9S,17S)-17-hydroxy-9-pentyl-10-oxa-1,5-dithia-spiro<5.13>nonadec-14-yn-11-one 110242-96-1 C21H34O3S2
(9S,17S)-17-hydroxy-9-pentyl-10-oxa-1,5-dithia-spiro<5.13>nonadec-14-yn-11-one
—— 1-Hydroxyaethyl..3-aethyl-1H-pyrimido <5.4-b><1.4> thiazin-2,4,7(3H,6H,8H)-trion 94216-16-7 C10H13N3O4S
1-Hydroxyaethyl..3-aethyl-1H-pyrimido <5.4-b><1.4> thiazin-2,4,7(3H,6H,8H)-trion
—— tert-butyl 4-(5-(Hydroxymethyl)-2-(methylthio)pyrimidin-4-ylamino)cyclohexylcarbamate 1478018-95-9 C17H28N4O3S
tert-butyl 4-(5-(Hydroxymethyl)-2-(methylthio)pyrimidin-4-ylamino)cyclohexylcarbamate
—— tert-butyl 4-(5-formyl-2-(methylthio)pyrimidin-4-ylamino)cyclohexylcarbamate 1478019-13-4 C17H26N4O3S
tert-butyl 4-(5-formyl-2-(methylthio)pyrimidin-4-ylamino)cyclohexylcarbamate
—— tert-butyl 4-(3-benzyl-7-(methyl thio)-2-oxo-3,4-dihydropyrimido[4,5-d]pyrimidin-1(2H)-yl)cyclohexylcarbamate 1478019-66-7 C25H33N5O3S
tert-butyl 4-(3-benzyl-7-(methyl thio)-2-oxo-3,4-dihydropyrimido[4,5-d]pyrimidin-1(2H)-yl)cyclohexylcarbamate
—— N-(3,4-difluorophenylsulfonyl)-2-(3-(naphthalen-2-ylthio)-1H-indol-4-yloxy)acetamide 1057256-68-4 C26H18F2N2O4S2
N-(3,4-difluorophenylsulfonyl)-2-(3-(naphthalen-2-ylthio)-1H-indol-4-yloxy)acetamide
—— 1,1-Dinitroethyl-Methylsulfon 58300-63-3 C3H6N2O6S
1,1-Dinitroethyl-Methylsulfon
—— 2-Isobutylthio-aethanthiol 10160-80-2 C6H14S2
2-Isobutylthio-aethanthiol
—— 3-ethyl-4-(phenylthio)butyric acid 78428-92-9 C12H16O2S
3-ethyl-4-(phenylthio)butyric acid
—— 5-ethyl-4-methyl-6-methylthio-2-pyrimidinamine 90808-75-6 C8H13N3S
5-ethyl-4-methyl-6-methylthio-2-pyrimidinamine
—— Dinitromethyl-Methylsulfon 53481-99-5 C2H4N2O6S
Dinitromethyl-Methylsulfon
—— 2-methylthiazolo<3,2-c>-7-methylpyrimidin-5-one 112498-52-9 C8H8N2O2S
2-methylthiazolo<3,2-c>-7-methylpyrimidin-5-one
—— 2-Methylthio-4,6-ditrifluormethylpyrimidin 62772-93-4 C7H4F6N2S
2-Methylthio-4,6-ditrifluormethylpyrimidin
—— 4-allylthio-6-methylpyrimidin-2(1H)-one 105173-90-8 C8H10N2OS
4-allylthio-6-methylpyrimidin-2(1H)-one
—— 2-methoxy-6-methylthio-4-pyrimidinamine 701-76-8 C6H9N3OS
2-methoxy-6-methylthio-4-pyrimidinamine
—— thiazolo<3,2-c>-7-methylpyrimidin-5-one 112498-51-8 C7H6N2O2S
thiazolo<3,2-c>-7-methylpyrimidin-5-one
—— 4-Benzylsulfanyl-6-methyl-1H-pyrimidin-2-one 78932-28-2 C12H12N2OS
4-Benzylsulfanyl-6-methyl-1H-pyrimidin-2-one
—— 3-Tribrommethyl-4-thiaisochromanon-(1) 92335-12-1 C9H5Br3O2S
3-Tribrommethyl-4-thiaisochromanon-(1)
—— (1-Phenylsulfanyl-3-trimethylsilanyl-prop-2-ynyl)-p-tolyl-amine 90261-28-2 C19H23NSSi
(1-Phenylsulfanyl-3-trimethylsilanyl-prop-2-ynyl)-p-tolyl-amine
—— 3-(trimethylsilyl)-4-[4-(trimethylsilyl)but-3-ynyl]-1,2-dithiete 1,1,2-trioxide 1319722-88-7 C12H22O3S2Si2
3-(trimethylsilyl)-4-[4-(trimethylsilyl)but-3-ynyl]-1,2-dithiete 1,1,2-trioxide
—— 3-Pentylsulfanyl-prop-2-yn-1-ol 182347-86-0 C8H14OS
3-Pentylsulfanyl-prop-2-yn-1-ol
—— 1,1,1-Tris-(n-butylmercapto)-aethan 39141-41-8 C14H30S3
1,1,1-Tris-(n-butylmercapto)-aethan
—— Tributylsulfonyl-methan 53893-44-0 C13H28O6S3
Tributylsulfonyl-methan
—— (4-Chloro-phenyl)-(1-phenylsulfanyl-3-trimethylsilanyl-prop-2-ynyl)-amine 90261-29-3 C18H20ClNSSi
(4-Chloro-phenyl)-(1-phenylsulfanyl-3-trimethylsilanyl-prop-2-ynyl)-amine
—— 6-methyl-2,2'-thiodipyridine 95193-22-9 C11H10N2S
6-methyl-2,2'-thiodipyridine
—— 4-[(2-chloro-5-methylpyrimidin-4-yl)thio]-2-(trifluoromethyl)aniline 1042129-31-6 C12H9ClF3N3S
4-[(2-chloro-5-methylpyrimidin-4-yl)thio]-2-(trifluoromethyl)aniline
—— α-<2-Thienylthio>-propionsaeure 89639-76-9 C7H8O2S2
α-<2-Thienylthio>-propionsaeure
—— 3,4-Bis-methanesulfinyl-1-methyl-2,5-bis-methylsulfanyl-1H-pyrrole 136538-88-0 C9H15NO2S4
3,4-Bis-methanesulfinyl-1-methyl-2,5-bis-methylsulfanyl-1H-pyrrole
—— 1,2-Dichlor-2-methylthiopropan 15893-12-6 C4H8Cl2S
1,2-Dichlor-2-methylthiopropan
—— N,N,3-Trimethylbut-3-enethioamide 67797-45-9 C7H13NS
N,N,3-Trimethylbut-3-enethioamide
—— p-Bis-<4-thiaisochromanon-(1)-yl-(3)>-benzol 7154-90-7 C22H14O4S2
p-Bis-<4-thiaisochromanon-(1)-yl-(3)>-benzol
—— 4-butylsulfanyl-aniline; hydrochloride 92286-68-5 C10H15NS*ClH
4-butylsulfanyl-aniline; hydrochloride
—— 2,4-diamino-5-methyl-6-(3',4',5'-trimethoxyphenylthio)pyrrolo[2,3-d]pyrimidine 1221521-91-0 C16H19N5O3S
2,4-diamino-5-methyl-6-(3',4',5'-trimethoxyphenylthio)pyrrolo[2,3-d]pyrimidine
—— [1-(3,5-difluoro-benzyl)-3-(-3-nitro-pyridin-2-ylsulfanyl)-1H-indol-6-yl]-methyl-carbamic acid tert-butyl ester 868673-48-7 C26H24F2N4O4S
[1-(3,5-difluoro-benzyl)-3-(-3-nitro-pyridin-2-ylsulfanyl)-1H-indol-6-yl]-methyl-carbamic acid tert-butyl ester
—— [1-(3,5-difluoro-benzyl)-3-(pyridin-2-ylsulfanyl)-1H-indol-6-yl]-methyl-carbamic acid tert-butyl ester 868673-46-5 C26H25F2N3O2S
[1-(3,5-difluoro-benzyl)-3-(pyridin-2-ylsulfanyl)-1H-indol-6-yl]-methyl-carbamic acid tert-butyl ester
—— 8-<(2)H>-8-(Methylsulfinyl)pentadec-6-yn-9-ol 146916-56-5 C16H30O2S
8-<(2)H>-8-(Methylsulfinyl)pentadec-6-yn-9-ol
—— N-(4-(7-methoxy-1,5-naphthyridin-4-ylthio)phenyl)-4-(4-methoxypiperidin-1-yl)phthalazin-1-amine 1071528-53-4 C29H28N6O2S
N-(4-(7-methoxy-1,5-naphthyridin-4-ylthio)phenyl)-4-(4-methoxypiperidin-1-yl)phthalazin-1-amine
—— 3-(4-Methylsulfanyl-phenyl)-4-phenyl-5-trifluoromethyl-isoxazole 340267-69-8 C17H12F3NOS
3-(4-Methylsulfanyl-phenyl)-4-phenyl-5-trifluoromethyl-isoxazole
—— 4-(2-amino-4-benzyloxy-phenylsulfanyl)-6-chloro-pyrimidin-2-ylamine 944505-96-8 C17H15ClN4OS
4-(2-amino-4-benzyloxy-phenylsulfanyl)-6-chloro-pyrimidin-2-ylamine
—— s-Decyl o-ethyl carbonodithioate 2594-89-0 C13H26OS2
s-Decyl o-ethyl carbonodithioate
—— 6-(4-fluorophenyl)ethynyl-2-methylthio-4-morpholin-4-ylpyrimidine-5-carbaldehyde 1104638-83-6 C18H16FN3O2S
6-(4-fluorophenyl)ethynyl-2-methylthio-4-morpholin-4-ylpyrimidine-5-carbaldehyde
—— 2-tert-Butoxy-5-(methylsulfanyl)thiophene 91005-16-2 C9H14OS2
2-tert-Butoxy-5-(methylsulfanyl)thiophene
—— Octadecylthioethylamin 48074-79-9 C20H43NS
Octadecylthioethylamin
—— bis-(6-chloro-hexyl)-disulfide 854877-39-7 C12H24Cl2S2
bis-(6-chloro-hexyl)-disulfide
—— ethyl 2-(4,6-bis(benzyloxy)pyrimidin-2-ylthio)hexanoate 1231733-92-8 C26H30N2O4S
ethyl 2-(4,6-bis(benzyloxy)pyrimidin-2-ylthio)hexanoate
—— ethyl 2-(4,6-diphenethoxypyrimidin-2-ylthio)hexanoate 1077626-47-1 C28H34N2O4S
ethyl 2-(4,6-diphenethoxypyrimidin-2-ylthio)hexanoate
—— ethyl 2-(4,6-bis(2-(thiophen-3-yl)ethoxy)pyrimidin-2-ylthio)hexanoate 1231734-00-1 C24H30N2O4S3
ethyl 2-(4,6-bis(2-(thiophen-3-yl)ethoxy)pyrimidin-2-ylthio)hexanoate