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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-[2-[(2-Ethoxypyrimido[4,5-d]pyrimidin-5-yl)amino]-4-methyl-phenyl]sulfanylphenol 1365922-44-6 C21H19N5O2S
4-[2-[(2-Ethoxypyrimido[4,5-d]pyrimidin-5-yl)amino]-4-methyl-phenyl]sulfanylphenol
—— 7-ethylmercapto-3<i>H</i>-pyrimido[4,5-<i>d</i>]pyrimidin-4-one 7403-27-2 C8H8N4OS
7-ethylmercapto-3<i>H</i>-pyrimido[4,5-<i>d</i>]pyrimidin-4-one
—— 5-amino-2,2-dimethyl-2,3-dihydrothiazolo[3,2-a]pyrimidin-7(7H)-one 727684-65-3 C8H11N3OS
5-amino-2,2-dimethyl-2,3-dihydrothiazolo[3,2-a]pyrimidin-7(7H)-one
—— 7-ethylmercapto-3<i>H</i>-pyrimido[4,5-<i>d</i>]pyrimidine-4-thione 7403-31-8 C8H8N4S2
7-ethylmercapto-3<i>H</i>-pyrimido[4,5-<i>d</i>]pyrimidine-4-thione
—— 3-tert-butyl-2-hydroxy-6-methyl-5-[(2,4,5-trichlorophenyl)thio]benzoic acid 59266-66-9 C18H17Cl3O3S
3-tert-butyl-2-hydroxy-6-methyl-5-[(2,4,5-trichlorophenyl)thio]benzoic acid
—— 2-(4-chlorophenylsulfanyl)pyridinium-N-(4-tolyl)imide 913545-33-2 C18H15ClN2S
2-(4-chlorophenylsulfanyl)pyridinium-N-(4-tolyl)imide
—— 1-benzyl-4-(methylsulfanyl)pyrimidine-2(1H)-thione 883130-34-5 C12H12N2S2
1-benzyl-4-(methylsulfanyl)pyrimidine-2(1H)-thione
—— 3-{[2-Chloro-4-(trifluoromethyl)phenyl]sulfanyl}aniline 79576-19-5 C13H9ClF3NS
3-{[2-Chloro-4-(trifluoromethyl)phenyl]sulfanyl}aniline
—— 2-(4-chloro-6-methoxy-[1,3,5]triazin-2-ylsulfanyl)-benzothiazole 13734-00-4 C11H7ClN4OS2
2-(4-chloro-6-methoxy-[1,3,5]triazin-2-ylsulfanyl)-benzothiazole
—— 2-Ethynyl-2H-1,3-benzodithiole 88790-41-4 C9H6S2
2-Ethynyl-2H-1,3-benzodithiole
—— Difluor-S-phenyl-thioglykolsaeure-methylester 22340-44-9 C9H8F2O2S
Difluor-S-phenyl-thioglykolsaeure-methylester
—— 1,3-Dinitro-2-[(4-nitrophenyl)sulfanyl]benzene 92568-44-0 C12H7N3O6S
1,3-Dinitro-2-[(4-nitrophenyl)sulfanyl]benzene
—— α,α-Difluoro-α-(phenylthio)acetamide 16503-79-0 C8H7F2NOS
α,α-Difluoro-α-(phenylthio)acetamide
—— 2-chloro-4-methoxy-6-(phenylthio)-1,3,5-triazine 151407-92-0 C10H8ClN3OS
2-chloro-4-methoxy-6-(phenylthio)-1,3,5-triazine
—— 4,4'-Sulfanediylbis(2-aminophenol) 22445-97-2 C12H12N2O2S
4,4'-Sulfanediylbis(2-aminophenol)
—— spiro<1,3-benzodithiole-2,1'-cyclohexane>1-oxide 89572-14-5 C12H14OS2
spiro<1,3-benzodithiole-2,1'-cyclohexane>1-oxide
—— 2-(2-nitro-1-(phenylthio)ethyl)furan 1160109-10-3 C12H11NO3S
2-(2-nitro-1-(phenylthio)ethyl)furan
—— spiro<1,3-benzodithiole-2,1'-cycloheptane>1-oxide 89572-15-6 C13H16OS2
spiro<1,3-benzodithiole-2,1'-cycloheptane>1-oxide
—— Methyl 2-chloro-4,6-bis(phenylsulfanyl)pyrimidine-5-carboxylate 87847-24-3 C18H13ClN2O2S2
Methyl 2-chloro-4,6-bis(phenylsulfanyl)pyrimidine-5-carboxylate
—— N-pivaloylthiourea 69203-84-5 C6H12N2OS
N-pivaloylthiourea
—— methyl trans-3-(ethoxythiocarbonylthio)acrylate 94726-16-6 C7H10O3S2
methyl trans-3-(ethoxythiocarbonylthio)acrylate
—— 1,1,1-trifluoro-4,4-bis(phenylthio)butane-2,2-diol 1033065-51-8 C16H15F3O2S2
1,1,1-trifluoro-4,4-bis(phenylthio)butane-2,2-diol
—— Methyl 4-chloro-2,6-bis(phenylsulfanyl)pyrimidine-5-carboxylate 87847-25-4 C18H13ClN2O2S2
Methyl 4-chloro-2,6-bis(phenylsulfanyl)pyrimidine-5-carboxylate
—— N-(4-acetoxymethylcyclohexylcarbonyl)thiourea 1428451-08-4 C11H18N2O3S
N-(4-acetoxymethylcyclohexylcarbonyl)thiourea
—— 6-[(4-Chlorophenyl)sulfanyl]-2,2,4-trimethyl-1,2-dihydro-1,5-naphthyridine 88724-25-8 C17H17ClN2S
6-[(4-Chlorophenyl)sulfanyl]-2,2,4-trimethyl-1,2-dihydro-1,5-naphthyridine
—— 4-chloro-2-(ethylthio)-4-(methylthio)pyrimidine-5-carbonitrile 868272-42-8 C8H8ClN3S2
4-chloro-2-(ethylthio)-4-(methylthio)pyrimidine-5-carbonitrile
—— Methyl 2,4-dichloro-6-(phenylsulfanyl)pyrimidine-5-carboxylate 87847-26-5 C12H8Cl2N2O2S
Methyl 2,4-dichloro-6-(phenylsulfanyl)pyrimidine-5-carboxylate
—— N-cyclopropyl-4-methyl-3-[2-oxo-3-(phenylthio)-1(2H)-pyrazinyl]-benzamide 1095003-29-4 C21H19N3O2S
N-cyclopropyl-4-methyl-3-[2-oxo-3-(phenylthio)-1(2H)-pyrazinyl]-benzamide
—— (4R,5S)-4-Methyl-3-phenyl-5-(phenylsulfanyl)-4,5-dihydro-1,2-oxazole 90329-01-4 C16H15NOS
(4R,5S)-4-Methyl-3-phenyl-5-(phenylsulfanyl)-4,5-dihydro-1,2-oxazole
—— (4R,5R)-4-Methyl-3-phenyl-5-(phenylsulfanyl)-4,5-dihydro-1,2-oxazole 90329-09-2 C16H15NOS
(4R,5R)-4-Methyl-3-phenyl-5-(phenylsulfanyl)-4,5-dihydro-1,2-oxazole
—— (4R,5S)-5-Methyl-3-phenyl-4-(phenylsulfanyl)-4,5-dihydro-1,2-oxazole 90329-05-8 C16H15NOS
(4R,5S)-5-Methyl-3-phenyl-4-(phenylsulfanyl)-4,5-dihydro-1,2-oxazole
—— 2-chloro-4-methylsulfanyl-5-(trifluoromethyl)pyrimidine 919116-35-1 C6H4ClF3N2S
2-chloro-4-methylsulfanyl-5-(trifluoromethyl)pyrimidine
—— 2-methyl-4-(phenylthio)phenol 100396-73-4 C13H12OS
2-methyl-4-(phenylthio)phenol
—— 6-methyl-2-(phenylthio)phenol 68143-76-0 C13H12OS
6-methyl-2-(phenylthio)phenol
—— Benzothiet-2-carbonsaeuremethylester 58150-62-2 C9H8O2S
Benzothiet-2-carbonsaeuremethylester
—— 2,2,4-Trimethyl-6-[(4-methylphenyl)sulfanyl]-1,2-dihydro-1,5-naphthyridine 88724-23-6 C18H20N2S
2,2,4-Trimethyl-6-[(4-methylphenyl)sulfanyl]-1,2-dihydro-1,5-naphthyridine
—— 2,2,4-Trimethyl-6-(phenylsulfanyl)-1,2-dihydro-1,5-naphthyridine 88724-22-5 C17H18N2S
2,2,4-Trimethyl-6-(phenylsulfanyl)-1,2-dihydro-1,5-naphthyridine
—— 4-methyl-3-phenylthiobenzoic acid 101362-98-5 C14H12O2S
4-methyl-3-phenylthiobenzoic acid
—— N'-{4-[(1,3-Benzothiazol-2-yl)sulfanyl]phenyl}-N,N-dimethylurea 89570-45-6 C16H15N3OS2
N'-{4-[(1,3-Benzothiazol-2-yl)sulfanyl]phenyl}-N,N-dimethylurea
—— 2-(3-Cyano-5-oxo-4-thiophen-2-ylindeno[1,2-b]pyridin-2-yl)sulfanylacetamide 952720-98-8 C19H11N3O2S2
2-(3-Cyano-5-oxo-4-thiophen-2-ylindeno[1,2-b]pyridin-2-yl)sulfanylacetamide
—— 4-carboxy-2-phenylthiophenylacetic acid 101333-49-7 C15H12O4S
4-carboxy-2-phenylthiophenylacetic acid
—— 5-(4,5-ethylenedilthio-1,3-dithiol-2-ylidene)-1,3,4,6-tetrathiapentalen-2-one 177798-65-1 C9H4OS8
5-(4,5-ethylenedilthio-1,3-dithiol-2-ylidene)-1,3,4,6-tetrathiapentalen-2-one
—— 5,6-diamino-2-(4,5-bis(propylthio)-1,3-dithio-2-ylidene)benzo[d]-1,3-dithiole 892505-53-2 C16H20N2S6
5,6-diamino-2-(4,5-bis(propylthio)-1,3-dithio-2-ylidene)benzo[d]-1,3-dithiole
—— 5,6-dicyano-2-[4,5-bis(propylthio)-1,3-dithiol-2-ylidene]-1,3-benzodithiole 1027825-80-4 C18H16N2S6
5,6-dicyano-2-[4,5-bis(propylthio)-1,3-dithiol-2-ylidene]-1,3-benzodithiole
—— 2-[4,5-Bis(propylsulfanyl)-1,3-dithiol-2-ylidene]-[1,3]dithiolo[4,5-d][1,3]dithiol-5-one 354529-90-1 C13H14OS8
2-[4,5-Bis(propylsulfanyl)-1,3-dithiol-2-ylidene]-[1,3]dithiolo[4,5-d][1,3]dithiol-5-one
—— 4,5-bis(propylthio)-1,3-dithiole-2-thione 59065-22-4 C9H14S5
4,5-bis(propylthio)-1,3-dithiole-2-thione
—— 1,5-dimethyl-3-methylsulfanyl-1<i>H</i>-[1,2,4]triazole 35102-23-9 C5H9N3S
1,5-dimethyl-3-methylsulfanyl-1<i>H</i>-[1,2,4]triazole
—— 4,4-diformyldiphenylsulfide 1216-03-1 C14H10O2S
4,4-diformyldiphenylsulfide
—— 1-tert-butyldimethylsilyloxy-5-[(1-methyl-1H-2-imidazolyl)-sulfanyl]-1-phenylhept-6-ene 1394921-35-7 C23H36N2OSSi
1-tert-butyldimethylsilyloxy-5-[(1-methyl-1H-2-imidazolyl)-sulfanyl]-1-phenylhept-6-ene
—— N-(2,2,2-Trichloro-1-hydroxyethyl)thiourea 4043-53-2 C3H5Cl3N2OS
N-(2,2,2-Trichloro-1-hydroxyethyl)thiourea