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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
—— (2S,3S)-3-fluoro-1-<(4-methylphenyl)sulfenyl>-5-hexen-2-ol 122333-28-2 C13H17FOS
(2S,3S)-3-fluoro-1-<(4-methylphenyl)sulfenyl>-5-hexen-2-ol
—— 2-<(2,2-diethoxyethyl)sulfinyl>acetamide 81960-40-9 C8H17NO4S
2-<(2,2-diethoxyethyl)sulfinyl>acetamide
—— 2-<(2,2-diethoxyethyl)sulfonyl>acetamide 81974-59-6 C8H17NO5S
2-<(2,2-diethoxyethyl)sulfonyl>acetamide
—— S-(3,4,5-Trimethylphenyl)-N,N-dimethylthiocarbamate 153261-77-9 C12H17NOS
S-(3,4,5-Trimethylphenyl)-N,N-dimethylthiocarbamate
—— 2-adamant-1-yl-2-methylbenzo[d][1,3]dithiole 1425503-24-7 C18H22S2
2-adamant-1-yl-2-methylbenzo[d][1,3]dithiole
—— dithioheptanediamide 502141-57-3 C7H14N2S2
dithioheptanediamide
—— 1-butyl trifluormethyl sulfone 52208-94-3 C5H9F3O2S
1-butyl trifluormethyl sulfone
—— 3-cyano-4-methylthio-6-thien-2-yl-2(1H)-pyridone 114361-60-3 C11H8N2OS2
3-cyano-4-methylthio-6-thien-2-yl-2(1H)-pyridone
—— 2-(methoxymethylthio)acetohydrazide 1383939-38-5 C4H10N2O2S
2-(methoxymethylthio)acetohydrazide
—— 2-methyl-5-hexen-3-yne-2-thiol 88830-56-2 C7H10S
2-methyl-5-hexen-3-yne-2-thiol
—— (3S,4R,5R)-4-allyl-3-phenylthio-5-(3-tert-butyldiphenylsilyloxy)propyl-dihydrofuran-2-one 920502-61-0 C32H38O3SSi
(3S,4R,5R)-4-allyl-3-phenylthio-5-(3-tert-butyldiphenylsilyloxy)propyl-dihydrofuran-2-one
—— (3S,4R,5R)-4-allyl-5-(3-hydroxypropyl)-3-phenylthio-dihydrofuran-2-one 920502-64-3 C16H20O3S
(3S,4R,5R)-4-allyl-5-(3-hydroxypropyl)-3-phenylthio-dihydrofuran-2-one
—— (3S,4R,5R)-4-allyl-5-(3-butenyl)-3-phenylthio-dihydrofuran-2-one 920502-65-4 C17H20O2S
(3S,4R,5R)-4-allyl-5-(3-butenyl)-3-phenylthio-dihydrofuran-2-one
—— 3-Butylsulfanyl-cyclobut-3-ene-1,2-dione 131244-90-1 C8H10O2S
3-Butylsulfanyl-cyclobut-3-ene-1,2-dione
—— methyl 2-(2R,3R,4S)-5-oxo-4-(phenylthio)-2-(3-tert-butyldiphenylsilyloxy)propyl-tetrahydrofuran-3-yl-acetate 920502-55-2 C32H38O5SSi
methyl 2-(2R,3R,4S)-5-oxo-4-(phenylthio)-2-(3-tert-butyldiphenylsilyloxy)propyl-tetrahydrofuran-3-yl-acetate
—— (2R,3R,4S)-[5-oxo-4-(phenylthio)-2-(3-tert-butyldiphenylsilyloxy)propyl-tetrahydrofuran-3-yl]acetic acid 920502-59-6 C31H36O5SSi
(2R,3R,4S)-[5-oxo-4-(phenylthio)-2-(3-tert-butyldiphenylsilyloxy)propyl-tetrahydrofuran-3-yl]acetic acid
—— (3S,4R,5R)-5-(2-hydroxy-ethyl)-3-phenylthio-5-(3-tert-butyldiphenylsilyloxy)propyl-dihydrofuran-2-one 920502-60-9 C31H38O4SSi
(3S,4R,5R)-5-(2-hydroxy-ethyl)-3-phenylthio-5-(3-tert-butyldiphenylsilyloxy)propyl-dihydrofuran-2-one
—— 3-Propylsulfanyl-cyclobut-3-ene-1,2-dione 131244-89-8 C7H8O2S
3-Propylsulfanyl-cyclobut-3-ene-1,2-dione
—— 3-Ethylsulfanyl-cyclobut-3-ene-1,2-dione 131244-88-7 C6H6O2S
3-Ethylsulfanyl-cyclobut-3-ene-1,2-dione
—— 3-Phenylsulfanyl-cyclobut-3-ene-1,2-dione 131244-91-2 C10H6O2S
3-Phenylsulfanyl-cyclobut-3-ene-1,2-dione
—— 3-(4-Chloro-phenylsulfanyl)-cyclobut-3-ene-1,2-dione 131244-92-3 C10H5ClO2S
3-(4-Chloro-phenylsulfanyl)-cyclobut-3-ene-1,2-dione
—— 3-Trifluoromethyl-7H-6-phenyl-s-triazolo<3,4-b><1,3,4>thiadiazine 86628-14-0 C11H7F3N4S
3-Trifluoromethyl-7H-6-phenyl-s-triazolo<3,4-b><1,3,4>thiadiazine
—— 1,3-Bis-phenylthio-azulen 2978-90-7 C22H16S2
1,3-Bis-phenylthio-azulen
—— 2-(1H-Benzimidazol-2-yl thio)-N,N-dimethyl benzenamine 112951-87-8 C15H15N3S
2-(1H-Benzimidazol-2-yl thio)-N,N-dimethyl benzenamine
—— 3-(ethylthio)-5-(trifluoromethyl)-4H-1,2,4-triazol-4-amine 459210-90-3 C5H7F3N4S
3-(ethylthio)-5-(trifluoromethyl)-4H-1,2,4-triazol-4-amine
—— 2-(2-dimethylaminophenylthio)acetamidoxime 74088-80-5 C10H15N3OS
2-(2-dimethylaminophenylthio)acetamidoxime
—— 3-Trifluoromethyl-7H-6-p-bromophenyl-s-triazolo<3,4-b><1,3,4>thiadiazine 86628-09-3 C11H6BrF3N4S
3-Trifluoromethyl-7H-6-p-bromophenyl-s-triazolo<3,4-b><1,3,4>thiadiazine
—— 5-(4-chlorophenylsulfanyl)-thiazolidine-2,4-dione 204848-73-7 C9H6ClNO2S2
5-(4-chlorophenylsulfanyl)-thiazolidine-2,4-dione
—— 1-Butoxy-5-methyl-6-methylsulfanyl-1H-pyrimidine-2,4-dione 188484-71-1 C10H16N2O3S
1-Butoxy-5-methyl-6-methylsulfanyl-1H-pyrimidine-2,4-dione
—— 3-(butylthio)-5-(trifluoromethyl)-4H-1,2,4-triazol-4-amine 459211-06-4 C7H11F3N4S
3-(butylthio)-5-(trifluoromethyl)-4H-1,2,4-triazol-4-amine
—— 3-Trifluoromethyl-7H-6-p-chlorophenyl-s-triazolo<3,4-b><1,3,4>thiadiazine 86628-10-6 C11H6ClF3N4S
3-Trifluoromethyl-7H-6-p-chlorophenyl-s-triazolo<3,4-b><1,3,4>thiadiazine
—— 3-(benzylthio)-5-(trifluoromethyl)-4H-1,2,4-triazol-4-amine 426216-12-8 C10H9F3N4S
3-(benzylthio)-5-(trifluoromethyl)-4H-1,2,4-triazol-4-amine
—— 5-(pyridine-2-sulfanyl)-thiazolidine-2,4-dione 204848-71-5 C8H6N2O2S2
5-(pyridine-2-sulfanyl)-thiazolidine-2,4-dione
—— N-methyl-2-(3-pyridyl)-1,3-dithiane-2-carbothioamide 143620-10-4 C11H14N2S3
N-methyl-2-(3-pyridyl)-1,3-dithiane-2-carbothioamide
—— 5-(benzenesulfanyl)-thiazolidine-2,4-dione 204848-72-6 C9H7NO2S2
5-(benzenesulfanyl)-thiazolidine-2,4-dione
—— 4-Methylthio-5-benzylthio-6-azauracil 23449-17-4 C11H11N3OS2
4-Methylthio-5-benzylthio-6-azauracil
—— n,n-Bis{[(4-bromophenyl)sulfanyl]methyl}-2,4,4-trimethylpentan-2-amine 67857-79-8 C22H29Br2NS2
n,n-Bis{[(4-bromophenyl)sulfanyl]methyl}-2,4,4-trimethylpentan-2-amine
—— 1-dodecylsulfonyl-2-butene 78652-05-8 C16H32O2S
1-dodecylsulfonyl-2-butene
—— (3,5-Dioxo-2,3,4,5-tetrahydro-[1,2,4]triazin-6-ylsulfanyl)-acetic acid 88891-73-0 C5H5N3O4S
(3,5-Dioxo-2,3,4,5-tetrahydro-[1,2,4]triazin-6-ylsulfanyl)-acetic acid
—— 2-(((4-(methylthio)phenyl)imino)methyl)phenol 19860-04-9 C14H13NOS
2-(((4-(methylthio)phenyl)imino)methyl)phenol
—— 3-[(4-bromo-2,5-dimethylphenyl)thio]propanoic acid 15084-53-4 C11H13BrO2S
3-[(4-bromo-2,5-dimethylphenyl)thio]propanoic acid
—— N,N-dimethyl-2-hydroxythiobutanamide 52417-40-0 C6H13NOS
N,N-dimethyl-2-hydroxythiobutanamide
—— 4-(4-tert-butyl-phenylsulfanyl)-3-chloroaniline 87294-26-6 C16H18ClNS
4-(4-tert-butyl-phenylsulfanyl)-3-chloroaniline
—— bis[4-(pyridine-2-yl)pyrimidin-2-ylthio]methane 1268363-85-4 C19H14N6S2
bis[4-(pyridine-2-yl)pyrimidin-2-ylthio]methane
—— 5-Methyl-2-(2-methylcarbamoyl-phenylsulfanyl)-benzoic acid 198897-08-4 C16H15NO3S
5-Methyl-2-(2-methylcarbamoyl-phenylsulfanyl)-benzoic acid
—— 7-Chloro-2-(2-chloro-4-nitrophenyl)sulfanyl-1,3-benzothiazole 315227-28-2 C13H6Cl2N2O2S2
7-Chloro-2-(2-chloro-4-nitrophenyl)sulfanyl-1,3-benzothiazole
—— 2-(methylthio)-2-(phenylthio)cyclohexanone 1287313-07-8 C13H16OS2
2-(methylthio)-2-(phenylthio)cyclohexanone
—— 5-benzylsulfanyl-3-methoxymethyl-1,2-dihydro-pyrimido[5,4-<i>e</i>][1,2,4]triazine 30855-61-9 C14H15N5OS
5-benzylsulfanyl-3-methoxymethyl-1,2-dihydro-pyrimido[5,4-<i>e</i>][1,2,4]triazine
—— 5-Benzylthiopyrimido<5,4-e>as-triazin 21308-98-5 C12H9N5S
5-Benzylthiopyrimido<5,4-e>as-triazin
—— 6-Phenylsulfanyl-2H-[1,2,4]triazine-3,5-dione 4956-11-0 C9H7N3O2S
6-Phenylsulfanyl-2H-[1,2,4]triazine-3,5-dione