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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-Amino-2,5,6-tris(phenylsulfanyl)benzene-1,3-dicarbonitrile 1429124-27-5 C26H17N3S3
4-Amino-2,5,6-tris(phenylsulfanyl)benzene-1,3-dicarbonitrile
—— 2-{[5-(3,5-Dichlorophenylthio)-1-ethyl-4-isopropyl-1H-imidazol-2-yl]methoxy}ethyl Acetate 178979-52-7 C19H24Cl2N2O3S
2-{[5-(3,5-Dichlorophenylthio)-1-ethyl-4-isopropyl-1H-imidazol-2-yl]methoxy}ethyl Acetate
—— 6-chloro-2-[(2,3-difluorobenzyl)thio]-N-{(1R)-1-[(4S)-2,2-dimethyl-1,3-dioxolan-4-yl]ethyl}pyrimidin-4-amine 1204707-82-3 C18H20ClF2N3O2S
6-chloro-2-[(2,3-difluorobenzyl)thio]-N-{(1R)-1-[(4S)-2,2-dimethyl-1,3-dioxolan-4-yl]ethyl}pyrimidin-4-amine
—— [2-t-butyldimethylsilyloxymethyl-5-(3-chlorophenylthio)-1-methyl-1H-imidazol-4-yl]methanol 178982-09-7 C18H27ClN2O2SSi
[2-t-butyldimethylsilyloxymethyl-5-(3-chlorophenylthio)-1-methyl-1H-imidazol-4-yl]methanol
—— Methyl-formamidomethyl-sulfid 28918-56-1 C3H7NOS
Methyl-formamidomethyl-sulfid
—— 5-chloro-2,4'-dinitrodiphenylsulfide 158143-79-4 C12H7ClN2O4S
5-chloro-2,4'-dinitrodiphenylsulfide
—— 3,26-dithia-10,19-diazahexacyclo[16.8.0.02,11.04,9.012,17.020,25]hexacosa-1,4,6,8,10,12(17),13,15,18,20,22,24-dodecaen-13-amine 107209-11-0 C22H13N3S2
3,26-dithia-10,19-diazahexacyclo[16.8.0.02,11.04,9.012,17.020,25]hexacosa-1,4,6,8,10,12(17),13,15,18,20,22,24-dodecaen-13-amine
—— N,N-Dimethyl-11H-dibenzo(b,e)(1,4)dithiepin-11-propanamine oxalate 81890-73-5 C20H23NO4S2
N,N-Dimethyl-11H-dibenzo(b,e)(1,4)dithiepin-11-propanamine oxalate
—— <i>N'</i>-[4-chloro-2-(4-chloro-phenylsulfanyl)-phenyl]-<i>N,N</i>-dimethyl-propanediyldiamine 132319-19-8 C17H20Cl2N2S
<i>N'</i>-[4-chloro-2-(4-chloro-phenylsulfanyl)-phenyl]-<i>N,N</i>-dimethyl-propanediyldiamine
—— Thiazolo(4,5-c)pyridazine, 6,7-dihydro-3-methyl- 82608-20-6 C6H7N3S
Thiazolo(4,5-c)pyridazine, 6,7-dihydro-3-methyl-
—— 2-(5-(3,5-Dichlorophenylthio)-4-isopropyl-1-methyl-1H-imidazol-2-ylmethoxy)ethyl acetate 178979-50-5 C18H22Cl2N2O3S
2-(5-(3,5-Dichlorophenylthio)-4-isopropyl-1-methyl-1H-imidazol-2-ylmethoxy)ethyl acetate
—— tert-butyl 4-[({2-[(2,3-difluorobenzyl)thio]-6-methoxypyrimidin-4-yl}amino)sulfonyl]-1,4-diazepane-1-carboxylate 878387-76-9 C22H29F2N5O5S2
tert-butyl 4-[({2-[(2,3-difluorobenzyl)thio]-6-methoxypyrimidin-4-yl}amino)sulfonyl]-1,4-diazepane-1-carboxylate
—— tert-butyl {(3S)-1-[({2-[(2,3-difluorobenzyl)thio]-6-methoxypyrimidin-4-yl}amino)sulfonyl]pyrrolidin-3-yl}carbamate 878387-52-1 C21H27F2N5O5S2
tert-butyl {(3S)-1-[({2-[(2,3-difluorobenzyl)thio]-6-methoxypyrimidin-4-yl}amino)sulfonyl]pyrrolidin-3-yl}carbamate
—— N-{2-[(2,3-difluorobenzyl)thio]-6-methoxypyrimidin-4-yl}-3-hydroxy-3-methylazetidine-1-sulfonamide 878387-81-6 C16H18F2N4O4S2
N-{2-[(2,3-difluorobenzyl)thio]-6-methoxypyrimidin-4-yl}-3-hydroxy-3-methylazetidine-1-sulfonamide
—— 4-[3,5-difluoro-4-(methylthio)-phenyl]-5-methyl-3-phenylisoxazole 473299-56-8 C17H13F2NOS
4-[3,5-difluoro-4-(methylthio)-phenyl]-5-methyl-3-phenylisoxazole
—— tert-butyl {(3R)-1-[({2-[(2,3-difluorobenzyl)thio]-6-methoxypyrimidin-4-yl}amino)sulfonyl]pyrrolidin-3-yl}carbamate 878387-55-4 C21H27F2N5O5S2
tert-butyl {(3R)-1-[({2-[(2,3-difluorobenzyl)thio]-6-methoxypyrimidin-4-yl}amino)sulfonyl]pyrrolidin-3-yl}carbamate
—— 4-(3-Bromo-phenylsulfanyl)-5-nitro-thiophene-2-carboxylic acid methyl ester 631909-27-8 C12H8BrNO4S2
4-(3-Bromo-phenylsulfanyl)-5-nitro-thiophene-2-carboxylic acid methyl ester
—— Phenyl-3-(2-nitro-5-carbonsaeuremethylester)-thienylsulfid 31845-06-4 C12H9NO4S2
Phenyl-3-(2-nitro-5-carbonsaeuremethylester)-thienylsulfid
—— 4-(5-Bromo-pyridin-3-ylsulfanyl)-5-nitro-thiophene-2-carboxylic acid methyl ester 631909-98-3 C11H7BrN2O4S2
4-(5-Bromo-pyridin-3-ylsulfanyl)-5-nitro-thiophene-2-carboxylic acid methyl ester
—— 6-chloro-2-[(2,3-difluorobenzyl)thio]-N-{(1R)-1-[(4R)-2,2-dimethyl-1,3-dioxolan-4-yl]ethyl}pyrimidin-4-amine 1204707-80-1 C18H20ClF2N3O2S
6-chloro-2-[(2,3-difluorobenzyl)thio]-N-{(1R)-1-[(4R)-2,2-dimethyl-1,3-dioxolan-4-yl]ethyl}pyrimidin-4-amine
—— 6-chloro-2-[(2,3-difluorobenzyl)thio]-N-{(1S)-1-[(4R)-2,2-dimethyl-1,3-dioxolan-4-yl]ethyl}pyrimidin-4-amine 1204707-86-7 C18H20ClF2N3O2S
6-chloro-2-[(2,3-difluorobenzyl)thio]-N-{(1S)-1-[(4R)-2,2-dimethyl-1,3-dioxolan-4-yl]ethyl}pyrimidin-4-amine
—— tert-butyl {1-[({2-[(2,3-difluorobenzyl)thio]-6-methoxypyrimidin-4-yl}amino)sulfonyl]azetidin-3-yl}carbamate 878387-79-2 C20H25F2N5O5S2
tert-butyl {1-[({2-[(2,3-difluorobenzyl)thio]-6-methoxypyrimidin-4-yl}amino)sulfonyl]azetidin-3-yl}carbamate
—— 6-chloro-2-[(2,3-difluorobenzyl)thio]-N-{(1S)-1-[(4S)-2,2-dimethyl-1,3-dioxolan-4-yl]ethyl}pyrimidin-4-amine 1204707-88-9 C18H20ClF2N3O2S
6-chloro-2-[(2,3-difluorobenzyl)thio]-N-{(1S)-1-[(4S)-2,2-dimethyl-1,3-dioxolan-4-yl]ethyl}pyrimidin-4-amine
—— 3-chloro-6,7-dihydro[1,4]oxathiino[2,3-c]pyridazine 943026-18-4 C6H5ClN2OS
3-chloro-6,7-dihydro[1,4]oxathiino[2,3-c]pyridazine
—— 2-[(2,3-difluorobenzyl)thio]pyrimidine-4,6-diol 654073-28-6 C11H8F2N2O2S
2-[(2,3-difluorobenzyl)thio]pyrimidine-4,6-diol
—— 6,7-dihydro[1,4]oxathiino[3,2-c]pyridazine-3-carbaldehyde 943026-23-1 C7H6N2O2S
6,7-dihydro[1,4]oxathiino[3,2-c]pyridazine-3-carbaldehyde
—— 2H-Pyridazino(3,4-e)thiazin-7(6H)-one, 3-methyl- 82608-24-0 C7H7N3OS
2H-Pyridazino(3,4-e)thiazin-7(6H)-one, 3-methyl-
—— 5-hydroxymethyl-6-diethoxymethyl-1,3-dithiolo[4,5-b]1,4-dithiine-2-thione 338461-43-1 C11H14O3S5
5-hydroxymethyl-6-diethoxymethyl-1,3-dithiolo[4,5-b]1,4-dithiine-2-thione
—— 4-Diethoxymethyl-2-hexylsulfanyl-pyrimidine 863672-54-2 C15H26N2O2S
4-Diethoxymethyl-2-hexylsulfanyl-pyrimidine
—— 1,1,2,5,6,6-hexakis(phenylthio)-1,5-diene-3-yne 585527-20-4 C42H30S6
1,1,2,5,6,6-hexakis(phenylthio)-1,5-diene-3-yne
—— 3,3,4-trimethyl-4-<<(phenylthio)carbonyloxy>methyl>-1,2-dioxetane 109123-70-8 C13H16O4S
3,3,4-trimethyl-4-<<(phenylthio)carbonyloxy>methyl>-1,2-dioxetane
—— N,N-Dimethyl-11H-dibenzo(b,e)(1,4)dithiepin-11-ethanamine oxalate 81890-71-3 C19H21NO4S2
N,N-Dimethyl-11H-dibenzo(b,e)(1,4)dithiepin-11-ethanamine oxalate
—— [2-(1,3-benzodithiol-2-ylidene)-1,3-dithiol-4-yl]methyl N-(3-triethoxysilylpropyl)carbamate 1323394-57-5 C21H29NO5S4Si
[2-(1,3-benzodithiol-2-ylidene)-1,3-dithiol-4-yl]methyl N-(3-triethoxysilylpropyl)carbamate
—— N2-[4-(3,4-dichlorophenyl)thiazol-2-yl]-N4,N4-diethyl-6-phenylsulfanyl-1,3,5-triazine-2,4-diamine 1366099-29-7 C22H20Cl2N6S2
N2-[4-(3,4-dichlorophenyl)thiazol-2-yl]-N4,N4-diethyl-6-phenylsulfanyl-1,3,5-triazine-2,4-diamine
—— 2-(3,3,4,4-tetrafluoro-4-heptafluoropropyloxy-butylsulfanyl)-ethylamine 1158091-30-5 C9H10F11NOS
2-(3,3,4,4-tetrafluoro-4-heptafluoropropyloxy-butylsulfanyl)-ethylamine
—— 2,7,7-trimethyl-6-(phenylthio)-3-aza-7-silaoct-3-ene 96787-42-7 C15H25NSSi
2,7,7-trimethyl-6-(phenylthio)-3-aza-7-silaoct-3-ene
—— 2-Dimethylamino-N-methyl-N-(4-phenylsulfanyl-phenyl)-acetamide 77711-40-1 C17H20N2OS
2-Dimethylamino-N-methyl-N-(4-phenylsulfanyl-phenyl)-acetamide
—— 5-Chloro-3-methylsulfenylpyridine 98627-01-1 C6H6ClNS
5-Chloro-3-methylsulfenylpyridine
—— 4-(4-Chloro-phenylsulfanyl)-thieno[2,3-c]pyridine-2-carboxylic acid 1027893-52-2 C14H8ClNO2S2
4-(4-Chloro-phenylsulfanyl)-thieno[2,3-c]pyridine-2-carboxylic acid
—— N-Methyl-N-(4-phenylsulfanyl-phenyl)-2-piperidin-1-yl-acetamide 77711-46-7 C20H24N2OS
N-Methyl-N-(4-phenylsulfanyl-phenyl)-2-piperidin-1-yl-acetamide
—— 2-Chlor-4'-hydroxy-diphenyl-sulfid 20200-92-4 C12H9ClOS
2-Chlor-4'-hydroxy-diphenyl-sulfid
—— p-(o-Aminophenylthio)phenol 23621-49-0 C12H11NOS
p-(o-Aminophenylthio)phenol
—— N,N-Dimethyl-2-(methylthio)thioacetamid 65131-19-3 C5H11NS2
N,N-Dimethyl-2-(methylthio)thioacetamid
—— 2-Chloro-N-methyl-N-(4-phenylsulfanyl-phenyl)-acetamide 77711-38-7 C15H14ClNOS
2-Chloro-N-methyl-N-(4-phenylsulfanyl-phenyl)-acetamide
—— N-Methyl-2-(4-methyl-piperazin-1-yl)-N-(4-phenylsulfanyl-phenyl)-acetamide 77711-50-3 C20H25N3OS
N-Methyl-2-(4-methyl-piperazin-1-yl)-N-(4-phenylsulfanyl-phenyl)-acetamide
—— N-Methyl-N-(4-phenylsulfanyl-phenyl)-2-pyrrolidin-1-yl-acetamide 77711-44-5 C19H22N2OS
N-Methyl-N-(4-phenylsulfanyl-phenyl)-2-pyrrolidin-1-yl-acetamide
—— 2-Diethylamino-N-methyl-N-(4-phenylsulfanyl-phenyl)-acetamide 77711-42-3 C19H24N2OS
2-Diethylamino-N-methyl-N-(4-phenylsulfanyl-phenyl)-acetamide
—— N-Methyl-2-morpholin-4-yl-N-(4-phenylsulfanyl-phenyl)-acetamide 77711-48-9 C19H22N2O2S
N-Methyl-2-morpholin-4-yl-N-(4-phenylsulfanyl-phenyl)-acetamide
—— 4-(4-Bromo-phenylsulfanyl)-thieno[2,3-c]pyridine-2-carboxylic acid 1026974-42-4 C14H8BrNO2S2
4-(4-Bromo-phenylsulfanyl)-thieno[2,3-c]pyridine-2-carboxylic acid
—— 4-o-Tolylsulfanyl-thieno[2,3-c]pyridine-2-carboxylic acid 1026851-99-9 C15H11NO2S2
4-o-Tolylsulfanyl-thieno[2,3-c]pyridine-2-carboxylic acid