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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
—— methanesulfonic acid 3-[6-amino-8-(7-chlorobenzothiazol-2-ylsulfanyl)-purin-9-yl]-propyl ester 908355-86-2 C16H15ClN6O3S3
methanesulfonic acid 3-[6-amino-8-(7-chlorobenzothiazol-2-ylsulfanyl)-purin-9-yl]-propyl ester
—— 4-Ethyl-3-methyl-2-methylthiothiophene 146041-18-1 C8H12S2
4-Ethyl-3-methyl-2-methylthiothiophene
—— acetic acid 4-[6-amino-8-(7-chlorobenzothiazol-2-ylsulfanyl)-purin-9-yl]-butyl ester 908355-52-2 C18H17ClN6O2S2
acetic acid 4-[6-amino-8-(7-chlorobenzothiazol-2-ylsulfanyl)-purin-9-yl]-butyl ester
—— 8-[(7-chloro-1,3-benzothiazol-2-yl)thio]-9H-purin-6-amine 940908-25-8 C12H7ClN6S2
8-[(7-chloro-1,3-benzothiazol-2-yl)thio]-9H-purin-6-amine
—— 3-[6-amino-8-(7-chlorobenzothiazol-2-ylsulfanyl)-purin-9-yl]-propan-1-ol 908355-57-7 C15H13ClN6OS2
3-[6-amino-8-(7-chlorobenzothiazol-2-ylsulfanyl)-purin-9-yl]-propan-1-ol
—— 5-amino-2-(7-chloro-benzothiazol-2-ylsulfanyl)-1-methyl-1H-imidazole-4-carboxamide 1102466-67-0 C12H10ClN5OS2
5-amino-2-(7-chloro-benzothiazol-2-ylsulfanyl)-1-methyl-1H-imidazole-4-carboxamide
—— 5-amino-1-butyl-2-(7-chloro-benzothiazol-2-ylsulfanyl)-1H-imidazole-4-carboxamide 1102466-64-7 C15H16ClN5OS2
5-amino-1-butyl-2-(7-chloro-benzothiazol-2-ylsulfanyl)-1H-imidazole-4-carboxamide
—— 3-Phenyl-5-propylsulfanyl-1,2-oxazole 120803-05-6 C12H13NOS
3-Phenyl-5-propylsulfanyl-1,2-oxazole
—— 3-Propylthio-5-phenyl-isoxazol 69528-69-4 C12H13NOS
3-Propylthio-5-phenyl-isoxazol
—— methyl 3-phenylthio-1-cyclobutanecarboxylate 344444-84-4 C12H14O2S
methyl 3-phenylthio-1-cyclobutanecarboxylate
—— 1-(1-phenylthiovinyl)cyclohexene 158750-11-9 C14H16S
1-(1-phenylthiovinyl)cyclohexene
—— Ditert-butyl 2-[4-[4-[bis[(2-methylpropan-2-yl)oxycarbonylamino]methylideneamino]phenyl]sulfanylphenyl]iminoimidazolidine-1,3-dicarboxylate 1196966-14-9 C36H50N6O8S
Ditert-butyl 2-[4-[4-[bis[(2-methylpropan-2-yl)oxycarbonylamino]methylideneamino]phenyl]sulfanylphenyl]iminoimidazolidine-1,3-dicarboxylate
—— 3-trifluoromethylphenyl 4-methylphenyl sulfide 788-12-5 C14H11F3S
3-trifluoromethylphenyl 4-methylphenyl sulfide
—— 2-acetylbenzo<b>thiophen-3(2H)-one 86296-56-2 C10H8O2S
2-acetylbenzo<b>thiophen-3(2H)-one
—— Hexadecane, 1-(ethynylthio)- 143570-83-6 C18H34S
Hexadecane, 1-(ethynylthio)-
—— 1-[2-[(2-Pentyl-1,3-dithian-2-yl)methyl]-1,3-dithian-2-yl]propan-1-ol 954143-20-5 C17H32OS4
1-[2-[(2-Pentyl-1,3-dithian-2-yl)methyl]-1,3-dithian-2-yl]propan-1-ol
—— zinc;methylsulfanylbenzene;iodide —— C7H7ISZn
zinc;methylsulfanylbenzene;iodide
—— 2-(2,4-difluorophenyl)-1-(4-(3-((5-(4-chlorophenyl)-1,3,4-oxadiazol-2-yl)thio)propyl)piperazin-1-yl)-3-(1H-1,2,4-triazol-1-yl)propan-2-ol 1528792-79-1 C26H28ClF2N7O2S
2-(2,4-difluorophenyl)-1-(4-(3-((5-(4-chlorophenyl)-1,3,4-oxadiazol-2-yl)thio)propyl)piperazin-1-yl)-3-(1H-1,2,4-triazol-1-yl)propan-2-ol
—— (+/-)-(Z)-4-(p-tolylsulfenyl)non-4-en-2-ol 479623-82-0 C16H24OS
(+/-)-(Z)-4-(p-tolylsulfenyl)non-4-en-2-ol
—— 4-(4-(3-(4-chloro-3-(trifluoromethyl)phenyl)thioureido)phenylthio)-N-ethylpicolinamide 1395063-41-8 C22H18ClF3N4OS2
4-(4-(3-(4-chloro-3-(trifluoromethyl)phenyl)thioureido)phenylthio)-N-ethylpicolinamide
—— 2-(ethylthio)-5-(4-methyl-1,2,3-thiadiazol-5-yl)-1,3,4-oxadiazole 1417544-27-4 C7H8N4OS2
2-(ethylthio)-5-(4-methyl-1,2,3-thiadiazol-5-yl)-1,3,4-oxadiazole
—— N-[4-chloro-3-(trifluoromethyl)phenyl]-[4-(N-methylformamide)(4-pyridylthio)phenyl]thiourea 1246391-76-3 C21H16ClF3N4OS2
N-[4-chloro-3-(trifluoromethyl)phenyl]-[4-(N-methylformamide)(4-pyridylthio)phenyl]thiourea
—— 2-{[6-(4-Fluorophenyl)thieno[3,2-d]pyrimidin-4-yl]thio}-5-[4-(trifluoromethyl)-phenyl]-1,3,4-oxadiazole 1610410-44-0 C21H10F4N4OS2
2-{[6-(4-Fluorophenyl)thieno[3,2-d]pyrimidin-4-yl]thio}-5-[4-(trifluoromethyl)-phenyl]-1,3,4-oxadiazole
—— ethyl 2-((5-(4-methyl-1,2,3-thiadiazol-5-yl)-1,3,4-oxadiazol-2-yl)thio)acetate 1417544-29-6 C9H10N4O3S2
ethyl 2-((5-(4-methyl-1,2,3-thiadiazol-5-yl)-1,3,4-oxadiazol-2-yl)thio)acetate
—— 1-N,N-Dimethylcarbamoyl-3-methylthio-5-t-butyl-1,2,4-triazol 58876-20-3 C10H18N4OS
1-N,N-Dimethylcarbamoyl-3-methylthio-5-t-butyl-1,2,4-triazol
—— benzyl 4-methylphenyl trithiocarbonate 95541-29-0 C15H14S3
benzyl 4-methylphenyl trithiocarbonate
—— 2-Isothiocyanatoethyl acetate 59565-10-5 C5H7NO2S
2-Isothiocyanatoethyl acetate
—— 3-(methylthio)propanethioamide 365428-39-3 C4H9NS2
3-(methylthio)propanethioamide
—— 5-t-Butyl-3-(methylthio)-1,2,4-triazole 58876-19-0 C7H13N3S
5-t-Butyl-3-(methylthio)-1,2,4-triazole
—— phenyl 3,5-O-(di-tert-butylsilanediyl)-1-thio-α-L-arabinofuranoside 913060-78-3 C19H30O4SSi
phenyl 3,5-O-(di-tert-butylsilanediyl)-1-thio-α-L-arabinofuranoside
—— 1-(tert-butyldimethylsilanyloxy)-7-(dimethylthiocarbamoyloxy)heptane 627871-61-8 C16H35NO2SSi
1-(tert-butyldimethylsilanyloxy)-7-(dimethylthiocarbamoyloxy)heptane
—— 2,2-Dimethyl-12-thia-10,14-diazapentacyclo[11.7.0.03,11.04,9.015,20]icosa-1(13),3(11),4,6,8,15,17,19-octaene 1134149-43-1 C19H16N2S
2,2-Dimethyl-12-thia-10,14-diazapentacyclo[11.7.0.03,11.04,9.015,20]icosa-1(13),3(11),4,6,8,15,17,19-octaene
—— 5-Nitro-2-phenylmercapto-anilin 91973-71-6 C12H10N2O2S
5-Nitro-2-phenylmercapto-anilin
—— ethyl 3-methylthio-5-propyl-1,2,4-triazine-6-carboxylate 865445-64-3 C10H15N3O2S
ethyl 3-methylthio-5-propyl-1,2,4-triazine-6-carboxylate
—— 2-(2-Chloro-4-nitro-phenylsulfanyl)-5-trifluoromethyl-benzothiazole 315228-82-1 C14H6ClF3N2O2S2
2-(2-Chloro-4-nitro-phenylsulfanyl)-5-trifluoromethyl-benzothiazole
—— 4-bromo-3-(methylthio)aniline 609783-75-7 C7H8BrNS
4-bromo-3-(methylthio)aniline
—— N<sup>4</sup>-(cyclopropylmethyl)-5-(ethylthio)-N<sup>6</sup>-mesityl-2-methyl-N<sup>4</sup>-propylpyrimidine-4,6-diamine 1606178-35-1 C23H34N4S
N<sup>4</sup>-(cyclopropylmethyl)-5-(ethylthio)-N<sup>6</sup>-mesityl-2-methyl-N<sup>4</sup>-propylpyrimidine-4,6-diamine
—— 2-[(2-isobutylamino-3-methyl) benzylthio]imidazole 128936-42-5 C15H21N3S
2-[(2-isobutylamino-3-methyl) benzylthio]imidazole
—— 4-phenyl-5-(phenylthio)-1-pentene 89113-73-5 C17H18S
4-phenyl-5-(phenylthio)-1-pentene
—— 5-(ethylthio)-N<sup>4</sup>-mesityl-N<sup>6</sup>,N<sup>6</sup>-bis(2-methoxyethyl)-2-methylpyrimidine-4,6-diamine 1606178-34-0 C22H34N4O2S
5-(ethylthio)-N<sup>4</sup>-mesityl-N<sup>6</sup>,N<sup>6</sup>-bis(2-methoxyethyl)-2-methylpyrimidine-4,6-diamine
—— 6-Amino-3-benzyl-1-[3-(methylthio)phenyl]uracil 6620-20-8 C18H17N3O2S
6-Amino-3-benzyl-1-[3-(methylthio)phenyl]uracil
—— N<sup>4</sup>,N<sup>4</sup>-diethyl-5-(ethylthio)-N<sup>6</sup>-mesityl-2-methylpyrimidine-4,6-diamine 1606178-33-9 C20H30N4S
N<sup>4</sup>,N<sup>4</sup>-diethyl-5-(ethylthio)-N<sup>6</sup>-mesityl-2-methylpyrimidine-4,6-diamine
—— 1-(Azepan-1-yl)-2-[(5-propan-2-yl-1,3,4-oxadiazol-2-yl)sulfanyl]ethanone 892062-29-2 C13H21N3O2S
1-(Azepan-1-yl)-2-[(5-propan-2-yl-1,3,4-oxadiazol-2-yl)sulfanyl]ethanone
—— 1-[1-(4-chlorophenylthio)-2-cyanoprop-2-yl-aminocarbonyl]-3-dimethylamino-4-methyl-1,2,4-triazolin-5-one 146015-67-0 C16H19ClN6O2S
1-[1-(4-chlorophenylthio)-2-cyanoprop-2-yl-aminocarbonyl]-3-dimethylamino-4-methyl-1,2,4-triazolin-5-one
—— 2-amino-1-(4-chlorophenylthio)-2-cyano-propane 146016-17-3 C10H11ClN2S
2-amino-1-(4-chlorophenylthio)-2-cyano-propane
—— ethyl 7-methyl-5-(4-methylsulfanylphenyl)-2-[(3-methylthiophen-2-yl)methylidene]-3-oxo-5H-[1,3]thiazolo[3,2-a]pyrimidine-6-carboxylate 6997-66-6 C23H22N2O3S3
ethyl 7-methyl-5-(4-methylsulfanylphenyl)-2-[(3-methylthiophen-2-yl)methylidene]-3-oxo-5H-[1,3]thiazolo[3,2-a]pyrimidine-6-carboxylate
—— 2-(trifluoromethyl)-4H-3,1-benzoxathian-4-one 1233717-83-3 C9H5F3O2S
2-(trifluoromethyl)-4H-3,1-benzoxathian-4-one
—— Prop-2-en-1-yl 2-[(furan-2-yl)methylidene]-7-methyl-5-[4-(methylsulfanyl)phenyl]-3-oxo-2,3-dihydro-5H-[1,3]thiazolo[3,2-a]pyrimidine-6-carboxylate 6997-65-5 C23H20N2O4S2
Prop-2-en-1-yl 2-[(furan-2-yl)methylidene]-7-methyl-5-[4-(methylsulfanyl)phenyl]-3-oxo-2,3-dihydro-5H-[1,3]thiazolo[3,2-a]pyrimidine-6-carboxylate
—— 2-phenylthio-1-phenylhept-2-ene 107014-87-9 C19H22S
2-phenylthio-1-phenylhept-2-ene
—— 5,6-dihydro-6-oxo-pyrrolo<1,2-a><3,1>benzothiazepine 87574-06-9 C12H9NOS
5,6-dihydro-6-oxo-pyrrolo<1,2-a><3,1>benzothiazepine