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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
—— 1-Ethylthio-3-n-propylthio-propan 4911-38-0 C8H18S2
1-Ethylthio-3-n-propylthio-propan
—— (4-phenyl-thiazol-2-ylmercapto)-acetic acid 15208-27-2 C11H9NO2S2
(4-phenyl-thiazol-2-ylmercapto)-acetic acid
—— 4,4,5-Trimethyl-4,5-dihydro-[1,2,5]thiadiazin-6-one 113817-46-2 C6H10N2OS
4,4,5-Trimethyl-4,5-dihydro-[1,2,5]thiadiazin-6-one
—— 2,2-Dimethyl-6-methylsulfon-capronitril 90950-52-0 C9H17NO2S
2,2-Dimethyl-6-methylsulfon-capronitril
—— 2-Chlor-6-phenylthiobenzonitril 38615-62-2 C13H8ClNS
2-Chlor-6-phenylthiobenzonitril
—— phenyl N-bis(dimethylamino)methylene-N'-phenylcarbamimidothioate 1564286-31-2 C18H22N4S
phenyl N-bis(dimethylamino)methylene-N'-phenylcarbamimidothioate
—— 1-((2-hydroxyethylthio)carbonyloxy)ethyl acetate 928370-73-4 C7H12O5S
1-((2-hydroxyethylthio)carbonyloxy)ethyl acetate
—— 3-(6-chloro-2-methyl-1-pyridin-3-yl-1H-indol-3-ylsulfanyl)-phenylboronic acid 1359982-14-1 C20H16BClN2O2S
3-(6-chloro-2-methyl-1-pyridin-3-yl-1H-indol-3-ylsulfanyl)-phenylboronic acid
—— 6-(3-Trifluoromethyl-phenylsulfanyl)-pteridine-2,4-diamine 77900-96-0 C13H9F3N6S
6-(3-Trifluoromethyl-phenylsulfanyl)-pteridine-2,4-diamine
—— 5-[[3-(trifluoromethyl)phenyl]sulfanyl]pyridin-2-carbonitrile 1454252-66-4 C13H7F3N2S
5-[[3-(trifluoromethyl)phenyl]sulfanyl]pyridin-2-carbonitrile
—— 4-((3-(trifluoromethyl)phenyl)thio)picolinonitrile 1374864-80-8 C13H7F3N2S
4-((3-(trifluoromethyl)phenyl)thio)picolinonitrile
—— 3-(3-trifluoromethylphenylthio)-5-methyl[1,2,4]triazine 1313039-57-4 C11H8F3N3S
3-(3-trifluoromethylphenylthio)-5-methyl[1,2,4]triazine
—— 2-chloro-4-[(3-trifluoromethyl)phenylthio]benzaldehyde 509088-81-7 C14H8ClF3OS
2-chloro-4-[(3-trifluoromethyl)phenylthio]benzaldehyde
—— 5-(3-Trifluoromethyl-phenylsulfanyl)-thiophene-2-sulfonic acid amide 63032-30-4 C11H8F3NO2S3
5-(3-Trifluoromethyl-phenylsulfanyl)-thiophene-2-sulfonic acid amide
—— 1-ethyl-5-phenylthio-1H-1,2,4-triazole 535961-28-5 C10H11N3S
1-ethyl-5-phenylthio-1H-1,2,4-triazole
—— 3-hydroxy-4-cyano-5-phenylthioisothiazole 154845-93-9 C10H6N2OS2
3-hydroxy-4-cyano-5-phenylthioisothiazole
—— N-Hexyl-N-methylthiopivalamid 58832-24-9 C12H25NS
N-Hexyl-N-methylthiopivalamid
—— N-Athyl-N-methylthiopivalamid 58856-07-8 C8H17NS
N-Athyl-N-methylthiopivalamid
—— phenyl 3-(O-benzylhydroxyamino)-2,3,6-trideoxy-3-C-methyl-1-thio-β-ribo-hexopyranoside 241490-67-5 C20H25NO3S
phenyl 3-(O-benzylhydroxyamino)-2,3,6-trideoxy-3-C-methyl-1-thio-β-ribo-hexopyranoside
—— α-(phenylthio)-octyl cyanide 112921-77-4 C15H21NS
α-(phenylthio)-octyl cyanide
—— N-(2-Hydroxy-3-methylbutyl)-N-methylthiopivalamid 58832-29-4 C11H23NOS
N-(2-Hydroxy-3-methylbutyl)-N-methylthiopivalamid
—— 2,4-diamino-5-methyl-6-(3',5'-dimethylphenylthio)pyrrolo[2,3-d]pyrimidine 1221521-88-5 C15H17N5S
2,4-diamino-5-methyl-6-(3',5'-dimethylphenylthio)pyrrolo[2,3-d]pyrimidine
—— (3,5-dimethylphenyl)(ethyl)sulfane 1108726-18-6 C10H14S
(3,5-dimethylphenyl)(ethyl)sulfane
—— 3-(3,5-dimethylphenylsulfanyl)-propanoic acid 102143-17-9 C11H14O2S
3-(3,5-dimethylphenylsulfanyl)-propanoic acid
—— 4-(3,5-dimethylphenylsulfanyl)-2-methyl-6-oxo-1,6-dihydropyridin-3-ylcarbonitrile 1185189-90-5 C15H14N2OS
4-(3,5-dimethylphenylsulfanyl)-2-methyl-6-oxo-1,6-dihydropyridin-3-ylcarbonitrile
—— 4-Chloro-3-(3,5-dimethylphenylthio)-9H-thioxanthen-9-one 1372152-31-2 C21H15ClOS2
4-Chloro-3-(3,5-dimethylphenylthio)-9H-thioxanthen-9-one
—— 2-Chloro-4-(3,5-dimethyl-phenylsulfanyl)-5-ethyl-6-methyl-3-nitro-pyridine 175437-67-9 C16H17ClN2O2S
2-Chloro-4-(3,5-dimethyl-phenylsulfanyl)-5-ethyl-6-methyl-3-nitro-pyridine
—— [4-<sup>14</sup>C]-(R)-2-(2-amino-5-((S)-1-phenylethylthio)thiazolo[4,5-d]pyrimidin-7-ylamino)-4-methylpentan-1-ol 1403762-01-5 C19H25N5OS2
[4-<sup>14</sup>C]-(R)-2-(2-amino-5-((S)-1-phenylethylthio)thiazolo[4,5-d]pyrimidin-7-ylamino)-4-methylpentan-1-ol
—— ethyl 4-(3,5-dimethylphenylsulfanyl)-2-methyl-6-oxo-1,6-dihydropyridin-3-ylcarboxylate 1185189-75-6 C17H19NO3S
ethyl 4-(3,5-dimethylphenylsulfanyl)-2-methyl-6-oxo-1,6-dihydropyridin-3-ylcarboxylate
—— ethyl 2-acetyl-5-[(3,5-dimethylphenyl)thio]-5-(p-tolyl)pentanoate 1338781-70-6 C24H30O3S
ethyl 2-acetyl-5-[(3,5-dimethylphenyl)thio]-5-(p-tolyl)pentanoate
—— 3-amino-1-methyl-5-(2-mercaptoethylthio)-1,2,4-triazole 150366-95-3 C5H10N4S2
3-amino-1-methyl-5-(2-mercaptoethylthio)-1,2,4-triazole
—— phenyl 3-allyloxycarbonylamino-2,3,6-trideoxy-1-thio-L-lyxo-hexopyranoside 849071-48-3 C16H21NO4S
phenyl 3-allyloxycarbonylamino-2,3,6-trideoxy-1-thio-L-lyxo-hexopyranoside
—— 2-(1-acetonylthio)-5-methylthiazolo(2,3-b)-1,3,4-thiadiazolium perchlorate 122841-09-2 C8H9N2OS3*ClO4
2-(1-acetonylthio)-5-methylthiazolo(2,3-b)-1,3,4-thiadiazolium perchlorate
—— phenyl 3-azido-2,3,6-trideoxy-1-thio-L-lyxo-hexopyranoside 849071-47-2 C12H15N3O2S
phenyl 3-azido-2,3,6-trideoxy-1-thio-L-lyxo-hexopyranoside
—— 3-Phenylmercapto-acrylsaeure-chlorid 1077-15-2 C9H7ClOS
3-Phenylmercapto-acrylsaeure-chlorid
—— Methoxymethyl-vinyl-sulfid 4410-85-9 C4H8OS
Methoxymethyl-vinyl-sulfid
—— 5-chloromethyl-2,3-dihydro-7H-thiazolo<3,2-a>pyrimidin-7-one 111730-43-9 C7H7ClN2OS
5-chloromethyl-2,3-dihydro-7H-thiazolo<3,2-a>pyrimidin-7-one
—— 6-(4-fluorophenyl)-4-{[4-(trifluoromethyl)phenyl]thio}thieno[3,2-d]pyrimidine 1610410-47-3 C19H10F4N2S2
6-(4-fluorophenyl)-4-{[4-(trifluoromethyl)phenyl]thio}thieno[3,2-d]pyrimidine
—— 1-Cyclopent-1-enyl-2-methanesulfonyl-ethanone 74190-39-9 C8H12O3S
1-Cyclopent-1-enyl-2-methanesulfonyl-ethanone
—— 5-(4-nitro-phenylsulfanyl)-1<i>H</i>-tetrazole 91448-02-1 C7H5N5O2S
5-(4-nitro-phenylsulfanyl)-1<i>H</i>-tetrazole
—— 2-[(E)-2-(2-Chloro-phenyl)-vinyl]-3-phenylsulfanyl-quinoxaline 366018-64-6 C22H15ClN2S
2-[(E)-2-(2-Chloro-phenyl)-vinyl]-3-phenylsulfanyl-quinoxaline
—— ethyl 3-{4-cyano-5-[(2-ethoxy-2-oxoethyl)sulfanyl]-3-hydroxythiophen-2-yl}-3-oxopropanoate 1448180-44-6 C14H15NO6S2
ethyl 3-{4-cyano-5-[(2-ethoxy-2-oxoethyl)sulfanyl]-3-hydroxythiophen-2-yl}-3-oxopropanoate
—— 4,7,10-trioxa-1,13-dithia[13](6,6')-2,2'-bis(cyclopenta[c]pyridin-2-yl)cyclophane 1009834-83-6 C24H30N2O3S2
4,7,10-trioxa-1,13-dithia[13](6,6')-2,2'-bis(cyclopenta[c]pyridin-2-yl)cyclophane
—— 2-Methyl-2-(2-phenylsulfanyl-cyclopentyl)-[1,3]dioxolane 137846-59-4 C15H20O2S
2-Methyl-2-(2-phenylsulfanyl-cyclopentyl)-[1,3]dioxolane
—— 4-oxa-1,7-dithia[7](6,6')-2,2'-bis(cyclopenta[c]pyridine)cyclophane sulfoxide 1303611-48-4 C20H22N2O2S2
4-oxa-1,7-dithia[7](6,6')-2,2'-bis(cyclopenta[c]pyridine)cyclophane sulfoxide
—— 1,7-dithia[7](6,6')-2,2'-bis(cyclopenta[c]pyridine)cyclophane 1303611-46-2 C21H24N2S2
1,7-dithia[7](6,6')-2,2'-bis(cyclopenta[c]pyridine)cyclophane
—— 4,7,10,13-tetraoxa-1,16-dithia[16](6,6')-2,2'-bis(cyclopenta[c]pyridine-2-yl)cyclophane 1009834-84-7 C26H34N2O4S2
4,7,10,13-tetraoxa-1,16-dithia[16](6,6')-2,2'-bis(cyclopenta[c]pyridine-2-yl)cyclophane
—— 4,7-dioxa-1,10-dithia[10](6,6')-2,2'-bis(cyclopenta[c]pyridin-2-yl)cyclophane 1009834-82-5 C22H26N2O2S2
4,7-dioxa-1,10-dithia[10](6,6')-2,2'-bis(cyclopenta[c]pyridin-2-yl)cyclophane
—— 4-oxa-1,7-dithia[7](6,6')-2,2'-bis(cyclopenta[c]pyridine)cyclophane 1009834-81-4 C20H22N2OS2
4-oxa-1,7-dithia[7](6,6')-2,2'-bis(cyclopenta[c]pyridine)cyclophane
—— 5-(benzylthio)-3,4-cyclopenteno-6-methylpyridine 99702-57-5 C16H17NS
5-(benzylthio)-3,4-cyclopenteno-6-methylpyridine