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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
—— bis-(4-hydroxy-3-methyl-5-t-butylphenyl) sulphide radical 40190-57-6 C22H29O2S
bis-(4-hydroxy-3-methyl-5-t-butylphenyl) sulphide radical
—— sec-butyl tert-butyl sulfoxide 13153-07-6 C8H18OS
sec-butyl tert-butyl sulfoxide
—— 2,3-dimethylphenyl ethyl xanthate 89816-80-8 C11H14OS2
2,3-dimethylphenyl ethyl xanthate
—— 4,8-Di-tert-butyl-2,10-dimethyl-6-phenyl-5,7-dioxa-12-thia-6-phospha-dibenzo[a,d]cyclooctene 95497-31-7 C28H33O2PS
4,8-Di-tert-butyl-2,10-dimethyl-6-phenyl-5,7-dioxa-12-thia-6-phospha-dibenzo[a,d]cyclooctene
—— (Z)-4-Mercapto-3-penten-2-one 73059-87-7 C5H8OS
(Z)-4-Mercapto-3-penten-2-one
—— 6-acetyl-2-(4-chlorophenyl)-4-(4-chlorophenylthio)-5-methyl-3(2H)-pyridazinone 259192-42-2 C19H14Cl2N2O2S
6-acetyl-2-(4-chlorophenyl)-4-(4-chlorophenylthio)-5-methyl-3(2H)-pyridazinone
—— 3-(phenylthio)-2-butenoic acid 67959-53-9 C10H10O2S
3-(phenylthio)-2-butenoic acid
—— 6-nitroso-2,3-dihydro-4H-5-aminothiazole<2,3-a>pyrimidin-7-one 224433-77-6 C6H6N4O2S
6-nitroso-2,3-dihydro-4H-5-aminothiazole<2,3-a>pyrimidin-7-one
—— 2-n-butylthio-1-hydroxymethyl-cyclohept-1-ene 119044-23-4 C12H22OS
2-n-butylthio-1-hydroxymethyl-cyclohept-1-ene
—— (Z)-8-bromo-3-(phenylthio)-1,3-octadiene 123289-34-9 C14H17BrS
(Z)-8-bromo-3-(phenylthio)-1,3-octadiene
—— 2-Propylmercapto-imidazol 17303-07-0 C6H10N2S
2-Propylmercapto-imidazol
—— N-(2-(5-fluoro-2-(4-fluorophenylthio)benzo[b]thiophen-3-yl)ethyl)acrylamide 1299484-50-6 C19H15F2NOS2
N-(2-(5-fluoro-2-(4-fluorophenylthio)benzo[b]thiophen-3-yl)ethyl)acrylamide
—— 8-(butylsulfanyl)-1,2,4-benzotriazin-3-amine 1-oxide 494226-33-4 C11H14N4OS
8-(butylsulfanyl)-1,2,4-benzotriazin-3-amine 1-oxide
—— 4,5-bis(propylthio)-5'-propylimidazole[4',5'-f]-2,2'-bi-1,3-dithiolylidene 1455499-66-7 C16H22N2S6
4,5-bis(propylthio)-5'-propylimidazole[4',5'-f]-2,2'-bi-1,3-dithiolylidene
—— (E)-2-Methyl-3-phenylsulfanyl-but-2-enoic acid ethyl ester 53700-03-1 C13H16O2S
(E)-2-Methyl-3-phenylsulfanyl-but-2-enoic acid ethyl ester
—— 3-(phenylthio)-5,6,4a,8a-tetrahydro-2,5,5-trimethylnaphthalene-1,8-(4H,7H)-dione 105090-19-5 C19H22O2S
3-(phenylthio)-5,6,4a,8a-tetrahydro-2,5,5-trimethylnaphthalene-1,8-(4H,7H)-dione
—— 1,1-dimethylethyl (4S)-4-[(2R)-2-[(2-cyano-3-thienyl)thio]-2-phenylethyl]-2,2-dimethyl-3-oxazolidinecarboxylate 651353-89-8 C23H28N2O3S2
1,1-dimethylethyl (4S)-4-[(2R)-2-[(2-cyano-3-thienyl)thio]-2-phenylethyl]-2,2-dimethyl-3-oxazolidinecarboxylate
—— 2-(4-(2-chloro-4-methylphenyl)thiazol-5-ylthio)acetic acid 871476-83-4 C12H10ClNO2S2
2-(4-(2-chloro-4-methylphenyl)thiazol-5-ylthio)acetic acid
—— 4-thiophenoxy<1>benzothieno<2,3-e>pyrrolo<1,2-a>pyrazine 107363-16-6 C19H12N2S2
4-thiophenoxy<1>benzothieno<2,3-e>pyrrolo<1,2-a>pyrazine
—— 4-chloro-N-(2-(5-fluoro-2-(4-fluorophenylthio)benzo[b]thiophen-3-yl)ethyl)butanamide 1299484-49-3 C20H18ClF2NOS2
4-chloro-N-(2-(5-fluoro-2-(4-fluorophenylthio)benzo[b]thiophen-3-yl)ethyl)butanamide
—— 2,2-bis(ethylthio)ethylamine 122807-21-0 C6H15NS2
2,2-bis(ethylthio)ethylamine
—— 3-(p-methylphenylthio)-2-decalone 83656-91-1 C17H22OS
3-(p-methylphenylthio)-2-decalone
—— 1-Ethylthio-3-phenylthiopropan 4911-42-6 C11H16S2
1-Ethylthio-3-phenylthiopropan
—— 1-Ethylthio-3-isopropylthio-propan 4911-39-1 C8H18S2
1-Ethylthio-3-isopropylthio-propan
—— 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