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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-(4,6-dimethyl-pyrimidin-2-ylsulfanyl)-phenyl chloroformate 548768-73-6 C13H11ClN2O2S
4-(4,6-dimethyl-pyrimidin-2-ylsulfanyl)-phenyl chloroformate
—— 3,7-dimethyl-2(E),5(E),7-octatrienyl (phenylthio)acetate 87519-46-8 C18H22O2S
3,7-dimethyl-2(E),5(E),7-octatrienyl (phenylthio)acetate
—— 2-[5-(benzylthio)-1,3,4-oxadiazol-2-yl]-N-{4-[5-(benzylthio)-1,3,4-oxadiazol-2-yl]phenyl}aniline 1245567-63-8 C30H23N5O2S2
2-[5-(benzylthio)-1,3,4-oxadiazol-2-yl]-N-{4-[5-(benzylthio)-1,3,4-oxadiazol-2-yl]phenyl}aniline
—— 2-[5-(ethylthio)-1,3,4-oxadiazol-2-yl]-N-{4-[5-(ethylthio)-1,3,4-oxadiazol-2-yl]phenyl}aniline 1245567-50-3 C20H19N5O2S2
2-[5-(ethylthio)-1,3,4-oxadiazol-2-yl]-N-{4-[5-(ethylthio)-1,3,4-oxadiazol-2-yl]phenyl}aniline
—— 2-[5-(allylthio)-1,3,4-oxadiazol-2-yl]-N-{4-[5-(allylthio)-1,3,4-oxadiazol-2-yl]phenyl}aniline 1245567-64-9 C22H19N5O2S2
2-[5-(allylthio)-1,3,4-oxadiazol-2-yl]-N-{4-[5-(allylthio)-1,3,4-oxadiazol-2-yl]phenyl}aniline
—— ethylxanthic acid hydroxymethyl ester 42192-51-8 C4H8O2S2
ethylxanthic acid hydroxymethyl ester
—— 4-amino-2,3-dihydro-2-methyl-6-thioxo-6H-thieno[3,2-c]thiopyran-7-carbonitrile 1222510-77-1 C9H8N2S3
4-amino-2,3-dihydro-2-methyl-6-thioxo-6H-thieno[3,2-c]thiopyran-7-carbonitrile
—— 3-Methylmercapto-5-methoxy-6-phenyltriazin 37526-35-5 C11H11N3OS
3-Methylmercapto-5-methoxy-6-phenyltriazin
—— (1'S,2R,6S,7R,9R,15S)-15-(1-Hydroxyprop-2-enyl)-2,9-bis(phenylthiomethyl)-1,8,13,16-tetraoxadispiro<5.0.5.4>hexadecan-14-one 244155-61-1 C29H34O6S2
(1'S,2R,6S,7R,9R,15S)-15-(1-Hydroxyprop-2-enyl)-2,9-bis(phenylthiomethyl)-1,8,13,16-tetraoxadispiro<5.0.5.4>hexadecan-14-one
—— N-[(5-ethylsulfanyl-1,3,4-oxadiazol-2-yl)methyl]aniline 436095-96-4 C11H13N3OS
N-[(5-ethylsulfanyl-1,3,4-oxadiazol-2-yl)methyl]aniline
—— 2-Methyl-3-[4-[5-[[5-[4-(2-methyl-4-oxoquinazolin-3-yl)phenyl]-4-phenyl-1,2,4-triazol-3-yl]sulfanyl]-4-phenyl-1,2,4-triazol-3-yl]phenyl]quinazolin-4-one 139447-60-2 C46H32N10O2S
2-Methyl-3-[4-[5-[[5-[4-(2-methyl-4-oxoquinazolin-3-yl)phenyl]-4-phenyl-1,2,4-triazol-3-yl]sulfanyl]-4-phenyl-1,2,4-triazol-3-yl]phenyl]quinazolin-4-one
—— (E)-3-methyl-4-[2-(2-methylprop-1-enyl)-1,3-dithian-2-yl]but-2-en-1-ol 1184635-39-9 C13H22OS2
(E)-3-methyl-4-[2-(2-methylprop-1-enyl)-1,3-dithian-2-yl]but-2-en-1-ol
—— 2,4-bis(trifluoroacetyl)-1-(4-methylphenylthio)naphthalene 127053-15-0 C21H12F6O2S
2,4-bis(trifluoroacetyl)-1-(4-methylphenylthio)naphthalene
—— 2-(2-chloro-4-nitro-phenylsulfanyl)-benzothiazol-5-carboxylic acid 315228-83-2 C14H7ClN2O4S2
2-(2-chloro-4-nitro-phenylsulfanyl)-benzothiazol-5-carboxylic acid
—— (4-Methyl-pyrimidin-2-ylsulfanyl)-phenyl-acetic acid 87125-93-7 C13H12N2O2S
(4-Methyl-pyrimidin-2-ylsulfanyl)-phenyl-acetic acid
—— Propyl 2-(6-amino-3,5-dicyano-4-ethylpyridin-2-yl)sulfanylacetate 184530-26-5 C14H16N4O2S
Propyl 2-(6-amino-3,5-dicyano-4-ethylpyridin-2-yl)sulfanylacetate
—— 5,13-bis(methylsulfanyl)-4,14-dithia-6,8,10,12-tetrazatricyclo[9.3.0.03,7]tetradeca-1(11),3(7),5,8,12-pentaene 111610-02-7 C10H10N4S4
5,13-bis(methylsulfanyl)-4,14-dithia-6,8,10,12-tetrazatricyclo[9.3.0.03,7]tetradeca-1(11),3(7),5,8,12-pentaene
—— (1R)-2-{[tert-butyl(dimethyl)silyl]oxy}-1-phenyl-N-[(phenylthio)methyl]ethanamine 1030828-95-5 C21H31NOSSi
(1R)-2-{[tert-butyl(dimethyl)silyl]oxy}-1-phenyl-N-[(phenylthio)methyl]ethanamine
—— 9-methyl-5,13-bis(methylsulfanyl)-4,14-dithia-6,8,10,12-tetrazatricyclo[9.3.0.03,7]tetradeca-1(11),3(7),5,8,12-pentaene 111610-03-8 C11H12N4S4
9-methyl-5,13-bis(methylsulfanyl)-4,14-dithia-6,8,10,12-tetrazatricyclo[9.3.0.03,7]tetradeca-1(11),3(7),5,8,12-pentaene
—— 1,5-dimethyl-2,6-bis(phenylthio)bicyclo<3.3.0>octa-2,6-diene 139462-71-8 C22H22S2
1,5-dimethyl-2,6-bis(phenylthio)bicyclo<3.3.0>octa-2,6-diene
—— 5,13-bis(methylsulfanyl)-N-phenyl-4,14-dithia-6,8,10,12-tetrazatricyclo[9.3.0.03,7]tetradeca-1(11),3(7),5,8,12-pentaen-9-amine 111609-98-4 C16H15N5S4
5,13-bis(methylsulfanyl)-N-phenyl-4,14-dithia-6,8,10,12-tetrazatricyclo[9.3.0.03,7]tetradeca-1(11),3(7),5,8,12-pentaen-9-amine
—— N-tert-butyl-6-methylsulfanylpyridazine-3-carbothioamide 457613-22-8 C10H15N3S2
N-tert-butyl-6-methylsulfanylpyridazine-3-carbothioamide
—— 9-ethyl-5,13-bis(methylsulfanyl)-4,14-dithia-6,8,10,12-tetrazatricyclo[9.3.0.03,7]tetradeca-1(11),3(7),5,8,12-pentaene 111610-04-9 C12H14N4S4
9-ethyl-5,13-bis(methylsulfanyl)-4,14-dithia-6,8,10,12-tetrazatricyclo[9.3.0.03,7]tetradeca-1(11),3(7),5,8,12-pentaene
—— 5,13-Bis(methylsulfanyl)-4,14-dithia-6,8,10,12-tetrazatricyclo[9.3.0.03,7]tetradeca-1(11),3(7),5,12-tetraene-9-thione 111609-94-0 C10H10N4S5
5,13-Bis(methylsulfanyl)-4,14-dithia-6,8,10,12-tetrazatricyclo[9.3.0.03,7]tetradeca-1(11),3(7),5,12-tetraene-9-thione
—— N-ethyl-5,13-bis(methylsulfanyl)-4,14-dithia-6,8,10,12-tetrazatricyclo[9.3.0.03,7]tetradeca-1(11),3(7),5,12-tetraen-9-imine 111622-79-8 C12H15N5S4
N-ethyl-5,13-bis(methylsulfanyl)-4,14-dithia-6,8,10,12-tetrazatricyclo[9.3.0.03,7]tetradeca-1(11),3(7),5,12-tetraen-9-imine
—— N-methyl-5,13-bis(methylsulfanyl)-4,14-dithia-6,8,10,12-tetrazatricyclo[9.3.0.03,7]tetradeca-1(11),3(7),5,12-tetraen-9-imine 111609-97-3 C11H13N5S4
N-methyl-5,13-bis(methylsulfanyl)-4,14-dithia-6,8,10,12-tetrazatricyclo[9.3.0.03,7]tetradeca-1(11),3(7),5,12-tetraen-9-imine
—— N-(2-naphthylmethylene)-2-phenylthiobenzenamine 142505-37-1 C23H17NS
N-(2-naphthylmethylene)-2-phenylthiobenzenamine
—— (E)-5-ethoxy-6,6,6-trifluoro-2,2-dimethyl-4-phenylsulfanylhex-4-en-3-ol 236121-30-5 C16H21F3O2S
(E)-5-ethoxy-6,6,6-trifluoro-2,2-dimethyl-4-phenylsulfanylhex-4-en-3-ol
—— (E)-2-ethoxy-1,1,1-trifluoro-4-phenyl-3-(phenylthio)but-2-en-4-ol 236121-29-2 C18H17F3O2S
(E)-2-ethoxy-1,1,1-trifluoro-4-phenyl-3-(phenylthio)but-2-en-4-ol
—— (E)-2-ethoxy-1,1,1-trifluoro-7,7-dimethyl-3-phenylsulfanyloct-2-en-5-yn-4-ol 236121-32-7 C18H21F3O2S
(E)-2-ethoxy-1,1,1-trifluoro-7,7-dimethyl-3-phenylsulfanyloct-2-en-5-yn-4-ol
—— (E)-3-ethoxy-4,4,4-trifluoro-1-(furan-2-yl)-2-phenylsulfanylbut-2-en-1-ol 236121-33-8 C16H15F3O3S
(E)-3-ethoxy-4,4,4-trifluoro-1-(furan-2-yl)-2-phenylsulfanylbut-2-en-1-ol
—— (2E,5Z)-2-ethoxy-1,1,1-trifluoro-7,7-dimethyl-3,5-bis(phenylthio)-4-(trifluoromethyl)octa-2,5-dien-4-ol 236121-58-7 C25H26F6O2S2
(2E,5Z)-2-ethoxy-1,1,1-trifluoro-7,7-dimethyl-3,5-bis(phenylthio)-4-(trifluoromethyl)octa-2,5-dien-4-ol
—— (E)-2-ethoxy-3-(phenylthio)-1,1,1-trifluoroprop-2-ene 236121-24-7 C11H11F3OS
(E)-2-ethoxy-3-(phenylthio)-1,1,1-trifluoroprop-2-ene
—— 1,4-Dioxa-7,10-dithiacyclododec-8-ene-8,9-dicarbonitrile 142096-13-7 C10H12N2O2S2
1,4-Dioxa-7,10-dithiacyclododec-8-ene-8,9-dicarbonitrile
—— (E)-2-(1-(tert-butyldimethylsilyloxy)oct-1-enylthio)pyridine 173067-58-8 C19H33NOSSi
(E)-2-(1-(tert-butyldimethylsilyloxy)oct-1-enylthio)pyridine
—— ethyl-1,4-dimethyl-5-(1-methyl-5-methylthiopyrrol-2-oyl)-3-ethoxycarbonylpyrrole-2-acetate 86187-05-5 C20H26N2O5S
ethyl-1,4-dimethyl-5-(1-methyl-5-methylthiopyrrol-2-oyl)-3-ethoxycarbonylpyrrole-2-acetate
—— 1-methyl-4-<2-(phenylthio)benzoyl>piperazine 93288-87-0 C18H20N2OS
1-methyl-4-<2-(phenylthio)benzoyl>piperazine
—— 3-methyl-4-phenylthiohept-2(Z)-en-1-ol 208582-26-7 C14H20OS
3-methyl-4-phenylthiohept-2(Z)-en-1-ol
—— 3,3-di(phenylthio)hexan-2-ol 251645-54-2 C18H22OS2
3,3-di(phenylthio)hexan-2-ol
—— t-butyl 3-methyl-4-phenylthiohept-2(Z)-enoate 208582-31-4 C18H26O2S
t-butyl 3-methyl-4-phenylthiohept-2(Z)-enoate
—— 6-Ethyl-5-methyl-2-(methylsulfanyl)nicotinonitrile 625369-12-2 C10H12N2S
6-Ethyl-5-methyl-2-(methylsulfanyl)nicotinonitrile
—— 6-hydroxy-1,4-benzoxathiin-2(3H)-one 29001-22-7 C8H6O3S
6-hydroxy-1,4-benzoxathiin-2(3H)-one
—— 2-(4-Chlorophenyl)-6-methyl-5-phenylsulfanyl-2,3-dihydropyran-4-one 129435-92-3 C18H15ClO2S
2-(4-Chlorophenyl)-6-methyl-5-phenylsulfanyl-2,3-dihydropyran-4-one
—— 3,5,5-trimethyl-2-phenylsulfanyl-cyclohex-2-en-1-one 53577-28-9 C15H18OS
3,5,5-trimethyl-2-phenylsulfanyl-cyclohex-2-en-1-one
—— 2-methyl-3-(phenylthio)-6-tosylpyridin-4-ol 1103495-01-7 C19H17NO3S2
2-methyl-3-(phenylthio)-6-tosylpyridin-4-ol
—— 6-Methyl-2-phenyl-5-phenylsulfanyl-2,3-dihydropyran-4-one 129435-90-1 C18H16O2S
6-Methyl-2-phenyl-5-phenylsulfanyl-2,3-dihydropyran-4-one
—— 5-bromobenzo[b]thiophen-2(3H)-one 1262436-43-0 C8H5BrOS
5-bromobenzo[b]thiophen-2(3H)-one
—— (E)-methyl 3-methylthio-2-phenylthio-2-butenoate 96899-40-0 C12H14O2S2
(E)-methyl 3-methylthio-2-phenylthio-2-butenoate
—— ω-(Ethylthio)-1-hexanthiol 36044-05-0 C8H18S2
ω-(Ethylthio)-1-hexanthiol
—— 3,3-dimethylbutyl methyl sulphone 67886-60-6 C7H16O2S
3,3-dimethylbutyl methyl sulphone