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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
—— (Z)-3-(4-Phenylsulfanyl-phenylcarbamoyl)-acrylic acid 106058-28-0 C16H13NO3S
(Z)-3-(4-Phenylsulfanyl-phenylcarbamoyl)-acrylic acid
—— 2-(4,5-Dichloro-2-nitro-phenylsulfanyl)-4-methoxy-phenylamine 488085-86-5 C13H10Cl2N2O3S
2-(4,5-Dichloro-2-nitro-phenylsulfanyl)-4-methoxy-phenylamine
—— 1,1-Dimethyl-4,4-di-n-propyl-thiosemicarbazid 27827-97-0 C9H21N3S
1,1-Dimethyl-4,4-di-n-propyl-thiosemicarbazid
—— (4,4-dideuterio-4-phenylsulfanylbutyl) acetate 109244-30-6 C12H16O2S
(4,4-dideuterio-4-phenylsulfanylbutyl) acetate
—— 3-Methyl-4-methylthio-5-phenyl-1,3-thiazol-2-on 53879-40-6 C11H11NOS2
3-Methyl-4-methylthio-5-phenyl-1,3-thiazol-2-on
—— 2,4-bis[(1-methyl-1H-imidazol-2-yl)sulfanyl]pyrimidine 96592-00-6 C12H12N6S2
2,4-bis[(1-methyl-1H-imidazol-2-yl)sulfanyl]pyrimidine
—— cis-1,2-Bis-<p-tolyl-mercapto>-1,2-dichlor-aethylen 4526-51-6 C16H14Cl2S2
cis-1,2-Bis-<p-tolyl-mercapto>-1,2-dichlor-aethylen
—— 6-[2-(4-chloro-6-dimethylamino-[1,3,5]triazin-2-ylamino)-phenylsulfanyl]-tetra-<i>N</i>-methyl-[1,3,5]triazine-2,4-diamine 50829-84-0 C18H23ClN10S
6-[2-(4-chloro-6-dimethylamino-[1,3,5]triazin-2-ylamino)-phenylsulfanyl]-tetra-<i>N</i>-methyl-[1,3,5]triazine-2,4-diamine
—— 4-(m-methylphenyl)-1,1,1-tris(phenylthio)butane 111171-83-6 C29H28S3
4-(m-methylphenyl)-1,1,1-tris(phenylthio)butane
—— 5-[4-(3-chloro-anilino)-6-(4-chloro-phenylsulfanyl)-[1,3,5]triazin-2-ylamino]-2-hydroxy-benzoic acid 61513-17-5 C22H15Cl2N5O3S
5-[4-(3-chloro-anilino)-6-(4-chloro-phenylsulfanyl)-[1,3,5]triazin-2-ylamino]-2-hydroxy-benzoic acid
—— <i>N</i>-hydroxy-6-propylsulfanyl-pyrazine-2-carboximidic acid amide 66533-73-1 C8H12N4OS
<i>N</i>-hydroxy-6-propylsulfanyl-pyrazine-2-carboximidic acid amide
—— 2,2-Dibutylmercapto-3,3-dimethyl-butan 408340-70-5 C14H30S2
2,2-Dibutylmercapto-3,3-dimethyl-butan
—— 1-Methyl-2-octylsulfanyl-1H-imidazole; hydrobromide 50968-28-0 BrH*C12H22N2S
1-Methyl-2-octylsulfanyl-1H-imidazole; hydrobromide
—— 1-(Methylthio)-endo-5-phenyl-4-(trifluoracetyl)-7-oxa-2-thiabicyclo<2.2.1>heptan-3-on 102435-84-7 C14H11F3O3S2
1-(Methylthio)-endo-5-phenyl-4-(trifluoracetyl)-7-oxa-2-thiabicyclo<2.2.1>heptan-3-on
—— 5,5'-diamino-2,2'-sulfanediyl-di-phenol; dihydrochloride 108651-18-9 C12H12N2O2S*2ClH
5,5'-diamino-2,2'-sulfanediyl-di-phenol; dihydrochloride
—— [4-Fluoro-2-(4-methylsulfanyl-phenylsulfanyl)-phenyl]-methanol 58913-05-6 C14H13FOS2
[4-Fluoro-2-(4-methylsulfanyl-phenylsulfanyl)-phenyl]-methanol
—— Acetic acid (2R,3S,6R)-2-acetoxymethyl-6-phenylsulfanylethynyl-tetrahydro-pyran-3-yl ester 167107-94-0 C18H20O5S
Acetic acid (2R,3S,6R)-2-acetoxymethyl-6-phenylsulfanylethynyl-tetrahydro-pyran-3-yl ester
—— 5-nitro-4-(pyrimidin-2-ylthio)-2H-benzimidazole-2-spirocyclohexane 141421-42-3 C16H15N5O2S
5-nitro-4-(pyrimidin-2-ylthio)-2H-benzimidazole-2-spirocyclohexane
—— 4-Benzyl-piperazine-1-carboxylic acid 2-phenylsulfanyl-imidazol-1-yl ester 549512-42-7 C21H22N4O2S
4-Benzyl-piperazine-1-carboxylic acid 2-phenylsulfanyl-imidazol-1-yl ester
—— 76685-57-9 C25H39NOS2Si
—— Butyl-(5,5,5-trichlor-pentyl)-sulfid 60303-17-5 C9H17Cl3S
Butyl-(5,5,5-trichlor-pentyl)-sulfid
—— 3-[6-chloro-5-fluoro-2-methyl-1-(1-propyl-1H-pyrazol-4-yl)-1H-indol-3-ylsulfanyl]-benzoic acid 1359982-63-0 C22H19ClFN3O2S
3-[6-chloro-5-fluoro-2-methyl-1-(1-propyl-1H-pyrazol-4-yl)-1H-indol-3-ylsulfanyl]-benzoic acid
—— 3-[6-chloro-1-(1-ethyl-1H-pyrazol-4-yl)-2-methyl-1H-indol-3-ylsulfanyl]-benzoic acid ethyl ester 1359980-68-9 C23H22ClN3O2S
3-[6-chloro-1-(1-ethyl-1H-pyrazol-4-yl)-2-methyl-1H-indol-3-ylsulfanyl]-benzoic acid ethyl ester
—— [1,3]Dithiolo[4,5-d]-1,3-dithiolone, (1-ethylpropylidene)- 144028-63-7 C9H10OS4
[1,3]Dithiolo[4,5-d]-1,3-dithiolone, (1-ethylpropylidene)-
—— [4-chloro-2-(4-chloro-1H-indol-3-ylsulfanyl)-benzyl]-methyl-amine 857499-63-9 C16H14Cl2N2S
[4-chloro-2-(4-chloro-1H-indol-3-ylsulfanyl)-benzyl]-methyl-amine
—— (6aR,8R,9S,9aR)-2,2,4,4-tetraisopropyl-8-(p-tolylthio)tetrahydro-6H-furo[3,2-f][1,3,5,2,4]trioxadisilocin-9-yl 4-oxopentanoate 1373616-47-7 C29H48O7SSi2
(6aR,8R,9S,9aR)-2,2,4,4-tetraisopropyl-8-(p-tolylthio)tetrahydro-6H-furo[3,2-f][1,3,5,2,4]trioxadisilocin-9-yl 4-oxopentanoate
—— 2-(7-Chloro-benzo[1,2,4]triazin-3-ylsulfanyl)-1-morpholin-4-yl-ethanone 75122-20-2 C13H13ClN4O2S
2-(7-Chloro-benzo[1,2,4]triazin-3-ylsulfanyl)-1-morpholin-4-yl-ethanone
—— 2-(3-bromo-3-phenylallyl)-1-(phenylsulfonyl)-3-(phenylthio)-1H-indole 1372674-49-1 C29H22BrNO2S2
2-(3-bromo-3-phenylallyl)-1-(phenylsulfonyl)-3-(phenylthio)-1H-indole
—— 1,1-bis-ethylsulfanyl-2-fluoro-2-methoxy-ethene 70387-19-8 C7H13FOS2
1,1-bis-ethylsulfanyl-2-fluoro-2-methoxy-ethene
—— 2-((E)-2-(thiophen-2-yl)vinylthio)-5-bromophenol 1381775-74-1 C12H9BrOS2
2-((E)-2-(thiophen-2-yl)vinylthio)-5-bromophenol
—— 55595-83-0 C16H24O2S
—— [1-(Bis-phenylsulfanyl-methyl)-allyloxy]-tert-butyl-dimethyl-silane 119496-07-0 C22H30OS2Si
[1-(Bis-phenylsulfanyl-methyl)-allyloxy]-tert-butyl-dimethyl-silane
—— 57599-00-5 C2H5NOS2*C6H15N
—— 5-[2-(4-chlorophenylsulfanyl)-2,2-difluoro-ethyl]-dihydro-furan-2-one 1016166-69-0 C12H11ClF2O2S
5-[2-(4-chlorophenylsulfanyl)-2,2-difluoro-ethyl]-dihydro-furan-2-one
—— 4-chlorophenyl 3-(4-chlorophenylthio)-2-methyl-N-phenyl-2-propenimidothioate 1154680-11-1 C22H17Cl2NS2
4-chlorophenyl 3-(4-chlorophenylthio)-2-methyl-N-phenyl-2-propenimidothioate
—— 4,5-dichloro-<i>N</i>-[3-chloro-4-(chloro-difluoro-methylsulfanyl)-phenyl]-1<i>H</i>-imidazole-2-carboximidic acid 2,6-dichloro-anilide 65812-33-1 C17H8Cl6F2N4S
4,5-dichloro-<i>N</i>-[3-chloro-4-(chloro-difluoro-methylsulfanyl)-phenyl]-1<i>H</i>-imidazole-2-carboximidic acid 2,6-dichloro-anilide
—— p-Tolyl-N,N-diaethyl-thiocarbamoyl-trithiocarbonat 19378-35-9 C13H17NS4
p-Tolyl-N,N-diaethyl-thiocarbamoyl-trithiocarbonat
—— O,S-Dimethyl-N-4-chlorphenylthiophosphoramidothionat 40186-47-8 C10H15ClNO2PS2
O,S-Dimethyl-N-4-chlorphenylthiophosphoramidothionat
—— 134827-02-4 C28H35NO5S2
—— ((2-chlorophenyl)methylene)bis(phenylsulfane) 1190588-99-8 C19H15ClS2
((2-chlorophenyl)methylene)bis(phenylsulfane)
—— 1-(3-(6,7-dimethoxyquinazolin-4-ylthio)phenyl)-3-(3-(morpholinomethyl)-5-(trifluoromethyl)phenyl)urea 1188909-92-3 C29H28F3N5O4S
1-(3-(6,7-dimethoxyquinazolin-4-ylthio)phenyl)-3-(3-(morpholinomethyl)-5-(trifluoromethyl)phenyl)urea
—— 2-methyl-4-phenyl-5-<i>p</i>-tolylmercapto-thiazole 109696-60-8 C17H15NS2
2-methyl-4-phenyl-5-<i>p</i>-tolylmercapto-thiazole
—— 6-methylthio-3,5-diphenyl-as-triazine 129190-80-3 C16H13N3S
6-methylthio-3,5-diphenyl-as-triazine
—— 2-(2-chlorophenylthio)-6-allylphenol 80002-78-4 C15H13ClOS
2-(2-chlorophenylthio)-6-allylphenol
—— 3-Hydroxy-3-phenyl-2-phenylsulfanylmethyl-propionic acid methyl ester 71546-18-4 C17H18O3S
3-Hydroxy-3-phenyl-2-phenylsulfanylmethyl-propionic acid methyl ester
—— 2-bromophenyl pentafluorophenylmethyl sulfide 1330062-46-8 C13H6BrF5S
2-bromophenyl pentafluorophenylmethyl sulfide
—— 2-[2-hydroxy-3-(o-tolylthio)phenyl]acetic acid 80003-34-5 C15H14O3S
2-[2-hydroxy-3-(o-tolylthio)phenyl]acetic acid
—— (Z)-1-diethylamino-1-ethylthio-4-methyl-1,3-pentadiene 87148-30-9 C12H23NS
(Z)-1-diethylamino-1-ethylthio-4-methyl-1,3-pentadiene
—— endo,endo-5-(Phenylthio)tricyclo<2.2.0.02,6>hexan-3-ol 93099-29-7 C12H12OS
endo,endo-5-(Phenylthio)tricyclo<2.2.0.02,6>hexan-3-ol
—— 1,4-bis-carbamimidoylmercapto-but-2<i>t</i>-ene; dihydrochloride 60784-24-9 C6H12N4S2*2ClH
1,4-bis-carbamimidoylmercapto-but-2<i>t</i>-ene; dihydrochloride