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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
—— 3,6-dithio-1,8-octanediol 807638-73-9 C8H18O2S2
3,6-dithio-1,8-octanediol
—— Isopropyl-thiocarbamic acid S-(2-hydroxy-ethyl) ester 61578-94-7 C6H13NO2S
Isopropyl-thiocarbamic acid S-(2-hydroxy-ethyl) ester
—— 4-{1-[4-(Methylsulfanyl)phenyl]prop-1-en-2-yl}morpholine 138172-67-5 C14H19NOS
4-{1-[4-(Methylsulfanyl)phenyl]prop-1-en-2-yl}morpholine
—— 6-(4-Chlorophenyl-thio)-3-hexen-2-one 94723-64-5 C12H13ClOS
6-(4-Chlorophenyl-thio)-3-hexen-2-one
—— 2-(2,4,5-Trichlorophenyl)sulfanylacetyl chloride 175987-80-1 C8H4Cl4OS
2-(2,4,5-Trichlorophenyl)sulfanylacetyl chloride
—— S-(4-Chloro-3 5-dimethylphenyl) N,N-dimethylthiocarbamate 150729-71-8 C11H14ClNOS
S-(4-Chloro-3 5-dimethylphenyl) N,N-dimethylthiocarbamate
—— N,N-dimethyl-4-(2,3,4,5,6-pentafluorophenyl)sulfanylaniline 57517-95-0 C14H10F5NS
N,N-dimethyl-4-(2,3,4,5,6-pentafluorophenyl)sulfanylaniline
—— (2E)-2-hydroxyimino-N-[2-[2-[[(2E)-2-hydroxyimino-3-(4-methylsulfanylphenyl)propanoyl]amino]ethyldisulfanyl]ethyl]-3-(4-methylsulfanylphenyl)propanamide 1356930-38-5 C24H30N4O4S4
(2E)-2-hydroxyimino-N-[2-[2-[[(2E)-2-hydroxyimino-3-(4-methylsulfanylphenyl)propanoyl]amino]ethyldisulfanyl]ethyl]-3-(4-methylsulfanylphenyl)propanamide
—— (2E)-3-(3-bromo-4-methylsulfanylphenyl)-N-[2-[2-[[(2E)-3-(3-bromo-4-methylsulfanylphenyl)-2-hydroxyiminopropanoyl]amino]ethyldisulfanyl]ethyl]-2-hydroxyiminopropanamide 1356930-41-0 C24H28Br2N4O4S4
(2E)-3-(3-bromo-4-methylsulfanylphenyl)-N-[2-[2-[[(2E)-3-(3-bromo-4-methylsulfanylphenyl)-2-hydroxyiminopropanoyl]amino]ethyldisulfanyl]ethyl]-2-hydroxyiminopropanamide
—— S-pentanoylsulfanyl pentanethioate 62652-56-6 C10H18O2S2
S-pentanoylsulfanyl pentanethioate
—— ethyl 3-(4-hydroxyphenyl)-2-phenylthiopropionate 710326-88-8 C17H18O3S
ethyl 3-(4-hydroxyphenyl)-2-phenylthiopropionate
—— (2E)-2-hydroxyimino-3-(4-methylsulfanylphenyl)-N-(2-sulfanylethyl)propanamide 1356930-05-6 C12H16N2O2S2
(2E)-2-hydroxyimino-3-(4-methylsulfanylphenyl)-N-(2-sulfanylethyl)propanamide
—— (2E)-3-(3-bromo-4-methylsulfanylphenyl)-2-hydroxyimino-N-(2-sulfanylethyl)propanamide 1356930-08-9 C12H15BrN2O2S2
(2E)-3-(3-bromo-4-methylsulfanylphenyl)-2-hydroxyimino-N-(2-sulfanylethyl)propanamide
—— N-(3-non-2-ynylsulfonylpropyl)acetamide 1353894-50-4 C14H25NO3S
N-(3-non-2-ynylsulfonylpropyl)acetamide
—— 2-[(8S,10S,11R)-11-methyl-8-phenyl-9-oxa-1,5-dithiaspiro[5.5]undecan-10-yl]acetaldehyde 1374424-57-3 C17H22O2S2
2-[(8S,10S,11R)-11-methyl-8-phenyl-9-oxa-1,5-dithiaspiro[5.5]undecan-10-yl]acetaldehyde
—— (Z,4R)-4-[2-[(2R)-2-hydroxybutyl]-1,3-dithian-2-yl]pent-2-enal 1374424-50-6 C13H22O2S2
(Z,4R)-4-[2-[(2R)-2-hydroxybutyl]-1,3-dithian-2-yl]pent-2-enal
—— 2-[(8S,10R,11R)-11-methyl-8-phenyl-9-oxa-1,5-dithiaspiro[5.5]undecan-10-yl]acetaldehyde 1374424-54-0 C17H22O2S2
2-[(8S,10R,11R)-11-methyl-8-phenyl-9-oxa-1,5-dithiaspiro[5.5]undecan-10-yl]acetaldehyde
—— 2-[(8R,10R,11R)-8-ethyl-11-methyl-9-oxa-1,5-dithiaspiro[5.5]undecan-10-yl]acetaldehyde 1374424-53-9 C13H22O2S2
2-[(8R,10R,11R)-8-ethyl-11-methyl-9-oxa-1,5-dithiaspiro[5.5]undecan-10-yl]acetaldehyde
—— 2-[(8S,10S,11S)-11-methyl-8-phenyl-9-oxa-1,5-dithiaspiro[5.5]undecan-10-yl]acetaldehyde 1374424-73-3 C17H22O2S2
2-[(8S,10S,11S)-11-methyl-8-phenyl-9-oxa-1,5-dithiaspiro[5.5]undecan-10-yl]acetaldehyde
—— 1-{1-[difluoro(phenylthio)methyl]cyclohe-1-xyl}pyrrolidine 1357268-72-4 C17H23F2NS
1-{1-[difluoro(phenylthio)methyl]cyclohe-1-xyl}pyrrolidine
—— 4,6,16,18-tetraaza-5,17-bis(methylsulfanyl)-2,8,14,20-tetrathiacalix[4]arene 1369593-92-9 C22H16N4S6
4,6,16,18-tetraaza-5,17-bis(methylsulfanyl)-2,8,14,20-tetrathiacalix[4]arene
—— 14,38,62,86-Tetrakis[4,5-bis(octylsulfanyl)-1,3-dithiol-2-ylidene]-8,20,32,44,56,68,80,92-octaoxa-5,11,13,15,17,23,29,35,37,39,41,47,53,59,61,63,65,71,77,83,85,87,89,95-tetracosathia-a,2,26,50,74,97,98,99-octazatridecacyclo[73.21.1.13,25.127,49.151,73.04,24.012,16.028,48.036,40.052,72.060,64.076,96.084,88]hecta-a(25),1(96),2,4(24),12(16),26,28(48),36(40),49,51(98),52(72),60(64),73,75,84(88)-pentadecaene 1372813-90-5 C136H202N8O8S40
14,38,62,86-Tetrakis[4,5-bis(octylsulfanyl)-1,3-dithiol-2-ylidene]-8,20,32,44,56,68,80,92-octaoxa-5,11,13,15,17,23,29,35,37,39,41,47,53,59,61,63,65,71,77,83,85,87,89,95-tetracosathia-a,2,26,50,74,97,98,99-octazatridecacyclo[73.21.1.13,25.127,49.151,73.04,24.012,16.028,48.036,40.052,72.060,64.076,96.084,88]hecta-a(25),1(96),2,4(24),12(16),26,28(48),36(40),49,51(98),52(72),60(64),73,75,84(88)-pentadecaene
—— Magnesium;14,38,62,86-tetrakis[4,5-bis(octylsulfanyl)-1,3-dithiol-2-ylidene]-8,20,32,44,56,68,80,92-octaoxa-5,11,13,15,17,23,29,35,37,39,41,47,53,59,61,63,65,71,77,83,85,87,89,95-tetracosathia-a,2,26,50,74,98-hexaza-97,99-diazanidatridecacyclo[73.21.1.13,25.127,49.151,73.04,24.012,16.028,48.036,40.052,72.060,64.076,96.084,88]hecta-a(25),1(96),2,4(24),12(16),26,28(48),36(40),49,51(98),52(72),60(64),73,75,84(88)-pentadecaene 1372813-88-1 C136H200MgN8O8S40
Magnesium;14,38,62,86-tetrakis[4,5-bis(octylsulfanyl)-1,3-dithiol-2-ylidene]-8,20,32,44,56,68,80,92-octaoxa-5,11,13,15,17,23,29,35,37,39,41,47,53,59,61,63,65,71,77,83,85,87,89,95-tetracosathia-a,2,26,50,74,98-hexaza-97,99-diazanidatridecacyclo[73.21.1.13,25.127,49.151,73.04,24.012,16.028,48.036,40.052,72.060,64.076,96.084,88]hecta-a(25),1(96),2,4(24),12(16),26,28(48),36(40),49,51(98),52(72),60(64),73,75,84(88)-pentadecaene
—— 14,38,62,86-Tetrakis[4,5-bis(dodecylsulfanyl)-1,3-dithiol-2-ylidene]-8,20,32,44,56,68,80,92-octaoxa-5,11,13,15,17,23,29,35,37,39,41,47,53,59,61,63,65,71,77,83,85,87,89,95-tetracosathia-a,2,26,50,74,97,98,99-octazatridecacyclo[73.21.1.13,25.127,49.151,73.04,24.012,16.028,48.036,40.052,72.060,64.076,96.084,88]hecta-a(25),1(96),2,4(24),12(16),26,28(48),36(40),49,51(98),52(72),60(64),73,75,84(88)-pentadecaene 1372813-91-6 C168H266N8O8S40
14,38,62,86-Tetrakis[4,5-bis(dodecylsulfanyl)-1,3-dithiol-2-ylidene]-8,20,32,44,56,68,80,92-octaoxa-5,11,13,15,17,23,29,35,37,39,41,47,53,59,61,63,65,71,77,83,85,87,89,95-tetracosathia-a,2,26,50,74,97,98,99-octazatridecacyclo[73.21.1.13,25.127,49.151,73.04,24.012,16.028,48.036,40.052,72.060,64.076,96.084,88]hecta-a(25),1(96),2,4(24),12(16),26,28(48),36(40),49,51(98),52(72),60(64),73,75,84(88)-pentadecaene
—— 4-phenylsulfanyl-N-(2,2,6,6-tetramethylpiperidin-4-yl)benzamide 1377996-98-9 C22H28N2OS
4-phenylsulfanyl-N-(2,2,6,6-tetramethylpiperidin-4-yl)benzamide
—— 1-(Methanesulfinyl)-1-methoxyethene 111674-84-1 C4H8O2S
1-(Methanesulfinyl)-1-methoxyethene
—— 2-Hydroxyprop-2-en-1-yl carbamimidothioate 147608-23-9 C4H8N2OS
2-Hydroxyprop-2-en-1-yl carbamimidothioate
—— Acetic acid;2-(2-hydroxyethylsulfanylmethylsulfanyl)ethanol 41123-73-3 C9H20O6S2
Acetic acid;2-(2-hydroxyethylsulfanylmethylsulfanyl)ethanol
—— 5H-[1,2,4]Triazolo[3,4-b][1,3]thiazocine 585528-63-8 C7H7N3S
5H-[1,2,4]Triazolo[3,4-b][1,3]thiazocine
—— N-Carbamothioyl-N,N'-diethylmethanehydrazonamide 577746-68-0 C6H14N4S
N-Carbamothioyl-N,N'-diethylmethanehydrazonamide
—— [(2-Methoxybuta-1,3-dien-1-yl)sulfanyl]benzene 60466-66-2 C11H12OS
[(2-Methoxybuta-1,3-dien-1-yl)sulfanyl]benzene
—— N-Carbamothioyl-N-methylmethanehydrazonamide 577746-69-1 C3H8N4S
N-Carbamothioyl-N-methylmethanehydrazonamide
—— 6-Chloro-4-methyl-2-(phenylimino)benzo[B]thiophen-3(2H)-one 5858-08-2 C15H10ClNOS
6-Chloro-4-methyl-2-(phenylimino)benzo[B]thiophen-3(2H)-one
—— 3,3'-[Sulfanediylbis(methylene)]bis{3-[(2-hydroxyethyl)sulfanyl]pentane-1,5-diol} 64036-92-6 C16H34O6S3
3,3'-[Sulfanediylbis(methylene)]bis{3-[(2-hydroxyethyl)sulfanyl]pentane-1,5-diol}
—— 2-ethyl-6-thiomethoxy-7-azabenzothiazole 666702-54-1 C9H10N2S2
2-ethyl-6-thiomethoxy-7-azabenzothiazole
—— S-pyridin-2-yl 2-(2-amino-1,3-thiazol-4-yl)-2-methoxyiminoethanethioate —— C11H10N4O2S2
S-pyridin-2-yl 2-(2-amino-1,3-thiazol-4-yl)-2-methoxyiminoethanethioate
—— 1-Chloropyrrolidine-2,5-dione;methylsulfanylbenzene 82661-92-5 C11H12ClNO2S
1-Chloropyrrolidine-2,5-dione;methylsulfanylbenzene
—— 2-Ethoxy-5-[(phenylsulfanyl)methyl]-3-(prop-1-en-1-yl)furan 941270-51-5 C16H18O2S
2-Ethoxy-5-[(phenylsulfanyl)methyl]-3-(prop-1-en-1-yl)furan
—— 3-(3-Chlorophenyl)-2-methyl-5-(phenylthio)furan 941270-45-7 C17H13ClOS
3-(3-Chlorophenyl)-2-methyl-5-(phenylthio)furan
—— 2-tert-Butyl-5-phenylsulfanyl-furan 941270-60-6 C14H16OS
2-tert-Butyl-5-phenylsulfanyl-furan
—— 1-(2-methyl-5-(phenylthiomethyl)furan-3-yl)ethanone 941270-52-6 C14H14O2S
1-(2-methyl-5-(phenylthiomethyl)furan-3-yl)ethanone
—— 3-(2-Chlorophenyl)-2-methyl-5-(phenylthio)furan 941270-46-8 C17H13ClOS
3-(2-Chlorophenyl)-2-methyl-5-(phenylthio)furan
—— 3-(2,4-Dichlorophenyl)-2-methoxy-5-(phenylthio)furan 941270-41-3 C17H12Cl2O2S
3-(2,4-Dichlorophenyl)-2-methoxy-5-(phenylthio)furan
—— 2-methoxy-3-phenyl-5-[(phenylthio)methyl]furan 941270-39-9 C18H16O2S
2-methoxy-3-phenyl-5-[(phenylthio)methyl]furan
—— 2-methoxy-3-(3-methylphenyl)-5-[(phenylthio)methyl]furan 941270-43-5 C19H18O2S
2-methoxy-3-(3-methylphenyl)-5-[(phenylthio)methyl]furan
—— Tetramethylen tetraxanthogen 35106-11-7 C12H16O4S8
Tetramethylen tetraxanthogen
—— 2-(Trifluoromethylthio)-benzeneboronic acid 947533-17-7 C7H6BF3O2S
2-(Trifluoromethylthio)-benzeneboronic acid
—— 3-[(Hexa-1,4-dien-3-yl)disulfanyl]hexa-1,4-diene 33368-82-0 C12H18S2
3-[(Hexa-1,4-dien-3-yl)disulfanyl]hexa-1,4-diene
—— 2H-Thieno[2',3':4,5]pyrrolo[1,2-c]imidazole 389860-21-3 C8H6N2S
2H-Thieno[2',3':4,5]pyrrolo[1,2-c]imidazole
—— 2,4-Dioxo-1,3-diazetidine-1,3-diylbis(p-phenylenethio-o-phenylene)diisocyanate 85818-49-1 C28H16N4O4S2
2,4-Dioxo-1,3-diazetidine-1,3-diylbis(p-phenylenethio-o-phenylene)diisocyanate