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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
—— Cyclopentanemethanamine, N-[2-(propylsulfonyl)ethyl]- 1691609-19-4 C11H23NO2S
Cyclopentanemethanamine, N-[2-(propylsulfonyl)ethyl]-
—— 2-Propanol, 1-[(1,1-dimethylethyl)amino]-3-[(1-methyl-1H-1,2,4-triazol-5-yl)thio]- 1566410-00-1 C10H20N4OS
2-Propanol, 1-[(1,1-dimethylethyl)amino]-3-[(1-methyl-1H-1,2,4-triazol-5-yl)thio]-
—— 3-(Octylthio)phenol 24312-56-9 C14H22OS
3-(Octylthio)phenol
—— benzotetrathiafulvalene-1-carbonyl chloride 1379685-48-9 C11H5ClOS4
benzotetrathiafulvalene-1-carbonyl chloride
—— 6,7,15,16,24,25,33,34-Octakis(tert-butylsulfanyl)-2,5,8,11,14,17,20,23,26,29,32,35,37,38,39,40-hexadecazanonacyclo[28.6.1.13,10.112,19.121,28.04,9.013,18.022,27.031,36]tetraconta-1,3,5,7,9,11,13(18),14,16,19(39),20,22(27),23,25,28(38),30(37),31(36),32,34-nonadecaene 927874-92-8 C56H74N16S8
6,7,15,16,24,25,33,34-Octakis(tert-butylsulfanyl)-2,5,8,11,14,17,20,23,26,29,32,35,37,38,39,40-hexadecazanonacyclo[28.6.1.13,10.112,19.121,28.04,9.013,18.022,27.031,36]tetraconta-1,3,5,7,9,11,13(18),14,16,19(39),20,22(27),23,25,28(38),30(37),31(36),32,34-nonadecaene
—— 6-benzylthio-7-methyl-2-(1-methyl-4-nitroimidazol-5-ylthio)purine 1198406-00-6 C17H15N7O2S2
6-benzylthio-7-methyl-2-(1-methyl-4-nitroimidazol-5-ylthio)purine
—— 7-methyl-6-thioxo-1,6-dihydro-2-(1-methyl-4-nitroimidazol-5-ylthio)purine 1198405-97-8 C10H9N7O2S2
7-methyl-6-thioxo-1,6-dihydro-2-(1-methyl-4-nitroimidazol-5-ylthio)purine
—— 7,7-bis(methylthio)benzocyclooctan-5-ol 1196708-28-7 C14H20OS2
7,7-bis(methylthio)benzocyclooctan-5-ol
—— cyclohexa-2,5-dien-4-one spiro-1,2'-(1',3'-dithiane) 125016-61-7 C9H10OS2
cyclohexa-2,5-dien-4-one spiro-1,2'-(1',3'-dithiane)
—— (2S)-1-{2-[(phenylthio)methyl]pyrrolidin-1-yl}-1H-imidazole 1246655-27-5 C14H17N3S
(2S)-1-{2-[(phenylthio)methyl]pyrrolidin-1-yl}-1H-imidazole
—— 9,10,20,21,22,23-hexahydro-5H,12H-dibenzo[b,n][1,7,10,16,4,13]tetrathiadiazacycloicosine-6,13(7H,14H)-dione 1227404-54-7 C22H26N2O2S4
9,10,20,21,22,23-hexahydro-5H,12H-dibenzo[b,n][1,7,10,16,4,13]tetrathiadiazacycloicosine-6,13(7H,14H)-dione
—— methyl(2-((2-(phenylethynyl)phenyl)ethynyl)phenyl)sulfane 1367458-40-9 C23H16S
methyl(2-((2-(phenylethynyl)phenyl)ethynyl)phenyl)sulfane
—— 7-(1,3-Benzodithiol-2-ylidene)-3,11-dithiatricyclo[6.3.0.02,6]undeca-1(8),2(6),4,9-tetraene 143736-74-7 C16H8S4
7-(1,3-Benzodithiol-2-ylidene)-3,11-dithiatricyclo[6.3.0.02,6]undeca-1(8),2(6),4,9-tetraene
—— cis-2-thiabicyclo<6.1.0>nonan-7β-ol 2,2-dioxide 134333-93-0 C8H14O3S
cis-2-thiabicyclo<6.1.0>nonan-7β-ol 2,2-dioxide
—— 1,1,1-Trideuterio-3-ethylsulfanylpropane 139097-68-0 C5H12S
1,1,1-Trideuterio-3-ethylsulfanylpropane
—— 2,2'-[(Hexafluoro-1-cyclopentene-1,2-diyl)bisthio]bisethanol 16325-85-2 C9H10F6O2S2
2,2'-[(Hexafluoro-1-cyclopentene-1,2-diyl)bisthio]bisethanol
—— 2,2'-(1-phenylethane-1,2-diylidene)bis(1,3-benzodithiole) 1156544-15-8 C22H14S4
2,2'-(1-phenylethane-1,2-diylidene)bis(1,3-benzodithiole)
—— 2-[[3-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl]methylsulfanyl]pyrimidine 1260900-84-2 C17H21BN2O2S
2-[[3-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl]methylsulfanyl]pyrimidine
—— (2',8'-dimethoxyspiro[1,3-dithiane-2,5'-4,5a,6,7,8a,8b-hexahydro-2H-cyclopenta[g][1]benzofuran]-8'-yl)oxy-tri(propan-2-yl)silane 1280709-73-0 C25H44O4S2Si
(2',8'-dimethoxyspiro[1,3-dithiane-2,5'-4,5a,6,7,8a,8b-hexahydro-2H-cyclopenta[g][1]benzofuran]-8'-yl)oxy-tri(propan-2-yl)silane
—— tris(8-(S)-α-methylbenzylaminocarbonyl-2,2,6,6-tetramethylbenzo[1,2-d;4,5-d']bis[1,3]dithiol-4-yl)methanol 1308384-86-2 C64H67N3O4S12
tris(8-(S)-α-methylbenzylaminocarbonyl-2,2,6,6-tetramethylbenzo[1,2-d;4,5-d']bis[1,3]dithiol-4-yl)methanol
—— (3R,4S)-3-methyl-5-(4-methylphenyl)sulfanyl-4-phenyloxolan-2-one 1022912-27-1 C18H18O2S
(3R,4S)-3-methyl-5-(4-methylphenyl)sulfanyl-4-phenyloxolan-2-one
—— 2,2,2-Trichloroethyl 5,5-dimethyl-2,2-dioxo-4-(phenylsulfanylmethyl)-1,2,3,6-oxathiadiazinane-6-carboxylate 1310054-44-4 C14H17Cl3N2O5S2
2,2,2-Trichloroethyl 5,5-dimethyl-2,2-dioxo-4-(phenylsulfanylmethyl)-1,2,3,6-oxathiadiazinane-6-carboxylate
—— 1-[1,2-Bis[(4-methylphenyl)sulfanyl]ethyl]-3-methylbenzene 1313220-41-5 C23H24S2
1-[1,2-Bis[(4-methylphenyl)sulfanyl]ethyl]-3-methylbenzene
—— 3-(1H-benzimidazol-2-ylsulfanyl)phenol 1018987-20-6 C13H10N2OS
3-(1H-benzimidazol-2-ylsulfanyl)phenol
—— methyl 4,6-dimethyl-5-(2-chloroethyl)-2-(4-methylphenylsulfanyl)benzoate 1023305-14-7 C19H21ClO2S
methyl 4,6-dimethyl-5-(2-chloroethyl)-2-(4-methylphenylsulfanyl)benzoate
—— 2-[1-(2-Ethyl-1,3-dithian-2-yl)-4-methylpent-4-en-2-yl]phenol 1015689-76-5 C18H26OS2
2-[1-(2-Ethyl-1,3-dithian-2-yl)-4-methylpent-4-en-2-yl]phenol
—— methyl 4,6-dimethyl-5-(2-bromoethyl)-2-(4-chlorophenylsulfanyl)benzoate 1023305-19-2 C18H18BrClO2S
methyl 4,6-dimethyl-5-(2-bromoethyl)-2-(4-chlorophenylsulfanyl)benzoate
—— [(2,4,6-tris[bis(trimethylsilyl)methyl]phenyl)S(o-phenylene)Se]2(o-phenylene) 1024617-13-7 C72H130S2Se2Si12
[(2,4,6-tris[bis(trimethylsilyl)methyl]phenyl)S(o-phenylene)Se]2(o-phenylene)
—— 14-Sulfido-14-[1-[2-[(14-sulfido-13,15-dioxa-2-thia-14-phosphoniapentacyclo[14.8.0.03,12.04,9.019,24]tetracosa-1(16),3(12),4,6,8,10,17,19,21,23-decaen-14-yl)oxy]naphthalen-1-yl]sulfanylnaphthalen-2-yl]oxy-13,15-dioxa-2-thia-14-phosphoniapentacyclo[14.8.0.03,12.04,9.019,24]tetracosa-1(16),3(12),4,6,8,10,17,19,21,23-decaene 1034498-38-8 C60H36O6P2S5
14-Sulfido-14-[1-[2-[(14-sulfido-13,15-dioxa-2-thia-14-phosphoniapentacyclo[14.8.0.03,12.04,9.019,24]tetracosa-1(16),3(12),4,6,8,10,17,19,21,23-decaen-14-yl)oxy]naphthalen-1-yl]sulfanylnaphthalen-2-yl]oxy-13,15-dioxa-2-thia-14-phosphoniapentacyclo[14.8.0.03,12.04,9.019,24]tetracosa-1(16),3(12),4,6,8,10,17,19,21,23-decaene
—— N-azanidylideneazaniumylideneimidazole-1-sulfonamide 1609005-08-4 C3H3N5O2S
N-azanidylideneazaniumylideneimidazole-1-sulfonamide
—— 14-Selenido-14-[1-[2-[(14-selenido-13,15-dioxa-2-thia-14-phosphoniapentacyclo[14.8.0.03,12.04,9.019,24]tetracosa-1(16),3(12),4,6,8,10,17,19,21,23-decaen-14-yl)oxy]naphthalen-1-yl]sulfanylnaphthalen-2-yl]oxy-13,15-dioxa-2-thia-14-phosphoniapentacyclo[14.8.0.03,12.04,9.019,24]tetracosa-1(16),3(12),4,6,8,10,17,19,21,23-decaene 1034498-39-9 C60H36O6P2S3Se2
14-Selenido-14-[1-[2-[(14-selenido-13,15-dioxa-2-thia-14-phosphoniapentacyclo[14.8.0.03,12.04,9.019,24]tetracosa-1(16),3(12),4,6,8,10,17,19,21,23-decaen-14-yl)oxy]naphthalen-1-yl]sulfanylnaphthalen-2-yl]oxy-13,15-dioxa-2-thia-14-phosphoniapentacyclo[14.8.0.03,12.04,9.019,24]tetracosa-1(16),3(12),4,6,8,10,17,19,21,23-decaene
—— 6-fluoro-4,4-dimethyl-3,4-dihydro-2H-benzo[b][1,4]thiasiline 1622406-67-0 C10H13FSSi
6-fluoro-4,4-dimethyl-3,4-dihydro-2H-benzo[b][1,4]thiasiline
—— 4,4-dimethyl-3,4-dihydro-2H-benzo[b][1,4]thiasiline 1622406-66-9 C10H14SSi
4,4-dimethyl-3,4-dihydro-2H-benzo[b][1,4]thiasiline
—— 1-[3-phenyl-(1-Phenylthio)propyl]-2-pyrrolidinone 1609649-49-1 C19H21NOS
1-[3-phenyl-(1-Phenylthio)propyl]-2-pyrrolidinone
—— ((2R,3R,4S,5R)-3,5,6,6-Tetramethoxy-2,4-dimethyl-hexylsulfanyl)-benzene 293745-33-2 C18H30O4S
((2R,3R,4S,5R)-3,5,6,6-Tetramethoxy-2,4-dimethyl-hexylsulfanyl)-benzene
—— 6-[[(3aR,5S,6S,6aR)-5-[(2,6-dimethylphenyl)sulfanylmethyl]-2,2-dimethyl-3a,5,6,6a-tetrahydrofuro[2,3-d][1,3]dioxol-6-yl]oxy]-2,4,8,10-tetratert-butylbenzo[d][1,3,2]benzodioxaphosphepine 1332508-18-5 C44H61O6PS
6-[[(3aR,5S,6S,6aR)-5-[(2,6-dimethylphenyl)sulfanylmethyl]-2,2-dimethyl-3a,5,6,6a-tetrahydrofuro[2,3-d][1,3]dioxol-6-yl]oxy]-2,4,8,10-tetratert-butylbenzo[d][1,3,2]benzodioxaphosphepine
—— (E,3R)-1-tert-butylsulfonylhept-1-en-3-ol 1071568-98-3 C11H22O3S
(E,3R)-1-tert-butylsulfonylhept-1-en-3-ol
—— (Z)-4-(phenylthio)non-2-en-1-ol 1246594-28-4 C15H22OS
(Z)-4-(phenylthio)non-2-en-1-ol
—— Ph3SnCH(S-2-pyridyl)(3,5-dimethylpyrazole) 1250942-45-0 C29H27N3SSn
Ph3SnCH(S-2-pyridyl)(3,5-dimethylpyrazole)
—— 2,2,2-trifluoro-N-mercaptomethylacetamide 1142179-03-0 C3H4F3NOS
2,2,2-trifluoro-N-mercaptomethylacetamide
—— 1608500-10-2 C44H49O4S12
—— 6-(hex-5-enyl)-4-(phenylthio)-5,6-dihydropyridin-2(1H)-one 1632195-14-2 C17H21NOS
6-(hex-5-enyl)-4-(phenylthio)-5,6-dihydropyridin-2(1H)-one
—— (1S,14R,15R,19R)-2-(2-bromophenyl)sulfanyl-17,17-dimethyl-13,16,18,20-tetraoxa-3-thiatetracyclo[12.6.0.04,9.015,19]icosa-4,6,8-trien-10-yne 1439519-05-7 C23H21BrO4S2
(1S,14R,15R,19R)-2-(2-bromophenyl)sulfanyl-17,17-dimethyl-13,16,18,20-tetraoxa-3-thiatetracyclo[12.6.0.04,9.015,19]icosa-4,6,8-trien-10-yne
—— 2-(phenylthio)-N-((1-((phenylthio)methyl)-1H-1,2,3-triazol-4-yl)methyl)acetamide 1448603-42-6 C18H18N4OS2
2-(phenylthio)-N-((1-((phenylthio)methyl)-1H-1,2,3-triazol-4-yl)methyl)acetamide
—— (5-bromo-4-(phenylthio)thiophen-2-yl)(4-methoxyphenyl)methanol 1435937-34-0 C18H15BrO2S2
(5-bromo-4-(phenylthio)thiophen-2-yl)(4-methoxyphenyl)methanol
—— (9S)-9-(tert-butyldiphenylsilyloxy)-7-formyl-1,5-dithiaspiro[5,4]dec-7-ene 462129-01-7 C25H30O2S2Si
(9S)-9-(tert-butyldiphenylsilyloxy)-7-formyl-1,5-dithiaspiro[5,4]dec-7-ene
—— ethyl 3-[5-(benzylsulfanyl)-4-cyano-3-hydroxythiophen-2-yl]-3-oxopropanoate 1469992-22-0 C17H15NO4S2
ethyl 3-[5-(benzylsulfanyl)-4-cyano-3-hydroxythiophen-2-yl]-3-oxopropanoate
—— 13-[7-Butoxy-15,16,24,25,33,34-hexakis(tert-butylsulfanyl)-2,5,8,11,14,17,20,23,26,29,32,35,37,38,39,40-hexadecazanonacyclo[28.6.1.13,10.112,19.121,28.04,9.013,18.022,27.031,36]tetraconta-1,3,5,7,9,12(39),13(18),14,16,19,21(38),22(27),23,25,28,30(37),31(36),32,34-nonadecaen-6-yl]-1,4,7,10-tetraoxa-13-azacyclopentadecane 1450914-77-8 C62H85N17O5S6
13-[7-Butoxy-15,16,24,25,33,34-hexakis(tert-butylsulfanyl)-2,5,8,11,14,17,20,23,26,29,32,35,37,38,39,40-hexadecazanonacyclo[28.6.1.13,10.112,19.121,28.04,9.013,18.022,27.031,36]tetraconta-1,3,5,7,9,12(39),13(18),14,16,19,21(38),22(27),23,25,28,30(37),31(36),32,34-nonadecaen-6-yl]-1,4,7,10-tetraoxa-13-azacyclopentadecane
—— (8E,10S,14R,16S)-10-hydroxy-16-methoxy-14-methyl-13-oxa-1,5-dithiaspiro[5.11]heptadec-8-en-12-one 1528762-23-3 C16H26O4S2
(8E,10S,14R,16S)-10-hydroxy-16-methoxy-14-methyl-13-oxa-1,5-dithiaspiro[5.11]heptadec-8-en-12-one
—— 2,5-dichloro-4-(methylthio)thiophene-3-carbaldehyde 1097189-68-8 C6H4Cl2OS2
2,5-dichloro-4-(methylthio)thiophene-3-carbaldehyde