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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-[2-[6-Amino-8-[(6-bromo-2,2-difluoro-1,3-benzodioxol-5-yl)sulfanyl]purin-9-yl]ethyl]piperidine-1-carbaldehyde 1396789-78-8 C20H19BrF2N6O3S
4-[2-[6-Amino-8-[(6-bromo-2,2-difluoro-1,3-benzodioxol-5-yl)sulfanyl]purin-9-yl]ethyl]piperidine-1-carbaldehyde
—— Potassium trifluoro(2-(methylthio)pyrimidin-5-yl)borate 1245906-73-3 C5H5BF3KN2S
Potassium trifluoro(2-(methylthio)pyrimidin-5-yl)borate
—— (4E)-5-methyl-4-[(5-nitro-2-pyridin-2-ylsulfanylphenyl)methylidene]-2-phenylpyrazol-3-one —— C22H16N4O3S
(4E)-5-methyl-4-[(5-nitro-2-pyridin-2-ylsulfanylphenyl)methylidene]-2-phenylpyrazol-3-one
—— (7R)-7-({[tert-butyl(dimethyl)silyl]oxy}methyl)-7-methyl-5-methylthio-2,3,6,7-tetrahydro-1,4-thiazepine 1403396-03-1 C14H29NOS2Si
(7R)-7-({[tert-butyl(dimethyl)silyl]oxy}methyl)-7-methyl-5-methylthio-2,3,6,7-tetrahydro-1,4-thiazepine
—— 2-bromo-5-chloro-3-phenylsulfanyl-1H-indole 1401452-00-3 C14H9BrClNS
2-bromo-5-chloro-3-phenylsulfanyl-1H-indole
—— 6-methoxy-N-(3-methyl-1H-pyrazol-5-yl)-2-(methylsulfanyl)pyrimidin-4-amine 1392232-19-7 C10H13N5OS
6-methoxy-N-(3-methyl-1H-pyrazol-5-yl)-2-(methylsulfanyl)pyrimidin-4-amine
—— 2-(2-Bromophenyl)sulfanyl-5-[4-(2-bromophenyl)sulfanyl-3,6-dioxocyclohexa-1,4-dien-1-yl]cyclohexa-2,5-diene-1,4-dione 1408333-95-8 C24H12Br2O4S2
2-(2-Bromophenyl)sulfanyl-5-[4-(2-bromophenyl)sulfanyl-3,6-dioxocyclohexa-1,4-dien-1-yl]cyclohexa-2,5-diene-1,4-dione
—— 2-(2-Fluorophenyl)sulfanyl-1,4-dimethylbenzene 1416974-57-6 C14H13FS
2-(2-Fluorophenyl)sulfanyl-1,4-dimethylbenzene
—— N-phenethyl-3-phenyl-3-(phenylthio)propanamide 1421426-61-0 C23H23NOS
N-phenethyl-3-phenyl-3-(phenylthio)propanamide
—— 6-chloro-7-[4-(4-chlorophenyl)thiazol-2-yl]-3-methylthio-1,1-dioxo-1,4,2-benzodithiazine 1398564-48-1 C17H10Cl2N2O2S4
6-chloro-7-[4-(4-chlorophenyl)thiazol-2-yl]-3-methylthio-1,1-dioxo-1,4,2-benzodithiazine
—— 2-(cyclopropylmethylthio)-5-hydroxypyrimidin-4(3H)-one 1417817-20-9 C8H10N2O2S
2-(cyclopropylmethylthio)-5-hydroxypyrimidin-4(3H)-one
—— N,N-bis(diphenylphosphanylmethyl)-2-phenylsulfanylaniline 1399359-52-4 C38H33NP2S
N,N-bis(diphenylphosphanylmethyl)-2-phenylsulfanylaniline
—— (S)-methyl 3-(tert-butyldimethylsiloxy)-6-(2-{(2R,3R)-2-(tert-butyldimethylsiloxy)-3-[(tert-butyldimethylsiloxy)methyl]pentyl}-1,3-dithiolan-2-yl)hexanoate 1442440-24-5 C34H72O5S2Si3
(S)-methyl 3-(tert-butyldimethylsiloxy)-6-(2-{(2R,3R)-2-(tert-butyldimethylsiloxy)-3-[(tert-butyldimethylsiloxy)methyl]pentyl}-1,3-dithiolan-2-yl)hexanoate
—— 8-[(7-bromo-4-methyl-2,3-dihydro-1,4-benzoxazin-6-yl)sulfanyl]-7H-purin-6-amine 1396789-77-7 C14H13BrN6OS
8-[(7-bromo-4-methyl-2,3-dihydro-1,4-benzoxazin-6-yl)sulfanyl]-7H-purin-6-amine
—— Tert-butyl 4-[2-[6-amino-8-[(6-bromo-4-methyl-2,3-dihydro-1,4-benzoxazin-7-yl)sulfanyl]purin-9-yl]ethyl]piperidine-1-carboxylate 1396789-96-0 C26H34BrN7O3S
Tert-butyl 4-[2-[6-amino-8-[(6-bromo-4-methyl-2,3-dihydro-1,4-benzoxazin-7-yl)sulfanyl]purin-9-yl]ethyl]piperidine-1-carboxylate
—— 8-[(6-Bromo-4-methyl-2,3-dihydro-1,4-benzoxazin-7-yl)sulfanyl]-9-(2-piperidin-4-ylethyl)purin-6-amine 1396789-98-2 C21H26BrN7OS
8-[(6-Bromo-4-methyl-2,3-dihydro-1,4-benzoxazin-7-yl)sulfanyl]-9-(2-piperidin-4-ylethyl)purin-6-amine
—— 8-[(6-Chloro-1,3-benzodioxol-5-yl)sulfanyl]-9-(2-piperidin-4-ylethyl)purin-6-amine 1396789-99-3 C19H21ClN6O2S
8-[(6-Chloro-1,3-benzodioxol-5-yl)sulfanyl]-9-(2-piperidin-4-ylethyl)purin-6-amine
—— Tert-butyl 4-[2-[6-amino-8-[(6-chloro-1,3-benzodioxol-5-yl)sulfanyl]purin-9-yl]ethyl]piperidine-1-carboxylate 1396789-97-1 C24H29ClN6O4S
Tert-butyl 4-[2-[6-amino-8-[(6-chloro-1,3-benzodioxol-5-yl)sulfanyl]purin-9-yl]ethyl]piperidine-1-carboxylate
—— 5,7,19,21-tetraaza-13,27-di-tert-butyl-6,20-dipropylsulfanyl-2,10,16,24-tetrahomo-3,9,17,23-tetrathiacalix[4]arene 1401318-15-7 C38H48N4S6
5,7,19,21-tetraaza-13,27-di-tert-butyl-6,20-dipropylsulfanyl-2,10,16,24-tetrahomo-3,9,17,23-tetrathiacalix[4]arene
—— 5,7,19,21,33,35-hexaaza-13,27,41-tri-ter t-butyl-2,10,16,24,30,38-hexahomo-3,9,17,23,31,37-hexathiacalix[6]arene 1401318-21-5 C48H54N6S6
5,7,19,21,33,35-hexaaza-13,27,41-tri-ter t-butyl-2,10,16,24,30,38-hexahomo-3,9,17,23,31,37-hexathiacalix[6]arene
—— (1S)-1-deuteriobut-3-ene-1-thiol 1404591-95-2 C4H8S
(1S)-1-deuteriobut-3-ene-1-thiol
—— 5,7,19,21-tetraaza-13,27-di-tert-butyl-2,10,16,24-tetrahomo-3,9,17,23-tetrathiacalix[4]arene 1401318-16-8 C32H36N4S4
5,7,19,21-tetraaza-13,27-di-tert-butyl-2,10,16,24-tetrahomo-3,9,17,23-tetrathiacalix[4]arene
—— (3R,4R,5R)-1-(but-3-enyl)-3,4-bis(tert-butyldimethylsilyloxy)-5-(difluoro(phenylthio)methyl)-5-hydroxypyrrolidin-2-one 1401240-41-2 C27H45F2NO4SSi2
(3R,4R,5R)-1-(but-3-enyl)-3,4-bis(tert-butyldimethylsilyloxy)-5-(difluoro(phenylthio)methyl)-5-hydroxypyrrolidin-2-one
—— (3R,4R,5S)-1-(but-3-enyl)-3,4-bis(tert-butyldimethylsilyloxy)-5-(difluoro(phenylthio)methyl)-5-hydroxypyrrolidin-2-one 1401240-43-4 C27H45F2NO4SSi2
(3R,4R,5S)-1-(but-3-enyl)-3,4-bis(tert-butyldimethylsilyloxy)-5-(difluoro(phenylthio)methyl)-5-hydroxypyrrolidin-2-one
—— (3R,4R,5S)-1-allyl-3,4-bis(tert-butyldimethylsilyloxy)-5-(difluoro(phenylthio)methyl)-5-hydroxypyrrolidin-2-one 1401240-39-8 C26H43F2NO4SSi2
(3R,4R,5S)-1-allyl-3,4-bis(tert-butyldimethylsilyloxy)-5-(difluoro(phenylthio)methyl)-5-hydroxypyrrolidin-2-one
—— 5,7,19,21-tetraaaza-13,27-di-tert-butyl-6,20-dimethylsulfanyl-2,10,16,24-tetrahomo-3,9,17,23-tetrathiacalix[4]arene 1401318-17-9 C34H40N4S6
5,7,19,21-tetraaaza-13,27-di-tert-butyl-6,20-dimethylsulfanyl-2,10,16,24-tetrahomo-3,9,17,23-tetrathiacalix[4]arene
—— 5,7,19,21,33,35-hexaaza-13,27,41-tri-tert-butyl-6,20,34-tripropylsulfanyl-2,10,16,24,30,38-hexahomo-3,9,17,23,31,37-hexathiacalix[6]arene 1401318-20-4 C57H72N6S9
5,7,19,21,33,35-hexaaza-13,27,41-tri-tert-butyl-6,20,34-tripropylsulfanyl-2,10,16,24,30,38-hexahomo-3,9,17,23,31,37-hexathiacalix[6]arene
—— (3R,4R,5R)-1-allyl-3,4-bis(tert-butyldimethylsilyloxy)-5-(difluoro(phenylthio)methyl)-5-hydroxypyrrolidin-2-one 1401240-37-6 C26H43F2NO4SSi2
(3R,4R,5R)-1-allyl-3,4-bis(tert-butyldimethylsilyloxy)-5-(difluoro(phenylthio)methyl)-5-hydroxypyrrolidin-2-one
—— 5,7,19,21,33,35-hexaaza-13,27,41-tri-tert-butyl-6,20,34-trimethylsulfanyl-2,10,16,24,30,38-hexahomo-3,9,17,23,31,37-hexathiacalix[6]arene 1401318-22-6 C51H60N6S9
5,7,19,21,33,35-hexaaza-13,27,41-tri-tert-butyl-6,20,34-trimethylsulfanyl-2,10,16,24,30,38-hexahomo-3,9,17,23,31,37-hexathiacalix[6]arene
—— (1R)-1-deuteriobut-3-ene-1-thiol 1404591-94-1 C4H8S
(1R)-1-deuteriobut-3-ene-1-thiol
—— 4-(2-Azidosulfonylethylamino)-4-oxobutanoic acid 1408310-94-0 C6H10N4O5S
4-(2-Azidosulfonylethylamino)-4-oxobutanoic acid
—— 2-[5-(2-Benzylsulfanyl-5-chlorothiophen-3-yl)-3-(4-fluorophenyl)-3,4-dihydropyrazol-2-yl]-4-(4-chlorophenyl)-1,3-thiazole 1416015-23-0 C29H20Cl2FN3S3
2-[5-(2-Benzylsulfanyl-5-chlorothiophen-3-yl)-3-(4-fluorophenyl)-3,4-dihydropyrazol-2-yl]-4-(4-chlorophenyl)-1,3-thiazole
—— tert-butyl (4R)-2,2-dimethyl-4-[(2-phenyl-1,3-dithian-2-yl)methyl]-1,3-oxazolidine-3-carboxylate 1434253-83-4 C21H31NO3S2
tert-butyl (4R)-2,2-dimethyl-4-[(2-phenyl-1,3-dithian-2-yl)methyl]-1,3-oxazolidine-3-carboxylate
—— tert-butyl (4R)-2,2-dimethyl-4-[(2-thiophen-2-yl-1,3-dithian-2-yl)methyl]-1,3-oxazolidine-3-carboxylate 1434253-90-3 C19H29NO3S3
tert-butyl (4R)-2,2-dimethyl-4-[(2-thiophen-2-yl-1,3-dithian-2-yl)methyl]-1,3-oxazolidine-3-carboxylate
—— 2-[5-(2-Benzylsulfanyl-5-chlorothiophen-3-yl)-3-(4-chlorophenyl)-3,4-dihydropyrazol-2-yl]-4-(4-chlorophenyl)-1,3-thiazole 1416015-20-7 C29H20Cl3N3S3
2-[5-(2-Benzylsulfanyl-5-chlorothiophen-3-yl)-3-(4-chlorophenyl)-3,4-dihydropyrazol-2-yl]-4-(4-chlorophenyl)-1,3-thiazole
—— 4-[5-(2-benzylsulfanyl-5-chlorothiophen-3-yl)-2-[4-(4-chlorophenyl)-1,3-thiazol-2-yl]-3,4-dihydropyrazol-3-yl]-N,N-dimethylaniline 1416015-26-3 C31H26Cl2N4S3
4-[5-(2-benzylsulfanyl-5-chlorothiophen-3-yl)-2-[4-(4-chlorophenyl)-1,3-thiazol-2-yl]-3,4-dihydropyrazol-3-yl]-N,N-dimethylaniline
—— 2-[2-[[3-[[2-[[Cyano-(5,6-dioxocyclohexa-1,3-dien-1-yl)methyl]amino]phenyl]sulfanylmethyl]-2,4,6-trimethylphenyl]methylsulfanyl]anilino]-2-(5,6-dioxocyclohexa-1,3-dien-1-yl)acetonitrile 1417893-25-4 C39H32N4O4S2
2-[2-[[3-[[2-[[Cyano-(5,6-dioxocyclohexa-1,3-dien-1-yl)methyl]amino]phenyl]sulfanylmethyl]-2,4,6-trimethylphenyl]methylsulfanyl]anilino]-2-(5,6-dioxocyclohexa-1,3-dien-1-yl)acetonitrile
—— 1,4,8-trithiaspiro[4.5]decane-6-carbaldehyde 1413945-56-8 C8H12OS3
1,4,8-trithiaspiro[4.5]decane-6-carbaldehyde
—— 4-(4-nitrophenyl)sulfanyl-N,3-diphenylisochromen-1-imine 1413416-87-1 C27H18N2O3S
4-(4-nitrophenyl)sulfanyl-N,3-diphenylisochromen-1-imine
—— methyl 1,4,8-trithiaspiro[4.5]decane-6-carboxylate 1413945-51-3 C9H14O2S3
methyl 1,4,8-trithiaspiro[4.5]decane-6-carboxylate
—— 1,4,8-trithiaspiro[4.5]decan-6-ylmethanol 1413945-53-5 C8H14OS3
1,4,8-trithiaspiro[4.5]decan-6-ylmethanol
—— 3-(Phenoxymethyl)-4-phenyl-5-phenylsulfanyl-1,2,4-triazole 1418012-76-6 C21H17N3OS
3-(Phenoxymethyl)-4-phenyl-5-phenylsulfanyl-1,2,4-triazole
—— 2-[4-[4-[[Amino-(hydroxyamino)methylidene]amino]phenyl]sulfanylphenyl]-1-hydroxyguanidine 1418793-62-0 C14H16N6O2S
2-[4-[4-[[Amino-(hydroxyamino)methylidene]amino]phenyl]sulfanylphenyl]-1-hydroxyguanidine
—— Dimethyl 2-[(4-fluorophenyl)sulfanyl-(2,3,6-trifluorophenyl)methyl]propanedioate 1420649-43-9 C18H14F4O4S
Dimethyl 2-[(4-fluorophenyl)sulfanyl-(2,3,6-trifluorophenyl)methyl]propanedioate
—— Dimethyl 2-[(3,4-difluorophenyl)sulfanyl-(2,3,6-trifluorophenyl)methyl]propanedioate 1420649-45-1 C18H13F5O4S
Dimethyl 2-[(3,4-difluorophenyl)sulfanyl-(2,3,6-trifluorophenyl)methyl]propanedioate
—— [2-[2-[(Dimethylamino)methyl]-4-iodophenyl]sulfanylphenyl]methanol 1419268-86-2 C16H18INOS
[2-[2-[(Dimethylamino)methyl]-4-iodophenyl]sulfanylphenyl]methanol
—— [2-[2-[(Dimethylamino)methyl]-4-tributylstannylphenyl]sulfanylphenyl]methanol 1419268-91-9 C28H45NOSSn
[2-[2-[(Dimethylamino)methyl]-4-tributylstannylphenyl]sulfanylphenyl]methanol
—— Dimethyl 2-[(4-bromophenyl)sulfanyl-(2,3,6-trifluorophenyl)methyl]propanedioate 1420649-41-7 C18H14BrF3O4S
Dimethyl 2-[(4-bromophenyl)sulfanyl-(2,3,6-trifluorophenyl)methyl]propanedioate
—— 7-[(2-Methoxyphenyl)methyl]-5-(2-methoxyphenyl)sulfanyl-4-methylpyrrolo[2,3-d]pyrimidin-2-amine 1424430-62-5 C22H22N4O2S
7-[(2-Methoxyphenyl)methyl]-5-(2-methoxyphenyl)sulfanyl-4-methylpyrrolo[2,3-d]pyrimidin-2-amine
—— 2-(5-ethylsulfanyl-1,3,4-oxadiazol-2-yl)-N-phenylaniline 1449224-26-3 C16H15N3OS
2-(5-ethylsulfanyl-1,3,4-oxadiazol-2-yl)-N-phenylaniline