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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
—— 2-Amino-6-({[2-(4-chlorophenyl)-1,3-thiazol-4-yl]methyl}sulfanyl)-4-piperidin-1-ylpyridine-3,5-dicarbonitrile 1030619-36-3 C22H19ClN6S2
2-Amino-6-({[2-(4-chlorophenyl)-1,3-thiazol-4-yl]methyl}sulfanyl)-4-piperidin-1-ylpyridine-3,5-dicarbonitrile
—— 2-Amino-6-({[2-(4-chlorophenyl)-1,3-thiazol-4-yl]methyl}thio)-4-(methylthio)pyridine-3,5-di-carbonitrile 1030619-76-1 C18H12ClN5S3
2-Amino-6-({[2-(4-chlorophenyl)-1,3-thiazol-4-yl]methyl}thio)-4-(methylthio)pyridine-3,5-di-carbonitrile
—— 5-(2'-Methoxy-ethylthio)-1,3,4-thiadiazol-2(3H)-on 37158-71-7 C5H8N2O2S2
5-(2'-Methoxy-ethylthio)-1,3,4-thiadiazol-2(3H)-on
—— 5-allylamino-3-methylthio-1,2,4-triazole 88722-67-2 C6H10N4S
5-allylamino-3-methylthio-1,2,4-triazole
—— 1-allyl-5-amino-3-methylthio-1,2,4-triazole 84827-80-5 C6H10N4S
1-allyl-5-amino-3-methylthio-1,2,4-triazole
—— Diphenyl-[[1-(phenylsulfanylmethyl)triazol-4-yl]methyl]phosphane 1046818-17-0 C22H20N3PS
Diphenyl-[[1-(phenylsulfanylmethyl)triazol-4-yl]methyl]phosphane
—— N-[(2-phenylthio)phenyl]-1-piperazinylcarboxamide 837383-82-1 C17H19N3OS
N-[(2-phenylthio)phenyl]-1-piperazinylcarboxamide
—— 4-(3-Cyano-6,7-dihydro-5H-[1]pyrindin-2-ylsulfanyl)-3-oxo-butyric acid isopropyl ester 445390-62-5 C16H18N2O3S
4-(3-Cyano-6,7-dihydro-5H-[1]pyrindin-2-ylsulfanyl)-3-oxo-butyric acid isopropyl ester
—— 2-(1-methyl-1H-tetrazol-5-ylthio)-N-benzylacetamide 140406-24-2 C11H13N5OS
2-(1-methyl-1H-tetrazol-5-ylthio)-N-benzylacetamide
—— 2-[(3-cyano-4-methyl-6-oxo-1H-pyridin-2-yl)sulfanyl]acetamide 134616-75-4 C9H9N3O2S
2-[(3-cyano-4-methyl-6-oxo-1H-pyridin-2-yl)sulfanyl]acetamide
—— (3-cyano-6-methyl-2-pyridylthio)acetic acid 309279-80-9 C9H8N2O2S
(3-cyano-6-methyl-2-pyridylthio)acetic acid
—— (E,Z)-methyl 3,3-dimethyl-2-phenylthiocyclopropanecarboxylate 83461-08-9 C13H16O2S
(E,Z)-methyl 3,3-dimethyl-2-phenylthiocyclopropanecarboxylate
—— (Z)-methyl 3,3-dimethyl-2-phenylthiocyclopropanecarboxylate 83461-08-9 C13H16O2S
(Z)-methyl 3,3-dimethyl-2-phenylthiocyclopropanecarboxylate
—— 3-(2-furyl)-6-phenyl-7H-1,2,4-triazolo[3,4-b][1,3,4]thiadizine 183536-45-0 C14H10N4OS
3-(2-furyl)-6-phenyl-7H-1,2,4-triazolo[3,4-b][1,3,4]thiadizine
—— [3-(2-carbamoyl-phenylsulfanyl)-1-(3,5-difluoro-benzyl)-1H-indol-6-yl]-methyl-carbamic acid tert-butyl ester 868673-31-8 C28H27F2N3O3S
[3-(2-carbamoyl-phenylsulfanyl)-1-(3,5-difluoro-benzyl)-1H-indol-6-yl]-methyl-carbamic acid tert-butyl ester
—— bis-[4-(2-chloro-acetylamino)-phenyl]-sulfane 66603-24-5 C16H14Cl2N2O2S
bis-[4-(2-chloro-acetylamino)-phenyl]-sulfane
—— (3,5-Dimethyl-4-pyrazolyl)-4,6-dimethyl-2-pyrimidinyl sulfide 90331-22-9 C11H14N4S
(3,5-Dimethyl-4-pyrazolyl)-4,6-dimethyl-2-pyrimidinyl sulfide
—— 5-Methyl-[1,3]dithiolo[4,5-d][1,3]dithiol-2-one 250788-53-5 C5H4OS4
5-Methyl-[1,3]dithiolo[4,5-d][1,3]dithiol-2-one
—— 4,5-[(1,3-dithian-2-yl)methylenedithio]-1,3-dithiol-2-one 240129-90-2 C8H8OS6
4,5-[(1,3-dithian-2-yl)methylenedithio]-1,3-dithiol-2-one
—— t-butyl 3-(3-allyloxy-3-oxopropyl)-4-methyl-5-({4-methyl-5-oxo-3-[2-(p-tolylthio)ethyl]-1H-pyrrol-2(5H)-ylidene}methyl)-1H-pyrrole-2-carboxylate 242127-03-3 C31H38N2O5S
t-butyl 3-(3-allyloxy-3-oxopropyl)-4-methyl-5-({4-methyl-5-oxo-3-[2-(p-tolylthio)ethyl]-1H-pyrrol-2(5H)-ylidene}methyl)-1H-pyrrole-2-carboxylate
—— (3-(benzyloxy)allyl)(phenyl)sulfane 86367-87-5 C16H16OS
(3-(benzyloxy)allyl)(phenyl)sulfane
—— 2-(5-Pyridin-3-yl-[1,3,4]oxadiazol-2-ylsulfanyl)-acetamide 332358-16-4 C9H8N4O2S
2-(5-Pyridin-3-yl-[1,3,4]oxadiazol-2-ylsulfanyl)-acetamide
—— Hept-5-yne-1-thiol 77213-94-6 C7H12S
Hept-5-yne-1-thiol
—— 2,8-dimethyl-2<i>H</i>,8<i>H</i>-[1,4]dithiino[2,3-<i>d</i>;5,6-<i>d</i>']dipyridazine-1,9-dione 25819-01-6 C10H8N4O2S2
2,8-dimethyl-2<i>H</i>,8<i>H</i>-[1,4]dithiino[2,3-<i>d</i>;5,6-<i>d</i>']dipyridazine-1,9-dione
—— (4''S,5''R)-methyl N-<2-(2'',2''-dimethyl-5''-vinyl-<1'',3''>dioxolan-4''-ylmethyl)-<1,3>dithian-2-ylmethyl>carbamate 139540-32-2 C15H25NO4S2
(4''S,5''R)-methyl N-<2-(2'',2''-dimethyl-5''-vinyl-<1'',3''>dioxolan-4''-ylmethyl)-<1,3>dithian-2-ylmethyl>carbamate
—— 2-[2-(2-isopropoxyethylamino)benzylthio]imidazole 134017-57-5 C15H21N3OS
2-[2-(2-isopropoxyethylamino)benzylthio]imidazole
—— N,N-di(butyl)-N'-pivaloylthiourea 446310-85-6 C14H28N2OS
N,N-di(butyl)-N'-pivaloylthiourea
—— 2,6-Me2C6H3NHC6H4CH=NPh-2-SPh 1382241-20-4 C27H24N2S
2,6-Me2C6H3NHC6H4CH=NPh-2-SPh
—— (R)-1-{2-[2-(tert-Butyl-diphenyl-silanyloxy)-1,1-dimethyl-ethyl]-[1,3]dithian-2-yl}-4-hydroxy-5-((4R,5R)-2,2,5-trimethyl-[1,3]dioxolan-4-yl)-pentan-2-one 169899-65-4 C35H52O5S2Si
(R)-1-{2-[2-(tert-Butyl-diphenyl-silanyloxy)-1,1-dimethyl-ethyl]-[1,3]dithian-2-yl}-4-hydroxy-5-((4R,5R)-2,2,5-trimethyl-[1,3]dioxolan-4-yl)-pentan-2-one
—— 2-methylsulfanyl-6-(6-morpholin-4-yl-pyridin-2-yl)-pyrimidin-4-ylamine 1061750-23-9 C14H17N5OS
2-methylsulfanyl-6-(6-morpholin-4-yl-pyridin-2-yl)-pyrimidin-4-ylamine
—— 2,6-i-Pr2C6H3NHC6H4CH=NPh-2-SPh 1382241-23-7 C31H32N2S
2,6-i-Pr2C6H3NHC6H4CH=NPh-2-SPh
—— PhNHC6H4CH=NPh-2-SPh 1382241-17-9 C25H20N2S
PhNHC6H4CH=NPh-2-SPh
—— 2-(4-Pyridyl)-ethyl-4-fluorphenyl-sulfid 62237-51-8 C13H12FNS
2-(4-Pyridyl)-ethyl-4-fluorphenyl-sulfid
—— tert-butyl 4-(2-((4-nitrophenyl)thio)benzoyl)piperazine-1-carboxylate 1391741-37-9 C22H25N3O5S
tert-butyl 4-(2-((4-nitrophenyl)thio)benzoyl)piperazine-1-carboxylate
—— 2-(3,4,5-trimethoxyphenylthio)benzoxazole 1569303-96-3 C16H15NO4S
2-(3,4,5-trimethoxyphenylthio)benzoxazole
—— [(5-Benzyl-4-ethyl-4h-1,2,4-triazol-3-yl)sulfanyl]acetic acid 305337-14-8 C13H15N3O2S
[(5-Benzyl-4-ethyl-4h-1,2,4-triazol-3-yl)sulfanyl]acetic acid
—— methyl 7-oxo-6-phenylthio-octanoate 98711-86-5 C15H20O3S
methyl 7-oxo-6-phenylthio-octanoate
—— 3,3-bis(phenylsulfenyl)bicyclo<4.3.0>-1(6)-nonen-2-one 107053-86-1 C21H20OS2
3,3-bis(phenylsulfenyl)bicyclo<4.3.0>-1(6)-nonen-2-one
—— 5-(4,6-dichloro-2-methylsulfanylpyrimidin-5-yl)dipyrromethane 1217353-51-9 C14H12Cl2N4S
5-(4,6-dichloro-2-methylsulfanylpyrimidin-5-yl)dipyrromethane
—— 1-methylsulfonyl-cyclohexene 59059-68-6 C7H12O2S
1-methylsulfonyl-cyclohexene
—— 5-acetyl-4-methylsulfanyl-6-morpholino-2-phenylpyrimidine 339584-48-4 C17H19N3O2S
5-acetyl-4-methylsulfanyl-6-morpholino-2-phenylpyrimidine
—— (5-p-Tolyl-[1,3,4]oxadiazol-2-ylsulfanyl)-acetic acid isopropyl ester 5807-40-9 C14H16N2O3S
(5-p-Tolyl-[1,3,4]oxadiazol-2-ylsulfanyl)-acetic acid isopropyl ester
—— 6-[2-(1,3-dioxolan-2-yl)ethyl]-2,2-bisphenylthiocyclohexanone 258514-09-9 C23H26O3S2
6-[2-(1,3-dioxolan-2-yl)ethyl]-2,2-bisphenylthiocyclohexanone
—— 6-[2-(1,3-dioxolan-2-yl)ethyl]-2-phenylthio-2-cyclohexen-1-one 258514-11-3 C17H20O3S
6-[2-(1,3-dioxolan-2-yl)ethyl]-2-phenylthio-2-cyclohexen-1-one
—— ((E)-3-Methyl-buta-1,3-dienylsulfanyl)-benzene 53097-26-0 C11H12S
((E)-3-Methyl-buta-1,3-dienylsulfanyl)-benzene
—— 5-hydroxy-2-methyl-4,4-bisphenylthiohept-1-ene 98793-20-5 C20H24OS2
5-hydroxy-2-methyl-4,4-bisphenylthiohept-1-ene
—— (4H-[1,2,4]Triazol-3-ylsulfanyl)-acetic acid ethyl ester 307545-28-4 C6H9N3O2S
(4H-[1,2,4]Triazol-3-ylsulfanyl)-acetic acid ethyl ester
—— 3-methyl-3-(phenylsulfenyl)-bicyclo<4.3.0>-1(6)-nonen-2-one 107053-83-8 C16H18OS
3-methyl-3-(phenylsulfenyl)-bicyclo<4.3.0>-1(6)-nonen-2-one
—— 3-(phenylsulfenyl)-bicyclo<4.3.0>-1(6)-nonen-2-one 107053-82-7 C15H16OS
3-(phenylsulfenyl)-bicyclo<4.3.0>-1(6)-nonen-2-one
—— 7-(phenylsulfenyl)-1-methylbicyclo<4.3.0>-6(7)-nonen-2-one 107053-85-0 C16H18OS
7-(phenylsulfenyl)-1-methylbicyclo<4.3.0>-6(7)-nonen-2-one