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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
—— (2E)-6-chloro-2-(6-chloro-3-oxo-1-benzothiophen-2-ylidene)-4-methyl-1-benzothiophen-3-one —— C17H8Cl2O2S2
(2E)-6-chloro-2-(6-chloro-3-oxo-1-benzothiophen-2-ylidene)-4-methyl-1-benzothiophen-3-one
—— 2,2,11,11-tetra(methyleneamine)-4,9-dithiadodecane 688310-92-1 C14H34N4S2
2,2,11,11-tetra(methyleneamine)-4,9-dithiadodecane
—— (2-Thioxo-5,6-dihydro-[1,3]dithiolo[4,5-b][1,4]dithiin-5-yl)-acetonitrile 690253-18-0 C7H5NS5
(2-Thioxo-5,6-dihydro-[1,3]dithiolo[4,5-b][1,4]dithiin-5-yl)-acetonitrile
—— (2S,3S,4S)-2-Bromo-3-(tert-butyl-dimethyl-silanyloxy)-4-methyl-5-phenylsulfanyl-pentanoic acid methyl ester 688364-62-7 C19H31BrO3SSi
(2S,3S,4S)-2-Bromo-3-(tert-butyl-dimethyl-silanyloxy)-4-methyl-5-phenylsulfanyl-pentanoic acid methyl ester
—— 2,2,10,10-tetra(methyleneamine)-4,8-dithiaundecane 688310-82-9 C13H32N4S2
2,2,10,10-tetra(methyleneamine)-4,8-dithiaundecane
—— 1-methylsulfanyl-1-methylsulfinylpent-1-ene 68992-45-0 C7H14OS2
1-methylsulfanyl-1-methylsulfinylpent-1-ene
—— 6-(3-choloropropyl)-4-(phenylthio)-1,2,5,6-tetrahydro-2-pyridinone 871950-82-2 C14H16ClNOS
6-(3-choloropropyl)-4-(phenylthio)-1,2,5,6-tetrahydro-2-pyridinone
—— 4-[2-(3-oxo-propyl)-1,3-dithian-2-yl]-but-2-enal 871469-07-7 C11H16O2S2
4-[2-(3-oxo-propyl)-1,3-dithian-2-yl]-but-2-enal
—— (Z)-3-Chloro-2-methyl-3-p-tolylsulfanyl-prop-2-en-1-ol 883106-85-2 C11H13ClOS
(Z)-3-Chloro-2-methyl-3-p-tolylsulfanyl-prop-2-en-1-ol
—— 879416-74-7 C24H41ClSSn
—— O-methyl N-methyl-N-(methylamino)carbamothioate 802309-88-2 C4H10N2OS
O-methyl N-methyl-N-(methylamino)carbamothioate
—— 4-[2-(3-Methoxymethoxy-propyl)-[1,3]dithian-2-yl]-1-nitro-butan-2-ol 909036-08-4 C13H25NO5S2
4-[2-(3-Methoxymethoxy-propyl)-[1,3]dithian-2-yl]-1-nitro-butan-2-ol
—— 2-(2,2,2-Trifluoro-ethylsulfanyl)-pyrimidin-5-ol 914377-37-0 C6H5F3N2OS
2-(2,2,2-Trifluoro-ethylsulfanyl)-pyrimidin-5-ol
—— (2R,3R,4R,5R)-5-(methoxymethoxy)-3,4-(methylenedioxy)-2-(trifluoroacetamido)cyclohexanone propane-1,3-diyl dithioacetal 911387-97-8 C14H20F3NO5S2
(2R,3R,4R,5R)-5-(methoxymethoxy)-3,4-(methylenedioxy)-2-(trifluoroacetamido)cyclohexanone propane-1,3-diyl dithioacetal
—— (2R,3R,4R,5R)-2-acetamido-5-(methoxymethoxy)-3,4-(methylenedioxy)cyclohexanone propane-1,3-diyl dithioacetal 911387-93-4 C14H23NO5S2
(2R,3R,4R,5R)-2-acetamido-5-(methoxymethoxy)-3,4-(methylenedioxy)cyclohexanone propane-1,3-diyl dithioacetal
—— 926036-84-2 C22H12S6
—— 926036-83-1 C22H12S6
—— <3>staffane-3,3''-dithiol 145384-33-4 C15H20S2
<3>staffane-3,3''-dithiol
—— 1,4-dithiino[2,3-c;5,6-c']dipyridine 5-oxide 1004986-49-5 C10H6N2OS2
1,4-dithiino[2,3-c;5,6-c']dipyridine 5-oxide
—— N-tert-butyl-2-(benzo[d][1,3]dioxol-5-ylthio)benzamide 1002759-98-9 C18H19NO3S
N-tert-butyl-2-(benzo[d][1,3]dioxol-5-ylthio)benzamide
—— 2-(6-methoxypyridin-3-ylthio)-N-tert-butylbenzamide 1002759-99-0 C17H20N2O2S
2-(6-methoxypyridin-3-ylthio)-N-tert-butylbenzamide
—— 1,4-dithiino[2,3-c;6,5-c']dipyridine 10-oxide 1004986-51-9 C10H6N2OS2
1,4-dithiino[2,3-c;6,5-c']dipyridine 10-oxide
—— 11,24-Bis[4,5-bis(propylsulfanyl)-1,3-dithiol-2-ylidene]-2,2,7,7,15,15,20,20-octamethyl-10,12,23,25,28,30-hexathia-27,29-diazaheptacyclo[19.5.1.13,6.18,14.116,19.09,13.022,26]triaconta-1(26),3,5,8,13,16,18,21-octaene 1000874-46-3 C48H58N2S14
11,24-Bis[4,5-bis(propylsulfanyl)-1,3-dithiol-2-ylidene]-2,2,7,7,15,15,20,20-octamethyl-10,12,23,25,28,30-hexathia-27,29-diazaheptacyclo[19.5.1.13,6.18,14.116,19.09,13.022,26]triaconta-1(26),3,5,8,13,16,18,21-octaene
—— 1-(2-(2-methoxyethoxy)ethyl)-3-methylthiourea 1253053-91-6 C7H16N2O2S
1-(2-(2-methoxyethoxy)ethyl)-3-methylthiourea
—— 7,10,13,21,24,27-Hexamethyl-3,17-diphenyl-30,33-dithia-7,10,13,21,24,27-hexazatetracyclo[13.13.6.05,29.019,34]tetratriaconta-1,3,5(29),15(34),16,18-hexaene 1006056-73-0 C44H60N6S2
7,10,13,21,24,27-Hexamethyl-3,17-diphenyl-30,33-dithia-7,10,13,21,24,27-hexazatetracyclo[13.13.6.05,29.019,34]tetratriaconta-1,3,5(29),15(34),16,18-hexaene
—— 1,4-bis(5-amino-6-cyano-2-thioxothiopyrano[2,3-d]thiazolyl)benzene 1019848-50-0 C20H12N6S6
1,4-bis(5-amino-6-cyano-2-thioxothiopyrano[2,3-d]thiazolyl)benzene
—— 1,1'-thio-bis-(2-(1-oxa-3-oxo-4-aza-6-chlorohexyl)-naphthalene) 1198335-35-1 C28H26Cl2N2O4S
1,1'-thio-bis-(2-(1-oxa-3-oxo-4-aza-6-chlorohexyl)-naphthalene)
—— 3,3'-(o-dithiophenyl)-dipropionic acid 1160124-78-6 C12H14O4S2
3,3'-(o-dithiophenyl)-dipropionic acid
—— [(3'aR,5'R,7'aR)-2',2'-dimethylspiro[1,3-dithiane-2,7'-4,5,6,7a-tetrahydro-3aH-1,3-benzodioxole]-5'-yl]methanol 1166841-79-7 C13H22O3S2
[(3'aR,5'R,7'aR)-2',2'-dimethylspiro[1,3-dithiane-2,7'-4,5,6,7a-tetrahydro-3aH-1,3-benzodioxole]-5'-yl]methanol
—— 1-[(3aR,4R,6S,6aS)-2-methoxy-6-(phenylsulfanylmethyl)-3a,4,6,6a-tetrahydrofuro[3,4-d][1,3]dioxol-4-yl]pyrimidine-2,4-dione 1167433-54-6 C17H18N2O6S
1-[(3aR,4R,6S,6aS)-2-methoxy-6-(phenylsulfanylmethyl)-3a,4,6,6a-tetrahydrofuro[3,4-d][1,3]dioxol-4-yl]pyrimidine-2,4-dione
—— 4,5-dihydro-2H-benzo[b]thiocin-6(3H)-one 1158077-88-3 C11H12OS
4,5-dihydro-2H-benzo[b]thiocin-6(3H)-one
—— 1,5-anhydro-D-tagatose diethyldithioacetal 1169759-57-2 C10H20O4S2
1,5-anhydro-D-tagatose diethyldithioacetal
—— (R)-(+)-4-hydroxy-1-(1'-phenyl-ethyl)-3-methylsulfanyl-1H-pyridin-2-one 1174637-76-3 C14H15NO2S
(R)-(+)-4-hydroxy-1-(1'-phenyl-ethyl)-3-methylsulfanyl-1H-pyridin-2-one
—— (+/-)-4-methyl-4,5-dihydro-2H-benzo[b]thiocin-6(3H)-one 1158077-91-8 C12H14OS
(+/-)-4-methyl-4,5-dihydro-2H-benzo[b]thiocin-6(3H)-one
—— Tert-butyl 4,12-dimethyl-13-[2-(4-methylphenyl)sulfanylethyl]-11-oxo-5-(3-oxo-3-prop-2-enoxypropyl)-7,10-diazatricyclo[8.3.0.03,7]trideca-1,3,5,12-tetraene-6-carboxylate 1182308-02-6 C33H40N2O5S
Tert-butyl 4,12-dimethyl-13-[2-(4-methylphenyl)sulfanylethyl]-11-oxo-5-(3-oxo-3-prop-2-enoxypropyl)-7,10-diazatricyclo[8.3.0.03,7]trideca-1,3,5,12-tetraene-6-carboxylate
—— 1,4-Bis(prop-2-enylsulfanyl)butane 1173006-63-7 C10H18S2
1,4-Bis(prop-2-enylsulfanyl)butane
—— (4S,5S,e)-6-(2-((R)-1-methoxyallyl)-1,3-dithian-2-yl)-5-((2-methoxyethoxy)methoxy)-2,4-dimethylhex-2-enal 1141748-06-2 C20H34O5S2
(4S,5S,e)-6-(2-((R)-1-methoxyallyl)-1,3-dithian-2-yl)-5-((2-methoxyethoxy)methoxy)-2,4-dimethylhex-2-enal
—— 2,5-dibromo-3,4-ethylenedithioselenophene 1186372-58-6 C6H4Br2S2Se
2,5-dibromo-3,4-ethylenedithioselenophene
—— 2,3-dichloro-1,1,4,4-tetrakis(4-pyridylsulfanyl)buta-1,3-diene 1189129-96-1 C24H16Cl2N4S4
2,3-dichloro-1,1,4,4-tetrakis(4-pyridylsulfanyl)buta-1,3-diene
—— 1-(3,5-O-isopropylidene-2-deoxy-2-(p-thiocresyl)-α-D-xylofuranosyl)-3-propene 1185748-19-9 C18H24O3S
1-(3,5-O-isopropylidene-2-deoxy-2-(p-thiocresyl)-α-D-xylofuranosyl)-3-propene
—— 5-Chloro-2-(1-methylethoxy)-3-(phenylthio)pyrazine 1194041-66-1 C13H13ClN2OS
5-Chloro-2-(1-methylethoxy)-3-(phenylthio)pyrazine
—— 6-methoxy-7-methyl-2-(1-methyl-4-nitroimidazol-5-ylthio)purine 1198405-90-1 C11H11N7O3S
6-methoxy-7-methyl-2-(1-methyl-4-nitroimidazol-5-ylthio)purine
—— (2S)-1-[2-(2,2-diethoxyethyl)-1,3-dithian-2-yl]pent-4-en-2-ol 1169687-59-5 C15H28O3S2
(2S)-1-[2-(2,2-diethoxyethyl)-1,3-dithian-2-yl]pent-4-en-2-ol
—— 14,38,62,86-Tetrakis[4,5-bis(butylsulfanyl)-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(3),1,4(24),12(16),25,27,36(40),48,50,52(72),60(64),73(98),75(97),76(96),84(88)-pentadecaene 1220349-54-1 C104H138N8O8S40
14,38,62,86-Tetrakis[4,5-bis(butylsulfanyl)-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(3),1,4(24),12(16),25,27,36(40),48,50,52(72),60(64),73(98),75(97),76(96),84(88)-pentadecaene
—— [(E,3R,4R)-4-[cyclopentyl-[(2S)-1-[2-(2,2-diethoxyethyl)-1,3-dithian-2-yl]pent-4-en-2-yl]oxy-ethynylsilyl]oxy-3-methylhept-5-enyl] 2,2-dimethylpropanoate 1169687-56-2 C35H60O6S2Si
[(E,3R,4R)-4-[cyclopentyl-[(2S)-1-[2-(2,2-diethoxyethyl)-1,3-dithian-2-yl]pent-4-en-2-yl]oxy-ethynylsilyl]oxy-3-methylhept-5-enyl] 2,2-dimethylpropanoate
—— 6-allylthio-7-methyl-2-(1-methyl-4-nitroimidazol-5-ylthio)purine 1198405-99-0 C13H13N7O2S2
6-allylthio-7-methyl-2-(1-methyl-4-nitroimidazol-5-ylthio)purine
—— N-acetyl-5-p-tolylsulfanyl-3,3-dimethylindoline 1190867-41-4 C19H21NOS
N-acetyl-5-p-tolylsulfanyl-3,3-dimethylindoline
—— 6-methylthio-7-methyl-2-(1-methyl-4-nitroimidazol-5-ylthio)purine 1198405-98-9 C11H11N7O2S2
6-methylthio-7-methyl-2-(1-methyl-4-nitroimidazol-5-ylthio)purine
—— 6-benzyloxy-7-methyl-2-(1-methyl-4-nitroimidazol-5-ylthio)purine 1198405-92-3 C17H15N7O3S
6-benzyloxy-7-methyl-2-(1-methyl-4-nitroimidazol-5-ylthio)purine
—— (R)-2,2,2-trifluoro-1-(4'-methylsulfanylphenyl)ethanol 1135312-04-7 C9H9F3OS
(R)-2,2,2-trifluoro-1-(4'-methylsulfanylphenyl)ethanol