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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-(2,2,3,3-tetrafluoropropylthio)phenol 90314-94-6 C9H8F4OS
4-(2,2,3,3-tetrafluoropropylthio)phenol
—— Pentanethiosulfonic acid S-(1-chloro-pentyl) ester 92821-69-7 C10H21ClO2S2
Pentanethiosulfonic acid S-(1-chloro-pentyl) ester
—— n-Butyl-N-n-butoxycarbonylthiocarbamat 39142-36-4 C10H19NO3S
n-Butyl-N-n-butoxycarbonylthiocarbamat
—— N-benzyl-N-formyl-2-(phenylthio)ethylamine 191545-73-0 C16H17NOS
N-benzyl-N-formyl-2-(phenylthio)ethylamine
—— benzylidene-(2-phenylsulfanyl-ethyl)-amine 66859-95-8 C15H15NS
benzylidene-(2-phenylsulfanyl-ethyl)-amine
—— 3-(2-chlorophenyl)-6-methyl-2-methylthio-4(3H)-pyrimidinone 89069-37-4 C12H11ClN2OS
3-(2-chlorophenyl)-6-methyl-2-methylthio-4(3H)-pyrimidinone
—— bis(hydroxyethylthio)selenide 54271-60-2 C4H10O2S2Se
bis(hydroxyethylthio)selenide
—— tert-butyl-[(Z)-5-[(4R,5R)-5-[(2R)-4-[2-[2-[(4S,6S)-2,2-dimethyl-6-pent-4-enyl-1,3-dioxan-4-yl]ethyl]-1,3-dithian-2-yl]butan-2-yl]-2,2-dimethyl-1,3-dioxolan-4-yl]pent-3-enoxy]-dimethylsilane 646523-09-3 C37H68O5S2Si
tert-butyl-[(Z)-5-[(4R,5R)-5-[(2R)-4-[2-[2-[(4S,6S)-2,2-dimethyl-6-pent-4-enyl-1,3-dioxan-4-yl]ethyl]-1,3-dithian-2-yl]butan-2-yl]-2,2-dimethyl-1,3-dioxolan-4-yl]pent-3-enoxy]-dimethylsilane
—— 5,5-Dimethyl-1,2,3,5-trithiagerminane 90754-01-1 C4H10GeS3
5,5-Dimethyl-1,2,3,5-trithiagerminane
—— 2-difluoromethylsulfanyl-ethanol 692-37-5 C3H6F2OS
2-difluoromethylsulfanyl-ethanol
—— 2-(2,2,3,3-tetrafluoropropylthio)phenol 90314-95-7 C9H8F4OS
2-(2,2,3,3-tetrafluoropropylthio)phenol
—— 4-(2,2,3,3,3-pentafluoropropylthio)phenol 90314-96-8 C9H7F5OS
4-(2,2,3,3,3-pentafluoropropylthio)phenol
—— allyl t-butyl sulfone 50735-86-9 C7H14O2S
allyl t-butyl sulfone
—— 27-Methylsulfanyl-7,10,13,16,19-pentaoxa-30,31-dithia-26,29-diazatetracyclo[23.3.1.12,5.121,24]hentriaconta-1(28),2,4,21,23,25(29),26-heptaene-6,20-dione 82094-08-4 C23H24N2O7S3
27-Methylsulfanyl-7,10,13,16,19-pentaoxa-30,31-dithia-26,29-diazatetracyclo[23.3.1.12,5.121,24]hentriaconta-1(28),2,4,21,23,25(29),26-heptaene-6,20-dione
—— O,O'-oxybis(ethyleneoxyethylene) <4-(methylthio)-2,6-pyridinediyl>-5,5'-bis<thiophene>-2,2'-dicarboxylate 82094-01-7 C24H25NO7S3
O,O'-oxybis(ethyleneoxyethylene) <4-(methylthio)-2,6-pyridinediyl>-5,5'-bis<thiophene>-2,2'-dicarboxylate
—— Ethyl 2-(4-methylphenyl)-2-phenylsulfanylacetate 137152-59-1 C17H18O2S
Ethyl 2-(4-methylphenyl)-2-phenylsulfanylacetate
—— <4-Methoxy-2-(4-methylsulfonylphenylthio)phenyl>acetic Acid 98190-66-0 C16H16O5S2
<4-Methoxy-2-(4-methylsulfonylphenylthio)phenyl>acetic Acid
—— 2,5-dimethyl-3-[[4-(methylsulfonyl)phenyl]thio]-1H-pyrrolo[3,2-b]pyridine 854018-82-9 C16H16N2O2S2
2,5-dimethyl-3-[[4-(methylsulfonyl)phenyl]thio]-1H-pyrrolo[3,2-b]pyridine
—— 1,3,15,17-tetraaza-6,9,12,20,23,26-hexaoxacyclooctacosane-2,16-dithione 75491-66-6 C18H36N4O6S2
1,3,15,17-tetraaza-6,9,12,20,23,26-hexaoxacyclooctacosane-2,16-dithione
—— 5,8,11-Trioxa-2,14,16,18-tetrathiabicyclo<13.3.0>octadec-1(15)-en-17-thione 98449-86-6 C11H16O3S5
5,8,11-Trioxa-2,14,16,18-tetrathiabicyclo<13.3.0>octadec-1(15)-en-17-thione
—— 1,11-bis(2-aminophenylthio)-3,6,9-trioxaundecane 159860-39-6 C20H28N2O3S2
1,11-bis(2-aminophenylthio)-3,6,9-trioxaundecane
—— 3,6,9-trioxa-1,11-bis<(2-(methylthio)-1,3,4-thiadiazol-5-yl)thio>undecane 108345-14-8 C14H22N4O3S6
3,6,9-trioxa-1,11-bis<(2-(methylthio)-1,3,4-thiadiazol-5-yl)thio>undecane
—— 6,9,17,20-tetraoxa-1,3,12,14-tetraazacyclodocosane-2,13-dithione 74804-40-3 C14H28N4O4S2
6,9,17,20-tetraoxa-1,3,12,14-tetraazacyclodocosane-2,13-dithione
—— O,O'-ethylenebis(oxyethylene) <4-(methylthio)-2,6-pyridinediyl>-5,5'-bis<thiophene>-2,2'-dicarboxylate 82094-00-6 C22H21NO6S3
O,O'-ethylenebis(oxyethylene) <4-(methylthio)-2,6-pyridinediyl>-5,5'-bis<thiophene>-2,2'-dicarboxylate
—— 3-<(phenylthio)methyl>cyclobutanone 108711-54-2 C11H12OS
3-<(phenylthio)methyl>cyclobutanone
—— 5,8-dioxa-2,11,13,15-tetrathiabicyclo<10.3.0>pentadec-1(12)-ene-14-thione 126921-81-1 C9H12O2S5
5,8-dioxa-2,11,13,15-tetrathiabicyclo<10.3.0>pentadec-1(12)-ene-14-thione
—— 4-amino-6-benzyl-3-methylthio-4,5-dihydro-1,2,4-triazin-5-one 22285-41-2 C11H12N4OS
4-amino-6-benzyl-3-methylthio-4,5-dihydro-1,2,4-triazin-5-one
—— 1,3-diaza-6,9-dioxacycloundecane-2-thione 74804-38-9 C7H14N2O2S
1,3-diaza-6,9-dioxacycloundecane-2-thione
—— N-(2-(1-methyl-2-piperidinyl)ethyl)-2-(2-fluorophenylthio)-5-(methylthio)acetanilide 129846-87-3 C23H29FN2OS2
N-(2-(1-methyl-2-piperidinyl)ethyl)-2-(2-fluorophenylthio)-5-(methylthio)acetanilide
—— 4-chloro-5-((phenylthio)methyl)isoxazol-3(2H)-one 89661-11-0 C10H8ClNO2S
4-chloro-5-((phenylthio)methyl)isoxazol-3(2H)-one
—— 4-Chloro-5-{[(2-methylphenyl)sulfanyl]methyl}-1,2-oxazol-3(2H)-one 89661-14-3 C11H10ClNO2S
4-Chloro-5-{[(2-methylphenyl)sulfanyl]methyl}-1,2-oxazol-3(2H)-one
—— 1-methoxy-3-<(phenylthio)methyl>-1,3-butadiene 86531-05-7 C12H14OS
1-methoxy-3-<(phenylthio)methyl>-1,3-butadiene
—— N-(1-methoxy)propyl thiourea 66892-33-9 C5H12N2OS
N-(1-methoxy)propyl thiourea
—— 3-(phenylthio)-2-(thiophen-2-yl)-1H-indole 1213786-09-4 C18H13NS2
3-(phenylthio)-2-(thiophen-2-yl)-1H-indole
—— N-(phenylthioacetyl)pyrrolidine 425618-70-8 C12H15NOS
N-(phenylthioacetyl)pyrrolidine
—— 8-Chloro-6-methyl-6-(3-dimethylaminopropyl)-6H-dibenz<b,e>-1,4-oxathiepin 83986-07-6 C19H22ClNOS
8-Chloro-6-methyl-6-(3-dimethylaminopropyl)-6H-dibenz<b,e>-1,4-oxathiepin
—— diethyl 2,2'-<(1-methylethylidene)bis(thio)>acetate 61713-24-4 C11H20O4S2
diethyl 2,2'-<(1-methylethylidene)bis(thio)>acetate
—— (3aR,6R,6aR)-6-(bromomethyl)-2,2-dimethyl-5-oxido-4-phenylsulfanyl-6,6a-dihydro-3aH-[1,3]dioxolo[4,5-c]pyrrol-5-ium 1213238-00-6 C14H16BrNO3S
(3aR,6R,6aR)-6-(bromomethyl)-2,2-dimethyl-5-oxido-4-phenylsulfanyl-6,6a-dihydro-3aH-[1,3]dioxolo[4,5-c]pyrrol-5-ium
—— 4,4-dimethyl-3,3,5,5-tetraoxo-3λ<sup>6</sup>,5λ<sup>6</sup>-dithia-heptanedioic acid diethyl ester 61713-29-9 C11H20O8S2
4,4-dimethyl-3,3,5,5-tetraoxo-3λ<sup>6</sup>,5λ<sup>6</sup>-dithia-heptanedioic acid diethyl ester
—— 3-(2-fluorophenyl)-6-methyl-2-methylthio-4(3H)-pyrimidinone 89089-61-2 C12H11FN2OS
3-(2-fluorophenyl)-6-methyl-2-methylthio-4(3H)-pyrimidinone
—— 3-(3-methylphenyl)-2-methylthio-4(3H)-pyrimidinone 89069-25-0 C12H12N2OS
3-(3-methylphenyl)-2-methylthio-4(3H)-pyrimidinone
—— 3-methylthio-5-(4-methylphenyl)-isoxasole 120803-15-8 C11H11NOS
3-methylthio-5-(4-methylphenyl)-isoxasole
—— (2-bromophenyl)(3-phenylprop-2-yn-1-yl)sulfide 1609496-71-0 C15H11BrS
(2-bromophenyl)(3-phenylprop-2-yn-1-yl)sulfide
—— 5-((p-tolylthio)methyl)isoxazol-3(2H)-one 89660-87-7 C11H11NO2S
5-((p-tolylthio)methyl)isoxazol-3(2H)-one
—— 4-chloro-5-(phenylsulfanyl)-7H-pyrrolo[2,3-d]pyrimidine 1448695-64-4 C12H8ClN3S
4-chloro-5-(phenylsulfanyl)-7H-pyrrolo[2,3-d]pyrimidine
—— (3-((2-bromophenyl)thio)prop-1-yn-1-yl)trimethylsilane 1609496-69-6 C12H15BrSSi
(3-((2-bromophenyl)thio)prop-1-yn-1-yl)trimethylsilane
—— 5-((o-tolylthio)methyl)isoxazol-3(2H)-one 89660-86-6 C11H11NO2S
5-((o-tolylthio)methyl)isoxazol-3(2H)-one
—— 4-Chloro-5-{[(4-methylphenyl)sulfanyl]methyl}-1,2-oxazol-3(2H)-one 89661-15-4 C11H10ClNO2S
4-Chloro-5-{[(4-methylphenyl)sulfanyl]methyl}-1,2-oxazol-3(2H)-one
—— 5-(((4-chlorophenyl)thio)methyl)isoxazol-3(2H)-one 89660-84-4 C10H8ClNO2S
5-(((4-chlorophenyl)thio)methyl)isoxazol-3(2H)-one
—— 1-(3-methylsulfanyl-1,2,4-triazin-5-yl)butan-1-one 188251-35-6 C8H11N3OS
1-(3-methylsulfanyl-1,2,4-triazin-5-yl)butan-1-one