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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
—— Methyl 2,4-dichloro-6-(phenylsulfanyl)pyrimidine-5-carboxylate 87847-26-5 C12H8Cl2N2O2S
Methyl 2,4-dichloro-6-(phenylsulfanyl)pyrimidine-5-carboxylate
—— N-cyclopropyl-4-methyl-3-[2-oxo-3-(phenylthio)-1(2H)-pyrazinyl]-benzamide 1095003-29-4 C21H19N3O2S
N-cyclopropyl-4-methyl-3-[2-oxo-3-(phenylthio)-1(2H)-pyrazinyl]-benzamide
—— (4R,5S)-4-Methyl-3-phenyl-5-(phenylsulfanyl)-4,5-dihydro-1,2-oxazole 90329-01-4 C16H15NOS
(4R,5S)-4-Methyl-3-phenyl-5-(phenylsulfanyl)-4,5-dihydro-1,2-oxazole
—— (4R,5R)-4-Methyl-3-phenyl-5-(phenylsulfanyl)-4,5-dihydro-1,2-oxazole 90329-09-2 C16H15NOS
(4R,5R)-4-Methyl-3-phenyl-5-(phenylsulfanyl)-4,5-dihydro-1,2-oxazole
—— (4R,5S)-5-Methyl-3-phenyl-4-(phenylsulfanyl)-4,5-dihydro-1,2-oxazole 90329-05-8 C16H15NOS
(4R,5S)-5-Methyl-3-phenyl-4-(phenylsulfanyl)-4,5-dihydro-1,2-oxazole
—— 2-chloro-4-methylsulfanyl-5-(trifluoromethyl)pyrimidine 919116-35-1 C6H4ClF3N2S
2-chloro-4-methylsulfanyl-5-(trifluoromethyl)pyrimidine
—— 2-methyl-4-(phenylthio)phenol 100396-73-4 C13H12OS
2-methyl-4-(phenylthio)phenol
—— 6-methyl-2-(phenylthio)phenol 68143-76-0 C13H12OS
6-methyl-2-(phenylthio)phenol
—— Benzothiet-2-carbonsaeuremethylester 58150-62-2 C9H8O2S
Benzothiet-2-carbonsaeuremethylester
—— 2,2,4-Trimethyl-6-[(4-methylphenyl)sulfanyl]-1,2-dihydro-1,5-naphthyridine 88724-23-6 C18H20N2S
2,2,4-Trimethyl-6-[(4-methylphenyl)sulfanyl]-1,2-dihydro-1,5-naphthyridine
—— 2,2,4-Trimethyl-6-(phenylsulfanyl)-1,2-dihydro-1,5-naphthyridine 88724-22-5 C17H18N2S
2,2,4-Trimethyl-6-(phenylsulfanyl)-1,2-dihydro-1,5-naphthyridine
—— 4-methyl-3-phenylthiobenzoic acid 101362-98-5 C14H12O2S
4-methyl-3-phenylthiobenzoic acid
—— N'-{4-[(1,3-Benzothiazol-2-yl)sulfanyl]phenyl}-N,N-dimethylurea 89570-45-6 C16H15N3OS2
N'-{4-[(1,3-Benzothiazol-2-yl)sulfanyl]phenyl}-N,N-dimethylurea
—— 2-(3-Cyano-5-oxo-4-thiophen-2-ylindeno[1,2-b]pyridin-2-yl)sulfanylacetamide 952720-98-8 C19H11N3O2S2
2-(3-Cyano-5-oxo-4-thiophen-2-ylindeno[1,2-b]pyridin-2-yl)sulfanylacetamide
—— 4-carboxy-2-phenylthiophenylacetic acid 101333-49-7 C15H12O4S
4-carboxy-2-phenylthiophenylacetic acid
—— 5-(4,5-ethylenedilthio-1,3-dithiol-2-ylidene)-1,3,4,6-tetrathiapentalen-2-one 177798-65-1 C9H4OS8
5-(4,5-ethylenedilthio-1,3-dithiol-2-ylidene)-1,3,4,6-tetrathiapentalen-2-one
—— 5,6-diamino-2-(4,5-bis(propylthio)-1,3-dithio-2-ylidene)benzo[d]-1,3-dithiole 892505-53-2 C16H20N2S6
5,6-diamino-2-(4,5-bis(propylthio)-1,3-dithio-2-ylidene)benzo[d]-1,3-dithiole
—— 5,6-dicyano-2-[4,5-bis(propylthio)-1,3-dithiol-2-ylidene]-1,3-benzodithiole 1027825-80-4 C18H16N2S6
5,6-dicyano-2-[4,5-bis(propylthio)-1,3-dithiol-2-ylidene]-1,3-benzodithiole
—— 2-[4,5-Bis(propylsulfanyl)-1,3-dithiol-2-ylidene]-[1,3]dithiolo[4,5-d][1,3]dithiol-5-one 354529-90-1 C13H14OS8
2-[4,5-Bis(propylsulfanyl)-1,3-dithiol-2-ylidene]-[1,3]dithiolo[4,5-d][1,3]dithiol-5-one
—— 4,5-bis(propylthio)-1,3-dithiole-2-thione 59065-22-4 C9H14S5
4,5-bis(propylthio)-1,3-dithiole-2-thione
—— 1,5-dimethyl-3-methylsulfanyl-1<i>H</i>-[1,2,4]triazole 35102-23-9 C5H9N3S
1,5-dimethyl-3-methylsulfanyl-1<i>H</i>-[1,2,4]triazole
—— 4,4-diformyldiphenylsulfide 1216-03-1 C14H10O2S
4,4-diformyldiphenylsulfide
—— 1-tert-butyldimethylsilyloxy-5-[(1-methyl-1H-2-imidazolyl)-sulfanyl]-1-phenylhept-6-ene 1394921-35-7 C23H36N2OSSi
1-tert-butyldimethylsilyloxy-5-[(1-methyl-1H-2-imidazolyl)-sulfanyl]-1-phenylhept-6-ene
—— N-(2,2,2-Trichloro-1-hydroxyethyl)thiourea 4043-53-2 C3H5Cl3N2OS
N-(2,2,2-Trichloro-1-hydroxyethyl)thiourea
—— 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