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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
—— Acetic acid 2-furan-3-yl-2-phenylsulfanyl-ethyl ester 117770-29-3 C14H14O3S
Acetic acid 2-furan-3-yl-2-phenylsulfanyl-ethyl ester
—— N-(2-fluoro-4-phenylsulphanylphenyl)-2-hydroxy-2-methylpropanamide 252016-95-8 C16H16FNO2S
N-(2-fluoro-4-phenylsulphanylphenyl)-2-hydroxy-2-methylpropanamide
—— o-decylthioaniline 141945-26-8 C16H27NS
o-decylthioaniline
—— 1-methoxy-2-phenyl-1-(phenylthio)-2-propanol 78614-66-1 C16H18O2S
1-methoxy-2-phenyl-1-(phenylthio)-2-propanol
—— 2-(4-bromo-phenylsulfanyl)benzoic acid benzyl ester 1005513-47-2 C20H15BrO2S
2-(4-bromo-phenylsulfanyl)benzoic acid benzyl ester
—— α-Methoxy-aethyl-phenyl-sulfid 10429-09-1 C9H12OS
α-Methoxy-aethyl-phenyl-sulfid
—— 3-mercapto-5,5-dimethyl-2-cyclohexenethione 73705-06-3 C8H12S2
3-mercapto-5,5-dimethyl-2-cyclohexenethione
—— 1-Methoxy-4-methyl-1-phenylsulfanylpentan-2-ol 200347-22-4 C13H20O2S
1-Methoxy-4-methyl-1-phenylsulfanylpentan-2-ol
—— 2-methyl-2-<3'(1,3-dithiolanyl)octyl>thiazolidine 156000-20-3 C14H27NS3
2-methyl-2-<3'(1,3-dithiolanyl)octyl>thiazolidine
—— diethyl 2,5-bis(o-hexylthioanilino)-3,6-dihydroterephthalate 141945-27-9 C36H50N2O4S2
diethyl 2,5-bis(o-hexylthioanilino)-3,6-dihydroterephthalate
—— diethyl 2,5-bis(o-decylthioanilino)-3,6-dihydroterephthalate 141945-29-1 C44H66N2O4S2
diethyl 2,5-bis(o-decylthioanilino)-3,6-dihydroterephthalate
—— 3-({2-[(1-benzofuran-2-ylsulfonyl)amino]-4-chlorophenyl}sulfanyl)benzoic acid 1451261-80-5 C21H14ClNO5S2
3-({2-[(1-benzofuran-2-ylsulfonyl)amino]-4-chlorophenyl}sulfanyl)benzoic acid
—— 1-(2-Aminobenzyl)-5-(3,5-dichlorophenylthio)-2-(2-carbamoyloxyethyl)-4-isopropyl-1H-imidazole 178980-38-6 C22H24Cl2N4O2S
1-(2-Aminobenzyl)-5-(3,5-dichlorophenylthio)-2-(2-carbamoyloxyethyl)-4-isopropyl-1H-imidazole
—— 2-pentyl-2-<3'(1,3-dithiolanyl)butyl>thiazolidine 156000-19-0 C14H27NS3
2-pentyl-2-<3'(1,3-dithiolanyl)butyl>thiazolidine
—— N-[2-[(2,4-difluorophenyl)thio]-4-oxo-6-phenylthieno[2,3-d]pyrimidin-3(4H)-yl]methanesulfonamide 1415720-12-5 C19H13F2N3O3S3
N-[2-[(2,4-difluorophenyl)thio]-4-oxo-6-phenylthieno[2,3-d]pyrimidin-3(4H)-yl]methanesulfonamide
—— N-[2-[(2,4-difluorophenyl)thio]-4-oxothieno[3,2-d]pyrimidin-3(4H)-yl]methanesulfonamide 1018471-33-4 C13H9F2N3O3S3
N-[2-[(2,4-difluorophenyl)thio]-4-oxothieno[3,2-d]pyrimidin-3(4H)-yl]methanesulfonamide
—— 2-(2-Carbamoyloxyethyl)-5-(3,5-dichlorophenylthio)-4-isopropyl-1-(o-nitrobenzyl)-1H-imidazole 178980-65-9 C22H22Cl2N4O4S
2-(2-Carbamoyloxyethyl)-5-(3,5-dichlorophenylthio)-4-isopropyl-1-(o-nitrobenzyl)-1H-imidazole
—— methyl 3-((4-chloro-2-nitrophenyl)thio)benzoate 1451261-92-9 C14H10ClNO4S
methyl 3-((4-chloro-2-nitrophenyl)thio)benzoate
—— 1-(3-Aminobenzyl)-5-(3,5-dichlorophenylthio)-2-(2-carbamoyloxyethyl)-4-isopropyl-1H-imidazole 178980-36-4 C22H24Cl2N4O2S
1-(3-Aminobenzyl)-5-(3,5-dichlorophenylthio)-2-(2-carbamoyloxyethyl)-4-isopropyl-1H-imidazole
—— (1SR,2RS)-2-methyl-1-(phenylthiomethyl)cyclooctanol 125335-00-4 C16H24OS
(1SR,2RS)-2-methyl-1-(phenylthiomethyl)cyclooctanol
—— 5-(3,5-Dichlorophenylthio)-2-(2-hydroxyethyl)-4-isopropyl-1-m-nitrobenzyl-1H-imidazole 178980-68-2 C21H21Cl2N3O3S
5-(3,5-Dichlorophenylthio)-2-(2-hydroxyethyl)-4-isopropyl-1-m-nitrobenzyl-1H-imidazole
—— 5-(3,5-Dichlorophenylthio)-2-(2-hydroxyethyl)-4-isopropyl-1-o-nitrobenzyl-1H-imidazole 178980-67-1 C21H21Cl2N3O3S
5-(3,5-Dichlorophenylthio)-2-(2-hydroxyethyl)-4-isopropyl-1-o-nitrobenzyl-1H-imidazole
—— 8-methyl-1-(phenylthiomethyl)cyclooctene 125335-12-8 C16H22S
8-methyl-1-(phenylthiomethyl)cyclooctene
—— 2-(3-(1-carboxy-1-methyl(ethylsulfanyl))-phenylsulfanyl)-2-methylpropanoic acid 694520-72-4 C14H18O4S2
2-(3-(1-carboxy-1-methyl(ethylsulfanyl))-phenylsulfanyl)-2-methylpropanoic acid
—— 4,4'Thiobis-(2-methyl-6-tert.-butylanisol) 54519-54-9 C24H34O2S
4,4'Thiobis-(2-methyl-6-tert.-butylanisol)
—— (S)-3-((S)-1-Methyl-2-oxo-cyclohexyl)-2-phenylsulfanyl-propionic acid methyl ester 118664-20-3 C17H22O3S
(S)-3-((S)-1-Methyl-2-oxo-cyclohexyl)-2-phenylsulfanyl-propionic acid methyl ester
—— bis-(4-hydroxy-3-methyl-5-t-butylphenyl) sulphide radical 40190-57-6 C22H29O2S
bis-(4-hydroxy-3-methyl-5-t-butylphenyl) sulphide radical
—— sec-butyl tert-butyl sulfoxide 13153-07-6 C8H18OS
sec-butyl tert-butyl sulfoxide
—— 2,3-dimethylphenyl ethyl xanthate 89816-80-8 C11H14OS2
2,3-dimethylphenyl ethyl xanthate
—— 4,8-Di-tert-butyl-2,10-dimethyl-6-phenyl-5,7-dioxa-12-thia-6-phospha-dibenzo[a,d]cyclooctene 95497-31-7 C28H33O2PS
4,8-Di-tert-butyl-2,10-dimethyl-6-phenyl-5,7-dioxa-12-thia-6-phospha-dibenzo[a,d]cyclooctene
—— (Z)-4-Mercapto-3-penten-2-one 73059-87-7 C5H8OS
(Z)-4-Mercapto-3-penten-2-one
—— 6-acetyl-2-(4-chlorophenyl)-4-(4-chlorophenylthio)-5-methyl-3(2H)-pyridazinone 259192-42-2 C19H14Cl2N2O2S
6-acetyl-2-(4-chlorophenyl)-4-(4-chlorophenylthio)-5-methyl-3(2H)-pyridazinone
—— 3-(phenylthio)-2-butenoic acid 67959-53-9 C10H10O2S
3-(phenylthio)-2-butenoic acid
—— 6-nitroso-2,3-dihydro-4H-5-aminothiazole<2,3-a>pyrimidin-7-one 224433-77-6 C6H6N4O2S
6-nitroso-2,3-dihydro-4H-5-aminothiazole<2,3-a>pyrimidin-7-one
—— 2-n-butylthio-1-hydroxymethyl-cyclohept-1-ene 119044-23-4 C12H22OS
2-n-butylthio-1-hydroxymethyl-cyclohept-1-ene
—— (Z)-8-bromo-3-(phenylthio)-1,3-octadiene 123289-34-9 C14H17BrS
(Z)-8-bromo-3-(phenylthio)-1,3-octadiene
—— 2-Propylmercapto-imidazol 17303-07-0 C6H10N2S
2-Propylmercapto-imidazol
—— N-(2-(5-fluoro-2-(4-fluorophenylthio)benzo[b]thiophen-3-yl)ethyl)acrylamide 1299484-50-6 C19H15F2NOS2
N-(2-(5-fluoro-2-(4-fluorophenylthio)benzo[b]thiophen-3-yl)ethyl)acrylamide
—— 8-(butylsulfanyl)-1,2,4-benzotriazin-3-amine 1-oxide 494226-33-4 C11H14N4OS
8-(butylsulfanyl)-1,2,4-benzotriazin-3-amine 1-oxide
—— 4,5-bis(propylthio)-5'-propylimidazole[4',5'-f]-2,2'-bi-1,3-dithiolylidene 1455499-66-7 C16H22N2S6
4,5-bis(propylthio)-5'-propylimidazole[4',5'-f]-2,2'-bi-1,3-dithiolylidene
—— (E)-2-Methyl-3-phenylsulfanyl-but-2-enoic acid ethyl ester 53700-03-1 C13H16O2S
(E)-2-Methyl-3-phenylsulfanyl-but-2-enoic acid ethyl ester
—— 3-(phenylthio)-5,6,4a,8a-tetrahydro-2,5,5-trimethylnaphthalene-1,8-(4H,7H)-dione 105090-19-5 C19H22O2S
3-(phenylthio)-5,6,4a,8a-tetrahydro-2,5,5-trimethylnaphthalene-1,8-(4H,7H)-dione
—— 1,1-dimethylethyl (4S)-4-[(2R)-2-[(2-cyano-3-thienyl)thio]-2-phenylethyl]-2,2-dimethyl-3-oxazolidinecarboxylate 651353-89-8 C23H28N2O3S2
1,1-dimethylethyl (4S)-4-[(2R)-2-[(2-cyano-3-thienyl)thio]-2-phenylethyl]-2,2-dimethyl-3-oxazolidinecarboxylate
—— 2-(4-(2-chloro-4-methylphenyl)thiazol-5-ylthio)acetic acid 871476-83-4 C12H10ClNO2S2
2-(4-(2-chloro-4-methylphenyl)thiazol-5-ylthio)acetic acid
—— 4-thiophenoxy<1>benzothieno<2,3-e>pyrrolo<1,2-a>pyrazine 107363-16-6 C19H12N2S2
4-thiophenoxy<1>benzothieno<2,3-e>pyrrolo<1,2-a>pyrazine
—— 4-chloro-N-(2-(5-fluoro-2-(4-fluorophenylthio)benzo[b]thiophen-3-yl)ethyl)butanamide 1299484-49-3 C20H18ClF2NOS2
4-chloro-N-(2-(5-fluoro-2-(4-fluorophenylthio)benzo[b]thiophen-3-yl)ethyl)butanamide
—— 2,2-bis(ethylthio)ethylamine 122807-21-0 C6H15NS2
2,2-bis(ethylthio)ethylamine
—— 3-(p-methylphenylthio)-2-decalone 83656-91-1 C17H22OS
3-(p-methylphenylthio)-2-decalone
—— 1-Ethylthio-3-phenylthiopropan 4911-42-6 C11H16S2
1-Ethylthio-3-phenylthiopropan
—— 1-Ethylthio-3-isopropylthio-propan 4911-39-1 C8H18S2
1-Ethylthio-3-isopropylthio-propan