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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 N-isopropyl-2-methoxy-2,3-butadienimidothioate 918135-78-1 C9H15NOS
methyl N-isopropyl-2-methoxy-2,3-butadienimidothioate
—— iso-C3H7NHC(S)SSC(S)NHC3H7 2438-92-8 C8H16N2S4
iso-C3H7NHC(S)SSC(S)NHC3H7
—— rac-S-cyclohept-2-enyl N-isopropylmonothiocarbamate 491880-05-8 C11H19NOS
rac-S-cyclohept-2-enyl N-isopropylmonothiocarbamate
—— (+/-)-isopropyl-thiocarbamic acid O-((E)-1-ethyl-pent-2-enyl) ester 405238-11-1 C11H21NOS
(+/-)-isopropyl-thiocarbamic acid O-((E)-1-ethyl-pent-2-enyl) ester
—— Acetamide, 2-((4-cyano-5-(methylthio)-3-isothiazolyl)thio)- 24134-92-7 C7H7N3OS3
Acetamide, 2-((4-cyano-5-(methylthio)-3-isothiazolyl)thio)-
—— (4,4-dimethylcyclohex-1-enyl)phenylsulphide 99045-89-3 C14H18S
(4,4-dimethylcyclohex-1-enyl)phenylsulphide
—— 4,4-dimethyl-2-phenylsulfanylcyclohexanone 124992-53-6 C14H18OS
4,4-dimethyl-2-phenylsulfanylcyclohexanone
—— 1,4-Pentandithiol 54812-88-3 C5H12S2
1,4-Pentandithiol
—— ethyl 2-(4,6-diphenethoxypyrimidin-2-ylthio)acetate 1231733-88-2 C24H26N2O4S
ethyl 2-(4,6-diphenethoxypyrimidin-2-ylthio)acetate
—— 2-<3-hydroxy-3-(p-methylthiophenyl)propyl>-1,3-dioxane 138793-02-9 C14H20O3S
2-<3-hydroxy-3-(p-methylthiophenyl)propyl>-1,3-dioxane
—— 5-(1',3'-dioxan-2'-yl)-1-(phenylthio)pentan-3-one 108643-96-5 C15H20O3S
5-(1',3'-dioxan-2'-yl)-1-(phenylthio)pentan-3-one
—— (E)-5-(1',3'-dioxan-2'-yl)-1-(phenylthio)pent-1-en-3-one 108643-97-6 C15H18O3S
(E)-5-(1',3'-dioxan-2'-yl)-1-(phenylthio)pent-1-en-3-one
—— 5-chloro-N-[3-(4-methylpiperazin-1-yl)propyl]-2-(pyridin-2-ylthio)aniline 1100794-91-9 C19H25ClN4S
5-chloro-N-[3-(4-methylpiperazin-1-yl)propyl]-2-(pyridin-2-ylthio)aniline
—— (Z)-5-(1',3'-dioxan-2'-yl)-1-(phenylthio)pent-1-en-3-one 108662-08-4 C15H18O3S
(Z)-5-(1',3'-dioxan-2'-yl)-1-(phenylthio)pent-1-en-3-one
—— 4-((5E,7Z)-undeca-5,7-dienylthio)butan-1-ol 1116649-43-4 C15H28OS
4-((5E,7Z)-undeca-5,7-dienylthio)butan-1-ol
—— 2-(R,S)-methyl-3-methylsulfonyl propionic acid 143224-95-7 C5H10O4S
2-(R,S)-methyl-3-methylsulfonyl propionic acid
—— tris(8-carboxy-2,2,6,6-tetramethylbenzo[1,2-d;4,5-d']bis[1,3]dithiol-4-yl)methanol 910912-09-3 C40H40O7S12
tris(8-carboxy-2,2,6,6-tetramethylbenzo[1,2-d;4,5-d']bis[1,3]dithiol-4-yl)methanol
—— 5H-[1,3]dithiolo[4,5-b][1,4]dithiepine-2,6(7H)-dione 129993-54-0 C6H4O2S4
5H-[1,3]dithiolo[4,5-b][1,4]dithiepine-2,6(7H)-dione
—— 2-((4-methylphenyl)thio)benzene-1,4-diol 18231-97-5 C13H12O2S
2-((4-methylphenyl)thio)benzene-1,4-diol
—— tetramethylene-1,4-bis-(2-mercaptoethylphosphine) 84274-61-3 C8H20P2S2
tetramethylene-1,4-bis-(2-mercaptoethylphosphine)
—— 2-decylsulfanyl-5-[(5-decylsulfanyl-1H-pyrrol-2-yl)-(2,3,4,5,6-pentafluorophenyl)methyl]-1H-pyrrole 943225-77-2 C35H49F5N2S2
2-decylsulfanyl-5-[(5-decylsulfanyl-1H-pyrrol-2-yl)-(2,3,4,5,6-pentafluorophenyl)methyl]-1H-pyrrole
—— (2E)-3-(3-Amino-4-cyan-5-methylthio-2-thienyl)acrylsaeure-methylester 123624-79-3 C10H10N2O2S2
(2E)-3-(3-Amino-4-cyan-5-methylthio-2-thienyl)acrylsaeure-methylester
—— 1,3-Dibromo-2-(methylthio)propane 86823-46-3 C4H8Br2S
1,3-Dibromo-2-(methylthio)propane
—— 2-deoxy-3,4;5,6-di-O-isopropylidene-2-C-nitromethyl-1-S-phenyl-1-thio-D-glucitol 116386-28-8 C19H27NO6S
2-deoxy-3,4;5,6-di-O-isopropylidene-2-C-nitromethyl-1-S-phenyl-1-thio-D-glucitol
—— 3,5-bis-benzylsulfanyl-isothiazole-4-carbonitrile 4886-07-1 C18H14N2S3
3,5-bis-benzylsulfanyl-isothiazole-4-carbonitrile
—— (4-cyano-isothiazole-3,5-diylbissulfanyl)-bis-acetic acid 4886-09-3 C8H6N2O4S3
(4-cyano-isothiazole-3,5-diylbissulfanyl)-bis-acetic acid
—— S-propan-2-yl 2-diazo-4-methylsulfanylbutanethioate 1380511-66-9 C8H14N2OS2
S-propan-2-yl 2-diazo-4-methylsulfanylbutanethioate
—— (E)-Methyl 2-<1'-<2''-(1'''-Formylmethyl)-1'',3''-dithian-2''-yl>-4'-oxopent-2'-enyloxymethyl>propenoate 145746-18-5 C16H22O5S2
(E)-Methyl 2-<1'-<2''-(1'''-Formylmethyl)-1'',3''-dithian-2''-yl>-4'-oxopent-2'-enyloxymethyl>propenoate
—— (Z)-Methyl 2-<1'-<2''-(2''',2'''-Dimethoxyethyl)-1'',3''-dithian-2''-yl>-2'-(2''''-oxotetrahydrofuran-3''''-ylidene)ethoxymethyl>propenoate 145746-24-3 C19H28O7S2
(Z)-Methyl 2-<1'-<2''-(2''',2'''-Dimethoxyethyl)-1'',3''-dithian-2''-yl>-2'-(2''''-oxotetrahydrofuran-3''''-ylidene)ethoxymethyl>propenoate
—— Methyl 2-<<2''-(2''',2'''-Dimethoxyethyl)-1'',3''-dithian-2''-yl>formylmethoxymethyl>propenoate 145746-23-2 C15H24O6S2
Methyl 2-<<2''-(2''',2'''-Dimethoxyethyl)-1'',3''-dithian-2''-yl>formylmethoxymethyl>propenoate
—— Methyl 2-<1'-<2''-(2''',2'''-Dimethoxyethyl)-1'',3''-dithian-2''-yl>-2'-hydroxyethoxymethyl>propenoate 145746-22-1 C15H26O6S2
Methyl 2-<1'-<2''-(2''',2'''-Dimethoxyethyl)-1'',3''-dithian-2''-yl>-2'-hydroxyethoxymethyl>propenoate
—— (E)-Methyl 2-<1'-<2''-(2''',2'''-Dimethoxyethyl)-1'',3''-dithian-2''-yl>-2'-(2''''-oxotetrahydrofuran-3''''-ylidene)ethoxymethyl>propenoate 145746-25-4 C19H28O7S2
(E)-Methyl 2-<1'-<2''-(2''',2'''-Dimethoxyethyl)-1'',3''-dithian-2''-yl>-2'-(2''''-oxotetrahydrofuran-3''''-ylidene)ethoxymethyl>propenoate
—— (R)-2-cyclohexylsulfinyl-N,N-dimethylethanethioamide 226709-30-4 C10H19NOS2
(R)-2-cyclohexylsulfinyl-N,N-dimethylethanethioamide
—— 6-trifluoromethyl-1,3-dithiolo-{4,5-b}thiazolo-{4,5-e}pyrazin-2-ylidene-propanedinitrile 66492-43-1 C10F3N5S3
6-trifluoromethyl-1,3-dithiolo-{4,5-b}thiazolo-{4,5-e}pyrazin-2-ylidene-propanedinitrile
—— 1-[(Methoxymethyl)sulfanyl]-2-methylbenzene 64846-49-7 C9H12OS
1-[(Methoxymethyl)sulfanyl]-2-methylbenzene
—— 2-(4-phenylsulfanylbut-2-ynyloxymethyl)acylic acid methyl ester 591769-41-4 C15H16O3S
2-(4-phenylsulfanylbut-2-ynyloxymethyl)acylic acid methyl ester
—— 2,6-Bis(dicyanomethylidene)-[1,3]dithiolo[4,5-f][1,3]benzodithiole-4,8-dicarbonitrile 1118625-82-3 C16N6S4
2,6-Bis(dicyanomethylidene)-[1,3]dithiolo[4,5-f][1,3]benzodithiole-4,8-dicarbonitrile
—— N,N-diethylthiocarbamic acid S-o-tolyl ester 82125-34-6 C12H17NOS
N,N-diethylthiocarbamic acid S-o-tolyl ester
—— S-pentyl 2-diazo-4-methylsulfanylbutanethioate 1380511-64-7 C10H18N2OS2
S-pentyl 2-diazo-4-methylsulfanylbutanethioate
—— S-cyclohexyl 2-diazo-4-methylsulfanylbutanethioate 1380511-67-0 C11H18N2OS2
S-cyclohexyl 2-diazo-4-methylsulfanylbutanethioate
—— 2-((methylsulfonyl)methyl)propenoic acid methyl ester 143224-94-6 C6H10O4S
2-((methylsulfonyl)methyl)propenoic acid methyl ester
—— (E)-methyl 2-(3-methyl-4-oxo-1-<2-(2-oxoethyl)-1,3-dithian-2-yl>pent-2-enyloxymethyl)prop-2-enoate 121362-97-8 C17H24O5S2
(E)-methyl 2-(3-methyl-4-oxo-1-<2-(2-oxoethyl)-1,3-dithian-2-yl>pent-2-enyloxymethyl)prop-2-enoate
—— (E)-1-<2-(2,2-dimethoxyethyl)-1,3-dithian-2-yl>3-(2-methyl-1,3-dioxolan-2-yl)but-2-en-1-ol 121362-95-6 C16H28O5S2
(E)-1-<2-(2,2-dimethoxyethyl)-1,3-dithian-2-yl>3-(2-methyl-1,3-dioxolan-2-yl)but-2-en-1-ol
—— (E)-methyl 2-(1-<2-(2,2-dimethoxyethyl)-1,3-dithian-2-yl>3-(2-methyl-1,3-dioxolan-2-yl)but-2-enyloxymethyl)prop-2-enoate 121362-96-7 C21H34O7S2
(E)-methyl 2-(1-<2-(2,2-dimethoxyethyl)-1,3-dithian-2-yl>3-(2-methyl-1,3-dioxolan-2-yl)but-2-enyloxymethyl)prop-2-enoate
—— thiomyristamide 159458-37-4 C14H29NS
thiomyristamide
—— (4-Amino-2-(butylthio)pyrimidin-5-yl)methanol 62671-92-5 C9H15N3OS
(4-Amino-2-(butylthio)pyrimidin-5-yl)methanol
—— 5,6-diamino-2-ethylthiopyrimidin-4(3H)-one 290370-88-6 C6H10N4OS
5,6-diamino-2-ethylthiopyrimidin-4(3H)-one
—— 4-(mesyloxymethyl)-6-methyl-5-phenylthio-1,2,3,4-tetrahydropyrimidin-2-one 1353137-38-8 C13H16N2O4S2
4-(mesyloxymethyl)-6-methyl-5-phenylthio-1,2,3,4-tetrahydropyrimidin-2-one
—— 5-Amino-3-methylsulfanyl-[1,2,4]triazole-1-carboxylic acid butylamide 116986-32-4 C8H15N5OS
5-Amino-3-methylsulfanyl-[1,2,4]triazole-1-carboxylic acid butylamide
—— N-(2-benzylthiobenzyl)succinimide 226088-31-9 C18H17NO2S
N-(2-benzylthiobenzyl)succinimide