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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
—— 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
—— 4-(mesyloxymethyl)-6-phenyl-5-phenylthio-1,2,3,4-tetrahydropyrimidin-2-one 1353137-39-9 C18H18N2O4S2
4-(mesyloxymethyl)-6-phenyl-5-phenylthio-1,2,3,4-tetrahydropyrimidin-2-one
—— 1,2,7,8-tetra(methylthio)octane 105836-03-1 C12H26S4
1,2,7,8-tetra(methylthio)octane
—— 7-methyl-6-phenylthio-4-succinimido-2,3,4,5-tetrahydro-1H-1,3-diazepin-2-one 1353137-53-7 C16H17N3O3S
7-methyl-6-phenylthio-4-succinimido-2,3,4,5-tetrahydro-1H-1,3-diazepin-2-one
—— 1-[(phenylthio)[13C]methyl]-2,5-pyrrolidinedione 1071435-36-3 C11H11NO2S
1-[(phenylthio)[13C]methyl]-2,5-pyrrolidinedione
—— 7-phenyl-6-phenylthio-4-succinimido-2,3,4,5-tetrahydro-1H-1,3-diazepin-2-one 1353137-54-8 C21H19N3O3S
7-phenyl-6-phenylthio-4-succinimido-2,3,4,5-tetrahydro-1H-1,3-diazepin-2-one
—— (13C)chloromethyl phenyl sulfide 92136-61-3 C7H7ClS
(13C)chloromethyl phenyl sulfide
—— 1-Phenylsulfanylpent-4-en-2-ol 72728-97-3 C11H14OS
1-Phenylsulfanylpent-4-en-2-ol
—— (1,3-Dithian-2-yl)(2-methyl-1,3-dithian-2-yl)methane 19451-21-9 C10H18S4
(1,3-Dithian-2-yl)(2-methyl-1,3-dithian-2-yl)methane
—— dithiocarbonic acid O-ethyl S-(2-(trifluoromethyl)pyridin-4-yl) diester 147149-99-3 C9H8F3NOS2
dithiocarbonic acid O-ethyl S-(2-(trifluoromethyl)pyridin-4-yl) diester
—— 5-Amino-3-methylsulfanyl-[1,2,4]triazole-1-carboxylic acid amide 116986-31-3 C4H7N5OS
5-Amino-3-methylsulfanyl-[1,2,4]triazole-1-carboxylic acid amide
—— 1H-Imidazol-2-amine, 4,5-dihydro-N-[3-[(4-methoxyphenyl)thio]phenyl]- 677343-23-6 C16H17N3OS
1H-Imidazol-2-amine, 4,5-dihydro-N-[3-[(4-methoxyphenyl)thio]phenyl]-
—— 5-Amino-3-methylsulfanyl-[1,2,4]triazole-1-carboxylic acid ethylamide 117007-16-6 C6H11N5OS
5-Amino-3-methylsulfanyl-[1,2,4]triazole-1-carboxylic acid ethylamide
—— (2E)-3-(3-Amino-4-cyan-5-methylthio-2-thienyl)acrylonitril 123624-80-6 C9H7N3S2
(2E)-3-(3-Amino-4-cyan-5-methylthio-2-thienyl)acrylonitril
—— N-(3-methylthio-1H-1,2,4-triazole-5-yl)-N-methylthiourea 116986-61-9 C5H9N5S2
N-(3-methylthio-1H-1,2,4-triazole-5-yl)-N-methylthiourea
—— 7-amino-2,3-dihydro-5-oxo-5H-thiazolo<3,2-a>pyrimidine-3-acetonitrile 126856-96-0 C8H8N4OS
7-amino-2,3-dihydro-5-oxo-5H-thiazolo<3,2-a>pyrimidine-3-acetonitrile
—— 5-Amino-3-methylsulfanyl-[1,2,4]triazole-1-carboxylic acid cyclohexylamide 116986-34-6 C10H17N5OS
5-Amino-3-methylsulfanyl-[1,2,4]triazole-1-carboxylic acid cyclohexylamide
—— N-tert-butyl-2-(thiophen-2-ylthio)benzamide 1002760-00-0 C15H17NOS2
N-tert-butyl-2-(thiophen-2-ylthio)benzamide
—— 5-Butyl-4-phenylsulfanyl-5H-furan-2-one 117621-21-3 C14H16O2S
5-Butyl-4-phenylsulfanyl-5H-furan-2-one
—— (2,5-Dimethoxy-3-thienylthio)-acetic Acid 58386-21-3 C8H10O4S2
(2,5-Dimethoxy-3-thienylthio)-acetic Acid
—— 3-Acetyl-4-tert-butylsulfanyl-6-methylpyran-2-one 144425-55-8 C12H16O3S
3-Acetyl-4-tert-butylsulfanyl-6-methylpyran-2-one
—— 6-hydroxy-1,4-dithiaspiro<4.5>decane 59780-98-2 C8H14OS2
6-hydroxy-1,4-dithiaspiro<4.5>decane
—— 2,3,5,6,7,8-hexahydro-1λ<sup>6</sup>,4λ<sup>6</sup>-benzodithiine-1,1,4,4-tetrone 55789-62-3 C8H12O4S2
2,3,5,6,7,8-hexahydro-1λ<sup>6</sup>,4λ<sup>6</sup>-benzodithiine-1,1,4,4-tetrone
—— Δ<sup>1(6)</sup>-2,5-dithiabicyclo<4.4.0>decene 23285-17-8 C8H12S2
Δ<sup>1(6)</sup>-2,5-dithiabicyclo<4.4.0>decene
—— (E)-3-chloro-2-perfluoronutanesulfinyl-1-ethoxyprop-1-ene 1184977-59-0 C9H8ClF9O2S
(E)-3-chloro-2-perfluoronutanesulfinyl-1-ethoxyprop-1-ene