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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
—— 4,5-bis(4-(prop-2-ynyloxy)phenylthio)phthalonitrile 1323159-12-1 C26H16N2O2S2
4,5-bis(4-(prop-2-ynyloxy)phenylthio)phthalonitrile
—— 4,5-bis(4-(pent-4-ynyloxy)phenylthio)phthalonitrile 1323159-14-3 C30H24N2O2S2
4,5-bis(4-(pent-4-ynyloxy)phenylthio)phthalonitrile
—— 4,5-bis(4-(but-3-ynyloxy)phenylthio)phthalonitrile 1323159-13-2 C28H20N2O2S2
4,5-bis(4-(but-3-ynyloxy)phenylthio)phthalonitrile
—— N,N-dimethyl-2-(phenylthio)benzamide 31913-95-8 C15H15NOS
N,N-dimethyl-2-(phenylthio)benzamide
—— 7-(phenylthio)-1,4-dioxaspiro<4.4>non-6-ene 96227-47-3 C13H14O2S
7-(phenylthio)-1,4-dioxaspiro<4.4>non-6-ene
—— 2-chloromethyl-3-methyl-4-(1-methyl-piperidin-3-ylmethylsulfanyl)-pyridine-hydrochloride 251345-05-8 C14H21ClN2S*ClH
2-chloromethyl-3-methyl-4-(1-methyl-piperidin-3-ylmethylsulfanyl)-pyridine-hydrochloride
—— 7-(phenylthio)-1,4-dioxaspiro<4.5>decane 96227-52-0 C14H18O2S
7-(phenylthio)-1,4-dioxaspiro<4.5>decane
—— 7-(phenylthio)1,4-dioxaspiro[4.4]nonane 96227-51-9 C13H16O2S
7-(phenylthio)1,4-dioxaspiro[4.4]nonane
—— 2-ethyl-2-(14,16-dioxaheptadec-5-ynyl)-1,3-dithiane 928030-70-0 C21H38O2S2
2-ethyl-2-(14,16-dioxaheptadec-5-ynyl)-1,3-dithiane
—— 7-(3-Phenylsulfanyl-propyl)-1,4-dioxa-spiro[4.4]nonane 200860-53-3 C16H22O2S
7-(3-Phenylsulfanyl-propyl)-1,4-dioxa-spiro[4.4]nonane
—— 4-{5-fluoro-3-[4-(1-hydroxyethyl)phenylthio]-phenyl}-4-methoxytetrahydropyran 153714-86-4 C20H23FO3S
4-{5-fluoro-3-[4-(1-hydroxyethyl)phenylthio]-phenyl}-4-methoxytetrahydropyran
—— 2-chloromethyl-3-methyl-4-{2-[2-(2,2,2-trifluoro-ethoxy)-ethoxy]-ethylsulfanyl}-pyridine 198200-28-1 C13H17ClF3NO2S
2-chloromethyl-3-methyl-4-{2-[2-(2,2,2-trifluoro-ethoxy)-ethoxy]-ethylsulfanyl}-pyridine
—— 4-{2-[2-(2-chloro-ethoxy)-ethoxy]-ethylsulfanyl}-2-chloromethyl-3-methyl-pyridine-hydrochloride 251560-54-0 C13H19Cl2NO2S*ClH
4-{2-[2-(2-chloro-ethoxy)-ethoxy]-ethylsulfanyl}-2-chloromethyl-3-methyl-pyridine-hydrochloride
—— (E)-1-(Phenylthio)-4-(2-oxocyclopentyl)-1-butene 155335-83-4 C15H18OS
(E)-1-(Phenylthio)-4-(2-oxocyclopentyl)-1-butene
—— 2-[2-cyclohepta-2,4,6-trienyl-1-(4'-(tert-butylthio)phenyl)ethylidene]malononitrile 1430198-65-4 C22H22N2S
2-[2-cyclohepta-2,4,6-trienyl-1-(4'-(tert-butylthio)phenyl)ethylidene]malononitrile
—— N-benzyl-2-(phenylthio)-(E)-2-heptenamide 1294896-76-6 C20H23NOS
N-benzyl-2-(phenylthio)-(E)-2-heptenamide
—— (Z)-N-benzyl-4,4-di(ethoxycarbonyl)-2-(phenylthio)-2-butenamide 1294896-67-5 C23H25NO5S
(Z)-N-benzyl-4,4-di(ethoxycarbonyl)-2-(phenylthio)-2-butenamide
—— N-benzyl-2-(1,3-dioxolan-2-yl)-2-(phenylthio)acetamide 1294897-60-1 C18H19NO3S
N-benzyl-2-(1,3-dioxolan-2-yl)-2-(phenylthio)acetamide
—— (Z)-1-(Phenylthio)-4-(2-oxocyclopentyl)-1-butene 155335-81-2 C15H18OS
(Z)-1-(Phenylthio)-4-(2-oxocyclopentyl)-1-butene
—— (-)-(2S,3R)-(4E)-2,3-epoxy-6-methyl-4-(phenylsulfonyl)-4-heptene 304881-48-9 C14H18OS
(-)-(2S,3R)-(4E)-2,3-epoxy-6-methyl-4-(phenylsulfonyl)-4-heptene
—— (E)-(3,3,3-trifluoro-1-(p-tolylthio)prop-1-enyl)-diisopropylsilane 1147999-67-4 C16H23F3SSi
(E)-(3,3,3-trifluoro-1-(p-tolylthio)prop-1-enyl)-diisopropylsilane
—— (E)-(3,3,3-trifluoro-1-(p-tolylthio)prop-1-enyl)trimethylsilane 940881-11-8 C13H17F3SSi
(E)-(3,3,3-trifluoro-1-(p-tolylthio)prop-1-enyl)trimethylsilane
—— bis-3-(cyclohex-1-enyl)-2-propynyl sulfide 269717-78-4 C18H22S
bis-3-(cyclohex-1-enyl)-2-propynyl sulfide
—— bis(γ-cyclohexenylpropargyl)sulfone 269717-80-8 C18H22O2S
bis(γ-cyclohexenylpropargyl)sulfone
—— 1,1-(ethylenedioxy)-1-phenyl-2-(2-methyl-1,3-dithian-2-yl)ethane 144712-27-6 C15H20O2S2
1,1-(ethylenedioxy)-1-phenyl-2-(2-methyl-1,3-dithian-2-yl)ethane
—— 3-Benzylsulfanyl-5-cyanomethylsulfanyl-isothiazole-4-carbonitrile 24134-99-4 C13H9N3S3
3-Benzylsulfanyl-5-cyanomethylsulfanyl-isothiazole-4-carbonitrile
—— bis-3-(cyclohex-1-enyl)-2-propynyl sulfoxide 269717-79-5 C18H22OS
bis-3-(cyclohex-1-enyl)-2-propynyl sulfoxide
—— (3-pyrrolylthio)acetic acid 89597-76-2 C6H7NO2S
(3-pyrrolylthio)acetic acid
—— trans-4-(phenylthio)-trans-decahydro-1-naphthalenone 98678-09-2 C16H20OS
trans-4-(phenylthio)-trans-decahydro-1-naphthalenone
—— α-Chlorethyl-propylsulfon 1728-91-2 C5H11ClO2S
α-Chlorethyl-propylsulfon
—— Potassium; 4-methylsulfanyl-phenolate 37407-34-4 C7H7OS*K
Potassium; 4-methylsulfanyl-phenolate
—— [(η6-p-cymene)RuCl(η2-2,6-C5H3N(CH2OP(OC10H6)(μ-S)(C10H6O))2-κP,κP)]Cl 934736-97-7 C57H45ClNO6P2RuS2*Cl
[(η6-p-cymene)RuCl(η2-2,6-C5H3N(CH2OP(OC10H6)(μ-S)(C10H6O))2-κP,κP)]Cl
—— (2R,3S)-2-Methyl-3-phenylsulfanyl-heptanethioic acid S-benzyl ester 146405-80-3 C21H26OS2
(2R,3S)-2-Methyl-3-phenylsulfanyl-heptanethioic acid S-benzyl ester
—— 5-Methanesulfonyl-bicyclo[2.2.1]hept-2-ene 854211-75-9 C8H12O2S
5-Methanesulfonyl-bicyclo[2.2.1]hept-2-ene
—— 1-(methylsulfonyl)nonan-3-one 1354643-02-9 C10H20O3S
1-(methylsulfonyl)nonan-3-one
—— (2R,3S)-2-Methyl-3-phenylsulfanyl-heptanoyl chloride 1026130-29-9 C14H19ClOS
(2R,3S)-2-Methyl-3-phenylsulfanyl-heptanoyl chloride
—— 2-ethyl-3-methyl-5-(3-methylbut-2-en-2-yl)-4-(phenylthio)furan 1613703-95-9 C18H22OS
2-ethyl-3-methyl-5-(3-methylbut-2-en-2-yl)-4-(phenylthio)furan
—— 1-(methylsulfonyl)-2-(phenylthio)ethane 90704-79-3 C9H12O2S2
1-(methylsulfonyl)-2-(phenylthio)ethane
—— 1-Chloro-4-methanesulfonyl-butane 53394-82-4 C5H11ClO2S
1-Chloro-4-methanesulfonyl-butane
—— 3-Hydroxybutylmethyl sulphone 120695-72-9 C5H12O3S
3-Hydroxybutylmethyl sulphone
—— t-Butyl 3-Amino-2,2-dimethyl-3-thioxopropanoate 75235-67-5 C9H17NO2S
t-Butyl 3-Amino-2,2-dimethyl-3-thioxopropanoate
—— 5-Bromo-1-phenylsulfanyl-hex-5-en-3-ol 87763-89-1 C12H15BrOS
5-Bromo-1-phenylsulfanyl-hex-5-en-3-ol
—— 5-Ethyl-4-(1-hydroxy-3-phenylsulfanyl-propyl)-2,2-dimethyl-[1,3]dioxolane-4-carboxylic acid ethyl ester 477842-62-9 C19H28O5S
5-Ethyl-4-(1-hydroxy-3-phenylsulfanyl-propyl)-2,2-dimethyl-[1,3]dioxolane-4-carboxylic acid ethyl ester
—— 4-(1-Hydroxy-3-phenylsulfanyl-propyl)-5-isopropyl-2,2-dimethyl-[1,3]dioxolane-4-carboxylic acid ethyl ester 477842-64-1 C20H30O5S
4-(1-Hydroxy-3-phenylsulfanyl-propyl)-5-isopropyl-2,2-dimethyl-[1,3]dioxolane-4-carboxylic acid ethyl ester
—— 4-(1-Hydroxy-3-phenylsulfanyl-propyl)-2,2,5,5-tetramethyl-[1,3]dioxolane-4-carboxylic acid ethyl ester 477842-61-8 C19H28O5S
4-(1-Hydroxy-3-phenylsulfanyl-propyl)-2,2,5,5-tetramethyl-[1,3]dioxolane-4-carboxylic acid ethyl ester
—— Acetic acid 3-oxo-1-(2-phenylsulfanyl-ethyl)-butyl ester 87763-98-2 C14H18O3S
Acetic acid 3-oxo-1-(2-phenylsulfanyl-ethyl)-butyl ester
—— (E)-(S)-4-Hydroxy-5-phenylsulfanyl-pent-2-enenitrile 109574-79-0 C11H11NOS
(E)-(S)-4-Hydroxy-5-phenylsulfanyl-pent-2-enenitrile
—— 4-(1-Hydroxy-3-phenylsulfanyl-propyl)-5-isopropyl-2,2-dimethyl-[1,3]dioxolane-4-carboxylic acid methyl ester 477842-63-0 C19H28O5S
4-(1-Hydroxy-3-phenylsulfanyl-propyl)-5-isopropyl-2,2-dimethyl-[1,3]dioxolane-4-carboxylic acid methyl ester
—— 1-{4-[2-(pyrimidin-2-ylsulfanyl)-phenylamino]-piperidin-1-yl}-ethanone 919118-78-8 C17H20N4OS
1-{4-[2-(pyrimidin-2-ylsulfanyl)-phenylamino]-piperidin-1-yl}-ethanone
—— 3-[1,3,4]thiadiazol-2-ylsulfanyl-propionic acid methyl ester 69893-96-5 C6H8N2O2S2
3-[1,3,4]thiadiazol-2-ylsulfanyl-propionic acid methyl ester