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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-(4-aminophenyl)sulfanyl-N-[(1R)-indan-1-yl]-3-[(7-isopropylpyrido[2,3-d]pyrimidin-4-yl)amino]benzamide 943780-63-0 C32H30N6OS
4-(4-aminophenyl)sulfanyl-N-[(1R)-indan-1-yl]-3-[(7-isopropylpyrido[2,3-d]pyrimidin-4-yl)amino]benzamide
—— N-[3-Amino-4-[(4-hydroxyphenyl)thio]phenyl]-4-(trifluoromethyl)cyclohexanecarboxamide 1260026-23-0 C20H21F3N2O2S
N-[3-Amino-4-[(4-hydroxyphenyl)thio]phenyl]-4-(trifluoromethyl)cyclohexanecarboxamide
—— 4-(4-aminophenyl)sulfanyl-3-[(7-isopropylpyrido[2,3-d]pyrimidin-4-yl)amino]-N-[1-(2-thienyl)ethyl]benzamide 943779-25-7 C29H28N6OS2
4-(4-aminophenyl)sulfanyl-3-[(7-isopropylpyrido[2,3-d]pyrimidin-4-yl)amino]-N-[1-(2-thienyl)ethyl]benzamide
—— 4-(4-aminophenyl)sulfanyl-N-[(1S)-indan-1-yl]-3-[(7-isopropylpyrido[2,3-d]pyrimidin-4-yl)amino]benzamide 943779-40-6 C32H30N6OS
4-(4-aminophenyl)sulfanyl-N-[(1S)-indan-1-yl]-3-[(7-isopropylpyrido[2,3-d]pyrimidin-4-yl)amino]benzamide
—— N-(2-(4-(5-(2-amino-1H-imidazol-4-yl)pentyl)-1H-1,2,3-triazol-1-yl)ethyl)-2-(phenylthio)acetamide hydrochloride 1192357-54-2 C20H27N7OS*ClH
N-(2-(4-(5-(2-amino-1H-imidazol-4-yl)pentyl)-1H-1,2,3-triazol-1-yl)ethyl)-2-(phenylthio)acetamide hydrochloride
—— 2-(2-Methylsulfanyl-imidazol-1-yl)-ethylamine 1202690-39-8 C6H11N3S
2-(2-Methylsulfanyl-imidazol-1-yl)-ethylamine
—— (R)-N1-isopropyl-N1-methyl-4-(phenylthio)butane-1,3-diamine 1235865-16-3 C14H24N2S
(R)-N1-isopropyl-N1-methyl-4-(phenylthio)butane-1,3-diamine
—— 2-(3-fluoro-4-methylsulfanylphenyl)ethanol 919360-44-4 C9H11FOS
2-(3-fluoro-4-methylsulfanylphenyl)ethanol
—— 7-(5-Dicyclopropylmethyl-thiazol-2-ylsulfanyl)-1-phenyl-[1,2,4]triazolo[4,3-a]quinoline 944924-32-7 C26H22N4S2
7-(5-Dicyclopropylmethyl-thiazol-2-ylsulfanyl)-1-phenyl-[1,2,4]triazolo[4,3-a]quinoline
—— 4-[6-(Imidazo[1,2-a]quinolin-7-ylsulfanyl)-pyridin-2-yl]-tetrahydro-pyran-4-carbonitrile 944921-47-5 C22H18N4OS
4-[6-(Imidazo[1,2-a]quinolin-7-ylsulfanyl)-pyridin-2-yl]-tetrahydro-pyran-4-carbonitrile
—— 4-[3-([1,2,4]Triazolo[1,5-a]quinolin-7-ylsulfanyl)-phenyl]-tetrahydro-pyran-4-carbonitrile 944924-07-6 C22H18N4OS
4-[3-([1,2,4]Triazolo[1,5-a]quinolin-7-ylsulfanyl)-phenyl]-tetrahydro-pyran-4-carbonitrile
—— (Z)-4-cyclopentyl-2-(5-methylsulfanyl-thiophen-2-yl)-but-2-enoic acid ethyl ester 731017-55-3 C16H22O2S2
(Z)-4-cyclopentyl-2-(5-methylsulfanyl-thiophen-2-yl)-but-2-enoic acid ethyl ester
—— 4-[3-(4-Oxo-1-phenyl-4,5-dihydro-[1,2,4]triazolo[4,3-a]quinoxalin-7-ylsulfanyl)-phenyl]-tetrahydro-pyran-4-carbonitrile 944924-04-3 C27H21N5O2S
4-[3-(4-Oxo-1-phenyl-4,5-dihydro-[1,2,4]triazolo[4,3-a]quinoxalin-7-ylsulfanyl)-phenyl]-tetrahydro-pyran-4-carbonitrile
—— 4-[6-(1-Pyridin-2-yl-[1,2,4]triazolo[4,3-a]quinolin-7-ylsulfanyl)-pyridin-2-yl]-tetrahydro-pyran-4-carbonitrile 944923-28-8 C26H20N6OS
4-[6-(1-Pyridin-2-yl-[1,2,4]triazolo[4,3-a]quinolin-7-ylsulfanyl)-pyridin-2-yl]-tetrahydro-pyran-4-carbonitrile
—— 4-[3-(5-Methyl-4-oxo-1-phenyl-4,5-dihydro-[1,2,4]triazolo[4,3-a]quinoxalin-7-ylsulfanyl)-phenyl]-tetrahydro-pyran-4-carbonitrile 944924-05-4 C28H23N5O2S
4-[3-(5-Methyl-4-oxo-1-phenyl-4,5-dihydro-[1,2,4]triazolo[4,3-a]quinoxalin-7-ylsulfanyl)-phenyl]-tetrahydro-pyran-4-carbonitrile
—— 2-chloro-4-(ethylsulfonyl)-1-[(5-fluoro-2-methoxyphenyl)thio]benzene 942268-29-3 C15H14ClFO3S2
2-chloro-4-(ethylsulfonyl)-1-[(5-fluoro-2-methoxyphenyl)thio]benzene
—— [2-chloro-4-(methylthio)phenyl]boronic acid 882689-60-3 C7H8BClO2S
[2-chloro-4-(methylthio)phenyl]boronic acid
—— 2-{[2-chloro-4-(ethylsulfonyl)phenyl]thio}-4-fluorophenol 942268-30-6 C14H12ClFO3S2
2-{[2-chloro-4-(ethylsulfonyl)phenyl]thio}-4-fluorophenol
—— 8-(6-(1H-pyrazol-4-yl)benzo[d][1,3]dioxol-5-ylthio)-9-(3-(isopropylamino)propyl)-9H-purin-6-amine 1289543-86-7 C21H24N8O2S
8-(6-(1H-pyrazol-4-yl)benzo[d][1,3]dioxol-5-ylthio)-9-(3-(isopropylamino)propyl)-9H-purin-6-amine
—— 8-(6-(1H-pyrrol-2-yl)benzo[d][1,3]dioxol-5-ylthio)-9-(3-(isopropylamino)propyl)-9H-purin-6-amine 1289543-85-6 C22H25N7O2S
8-(6-(1H-pyrrol-2-yl)benzo[d][1,3]dioxol-5-ylthio)-9-(3-(isopropylamino)propyl)-9H-purin-6-amine
—— 3-(pentylsulfonyl)azetidine hydrochloride 1309207-52-0 C8H17NO2S*ClH
3-(pentylsulfonyl)azetidine hydrochloride
—— 3-(thiophen-2-ylthio)azetidine hydrochloride 1309209-12-8 C7H9NS2*ClH
3-(thiophen-2-ylthio)azetidine hydrochloride
—— Methyl [(6-aminopyridazin-3-yl)sulfanyl]acetate 920276-08-0 C7H9N3O2S
Methyl [(6-aminopyridazin-3-yl)sulfanyl]acetate
—— 2-(3-chloro-4-methylsulfanyl-phenyl)-3-oxetan-3-yl-propionic acid methyl ester 1003013-78-2 C14H17ClO3S
2-(3-chloro-4-methylsulfanyl-phenyl)-3-oxetan-3-yl-propionic acid methyl ester
—— 2-[(4-Chlorophenyl)thio]-1-(6-methoxy-3-pyridinyl)ethanone 1199806-35-3 C14H12ClNO2S
2-[(4-Chlorophenyl)thio]-1-(6-methoxy-3-pyridinyl)ethanone
—— 5-[(2,2,2-trifluoroethyl)thio]-1H-1,2,3-triazole-4-carboxylic acid 862111-86-2 C5H4F3N3O2S
5-[(2,2,2-trifluoroethyl)thio]-1H-1,2,3-triazole-4-carboxylic acid
—— ethyl 5-[(2,2,2-trifluoroethyl)thio]-1H-1,2,3-triazole-4-carboxylate 862111-85-1 C7H8F3N3O2S
ethyl 5-[(2,2,2-trifluoroethyl)thio]-1H-1,2,3-triazole-4-carboxylate
—— 4-(phenethylthio)-1H-pyrrole-2-carboxylic acid 945720-67-2 C13H13NO2S
4-(phenethylthio)-1H-pyrrole-2-carboxylic acid
—— (Ethenesulfinyl)cyclohexane 61926-35-0 C8H14OS
(Ethenesulfinyl)cyclohexane
—— 4-[4-methyl-2-(2-methyl-1,4,7,9,9b-pentaaza-cyclopenta[a]naphthalen-6-ylamino)-phenylsulfanyl]-phenol 1076222-47-3 C22H18N6OS
4-[4-methyl-2-(2-methyl-1,4,7,9,9b-pentaaza-cyclopenta[a]naphthalen-6-ylamino)-phenylsulfanyl]-phenol
—— 4-[4-(3-bromo-benzyloxy)-2-(1,4,7,9,9b-pentaaza-cyclopenta[a]naphthalen-6-ylamino)-phenylsulfanyl]-phenol 1076222-46-2 C27H19BrN6O2S
4-[4-(3-bromo-benzyloxy)-2-(1,4,7,9,9b-pentaaza-cyclopenta[a]naphthalen-6-ylamino)-phenylsulfanyl]-phenol
—— 2-cyclopentyl-2-(3,3,3-trifluoropropylsulfonyl)acetonitrile 1097630-40-4 C10H14F3NO2S
2-cyclopentyl-2-(3,3,3-trifluoropropylsulfonyl)acetonitrile
—— 4-[2-(2-methyl-1,4,7,9,9b-pentaaza-cyclopenta[a]naphthalen-6-ylamino)-4-(3-trifluoromethylbenzyloxy)-phenylsulfanyl]phenol 1076222-49-5 C29H21F3N6O2S
4-[2-(2-methyl-1,4,7,9,9b-pentaaza-cyclopenta[a]naphthalen-6-ylamino)-4-(3-trifluoromethylbenzyloxy)-phenylsulfanyl]phenol
—— 2-[2,6-Dichloro-4-(2,4-dichloro-benzenesulfonylamino)-phenylsulfanyl]-benzothiazole-5-carboxylic acid amide 315225-43-5 C20H11Cl4N3O3S3
2-[2,6-Dichloro-4-(2,4-dichloro-benzenesulfonylamino)-phenylsulfanyl]-benzothiazole-5-carboxylic acid amide
—— 2-(2-Chloro-4-nitro-phenylsulfanyl)-benzothiazole-5-carboxylic acid methyl ester 315228-84-3 C15H9ClN2O4S2
2-(2-Chloro-4-nitro-phenylsulfanyl)-benzothiazole-5-carboxylic acid methyl ester
—— 1-(6-amino-4-methylsulfanyl-pyridin-2-yl)-3-methyl-urea 1158784-63-4 C8H12N4OS
1-(6-amino-4-methylsulfanyl-pyridin-2-yl)-3-methyl-urea
—— 2-(4-amino-2-chloro-phenylsulfanyl)-benzothiazole-5-carboxylic acid methyl ester 315228-98-9 C15H11ClN2O2S2
2-(4-amino-2-chloro-phenylsulfanyl)-benzothiazole-5-carboxylic acid methyl ester
—— (2R)-2-amino-3-[(2-fluorophenyl)sulfanyl]propan-1-ol 866760-14-7 C9H12FNOS
(2R)-2-amino-3-[(2-fluorophenyl)sulfanyl]propan-1-ol
—— 6-methyl-4-methylsulfanyl-pyridin-2-ylamine 1158787-56-4 C7H10N2S
6-methyl-4-methylsulfanyl-pyridin-2-ylamine
—— N-({6-[(2-(tert-butyl-dimethyl-silanyloxy)-ethyl)amino]-4-(methylthio)pyridin-2-yl}carbamoyl)-5-(2-methoxyethyl)-4-methylthiophene-2-sulfonamide 1158786-11-8 C23H38N4O5S3Si
N-({6-[(2-(tert-butyl-dimethyl-silanyloxy)-ethyl)amino]-4-(methylthio)pyridin-2-yl}carbamoyl)-5-(2-methoxyethyl)-4-methylthiophene-2-sulfonamide
—— 6-(5-methyl-[1,2,4]oxadiazol-3-yl)-4-methylsulfanyl-pyridin-2-ylamine 1158788-72-7 C9H10N4OS
6-(5-methyl-[1,2,4]oxadiazol-3-yl)-4-methylsulfanyl-pyridin-2-ylamine
—— 6-bromomethyl-4-methylsulfanyl-pyridin-2-ylamine 1158787-62-2 C7H9BrN2S
6-bromomethyl-4-methylsulfanyl-pyridin-2-ylamine
—— 2-cyclopropyl-1-{5-[(cyclopropylmethyl)thio]-4-methyl-4H-1,2,4-triazol-3-yl}ethanol 917383-08-5 C12H19N3OS
2-cyclopropyl-1-{5-[(cyclopropylmethyl)thio]-4-methyl-4H-1,2,4-triazol-3-yl}ethanol
—— tert-butyl 7-chloro-2,3-dihydro-1H-pyrido[2,3-b][1,4]thiazine-1-carboxylate 1259514-38-9 C12H15ClN2O2S
tert-butyl 7-chloro-2,3-dihydro-1H-pyrido[2,3-b][1,4]thiazine-1-carboxylate
—— 5-methylthio-3-pyridinol 910649-52-4 C6H7NOS
5-methylthio-3-pyridinol
—— ethyl 3-(4-chlorophenylthio)benzofuran-2-carboxylate 20798-22-5 C17H13ClO3S
ethyl 3-(4-chlorophenylthio)benzofuran-2-carboxylate
—— 4-(isobutylthio)pyridine-1-oxide 129598-76-1 C9H13NOS
4-(isobutylthio)pyridine-1-oxide
—— 4-(2-Ethoxy-vinyl)-2-methylsulfanyl-pyrimidine 329794-47-0 C9H12N2OS
4-(2-Ethoxy-vinyl)-2-methylsulfanyl-pyrimidine
—— 1-(Phenylsulfanyl)-4-propoxy-9H-thioxanthen-9-one 201862-95-5 C22H18O2S2
1-(Phenylsulfanyl)-4-propoxy-9H-thioxanthen-9-one
—— methyl 2-methylthio-3-(phenylthio)acrylate 1107010-79-6 C11H12O2S2
methyl 2-methylthio-3-(phenylthio)acrylate