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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
—— (S)-2-amino-3-methyl-1-thioethylbutane 527680-87-1 C7H17NS
(S)-2-amino-3-methyl-1-thioethylbutane
—— 1,2,4-Dithiazine-3(4H)-thione, 5,6-dihydro-4-(cyclohexylbutyl)- 60171-73-5 C13H21NS3
1,2,4-Dithiazine-3(4H)-thione, 5,6-dihydro-4-(cyclohexylbutyl)-
—— 2-(ethylthio)-5,7-dihydrofuro[3,4-d]pyrimidin-4-ol 864439-11-2 C8H10N2O2S
2-(ethylthio)-5,7-dihydrofuro[3,4-d]pyrimidin-4-ol
—— 4-dimethylamino(thiobutyramide) hydrochloride 80948-02-3 C6H14N2S*ClH
4-dimethylamino(thiobutyramide) hydrochloride
—— 5-Amino-3-methylsulfanyl-[1,2,4]triazole-1-carbothioic acid phenylamide 82118-02-3 C10H11N5S2
5-Amino-3-methylsulfanyl-[1,2,4]triazole-1-carbothioic acid phenylamide
—— 6-methyl-7-methylthiobicyclo<3.3.0>octa-2,6-diene-2-carbonitrile 89952-01-2 C11H13NS
6-methyl-7-methylthiobicyclo<3.3.0>octa-2,6-diene-2-carbonitrile
—— (2-o-Tolylsulfanyl-phenyl)-acetonitrile 132121-22-3 C15H13NS
(2-o-Tolylsulfanyl-phenyl)-acetonitrile
—— 2-(2-methylphenylthio)benzyl alcohol 132121-21-2 C14H14OS
2-(2-methylphenylthio)benzyl alcohol
—— 2-(3,3-Dimethoxy-propyl)-2-(3-methoxymethoxy-propyl)-[1,3]dithiane 864758-28-1 C14H28O4S2
2-(3,3-Dimethoxy-propyl)-2-(3-methoxymethoxy-propyl)-[1,3]dithiane
—— 2-((4-bromophenylthio)methyl)tetrahydro-2H-pyran 1356207-07-2 C12H15BrOS
2-((4-bromophenylthio)methyl)tetrahydro-2H-pyran
—— (2R,3S,6R)-2-Methyl-3-methylsulfanyl-6-phenylsulfanyl-3,6-dihydro-2H-pyran 125848-22-8 C13H16OS2
(2R,3S,6R)-2-Methyl-3-methylsulfanyl-6-phenylsulfanyl-3,6-dihydro-2H-pyran
—— (2R,3S,4S)-3-Methanesulfinyl-2-methyl-3,4-dihydro-2H-pyran-4-ol 125848-24-0 C7H12O3S
(2R,3S,4S)-3-Methanesulfinyl-2-methyl-3,4-dihydro-2H-pyran-4-ol
—— 2-<<(p-bromophenyl)thio>methyl>pyridine 83782-10-9 C12H10BrNS
2-<<(p-bromophenyl)thio>methyl>pyridine
—— Aethinyl-methyl-sulfon 20526-31-2 C3H4O2S
Aethinyl-methyl-sulfon
—— 1-(4-isopropylthiophenyl)-2-n-octylamino-1-butanol hydrochloride 54789-96-7 C21H37NOS*ClH
1-(4-isopropylthiophenyl)-2-n-octylamino-1-butanol hydrochloride
—— alpha-(1-(Butylamino)propyl)-4-((1-methylethyl)thio)benzenemethanol hydrochloride 54789-95-6 C17H30ClNOS
alpha-(1-(Butylamino)propyl)-4-((1-methylethyl)thio)benzenemethanol hydrochloride
—— 2,2,2-trifluoro-N-[(E,1S)-3-phenylsulfanyl-1-[(4S,5S)-2,2,5-trimethyl-1,3-dioxolan-4-yl]prop-2-enyl]acetamide 1101169-85-0 C17H20F3NO3S
2,2,2-trifluoro-N-[(E,1S)-3-phenylsulfanyl-1-[(4S,5S)-2,2,5-trimethyl-1,3-dioxolan-4-yl]prop-2-enyl]acetamide
—— (Z)-Methyl <1-(Ethylthio)ethylidene>hydrazinocarboxylate 114393-58-7 C6H12N2O2S
(Z)-Methyl <1-(Ethylthio)ethylidene>hydrazinocarboxylate
—— 4-Ethylthio-1,2,3-thiadiazole 114393-57-6 C4H6N2S2
4-Ethylthio-1,2,3-thiadiazole
—— 2H-Pyrazino(2,3-b)-1,4-thiazin-3(4H)-one, 4-(3-(dimethylamino)propyl)-, monohydrochloride 55879-58-8 C11H17ClN4OS
2H-Pyrazino(2,3-b)-1,4-thiazin-3(4H)-one, 4-(3-(dimethylamino)propyl)-, monohydrochloride
—— N-(4-Benzylthiobenzyl)-acetamid 55301-92-3 C16H17NOS
N-(4-Benzylthiobenzyl)-acetamid
—— 2-methyl-1-phenylthio-1-trimethylsilylpropane 64732-73-6 C13H22SSi
2-methyl-1-phenylthio-1-trimethylsilylpropane
—— 1,1-Bisphenylthiobut-3-ene 54905-16-7 C16H16S2
1,1-Bisphenylthiobut-3-ene
—— 3-<(phenylthio)methylene>-1,5,5,-trimethyl-1-cyclohexane 104115-21-1 C16H20S
3-<(phenylthio)methylene>-1,5,5,-trimethyl-1-cyclohexane
—— β-mercaptoethanol persulfide 29070-79-9 C2H6OS2
β-mercaptoethanol persulfide
—— 2,4-dimethyl-1-(phenylthio)-1,3-pentadiene 104115-16-4 C13H16S
2,4-dimethyl-1-(phenylthio)-1,3-pentadiene
—— 3-<(phenylthio)(trimethylsilyl)methyl>cyclohexanone 79409-24-8 C16H24OSSi
3-<(phenylthio)(trimethylsilyl)methyl>cyclohexanone
—— 3-<(phenylthio)(trimethylsilyl)methyl>-3,5,5-trimethylcyclohexanone 104115-22-2 C19H30OSSi
3-<(phenylthio)(trimethylsilyl)methyl>-3,5,5-trimethylcyclohexanone
—— 3-(thiomethylphenyl)cyclohexan-1-one 163069-14-5 C13H16OS
3-(thiomethylphenyl)cyclohexan-1-one
—— 1-methyl-3-<(phenylthio)methylene>-1-cyclohexanone 104115-19-7 C14H16S
1-methyl-3-<(phenylthio)methylene>-1-cyclohexanone
—— 3-methyl-3-<(phenylthio)(trimethylsilyl)methyl>cyclohexanone 104115-20-0 C17H26OSSi
3-methyl-3-<(phenylthio)(trimethylsilyl)methyl>cyclohexanone
—— 5-Methylsulfanyl-3-pyridin-2-yl-[1,2,4]triazin-6-ylamine 112394-69-1 C9H9N5S
5-Methylsulfanyl-3-pyridin-2-yl-[1,2,4]triazin-6-ylamine
—— 1-(phenylthio)-1-(trimethylsilyl)but-3-ene 76200-36-7 C13H20SSi
1-(phenylthio)-1-(trimethylsilyl)but-3-ene
—— 1-phenylthio-1-trimethylsilylheptane 62418-58-0 C16H28SSi
1-phenylthio-1-trimethylsilylheptane
—— Isobutyric acid phenylsulfanylmethyl ester 112607-89-3 C11H14O2S
Isobutyric acid phenylsulfanylmethyl ester
—— 1-Morpholin-4-yl-2-(3-pyridin-2-yl-thiazolo[5,4-e][1,2,4]triazin-6-ylsulfanyl)-ethanone 112394-61-3 C15H14N6O2S2
1-Morpholin-4-yl-2-(3-pyridin-2-yl-thiazolo[5,4-e][1,2,4]triazin-6-ylsulfanyl)-ethanone
—— 6-Methylsulfanyl-3-pyridin-2-yl-thiazolo[5,4-e][1,2,4]triazine 112394-29-3 C10H7N5S2
6-Methylsulfanyl-3-pyridin-2-yl-thiazolo[5,4-e][1,2,4]triazine
—— 1-phenylthio-1-trimethylsilyltridecane 76200-40-3 C22H40SSi
1-phenylthio-1-trimethylsilyltridecane
—— Ethanesulfonylmethyl-cyclopentane 52075-26-0 C8H16O2S
Ethanesulfonylmethyl-cyclopentane
—— p-tolyl phenylcarbamodithioate 38750-73-1 C14H13NS2
p-tolyl phenylcarbamodithioate
—— <i>N</i><sup>2</sup>-benzyl-6-chloro-<i>N</i><sup>4</sup>-(2-diisopropylamino-ethyl)-<i>N</i><sup>2</sup>-methyl-5-methylsulfanyl-pyrimidine-2,4-diamine 55417-00-0 C21H32ClN5S
<i>N</i><sup>2</sup>-benzyl-6-chloro-<i>N</i><sup>4</sup>-(2-diisopropylamino-ethyl)-<i>N</i><sup>2</sup>-methyl-5-methylsulfanyl-pyrimidine-2,4-diamine
—— 6-Amino-4-dimethylaminopyrimido<4,5-b>(1,4)thiazine 55383-60-3 C8H11N5S
6-Amino-4-dimethylaminopyrimido<4,5-b>(1,4)thiazine
—— 1-Chloro-4-(1,1-dimethyl-propylsulfanyl)-benzene 73239-38-0 C11H15ClS
1-Chloro-4-(1,1-dimethyl-propylsulfanyl)-benzene
—— <i>N</i><sup>2</sup>-benzyl-<i>N</i><sup>4</sup>-(2-diisopropylamino-ethyl)-6-methoxy-<i>N</i><sup>2</sup>-methyl-5-methylsulfanyl-pyrimidine-2,4-diamine 55417-14-6 C22H35N5OS
<i>N</i><sup>2</sup>-benzyl-<i>N</i><sup>4</sup>-(2-diisopropylamino-ethyl)-6-methoxy-<i>N</i><sup>2</sup>-methyl-5-methylsulfanyl-pyrimidine-2,4-diamine
—— 2,4-Pyrimidinediamine, 6-chloro-N(sup 4)-(2-(diethylamino)ethyl)-5-(methylthio)-N(sup 2), N(sup 2)-dipropyl-, dihydrobromide 55474-01-6 C17H34Br2ClN5S
2,4-Pyrimidinediamine, 6-chloro-N(sup 4)-(2-(diethylamino)ethyl)-5-(methylthio)-N(sup 2), N(sup 2)-dipropyl-, dihydrobromide
—— N,N-Dimethylthio-2-nitroacetamid 67730-69-2 C4H8N2O2S
N,N-Dimethylthio-2-nitroacetamid
—— 3-Chloro-4-allylthioanilin 19284-86-7 C9H10ClNS
3-Chloro-4-allylthioanilin
—— 4-methylsulfanyl-5<i>H</i>-pyrimido[4,5-<i>b</i>][1,4]thiazin-6-one hydrazone 55383-67-0 C7H9N5S2
4-methylsulfanyl-5<i>H</i>-pyrimido[4,5-<i>b</i>][1,4]thiazin-6-one hydrazone
—— 9-fluoro-2-(1-isopropyl-3-methyl-1H-1,2,4-triazol-5-yl)-10-(1-isopropylpiperidin-4-ylthio)-5,6-dihydrobenzo[f]imidazo[1,2-d][1,4]oxazepine 1401301-75-4 C25H33FN6OS
9-fluoro-2-(1-isopropyl-3-methyl-1H-1,2,4-triazol-5-yl)-10-(1-isopropylpiperidin-4-ylthio)-5,6-dihydrobenzo[f]imidazo[1,2-d][1,4]oxazepine
—— (E)-1-Isothiocyanato-3,3-dimethyl-but-1-ene 87656-62-0 C7H11NS
(E)-1-Isothiocyanato-3,3-dimethyl-but-1-ene