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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
—— 1344734-80-0 C27H54Br2S2
—— 4-amino-2-((3-chlorophenyl)thio)benzonitrile 1352622-27-5 C13H9ClN2S
4-amino-2-((3-chlorophenyl)thio)benzonitrile
—— [(Isopropoxy-methyl-phosphinoyl)-(pyridin-2-ylsulfanyl)-methyl]-phosphonic acid diethyl ester 120457-10-5 C14H25NO5P2S
[(Isopropoxy-methyl-phosphinoyl)-(pyridin-2-ylsulfanyl)-methyl]-phosphonic acid diethyl ester
—— 2-(4-Methoxy-phenylsulfanyl)-5-(3-p-tolyl-thioureido)-benzoic acid 78160-53-9 C22H20N2O3S2
2-(4-Methoxy-phenylsulfanyl)-5-(3-p-tolyl-thioureido)-benzoic acid
—— 2-Carboxymethylmercapto-1-benzyl-4,7-dihydroxy-1H-imidazo<4,5-d>pyridazin 5012-82-8 C14H12N4O4S
2-Carboxymethylmercapto-1-benzyl-4,7-dihydroxy-1H-imidazo<4,5-d>pyridazin
—— ((E)-N-Propenyl)-thioacetamide 56634-58-3 C5H9NS
((E)-N-Propenyl)-thioacetamide
—— (2R,3S)-(+)-2-ethyl-2-(3'-hydroxy-5'-phenylthio-amyl)-3-hydroxy-cyclopentanone 101750-89-4 C18H26O3S
(2R,3S)-(+)-2-ethyl-2-(3'-hydroxy-5'-phenylthio-amyl)-3-hydroxy-cyclopentanone
—— 1-Cyanocyclobutane-1-sulfonyl fluoride 2361636-16-8 C5H6FNO2S
1-Cyanocyclobutane-1-sulfonyl fluoride
—— 2,3-Di(1-adamantyl)thiaziridin-1,1-dioxid 78077-02-8 C21H31NO2S
2,3-Di(1-adamantyl)thiaziridin-1,1-dioxid
—— 1-Thiocyanato-4-isothiocyanato-benzol 18879-74-8 C8H4N2S2
1-Thiocyanato-4-isothiocyanato-benzol
—— (E,E)-54,7-nonadien-1-thiol 86869-84-3 C9H16S
(E,E)-54,7-nonadien-1-thiol
—— 3-(4-fluorophenylthio)-2-(phenylthio)-2-propenoic acid 1154687-73-6 C15H11FO2S2
3-(4-fluorophenylthio)-2-(phenylthio)-2-propenoic acid
—— N-(3-(6-amino-8-((6-iodobenzo[d][1,3]dioxol-5-yl)thio)-9H-purin-9-yl)propyl)isobutyramide 1402546-14-8 C19H21IN6O3S
N-(3-(6-amino-8-((6-iodobenzo[d][1,3]dioxol-5-yl)thio)-9H-purin-9-yl)propyl)isobutyramide
—— 5-(5-amino-6-methylamino-pyrimidin-4-ylsulfanyl)-pentanoic acid 27032-56-0 C10H16N4O2S
5-(5-amino-6-methylamino-pyrimidin-4-ylsulfanyl)-pentanoic acid
—— (S)-N-<<3-<4-<(fluoromethyl)thio>phenyl>-2-oxo-5-oxazolidinyl>methyl>acetamide 128781-59-9 C13H15FN2O3S
(S)-N-<<3-<4-<(fluoromethyl)thio>phenyl>-2-oxo-5-oxazolidinyl>methyl>acetamide
—— [Sm(nitrate)3(2-(N-indole-2-one)amino-3-carboxyethyl-4,5,6,7-tetrahydrobenzo[b]thiophene)] 1000623-59-5 C19H18N5O12SSm
[Sm(nitrate)3(2-(N-indole-2-one)amino-3-carboxyethyl-4,5,6,7-tetrahydrobenzo[b]thiophene)]
—— 2,3-bis((3-chlorophenyl)thio)-6-hydroxy-9-methyl-1H-carbazole-1,4(9H)-dione 1265166-55-9 C25H15Cl2NO3S2
2,3-bis((3-chlorophenyl)thio)-6-hydroxy-9-methyl-1H-carbazole-1,4(9H)-dione
—— acetic acid 3-[6-amino-8-(2-iodo-5-methoxy-phenylsulfanyl)purin-9-yl]propyl ester 839725-86-9 C17H18IN5O3S
acetic acid 3-[6-amino-8-(2-iodo-5-methoxy-phenylsulfanyl)purin-9-yl]propyl ester
—— 2-(4-chloro-phenylsulfanyl)-3H-pyrimidin-4-one 31170-29-3 C10H7ClN2OS
2-(4-chloro-phenylsulfanyl)-3H-pyrimidin-4-one
—— 3-(m-tolylthio)-1H-indole 32884-75-6 C15H13NS
3-(m-tolylthio)-1H-indole
—— Dimethyl-<2,3-bis-guanylmercapto-propyl>-amin 45123-41-9 C7H17N5S2
Dimethyl-<2,3-bis-guanylmercapto-propyl>-amin
—— 56717-69-2 C9H6F5NOS
—— (1-Chloro-2-methyl-2-vinyl-cyclopropylsulfanyl)-benzene 34678-56-3 C12H13ClS
(1-Chloro-2-methyl-2-vinyl-cyclopropylsulfanyl)-benzene
—— 3-((3-chlorophenyl)thio)-1H-indole 1369558-80-4 C14H10ClNS
3-((3-chlorophenyl)thio)-1H-indole
—— 2-[4-(1-adamantyl)benzylsulfanyl]-6-methyl-pyrimidin-4(3H)-one 911838-00-1 C22H26N2OS
2-[4-(1-adamantyl)benzylsulfanyl]-6-methyl-pyrimidin-4(3H)-one
—— (1-tert-butylsulfanyl)-2-(2,2-dichlorovinyl)benzenethiol 1191415-85-6 C12H14Cl2S
(1-tert-butylsulfanyl)-2-(2,2-dichlorovinyl)benzenethiol
—— 4-anilino-3-cyano-2-ethoxycarbonylmethylthiopyridine 147992-90-3 C16H15N3O2S
4-anilino-3-cyano-2-ethoxycarbonylmethylthiopyridine
—— 3,6-difluoro-1,2-bis(p-tolylthio)benzene 1055876-49-7 C20H16F2S2
3,6-difluoro-1,2-bis(p-tolylthio)benzene
—— Dithiokohlensaeure-O-(3-dimethylamino-propylester)-S-methylester 89855-30-1 C7H15NOS2
Dithiokohlensaeure-O-(3-dimethylamino-propylester)-S-methylester
—— O-(2-methylpropyl) N-(sulfanylidenemethylidene)carbamothioate 885475-09-2 C6H9NOS2
O-(2-methylpropyl) N-(sulfanylidenemethylidene)carbamothioate
—— 5-((4-isopropylphenyl)thio)-3-(1-methylpiperidin-4-yl)-1H-indazole 1172131-12-2 C22H27N3S
5-((4-isopropylphenyl)thio)-3-(1-methylpiperidin-4-yl)-1H-indazole
—— ethyl 4-(((4-chlorophenyl)thio)methyl)-1,2,3-thiadiazole-5-carboxylate 1369849-04-6 C12H11ClN2O2S2
ethyl 4-(((4-chlorophenyl)thio)methyl)-1,2,3-thiadiazole-5-carboxylate
—— (5-amino-2-(2-(hydroxymethyl)phenylthio)phenyl)methanol 1062599-70-5 C14H15NO2S
(5-amino-2-(2-(hydroxymethyl)phenylthio)phenyl)methanol
—— N,N-dimethyl-2-(4'-acetoxymethyl-2'-nitrophenylthio)-5-fluoro-benzamide 1005412-90-7 C18H17FN2O5S
N,N-dimethyl-2-(4'-acetoxymethyl-2'-nitrophenylthio)-5-fluoro-benzamide
—— (4S)-3-[(2S,3S,4S)-3-hydroxy-2,4-dimethyl-5-phenylsulfanylpentanoyl]-4-propan-2-yl-1,3-oxazolidin-2-one 116776-75-1 C19H27NO4S
(4S)-3-[(2S,3S,4S)-3-hydroxy-2,4-dimethyl-5-phenylsulfanylpentanoyl]-4-propan-2-yl-1,3-oxazolidin-2-one
—— Ethyl 4-(3-chlorophenyl)sulfanyl-5,6,7,8-tetrahydroisoquinoline-1-carboxylate 1357186-83-4 C18H18ClNO2S
Ethyl 4-(3-chlorophenyl)sulfanyl-5,6,7,8-tetrahydroisoquinoline-1-carboxylate
—— 3-methylthio-5-(4-fluorophenyl)-6-phenyl-1,2,4-triazine 1616468-86-0 C16H12FN3S
3-methylthio-5-(4-fluorophenyl)-6-phenyl-1,2,4-triazine
—— (3R,E)-2-iodo-4-methyl-1-phenylthio-1-nonen-3-ol 1316858-25-9 C15H21IOS
(3R,E)-2-iodo-4-methyl-1-phenylthio-1-nonen-3-ol
—— (2-hexylcyclopent-1-en-1-yl)(phenyl)sulfane 58567-72-9 C17H24S
(2-hexylcyclopent-1-en-1-yl)(phenyl)sulfane
—— (2S)-12-<2'-Hydroxy-3'-(phenylthio)phenyl>-2-dodecanol 107495-65-8 C24H34O2S
(2S)-12-<2'-Hydroxy-3'-(phenylthio)phenyl>-2-dodecanol
—— 2,12-Dihexyl-5,6,7,8,15,16,17,18-octakis(phenylsulfanyl)-10,20-dithiapentacyclo[11.7.0.03,11.04,9.014,19]icosa-1(13),2,4(9),5,7,11,14(19),15,17-nonaene 1043877-67-3 C78H66S10
2,12-Dihexyl-5,6,7,8,15,16,17,18-octakis(phenylsulfanyl)-10,20-dithiapentacyclo[11.7.0.03,11.04,9.014,19]icosa-1(13),2,4(9),5,7,11,14(19),15,17-nonaene
—— Dithiocarbonic acid O-((Z)-(3aR,6aR,9aS,10S,10aR)-6,10a-dimethyl-1,2,3,3a,4,6a,9,9a,10,10a-decahydro-dicyclopenta[a,d]cycloocten-10-yl) ester S-methyl ester 94137-66-3 C18H26OS2
Dithiocarbonic acid O-((Z)-(3aR,6aR,9aS,10S,10aR)-6,10a-dimethyl-1,2,3,3a,4,6a,9,9a,10,10a-decahydro-dicyclopenta[a,d]cycloocten-10-yl) ester S-methyl ester
—— 1-(2,6-dichloro-benzyl)-5-(2,4-dinitro-phenylsulfanyl)-1,4-dihydro-pyridine-3-carboxylic acid amide 109693-61-0 C19H14Cl2N4O5S
1-(2,6-dichloro-benzyl)-5-(2,4-dinitro-phenylsulfanyl)-1,4-dihydro-pyridine-3-carboxylic acid amide
—— 2,5-dimethyl-7-methylsulfanyl-5<i>H</i>-pyrazolo[1,5-<i>d</i>][1,2,4]triazin-4-one 40535-04-4 C8H10N4OS
2,5-dimethyl-7-methylsulfanyl-5<i>H</i>-pyrazolo[1,5-<i>d</i>][1,2,4]triazin-4-one
—— 4-Acetamido-2-amino-7-phenyl-6-phenylthiopteridin 56107-52-9 C20H16N6OS
4-Acetamido-2-amino-7-phenyl-6-phenylthiopteridin
—— 4-Phenylthiocyclohexanon-semicarbazon 34259-62-6 C13H17N3OS
4-Phenylthiocyclohexanon-semicarbazon
—— 2,2'-Bis-(pyridyl-3'-thio)-diethylsulfid 21910-78-1 C14H16N2S3
2,2'-Bis-(pyridyl-3'-thio)-diethylsulfid
—— -(5-Ethyl-2-methylsulfanyl-thiophen-3-yl)-N,N'-di-pyridin-2-yl-methanediamine 38059-35-7 C18H20N4S2
-(5-Ethyl-2-methylsulfanyl-thiophen-3-yl)-N,N'-di-pyridin-2-yl-methanediamine
—— 39891-69-5 C10H10OS
—— 3-Phenylthio-3-propylthio-1-(2-thienyl)-2-propen-1-on 35308-30-6 C16H16OS3
3-Phenylthio-3-propylthio-1-(2-thienyl)-2-propen-1-on