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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-methoxy-7<i>H</i>-pyrimido[4,5-<i>b</i>][1,4]thiazin-6-yl)-aniline 21576-25-0 C13H12N4OS
4-(4-methoxy-7<i>H</i>-pyrimido[4,5-<i>b</i>][1,4]thiazin-6-yl)-aniline
—— 1,9,17-trithia-[2.2.2]orthocyclophane-2,10,18-trione 39264-06-7 C21H12O3S3
1,9,17-trithia-[2.2.2]orthocyclophane-2,10,18-trione
—— 4H-1,3-benzodithiin-4-one 1034249-74-5 C8H6OS2
4H-1,3-benzodithiin-4-one
—— 5,5'-disulfanediyldipentan-1-amine 15919-44-5 C10H24N2S2
5,5'-disulfanediyldipentan-1-amine
—— 6-(4-amino-phenyl)-4-methyl-7<i>H</i>-pyrimido[4,5-<i>b</i>][1,4]thiazin-2-ylamine 21576-23-8 C13H13N5S
6-(4-amino-phenyl)-4-methyl-7<i>H</i>-pyrimido[4,5-<i>b</i>][1,4]thiazin-2-ylamine
—— 3-(phenylthio)-2-methylenepropanal 86531-03-5 C10H10OS
3-(phenylthio)-2-methylenepropanal
—— 2,3-Dihydro-9-phenylthio-1H-pyrrolo[1,2-a]indol-1-one 143612-31-1 C17H13NOS
2,3-Dihydro-9-phenylthio-1H-pyrrolo[1,2-a]indol-1-one
—— 3-(phenylthio)-2-methylenepropionaldehyde diethyl acetal 401893-44-5 C14H20O2S
3-(phenylthio)-2-methylenepropionaldehyde diethyl acetal
—— 4-hydroxymethyl-2-(3,4,4-trifluoro-3-butenylthio)oxazole 359631-10-0 C8H8F3NO2S
4-hydroxymethyl-2-(3,4,4-trifluoro-3-butenylthio)oxazole
—— β-phenylthio-2,3-O-isopropylidene-D-ribofuranose 153362-34-6 C14H18O4S
β-phenylthio-2,3-O-isopropylidene-D-ribofuranose
—— 3-<4-(1-(methoxymethyl)-1H-2-(phenylthio)imidazol-5-yl)-2,5-dioxo-2,5-dihydro-1H-pyrrol-3-yl>indole 219817-92-2 C23H18N4O3S
3-<4-(1-(methoxymethyl)-1H-2-(phenylthio)imidazol-5-yl)-2,5-dioxo-2,5-dihydro-1H-pyrrol-3-yl>indole
—— (2RS,3SR)-ethyl N-<3-hydroxy-2-methyl-3-<1-(phenylthio)cyclohexyl>propyl>carbamate 127940-94-7 C19H29NO3S
(2RS,3SR)-ethyl N-<3-hydroxy-2-methyl-3-<1-(phenylthio)cyclohexyl>propyl>carbamate
—— 4-methoxymethyl-2-(3,4,4-trifluoro-3-butenylthio)oxazole 359631-11-1 C9H10F3NO2S
4-methoxymethyl-2-(3,4,4-trifluoro-3-butenylthio)oxazole
—— 2-Propan-2-ylsulfanyl-3-(2,2,2-trifluoroethoxy)pyridine 256473-05-9 C10H12F3NOS
2-Propan-2-ylsulfanyl-3-(2,2,2-trifluoroethoxy)pyridine
—— 1-<(benzyloxy)methyl>-6-(phenylthio)thymine 132774-43-7 C19H18N2O3S
1-<(benzyloxy)methyl>-6-(phenylthio)thymine
—— 5-({[4-(Butylsulfanyl)phenyl]sulfanyl}methyl)pyrimidine-2,4(1H,3H)-dione 89000-14-6 C15H18N2O2S2
5-({[4-(Butylsulfanyl)phenyl]sulfanyl}methyl)pyrimidine-2,4(1H,3H)-dione
—— 1,3-diaza-2-oxophenothiazine —— C10H7N3OS
1,3-diaza-2-oxophenothiazine
—— 4-methylthiomethyl-2-(3,4,4-trifluoro-3-butenylthio)oxazole 359631-13-3 C9H10F3NOS2
4-methylthiomethyl-2-(3,4,4-trifluoro-3-butenylthio)oxazole
—— 4,4'-bis(chloromethyl)diphenyl sulfide 1216-02-0 C14H12Cl2S
4,4'-bis(chloromethyl)diphenyl sulfide
—— 5-{[(Pyridin-2-yl)sulfanyl]methyl}pyrimidine-2,4(1H,3H)-dione 89000-16-8 C10H9N3O2S
5-{[(Pyridin-2-yl)sulfanyl]methyl}pyrimidine-2,4(1H,3H)-dione
—— 6-{[(2,4-dioxo-1,2,3,4-tetrahydropyrimidin-5-yl)methyl]thio}-1,2,4-triazine-3,5(2H,4H)-dione 301208-18-4 C8H7N5O4S
6-{[(2,4-dioxo-1,2,3,4-tetrahydropyrimidin-5-yl)methyl]thio}-1,2,4-triazine-3,5(2H,4H)-dione
—— 5-(4-bromophenylthiomethyl)uracil 89000-17-9 C11H9BrN2O2S
5-(4-bromophenylthiomethyl)uracil
—— 5-({[4-(Dimethylamino)phenyl]sulfanyl}methyl)pyrimidine-2,4(1H,3H)-dione 89000-15-7 C13H15N3O2S
5-({[4-(Dimethylamino)phenyl]sulfanyl}methyl)pyrimidine-2,4(1H,3H)-dione
—— 5-({[4-(Methylsulfanyl)phenyl]sulfanyl}methyl)pyrimidine-2,4(1H,3H)-dione 89000-13-5 C12H12N2O2S2
5-({[4-(Methylsulfanyl)phenyl]sulfanyl}methyl)pyrimidine-2,4(1H,3H)-dione
—— 5-{[(4-Fluorophenyl)sulfanyl]methyl}pyrimidine-2,4(1H,3H)-dione 89000-10-2 C11H9FN2O2S
5-{[(4-Fluorophenyl)sulfanyl]methyl}pyrimidine-2,4(1H,3H)-dione
—— 2-[2-(4-chlorophenylsulfanyl)prop-2-enyl]-5,5-dimethyl-1,3,2-dioxaphosphinane 2-oxide 1000809-06-2 C14H18ClO3PS
2-[2-(4-chlorophenylsulfanyl)prop-2-enyl]-5,5-dimethyl-1,3,2-dioxaphosphinane 2-oxide
—— 3-ethylthio-6-phenyl-1,2,4-triazine 117504-70-8 C11H11N3S
3-ethylthio-6-phenyl-1,2,4-triazine
—— 2-[6-amino-8-(7-chlorobenzothiazol-2-ylsulfanyl)-purin-9-yl]-ethanol 908355-56-6 C14H11ClN6OS2
2-[6-amino-8-(7-chlorobenzothiazol-2-ylsulfanyl)-purin-9-yl]-ethanol
—— acetic acid 2-[6-amino-8-(7-chlorobenzothiazol-2-ylsulfanyl)-purin-9-yl]-ethyl ester 908355-50-0 C16H13ClN6O2S2
acetic acid 2-[6-amino-8-(7-chlorobenzothiazol-2-ylsulfanyl)-purin-9-yl]-ethyl ester
—— 4-chloromethyl-2-(3,4,4-trifluoro-3-butenylthio)oxazole 359631-12-2 C8H7ClF3NOS
4-chloromethyl-2-(3,4,4-trifluoro-3-butenylthio)oxazole
—— 5-chloro-2-(3,4,4-trifluoro-3-butenylthio)oxazole 359631-04-2 C7H5ClF3NOS
5-chloro-2-(3,4,4-trifluoro-3-butenylthio)oxazole
—— 3,3'-bis(methylthio)-6,6'-bis-phenyl-5,5'-bi-1,2,4-triazine 83413-04-1 C20H16N6S2
3,3'-bis(methylthio)-6,6'-bis-phenyl-5,5'-bi-1,2,4-triazine
—— 7-methylsulfanyl-4-oxo-1,4-dihydro-pyrimido[4,5-<i>c</i>]pyridazine-3-carboxylic acid 55084-75-8 C8H6N4O3S
7-methylsulfanyl-4-oxo-1,4-dihydro-pyrimido[4,5-<i>c</i>]pyridazine-3-carboxylic acid
—— 1-chloro-10<i>H</i>-dipyridazino[4,5-<i>b</i>;4',5'-<i>e</i>][1,4]thiazine 55271-64-2 C8H4ClN5S
1-chloro-10<i>H</i>-dipyridazino[4,5-<i>b</i>;4',5'-<i>e</i>][1,4]thiazine
—— 1-Amyl-2-methyl-6,10-dithiaspiro[4.5]dec-1-en-3-one 91527-09-2 C14H22OS2
1-Amyl-2-methyl-6,10-dithiaspiro[4.5]dec-1-en-3-one
—— 1-(2-phenylsulfonylethyl)-2,3-diphenylthioindole 136506-30-4 C28H23NO2S3
1-(2-phenylsulfonylethyl)-2,3-diphenylthioindole
—— (1S,3aS,7aR)-3a-hydroxy-7a-methylspiro[1,2,3,4,6,7-hexahydroindene-5,2'-1,3-dithiane]-1-carbaldehyde 162240-25-7 C14H22O2S2
(1S,3aS,7aR)-3a-hydroxy-7a-methylspiro[1,2,3,4,6,7-hexahydroindene-5,2'-1,3-dithiane]-1-carbaldehyde
—— 4-chloro-10<i>H</i>-dipyridazino[4,5-<i>b</i>;4',5'-<i>e</i>][1,4]thiazine 55271-63-1 C8H4ClN5S
4-chloro-10<i>H</i>-dipyridazino[4,5-<i>b</i>;4',5'-<i>e</i>][1,4]thiazine
—— Di(2-propenyl) N,N'-[thiobis[(methylimino)carbonyloxy]]bis[2,2,2-trifluoroethanimidothioate] 82986-17-2 C14H16F6N4O4S3
Di(2-propenyl) N,N'-[thiobis[(methylimino)carbonyloxy]]bis[2,2,2-trifluoroethanimidothioate]
—— 3-(3,6-dichloro-pyridazin-4-ylsulfanyl)-pyridazin-4-ylamine 55271-67-5 C8H5Cl2N5S
3-(3,6-dichloro-pyridazin-4-ylsulfanyl)-pyridazin-4-ylamine
—— 2-[2-(4-chlorophenylsulfanyl)prop-1-enyl]-5,5-dimethyl-1,3,2-dioxaphosphinane 2-oxide 1000809-05-1 C14H18ClO3PS
2-[2-(4-chlorophenylsulfanyl)prop-1-enyl]-5,5-dimethyl-1,3,2-dioxaphosphinane 2-oxide
—— 10H-8-chloro-7-methyl-3-nitropyrido[3,2-b][1,4]benzothiazine 191922-78-8 C12H8ClN3O2S
10H-8-chloro-7-methyl-3-nitropyrido[3,2-b][1,4]benzothiazine
—— 4-phenylsulfanyltricyclo[6.2.1.02,7]undec-9-ene-3,6-dione 97424-38-9 C17H16O2S
4-phenylsulfanyltricyclo[6.2.1.02,7]undec-9-ene-3,6-dione
—— ethyl 2-(4,6-bis(3-phenylpropoxy)pyrimidin-2-ylthio)hexanoate 1231733-93-9 C30H38N2O4S
ethyl 2-(4,6-bis(3-phenylpropoxy)pyrimidin-2-ylthio)hexanoate
—— 3,3-dimethyl-1-phenylthio-2-trimethylsiloxy-1-butene 83467-59-8 C15H24OSSi
3,3-dimethyl-1-phenylthio-2-trimethylsiloxy-1-butene
—— 1-Phenylsulfanylcyclohexanecarboxylic acid 101329-86-6 C13H16O2S
1-Phenylsulfanylcyclohexanecarboxylic acid
—— 5-Chloropentylsulfanylcyclohexane 115412-65-2 C11H21ClS
5-Chloropentylsulfanylcyclohexane
—— 1-Tert-butylsulfanyl-5-chloropentane 115412-64-1 C9H19ClS
1-Tert-butylsulfanyl-5-chloropentane
—— 1-chloro-6-ethylthiopentane 115412-61-8 C7H15ClS
1-chloro-6-ethylthiopentane
—— 1-Chloro-5-propylsulfanylpentane 115412-62-9 C8H17ClS
1-Chloro-5-propylsulfanylpentane