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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
—— (R)-(+)-1-(4-pyridylthio)propan-2-yl acetate 464934-57-4 C10H13NO2S
(R)-(+)-1-(4-pyridylthio)propan-2-yl acetate
—— 1-(2-Methyl-1,3-dithian-2-yl)propan-2-ol 1131229-39-4 C8H16OS2
1-(2-Methyl-1,3-dithian-2-yl)propan-2-ol
—— 4-((6-((6-bromo-[1,2,4]triazolo[4,3-a]pyridin-3-yl)thio)quinolin-3-yl)methyl)morpholine 1427474-77-8 C20H18BrN5OS
4-((6-((6-bromo-[1,2,4]triazolo[4,3-a]pyridin-3-yl)thio)quinolin-3-yl)methyl)morpholine
—— methyl (2-phenylthioethyl)carbamate 91012-35-0 C10H13NO2S
methyl (2-phenylthioethyl)carbamate
—— 4-((6-((6-(1-ethoxyvinyl)-[1,2,4]triazolo[4,3-a]pyridin-3-yl)thio)quinolin-3-yl)methyl)morpholine 1427474-78-9 C24H25N5O2S
4-((6-((6-(1-ethoxyvinyl)-[1,2,4]triazolo[4,3-a]pyridin-3-yl)thio)quinolin-3-yl)methyl)morpholine
—— 2,4-bis-methylsulfanyl-aniline 57946-71-1 C8H11NS2
2,4-bis-methylsulfanyl-aniline
—— 4-(1-ethoxyvinyl)-2-methylsulfanylpyrimidine 521092-40-0 C9H12N2OS
4-(1-ethoxyvinyl)-2-methylsulfanylpyrimidine
—— methyl (E)-4-(4-dimethylaminophenylsulfanyl)-2-methyl-2-pentenoate 875737-07-8 C15H21NO2S
methyl (E)-4-(4-dimethylaminophenylsulfanyl)-2-methyl-2-pentenoate
—— (2E,4E)-ethyl 6-(4-dimethylaminophenylsulfanyl)-4-methyl-2,4-heptadienoate 698387-93-8 C18H25NO2S
(2E,4E)-ethyl 6-(4-dimethylaminophenylsulfanyl)-4-methyl-2,4-heptadienoate
—— (E)-4-(4-dimethylaminophenylsulfanyl)-2-methyl-2-penten-1-ol 875737-08-9 C14H21NOS
(E)-4-(4-dimethylaminophenylsulfanyl)-2-methyl-2-penten-1-ol
—— Allylthiocarbaminsaeure-butylester 90204-55-0 C8H15NOS
Allylthiocarbaminsaeure-butylester
—— Ethyl 2-((4-cyclopropyl-6-(difluoromethyl)pyrimidin-2-yl)thio)acetate 886498-18-6 C12H14F2N2O2S
Ethyl 2-((4-cyclopropyl-6-(difluoromethyl)pyrimidin-2-yl)thio)acetate
—— S-(2,3-dihydrothieno[3,4-b][1,4]oxathiin-3-yl)-methyl 4,4,5,5,5-pentafluoropentanethioate 1333236-78-4 C12H11F5O2S3
S-(2,3-dihydrothieno[3,4-b][1,4]oxathiin-3-yl)-methyl 4,4,5,5,5-pentafluoropentanethioate
—— <2-(1-propynyl)cyclohexen-1-yl>thioacetic acid 77416-32-1 C11H14O2S
<2-(1-propynyl)cyclohexen-1-yl>thioacetic acid
—— 7-((phenyl)thio)-3,5-dihydro-4H-pyrrolo[3,2-d]pyrimidin-4-one 266347-91-5 C12H9N3OS
7-((phenyl)thio)-3,5-dihydro-4H-pyrrolo[3,2-d]pyrimidin-4-one
—— (4aR)-4a,5-dimethyl-1-(phenylsulfanylmethyl)-3,4,7,8-tetrahydronaphthalen-2-one 196709-87-2 C19H22OS
(4aR)-4a,5-dimethyl-1-(phenylsulfanylmethyl)-3,4,7,8-tetrahydronaphthalen-2-one
—— 2-[(5-Amino-1,3,4-thiadiazol-2-YL)thio]-N-cyclopropylacetamide 876532-11-5 C7H10N4OS2
2-[(5-Amino-1,3,4-thiadiazol-2-YL)thio]-N-cyclopropylacetamide
—— α-(phenylthio)-β-vinylbutyrolactone 81470-06-6 C12H12O2S
α-(phenylthio)-β-vinylbutyrolactone
—— 2-(2-chloro-benzylidene)-benzo[<i>b</i>]thiophen-3-one 93986-77-7 C15H9ClOS
2-(2-chloro-benzylidene)-benzo[<i>b</i>]thiophen-3-one
—— 2-[(5-Amino-1,3,4-thiadiazol-2-yl)thio]-N-(1-ethylpropyl)acetamide 875911-70-9 C9H16N4OS2
2-[(5-Amino-1,3,4-thiadiazol-2-yl)thio]-N-(1-ethylpropyl)acetamide
—— 2-(4-chloro-benzylidene)-benzo[<i>b</i>]thiophen-3-one 3139-46-6 C15H9ClOS
2-(4-chloro-benzylidene)-benzo[<i>b</i>]thiophen-3-one
—— 2-(4-methyl-benzylidene)-benzo[<i>b</i>]thiophen-3-one 3139-43-3 C16H12OS
2-(4-methyl-benzylidene)-benzo[<i>b</i>]thiophen-3-one
—— JFD 00191 357163-75-8 C15H9FOS
JFD 00191
—— 2-[2-methyl-4-(phenylthio)-5,6,7,8-tetrahydro[1]benzothieno[2,3-b]pyridin-3-yl]-2-tert-butoxyacetic acid 1256256-80-0 C24H27NO3S2
2-[2-methyl-4-(phenylthio)-5,6,7,8-tetrahydro[1]benzothieno[2,3-b]pyridin-3-yl]-2-tert-butoxyacetic acid
—— methyl 2-[2-methyl-4-(phenylthio)-5,6,7,8-tetrahydro[1]benzothieno[2,3-b]pyridin-3-yl]-2-tert-butoxyacetate 1256256-78-6 C25H29NO3S2
methyl 2-[2-methyl-4-(phenylthio)-5,6,7,8-tetrahydro[1]benzothieno[2,3-b]pyridin-3-yl]-2-tert-butoxyacetate
—— N-[[2-(acetamidomethylsulfanylmethyl)-3-hydroxypropyl]sulfanylmethyl]acetamide 1056901-07-5 C10H20N2O3S2
N-[[2-(acetamidomethylsulfanylmethyl)-3-hydroxypropyl]sulfanylmethyl]acetamide
—— 1-(6-methyl-2-methylsulfanyl-pyrimidin-4-yl)-propan-2-one 1364929-05-4 C9H12N2OS
1-(6-methyl-2-methylsulfanyl-pyrimidin-4-yl)-propan-2-one
—— (Z)-(3-(methoxymethoxy)-1-(phenylthio)prop-1-en-1-yl)dimethyl(phenyl)silane 1622445-85-5 C19H24O2SSi
(Z)-(3-(methoxymethoxy)-1-(phenylthio)prop-1-en-1-yl)dimethyl(phenyl)silane
—— 1,2-hexene oxide 1147097-06-0 C16H18OS
1,2-hexene oxide
—— 1-<5'-(1'',3''-Benzodithiole-2''-ylidenylmethyl)-2'-methylthien-3'-yl>-2-<5'''-formyl-2'''-methylthien-3'''-yl>perfluorocyclopentene 154566-78-6 C24H14F6OS4
1-<5'-(1'',3''-Benzodithiole-2''-ylidenylmethyl)-2'-methylthien-3'-yl>-2-<5'''-formyl-2'''-methylthien-3'''-yl>perfluorocyclopentene
—— (2α,3β)-3-(5-benzylthio-2-furyl)-2-(prop-2-enyl)cyclopentanone 135186-49-1 C19H20O2S
(2α,3β)-3-(5-benzylthio-2-furyl)-2-(prop-2-enyl)cyclopentanone
—— 1,2-hexene oxide 1480577-36-3 C15H15ClOS
1,2-hexene oxide
—— 1,2-hexene oxide 193629-93-5 C15H16OS
1,2-hexene oxide
—— 1-phenyl-3-(phenylthio)hex-5-en-2-one 1589514-35-1 C18H18OS
1-phenyl-3-(phenylthio)hex-5-en-2-one
—— 4-(2-methyl-1,3-benzodithiol-2-yl)-2-(2-phenyl-1,3-benzodithiol-2-yl)-1H-pyrrole 147089-61-0 C25H19NS4
4-(2-methyl-1,3-benzodithiol-2-yl)-2-(2-phenyl-1,3-benzodithiol-2-yl)-1H-pyrrole
—— 3-(2-methyl-1,3-benzodithiol-2-yl)-1H-pyrrole 147089-28-9 C12H11NS2
3-(2-methyl-1,3-benzodithiol-2-yl)-1H-pyrrole
—— 5-(4-chloro-benzyl)-2-methylsulfanyl-oxazolo[5,4-d]pyrimidin-7-ol 1204762-16-2 C13H10ClN3O2S
5-(4-chloro-benzyl)-2-methylsulfanyl-oxazolo[5,4-d]pyrimidin-7-ol
—— 2-Phenyl-2-trifluormethyl-1,3-dithiolan 122491-26-3 C10H9F3S2
2-Phenyl-2-trifluormethyl-1,3-dithiolan
—— 2-trimethylsilyloxy-(4-thiomethylphenyl)acetonitrile 93554-99-5 C12H17NOSSi
2-trimethylsilyloxy-(4-thiomethylphenyl)acetonitrile
—— 4,4'-thiodipyridine-3-sulfonamide 1078160-08-3 C10H10N4O4S3
4,4'-thiodipyridine-3-sulfonamide
—— 4-[(4-methoxy-butyl)thio]-2-keto-3-methylpyridine 1248345-61-0 C11H17NO2S
4-[(4-methoxy-butyl)thio]-2-keto-3-methylpyridine
—— 4-[2-(2-(2,2,2-trifluoroethoxy)-ethoxy)ethyl]thio-3-methylpyridine-1-oxide 1248345-79-0 C12H16F3NO3S
4-[2-(2-(2,2,2-trifluoroethoxy)-ethoxy)ethyl]thio-3-methylpyridine-1-oxide
—— 4-propylthio-2-keto-3-methylpyridine 1248345-75-6 C9H13NOS
4-propylthio-2-keto-3-methylpyridine
—— 4-[2-(2-(2,2,2-trifluoroethoxy)-ethoxy)ethyl]thio-2-keto-3-methylpyridine 1248345-80-3 C12H16F3NO3S
4-[2-(2-(2,2,2-trifluoroethoxy)-ethoxy)ethyl]thio-2-keto-3-methylpyridine
—— 4-[(8-methoxy-octyl)thio]-2-keto-3-methylpyridine 1248345-67-6 C15H25NO2S
4-[(8-methoxy-octyl)thio]-2-keto-3-methylpyridine
—— 4-methylthio-3-methylpyridine-1-oxide 1248345-71-2 C7H9NOS
4-methylthio-3-methylpyridine-1-oxide
—— 4-methylthio-2-keto-3-methylpyridine 1248345-72-3 C7H9NOS
4-methylthio-2-keto-3-methylpyridine
—— 2-(((4-Bromophenyl)thio)methyl)piperidine 83782-75-6 C12H16BrNS
2-(((4-Bromophenyl)thio)methyl)piperidine
—— 2-bromo-3-methanesulfonyl-1,4-dimethoxy-butane 59059-81-3 C7H15BrO4S
2-bromo-3-methanesulfonyl-1,4-dimethoxy-butane
—— 4,4'-Sulfanediylbis(2,5-di-tert-butylphenol) 95311-90-3 C28H42O2S
4,4'-Sulfanediylbis(2,5-di-tert-butylphenol)