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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
—— (CF3)2CHCSSC6H4Cl-p 33830-46-5 C10H5ClF6S2
(CF3)2CHCSSC6H4Cl-p
—— 3,6-Dimethyl-5-(propylthio)-1,3-oxazine-2,4(3H)-dione 135679-12-8 C9H13NO3S
3,6-Dimethyl-5-(propylthio)-1,3-oxazine-2,4(3H)-dione
—— (S)-N-t-Boc-2-amino-2-phenyl-1-thiophenylethane 171002-01-0 C19H23NO2S
(S)-N-t-Boc-2-amino-2-phenyl-1-thiophenylethane
—— (R)-N-(2-methyl-3-bromo-4-[4-carboxyphenylsulphanyl]phenyl)-2-hydroxy-2-methyl-3,3,3-trifluoropropanamide 329926-95-6 C18H15BrF3NO4S
(R)-N-(2-methyl-3-bromo-4-[4-carboxyphenylsulphanyl]phenyl)-2-hydroxy-2-methyl-3,3,3-trifluoropropanamide
—— 4-Methyl-2-methylsulfanyl-6-phenylamino-nicotinonitrile 51562-83-5 C14H13N3S
4-Methyl-2-methylsulfanyl-6-phenylamino-nicotinonitrile
—— 1-tert-butyl-3-(ethylthio)propyne 129578-04-7 C9H16S
1-tert-butyl-3-(ethylthio)propyne
—— N-hydroxy-N-[5-(iso-propylthio)thien-2-yl]methyl urea 132707-52-9 C9H14N2O2S2
N-hydroxy-N-[5-(iso-propylthio)thien-2-yl]methyl urea
—— 1-[(3-amino-isothiazolo[3,4-<i>d</i>]pyrimidin-6-ylsulfanyl)-acetyl]-piperidine 56584-44-2 C12H15N5OS2
1-[(3-amino-isothiazolo[3,4-<i>d</i>]pyrimidin-6-ylsulfanyl)-acetyl]-piperidine
—— Dithiocarbonic acid O-allyl ester S-p-tolyl ester 19711-03-6 C11H12OS2
Dithiocarbonic acid O-allyl ester S-p-tolyl ester
—— Bis(β-carbonylhydrazinoaethyl)sulfon 5034-72-0 C6H14N4O4S
Bis(β-carbonylhydrazinoaethyl)sulfon
—— 5-Aethylmercapto-2-<4-phenyl-thiosemicarbazono-methyl>-furan 106421-74-3 C14H15N3OS2
5-Aethylmercapto-2-<4-phenyl-thiosemicarbazono-methyl>-furan
—— 2-[(2-dimethylamino-6,7-dihydro-thieno[3,2-<i>d</i>]pyrimidin-4-yl)-methyl-amino]-ethanol 4856-62-6 C11H18N4OS
2-[(2-dimethylamino-6,7-dihydro-thieno[3,2-<i>d</i>]pyrimidin-4-yl)-methyl-amino]-ethanol
—— Tribromo-trichloromethanesulfonyl-methane 3739-27-3 C2Br3Cl3O2S
Tribromo-trichloromethanesulfonyl-methane
—— 6-Phenyl-2-(1,2,2,2-tetrafluoro-1-trifluoromethyl-ethyl)-3-(1,2,2,2-tetrafluoro-1-trifluoromethyl-ethylsulfanyl)-pyran-4-one 75782-02-4 C17H6F14O2S
6-Phenyl-2-(1,2,2,2-tetrafluoro-1-trifluoromethyl-ethyl)-3-(1,2,2,2-tetrafluoro-1-trifluoromethyl-ethylsulfanyl)-pyran-4-one
—— 1320208-96-5 C12H13N5S2
—— 2-Amino-5-(3-trifluoromethyl-phenylsulfanyl)-benzonitrile 51124-17-5 C14H9F3N2S
2-Amino-5-(3-trifluoromethyl-phenylsulfanyl)-benzonitrile
—— O-ethyl [ethoxycarbothioylsulfanyl(diethyl)stannyl]sulfanylmethanethioate 149787-08-6 C10H20O2S4Sn
O-ethyl [ethoxycarbothioylsulfanyl(diethyl)stannyl]sulfanylmethanethioate
—— 2,13-dimethyl-6,9-dithia-2,13-distibatetradecane 2,13-disulfide 80238-48-8 C12H28S4Sb2
2,13-dimethyl-6,9-dithia-2,13-distibatetradecane 2,13-disulfide
—— (2S,4S)-4-Acetylsulfanyl-2-[1-(2-hydroxy-ethyl)-1H-tetrazol-5-ylsulfanylmethyl]-pyrrolidine-1-carboxylic acid allyl ester 288400-18-0 C14H21N5O4S2
(2S,4S)-4-Acetylsulfanyl-2-[1-(2-hydroxy-ethyl)-1H-tetrazol-5-ylsulfanylmethyl]-pyrrolidine-1-carboxylic acid allyl ester
—— 2-Methyl-3-phenylsulfanylmethyl-cyclopropane-1,1-dicarboxylic acid dimethyl ester 24212-88-2 C15H18O4S
2-Methyl-3-phenylsulfanylmethyl-cyclopropane-1,1-dicarboxylic acid dimethyl ester
—— 1-ethenyl-5-ethenylsulfanyl-3-methyl-1,2,4-triazole 108078-97-3 C7H9N3S
1-ethenyl-5-ethenylsulfanyl-3-methyl-1,2,4-triazole
—— 2-Vinylsulfonyl-acetylchlorid 20854-30-2 C4H5ClO3S
2-Vinylsulfonyl-acetylchlorid
—— 1-((p-tolylthio)ethynyl)pyrrolidine 80880-58-6 C13H15NS
1-((p-tolylthio)ethynyl)pyrrolidine
—— 2-Methylencyclohexylmethyl-p-tolyl-thioether 109449-69-6 C15H20S
2-Methylencyclohexylmethyl-p-tolyl-thioether
—— 1-Dimethylamino-4-methylpent-1-en-3-thion 56010-10-7 C8H15NS
1-Dimethylamino-4-methylpent-1-en-3-thion
—— S-Phenyl-trichlorthioacetimidat 46233-93-6 C8H6Cl3NS
S-Phenyl-trichlorthioacetimidat
—— 11-(11-Hydroxy-undecylsulfanylmethylsulfanylmethylsulfanyl)-undecan-1-ol 4167-62-8 C24H50O2S3
11-(11-Hydroxy-undecylsulfanylmethylsulfanylmethylsulfanyl)-undecan-1-ol
—— 2,3,4,5-Tetrafluoro-6-(2,3,5,6-tetrafluoro-phenylsulfanyl)-phenylamine 13645-77-7 C12H3F8NS
2,3,4,5-Tetrafluoro-6-(2,3,5,6-tetrafluoro-phenylsulfanyl)-phenylamine
—— 4-Methylmercapto-2-propyloxy-pyrimidin 13207-89-1 C8H12N2OS
4-Methylmercapto-2-propyloxy-pyrimidin
—— (5-chloro-2,4-dinitro-phenyl)-phenyl sulfide 14710-97-5 C12H7ClN2O4S
(5-chloro-2,4-dinitro-phenyl)-phenyl sulfide
—— bis-(2,2,2-trifluoro-1-propoxy-1-trifluoromethyl-ethyl)-disulfane 39237-78-0 C12H14F12O2S2
bis-(2,2,2-trifluoro-1-propoxy-1-trifluoromethyl-ethyl)-disulfane
—— (NZ)-N-(6-benzyl-2-phenylsulfanyl-2-propylcyclohexylidene)hydroxylamine 104260-97-1 C22H27NOS
(NZ)-N-(6-benzyl-2-phenylsulfanyl-2-propylcyclohexylidene)hydroxylamine
—— (4-(5-bromo-2-(thiazolo[5,4-b]pyridin-2-ylamino)pyridin-3-ylthio)phenyl)(4-methylpiperazin-1-yl)methanone 953043-93-1 C23H21BrN6OS2
(4-(5-bromo-2-(thiazolo[5,4-b]pyridin-2-ylamino)pyridin-3-ylthio)phenyl)(4-methylpiperazin-1-yl)methanone
—— ethyl 6-(2-(6-amino-8-(6-bromobenzo[d][1,3]dioxol-5-ylthio)-9H-purin-9-yl)ethoxy)hexanoate 1012059-44-7 C22H26BrN5O5S
ethyl 6-(2-(6-amino-8-(6-bromobenzo[d][1,3]dioxol-5-ylthio)-9H-purin-9-yl)ethoxy)hexanoate
—— 2-[(1-Cyclopropyl-1H-tetrazol-5-yl)thio]-4-pyridinecarboximidamide 1019547-46-6 C10H11N7S
2-[(1-Cyclopropyl-1H-tetrazol-5-yl)thio]-4-pyridinecarboximidamide
—— 2-[2-(2-fluorophenyl)sulfanylphenyl]acetic acid 73129-25-6 C14H11FO2S
2-[2-(2-fluorophenyl)sulfanylphenyl]acetic acid
—— (R)-N-{2,3-difluoro-4-[4-(N,N-dimethylcarbamoyl)phenylsulphanyl]phenyl}-2-hydroxy-2-methyl-3,3,3-trifluoropropanamide 329926-56-9 C19H17F5N2O3S
(R)-N-{2,3-difluoro-4-[4-(N,N-dimethylcarbamoyl)phenylsulphanyl]phenyl}-2-hydroxy-2-methyl-3,3,3-trifluoropropanamide
—— 5-(2-amino-7(9)<i>H</i>-purin-6-ylsulfanyl)-1-methyl-4-nitro-1<i>H</i>-imidazole-2-carboxylic acid 94045-80-4 C10H8N8O4S
5-(2-amino-7(9)<i>H</i>-purin-6-ylsulfanyl)-1-methyl-4-nitro-1<i>H</i>-imidazole-2-carboxylic acid
—— 4-[(3-Aminophenyl)thio]-N-methyl-2-pyridinecarboxamide 284462-88-0 C13H13N3OS
4-[(3-Aminophenyl)thio]-N-methyl-2-pyridinecarboxamide
—— 6-Ethoxy-1,3-dimethyl-1H,8H-pyrimido[5,4-b][1,4]thiazine-2,4,7-trione 94216-17-8 C10H13N3O4S
6-Ethoxy-1,3-dimethyl-1H,8H-pyrimido[5,4-b][1,4]thiazine-2,4,7-trione
—— 2-(propoxymethylthio)pyridine 77555-24-9 C9H13NOS
2-(propoxymethylthio)pyridine
—— [(2R,3S,5R)-3-acetyloxy-5-(4-methylsulfanyl-2-oxo-5-undec-1-ynylpyrimidin-1-yl)oxolan-2-yl]methyl acetate 384338-52-7 C25H36N2O6S
[(2R,3S,5R)-3-acetyloxy-5-(4-methylsulfanyl-2-oxo-5-undec-1-ynylpyrimidin-1-yl)oxolan-2-yl]methyl acetate
—— 1,1-bis-methylsulfanyl-heptane 15486-59-6 C9H20S2
1,1-bis-methylsulfanyl-heptane
—— 4-phenylthio 2,7,9-trimethyl pyrido<3',2':4,5>thieno<3,2-d>pyrimidine 128257-01-2 C18H15N3S2
4-phenylthio 2,7,9-trimethyl pyrido<3',2':4,5>thieno<3,2-d>pyrimidine
—— S-5-Hexenyl-O-methyl xanthate 129055-92-1 C8H14OS2
S-5-Hexenyl-O-methyl xanthate
—— 5-butyl-2-dimethylamino-4-methyl-6-propoxycarbonylsulfanyl-pyrimidine 22589-65-7 C15H25N3O2S
5-butyl-2-dimethylamino-4-methyl-6-propoxycarbonylsulfanyl-pyrimidine
—— isopropyl-thiophosphoramidic acid <i>O</i>-[1-(2-cyano-ethyl)-5-methylsulfanyl-1<i>H</i>-[1,2,4]triazol-3-yl] ester <i>O</i>'-ethyl ester 58277-88-6 C11H20N5O2PS2
isopropyl-thiophosphoramidic acid <i>O</i>-[1-(2-cyano-ethyl)-5-methylsulfanyl-1<i>H</i>-[1,2,4]triazol-3-yl] ester <i>O</i>'-ethyl ester
—— (1R,2R,3S)-3-(tert-Butyl-dimethyl-silanyloxy)-1-methoxy-1-phenylsulfanyl-butan-2-ol 134678-21-0 C17H30O3SSi
(1R,2R,3S)-3-(tert-Butyl-dimethyl-silanyloxy)-1-methoxy-1-phenylsulfanyl-butan-2-ol
—— (4-ethylamino-phenyl)-(4-amino-phenyl)-sulfide 101939-45-1 C14H16N2S
(4-ethylamino-phenyl)-(4-amino-phenyl)-sulfide
—— Trimethyl-methylmercapto-phosphoniumjodid 35449-66-2 C4H12PS*I
Trimethyl-methylmercapto-phosphoniumjodid