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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
—— (1'R,2R,5R,6R)-5-{1'-[(2-bromophenyl)sulfanyl]-3'-phenylpropyl}-2-tert-butyl-6-methyl-1,3-dioxan-4-one 334816-41-0 C24H29BrO3S
(1'R,2R,5R,6R)-5-{1'-[(2-bromophenyl)sulfanyl]-3'-phenylpropyl}-2-tert-butyl-6-methyl-1,3-dioxan-4-one
—— [2-(Butylsulfanylcarbonyl-ethyl-amino)-ethyl]-ethyl-thiocarbamic acid S-butyl ester 51122-65-7 C16H32N2O2S2
[2-(Butylsulfanylcarbonyl-ethyl-amino)-ethyl]-ethyl-thiocarbamic acid S-butyl ester
—— 6-(benzylsulfanyl)-3-hydroxypyridin-2(1H)-one 1417710-29-2 C12H11NO2S
6-(benzylsulfanyl)-3-hydroxypyridin-2(1H)-one
—— 4-{4-[2-(tert-Butyl-dimethyl-silanyl)-ethylsulfanyl]-phenylethynyl}-2-methyl-1-trimethylsilanylethynyl-benzene 221292-53-1 C28H38SSi2
4-{4-[2-(tert-Butyl-dimethyl-silanyl)-ethylsulfanyl]-phenylethynyl}-2-methyl-1-trimethylsilanylethynyl-benzene
—— 4-{2-[4-(3-Methyl-4-trimethylsilanylethynyl-phenylethynyl)-phenylsulfanyl]-ethyl}-pyridine 207724-70-7 C27H27NSSi
4-{2-[4-(3-Methyl-4-trimethylsilanylethynyl-phenylethynyl)-phenylsulfanyl]-ethyl}-pyridine
—— N-(3-((4,6-dimethoxy-2-morpholinopyrimidin-5-yl)thio)phenyl)acrylamide 1268274-89-0 C19H22N4O4S
N-(3-((4,6-dimethoxy-2-morpholinopyrimidin-5-yl)thio)phenyl)acrylamide
—— O-pentan-2-yl N-ethylcarbamothioate 120903-92-6 C8H17NOS
O-pentan-2-yl N-ethylcarbamothioate
—— (4S,5S)-3-(tert-butoxycarbonyl)-4-(cyclohexylmethyl)-2,2-dimethyl-5-<(2-pyridylthio)methyl>oxazolidine 143122-33-2 C23H36N2O3S
(4S,5S)-3-(tert-butoxycarbonyl)-4-(cyclohexylmethyl)-2,2-dimethyl-5-<(2-pyridylthio)methyl>oxazolidine
—— O-hexyl (hexylamino)methanethioate 92412-25-4 C13H27NOS
O-hexyl (hexylamino)methanethioate
—— (4S,5R)-1-benzyl-4-hydroxy-5-thiophenol-2-pyrrolidinone 253608-06-9 C17H17NO2S
(4S,5R)-1-benzyl-4-hydroxy-5-thiophenol-2-pyrrolidinone
—— Ethyl 2-cyano-2-[2-(1-cyano-2-ethoxy-2-oxoethylidene)-4,8-dihydroxy-[1,3]dithiolo[4,5-f][1,3]benzodithiol-6-ylidene]acetate 1118625-09-4 C18H12N2O6S4
Ethyl 2-cyano-2-[2-(1-cyano-2-ethoxy-2-oxoethylidene)-4,8-dihydroxy-[1,3]dithiolo[4,5-f][1,3]benzodithiol-6-ylidene]acetate
—— 3-(2-bromophenylthio)quinoline 1299398-51-8 C15H10BrNS
3-(2-bromophenylthio)quinoline
—— 2-(5-Trifluoromethyl-pyridin-2-ylsulfanyl)-benzooxazole 172886-27-0 C13H7F3N2OS
2-(5-Trifluoromethyl-pyridin-2-ylsulfanyl)-benzooxazole
—— 5-(chloromethyl)-2,2-dimethyl-oxathiolane 42576-20-5 C6H11ClOS
5-(chloromethyl)-2,2-dimethyl-oxathiolane
—— (5-trifluoromethylpyridin-2-ylsulphanyl)-acetic acid methyl ester 142274-35-9 C9H8F3NO2S
(5-trifluoromethylpyridin-2-ylsulphanyl)-acetic acid methyl ester
—— (5-trifluoromethylpyridin-2-ylsulphanyl)-acetamide 142274-38-2 C8H7F3N2OS
(5-trifluoromethylpyridin-2-ylsulphanyl)-acetamide
—— 3-[10-(5-bromopyridin-2-yl)sulfanyldecyl]-1,3-thiazolidine;hydron;dichloride —— C18H31BrCl2N2S2
3-[10-(5-bromopyridin-2-yl)sulfanyldecyl]-1,3-thiazolidine;hydron;dichloride
—— Pyridine, 3,5-dibromo-2-((5-(3-thiazolidinyl)pentyl)thio)-, monohydrochloride 41956-56-3 C13H19Br2ClN2S2
Pyridine, 3,5-dibromo-2-((5-(3-thiazolidinyl)pentyl)thio)-, monohydrochloride
—— 4-Phenylsulfanylmethyl-phenylamine; hydrochloride 87740-20-3 C13H13NS*ClH
4-Phenylsulfanylmethyl-phenylamine; hydrochloride
—— 7-methoxy-6-(2-(pyrrolidin-1-yl)ethoxy)-4-(thiazol-2-ylthio)quinazoline 1234579-17-9 C18H20N4O2S2
7-methoxy-6-(2-(pyrrolidin-1-yl)ethoxy)-4-(thiazol-2-ylthio)quinazoline
—— 3-[7-methoxy-4-(thiazol-2-ylthio)quinazolin-6-yloxy]-N,N-dimethylpropan-1-amine 1234579-18-0 C17H20N4O2S2
3-[7-methoxy-4-(thiazol-2-ylthio)quinazolin-6-yloxy]-N,N-dimethylpropan-1-amine
—— hydron;3-[8-(5-iodopyridin-2-yl)sulfanyloctyl]-1,3-thiazolidine;chloride —— C16H26ClIN2S2
hydron;3-[8-(5-iodopyridin-2-yl)sulfanyloctyl]-1,3-thiazolidine;chloride
—— 4-chlorobutyl octyl sulfone 68749-01-9 C12H25ClO2S
4-chlorobutyl octyl sulfone
—— (2R,4aR,5S,7R,8aR,9aS,10aR)-5-(tert-Butyl-dimethyl-silanyloxy)-7-[3-(tert-butyl-diphenyl-silanyloxy)-propyl]-3,3-bis-ethylsulfanyl-10a-methyl-decahydro-1,8,10-trioxa-anthracene-2-carbaldehyde 170707-04-7 C42H66O6S2Si2
(2R,4aR,5S,7R,8aR,9aS,10aR)-5-(tert-Butyl-dimethyl-silanyloxy)-7-[3-(tert-butyl-diphenyl-silanyloxy)-propyl]-3,3-bis-ethylsulfanyl-10a-methyl-decahydro-1,8,10-trioxa-anthracene-2-carbaldehyde
—— 4-hydroxybutyl octyl sulfone 68749-08-6 C12H26O3S
4-hydroxybutyl octyl sulfone
—— (4R,6S)-2,2-dimethyl-4-phenylsulfanyl-6-(triisopropylsilyloxymethyl)-1,3-dioxane 732290-11-8 C22H38O3SSi
(4R,6S)-2,2-dimethyl-4-phenylsulfanyl-6-(triisopropylsilyloxymethyl)-1,3-dioxane
—— N-{6-[bis(ethyloxy)methyl]-2-[(phenylmethyl)thio]-4-pyrimidinyl}[1,3]thiazolo[5,4-b]pyridin-2-amine 1246034-60-5 C22H23N5O2S2
N-{6-[bis(ethyloxy)methyl]-2-[(phenylmethyl)thio]-4-pyrimidinyl}[1,3]thiazolo[5,4-b]pyridin-2-amine
—— 2-tert.-Butylthio-1-butanol 2327-14-2 C8H18OS
2-tert.-Butylthio-1-butanol
—— Thiazolidine, 3-(4-(5-iodo-2-pyridyl)thiobutyl)-, hydrochloride 41956-55-2 C12H18ClIN2S2
Thiazolidine, 3-(4-(5-iodo-2-pyridyl)thiobutyl)-, hydrochloride
—— (5R,6S,7R)-5-isopropyl-2,2,3,3,6,9,9,10,10-nonamethyl-7-((2-((S)-1-((4R,5S,6R)-2,2,5-trimethyl-6-((triisopropylsilyloxy)methyl)-1,3-dioxan-4-yl)ethyl)-1,3-dithian-2-yl)methyl)-4,8-dioxa-3,9-disilaundecane 1373047-93-8 C43H90O5S2Si3
(5R,6S,7R)-5-isopropyl-2,2,3,3,6,9,9,10,10-nonamethyl-7-((2-((S)-1-((4R,5S,6R)-2,2,5-trimethyl-6-((triisopropylsilyloxy)methyl)-1,3-dioxan-4-yl)ethyl)-1,3-dithian-2-yl)methyl)-4,8-dioxa-3,9-disilaundecane
—— Thiazolidine, 3-(6-(5-iodo-2-pyridyl)thiohexyl)-, hydrochloride 41956-63-2 C14H22ClIN2S2
Thiazolidine, 3-(6-(5-iodo-2-pyridyl)thiohexyl)-, hydrochloride
—— 1-Methyl-5-(3-acetylpropyl)thio-1,2,3,4-tetrazole 80087-31-6 C7H12N4OS
1-Methyl-5-(3-acetylpropyl)thio-1,2,3,4-tetrazole
—— Thiazolidine, 3-(3-(5-chloro-2-pyridyl)thiopropyl)-, hydrochloride 41956-51-8 C11H16Cl2N2S2
Thiazolidine, 3-(3-(5-chloro-2-pyridyl)thiopropyl)-, hydrochloride
—— 2-methyl-2-(3'-chloropropyl)-1,3-dithiane 144227-07-6 C8H15ClS2
2-methyl-2-(3'-chloropropyl)-1,3-dithiane
—— Thiazolidine, 3-(5-(5-iodo-2-pyridyl)thiopentyl)-, hydrochloride 41956-59-6 C13H20ClIN2S2
Thiazolidine, 3-(5-(5-iodo-2-pyridyl)thiopentyl)-, hydrochloride
—— Thiazolidine, 3-(5-(5-chloro-2-pyridyl)thiopentyl)-, dihydrochloride 41956-58-5 C13H21Cl3N2S2
Thiazolidine, 3-(5-(5-chloro-2-pyridyl)thiopentyl)-, dihydrochloride
—— Thiazolidine, 3-(4-(5-chloro-2-pyridyl)thiobutyl)-, hydrochloride 41922-69-4 C12H18Cl2N2S2
Thiazolidine, 3-(4-(5-chloro-2-pyridyl)thiobutyl)-, hydrochloride
—— <Benzthiazolyl-(2)>-<5-chlor-pyridyl-(2)>-sulfid 19954-09-7 C12H7ClN2S2
<Benzthiazolyl-(2)>-<5-chlor-pyridyl-(2)>-sulfid
—— 3-(5-chloro-pyridin-2-ylsulfanyl)-benzoic acid methyl ester 1227843-18-6 C13H10ClNO2S
3-(5-chloro-pyridin-2-ylsulfanyl)-benzoic acid methyl ester
—— 1-chloro-2-(3-fluoro-phenylsulfanyl)-3-methoxy-benzene 791642-70-1 C13H10ClFOS
1-chloro-2-(3-fluoro-phenylsulfanyl)-3-methoxy-benzene
—— 5-tert.-Butylsulfonyl-pentanol-2 62296-32-6 C9H20O2S
5-tert.-Butylsulfonyl-pentanol-2
—— 2-(2-phenylsulfanyl-1H-indol-3-ylmethyl)-malonic acid dimethyl ester 499970-30-8 C20H19NO4S
2-(2-phenylsulfanyl-1H-indol-3-ylmethyl)-malonic acid dimethyl ester
—— (Z)-8-methyl-1,4-dithiacyclooct-7-ene 144227-16-7 C7H12S2
(Z)-8-methyl-1,4-dithiacyclooct-7-ene
—— 2-methyl-2-(3'-chloropropyl)-1,3-dithiolane 144227-06-5 C7H13ClS2
2-methyl-2-(3'-chloropropyl)-1,3-dithiolane
—— 8-methylene-1,4-dithiacyclooctane 144227-20-3 C7H12S2
8-methylene-1,4-dithiacyclooctane
—— 3-[8-(5-chloropyridin-2-yl)sulfanyloctyl]-1,3-thiazolidine;hydron;chloride —— C16H26Cl2N2S2
3-[8-(5-chloropyridin-2-yl)sulfanyloctyl]-1,3-thiazolidine;hydron;chloride
—— (E)-1-acetoxy-2-phenylthiopent-1-ene 123630-46-6 C13H16O2S
(E)-1-acetoxy-2-phenylthiopent-1-ene
—— (E)-2-acetoxy-1-phenylthiopent-1-ene 123630-45-5 C13H16O2S
(E)-2-acetoxy-1-phenylthiopent-1-ene
—— Thiazolidine, 3-(7-(5-bromo-2-pyridyl)thioheptyl)-, dihydrochloride 41956-65-4 C15H25BrCl2N2S2
Thiazolidine, 3-(7-(5-bromo-2-pyridyl)thioheptyl)-, dihydrochloride
—— Thiazolidine, 3-(3-(3,5-dichloro-2-pyridyl)thiopropyl)-, hydrochloride 41956-50-7 C11H15Cl3N2S2
Thiazolidine, 3-(3-(3,5-dichloro-2-pyridyl)thiopropyl)-, hydrochloride