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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
—— tert-butyl-[(2S,4S,6S)-2-[[2-[[(2R,3S,6S)-3-methyl-6-[(E,2S)-6-methyl-2-tri(propan-2-yl)silyloxyhept-3-enyl]oxan-2-yl]methyl]-1,3-dithian-2-yl]methyl]-6-[2-tri(propan-2-yl)silyloxyethyl]oxan-4-yl]oxy-diphenylsilane 479196-42-4 C61H106O5S2Si3
tert-butyl-[(2S,4S,6S)-2-[[2-[[(2R,3S,6S)-3-methyl-6-[(E,2S)-6-methyl-2-tri(propan-2-yl)silyloxyhept-3-enyl]oxan-2-yl]methyl]-1,3-dithian-2-yl]methyl]-6-[2-tri(propan-2-yl)silyloxyethyl]oxan-4-yl]oxy-diphenylsilane
—— (Z)-1,4-Bis(2-aminoethyldithio)-2-butene 111238-63-2 C8H18N2S4
(Z)-1,4-Bis(2-aminoethyldithio)-2-butene
—— 2-[(2S,5S,6R)-6-[(2S)-3-[(8R,10S)-10-(2,2-dimethoxyethyl)-9-oxa-1,5-dithiaspiro[5.5]undecan-8-yl]-2-methoxypropyl]-5-methyloxan-2-yl]acetaldehyde 1301605-18-4 C24H42O6S2
2-[(2S,5S,6R)-6-[(2S)-3-[(8R,10S)-10-(2,2-dimethoxyethyl)-9-oxa-1,5-dithiaspiro[5.5]undecan-8-yl]-2-methoxypropyl]-5-methyloxan-2-yl]acetaldehyde
—— 2,2-bis(2-cyanoethyl)-5-phenyl-1,3-dithiane 1,1,3,3-tetroxide 147018-86-8 C16H18N2O4S2
2,2-bis(2-cyanoethyl)-5-phenyl-1,3-dithiane 1,1,3,3-tetroxide
—— (S)-(4-Chloro-phenyl)-phenylsulfanyl-acetic acid 51229-61-9 C14H11ClO2S
(S)-(4-Chloro-phenyl)-phenylsulfanyl-acetic acid
—— (S)-2-(but-3-en-2-ylthio)aniline 1408300-11-7 C10H13NS
(S)-2-(but-3-en-2-ylthio)aniline
—— 1-methyl-3-[3-(3-methylthioureido)propyl]thiourea 178171-41-0 C7H16N4S2
1-methyl-3-[3-(3-methylthioureido)propyl]thiourea
—— 3-methoxyphenyl 3-thienyl sulfide 128348-23-2 C11H10OS2
3-methoxyphenyl 3-thienyl sulfide
—— Benzene, 4-(methylsulfonyl)-2-nitro-1-(phenylthio)- 61497-41-4 C13H11NO4S2
Benzene, 4-(methylsulfonyl)-2-nitro-1-(phenylthio)-
—— (S)-N-((5-bromo-2-(methylthio)pyrimidin-4-yl)methylene)-2-methylpropane-2-sulfinamide 1620056-02-1 C10H14BrN3OS2
(S)-N-((5-bromo-2-(methylthio)pyrimidin-4-yl)methylene)-2-methylpropane-2-sulfinamide
—— 2-(hydroxymethyl)-3-(2-ethyl-1,3-dithian-2-yl)-2-cyclopentenone 114929-06-5 C12H18O2S2
2-(hydroxymethyl)-3-(2-ethyl-1,3-dithian-2-yl)-2-cyclopentenone
—— 2-benzylthio-4,5-diaminopyrimidine 59153-28-5 C11H12N4S
2-benzylthio-4,5-diaminopyrimidine
—— (Methoxythiocarbonyl)carbamidsaeure-methylester 39142-28-4 C4H7NO3S
(Methoxythiocarbonyl)carbamidsaeure-methylester
—— (NE)-N-[3,3-bis(methylsulfanyl)butan-2-ylidene]hydroxylamine —— C6H13NOS2
(NE)-N-[3,3-bis(methylsulfanyl)butan-2-ylidene]hydroxylamine
—— N-<Ethoxy(thiocarbonyl)>carbamidsaeure-methylester 59386-42-4 C5H9NO3S
N-<Ethoxy(thiocarbonyl)>carbamidsaeure-methylester
—— 4,5-diamino-2-phenylthiopyrimidine 124732-30-5 C10H10N4S
4,5-diamino-2-phenylthiopyrimidine
—— 4-amino-2-benzylthio-5-(N'-carbomethoxythioureido)pyrimidine 124732-36-1 C14H15N5O2S2
4-amino-2-benzylthio-5-(N'-carbomethoxythioureido)pyrimidine
—— N-(methoxycarbonyl)-1-methyl-3-(methylthio)-1,2,4-triazolo<3,4-b><1,3,4>thiadiazolium-6-aminide 102423-61-0 C7H9N5O2S2
N-(methoxycarbonyl)-1-methyl-3-(methylthio)-1,2,4-triazolo<3,4-b><1,3,4>thiadiazolium-6-aminide
—— methyl 2-phenylthiopurine-8-carbamate 124732-32-7 C13H11N5O2S
methyl 2-phenylthiopurine-8-carbamate
—— 2-propylsulfanyl-pyrimidine-4,5-diamine 124732-00-9 C7H12N4S
2-propylsulfanyl-pyrimidine-4,5-diamine
—— 1-Amino-2-(sulfodisulfanyl)ethane 30453-34-0 C2H7NO3S3
1-Amino-2-(sulfodisulfanyl)ethane
—— 4-(pyridine-2-ylthio)-o-phenylenediamine 55564-21-1 C11H11N3S
4-(pyridine-2-ylthio)-o-phenylenediamine
—— 1,3-Dithiolane-2-carboxaldehyde, 2,4-dimethyl-, O-((methylamino)carbonyl)oxime 26419-73-8 C8H14N2O2S2
1,3-Dithiolane-2-carboxaldehyde, 2,4-dimethyl-, O-((methylamino)carbonyl)oxime
—— 1-Chloro-4-[{[(4-chlorophenyl)methyl]sulfanyl}(phenylsulfanyl)methyl]benzene 62740-59-4 C20H16Cl2S2
1-Chloro-4-[{[(4-chlorophenyl)methyl]sulfanyl}(phenylsulfanyl)methyl]benzene
—— [(E)-(6-methyl-2,3-dihydroimidazo[2,1-b][1,3]thiazol-5-yl)methylideneamino]thiourea 75224-79-2 C8H11N5S2
[(E)-(6-methyl-2,3-dihydroimidazo[2,1-b][1,3]thiazol-5-yl)methylideneamino]thiourea
—— (NE)-N-[(6-methyl-2,3-dihydroimidazo[2,1-b][1,3]thiazol-5-yl)methylidene]hydroxylamine 83253-32-1 C7H9N3OS
(NE)-N-[(6-methyl-2,3-dihydroimidazo[2,1-b][1,3]thiazol-5-yl)methylidene]hydroxylamine
—— 2-(2-methylaminobenzylthio)-4,5,6,7-tetrahydro-1H-benzimidazole 128935-96-6 C15H19N3S
2-(2-methylaminobenzylthio)-4,5,6,7-tetrahydro-1H-benzimidazole
—— 2-(methylsulfanyl)-4,5,6,7-tetrahydro-1H-benzimidazole 1135266-91-9 C8H12N2S
2-(methylsulfanyl)-4,5,6,7-tetrahydro-1H-benzimidazole
—— [(E)-(6-chloro-2,3-dihydroimidazo[2,1-b][1,3]thiazol-5-yl)methylideneamino]thiourea 75224-81-6 C7H8ClN5S2
[(E)-(6-chloro-2,3-dihydroimidazo[2,1-b][1,3]thiazol-5-yl)methylideneamino]thiourea
—— (2R,4R,6S,8S)-1-[2-[(Z)-4-hydroxybut-2-enyl]-1,3-dithian-2-yl]-6-methoxy-4-methylundecane-2,8-diol 1197214-91-7 C21H40O4S2
(2R,4R,6S,8S)-1-[2-[(Z)-4-hydroxybut-2-enyl]-1,3-dithian-2-yl]-6-methoxy-4-methylundecane-2,8-diol
—— methyl 2-[(8R,10S)-8-[(2S,4S,6S)-6-hydroxy-4-methoxy-2-methylnonyl]-9-oxa-1,5-dithiaspiro[5.5]undecan-10-yl]acetate 1197214-90-6 C22H40O5S2
methyl 2-[(8R,10S)-8-[(2S,4S,6S)-6-hydroxy-4-methoxy-2-methylnonyl]-9-oxa-1,5-dithiaspiro[5.5]undecan-10-yl]acetate
—— 2,5-bis-propylsulfanyl-3,4-dihydro-2<i>H</i>-pyran-2-carbaldehyde 64199-33-3 C12H20O2S2
2,5-bis-propylsulfanyl-3,4-dihydro-2<i>H</i>-pyran-2-carbaldehyde
—— 5-(3,5-Dimethylphenylthio)-4-isopropyl-1-methyl-1H-imidazole-2-carbaldehyde Hydrazone 178979-00-5 C16H22N4S
5-(3,5-Dimethylphenylthio)-4-isopropyl-1-methyl-1H-imidazole-2-carbaldehyde Hydrazone
—— 2-((4-Methyl-1-piperazinyl)imino)-4'-phenylthioacetophenone hydrochloride 25561-58-4 C19H22ClN3OS
2-((4-Methyl-1-piperazinyl)imino)-4'-phenylthioacetophenone hydrochloride
—— Methyl dichloro(methanesulfonyl)methanesulfinate 89986-81-2 C3H6Cl2O4S2
Methyl dichloro(methanesulfonyl)methanesulfinate
—— (S)-2-hydroxy-2-<<(4-methylphenyl)sulfenyl>methyl>butanamide 136347-14-3 C12H17NO2S
(S)-2-hydroxy-2-<<(4-methylphenyl)sulfenyl>methyl>butanamide
—— 4-(1-ethylcyclopentylamino)-2-(methylthio)pyrimidine-5-carbonitrile 1403865-58-6 C13H18N4S
4-(1-ethylcyclopentylamino)-2-(methylthio)pyrimidine-5-carbonitrile
—— 2,2-Dimethyl-4-(O-(methylcarbamoyl)oximino)-1,3-dithiolane 59375-67-6 C7H12N2O2S2
2,2-Dimethyl-4-(O-(methylcarbamoyl)oximino)-1,3-dithiolane
—— 6-tert-butyl-4-isobutylideneamino-3-methylthio-1,2,4-triazin-5(4H)-one 57052-04-7 C12H20N4OS
6-tert-butyl-4-isobutylideneamino-3-methylthio-1,2,4-triazin-5(4H)-one
—— 1-(Methylsulfinyl)-1-(methylthio)-pentan 41489-96-7 C7H16OS2
1-(Methylsulfinyl)-1-(methylthio)-pentan
—— 2-Methyl-3,3-bis(methylthio)acrylothioamid 91529-42-9 C6H11NS3
2-Methyl-3,3-bis(methylthio)acrylothioamid
—— 1,3-Dithiolane-2-carboxaldehyde, 2,4,5-trimethyl-, O-(methylcarbamoyl)oxime 33160-78-0 C9H16N2O2S2
1,3-Dithiolane-2-carboxaldehyde, 2,4,5-trimethyl-, O-(methylcarbamoyl)oxime
—— 4'-(Phenylthio)-2-(1-pyrrolidinylimino)acetophenone 25555-26-4 C18H18N2OS
4'-(Phenylthio)-2-(1-pyrrolidinylimino)acetophenone
—— (-)-4(S)-<2-<N-<<(β-trimethylsilyl)ethoxy>methyl>pyrrol-2-yl>carbonyl>-5(R)-<(phenylsulfenyl)methyl>-1(S)-ethyl-3a(R),4,5,7a(S)-tetrahydroindan 91053-92-8 C29H41NO2SSi
(-)-4(S)-<2-<N-<<(β-trimethylsilyl)ethoxy>methyl>pyrrol-2-yl>carbonyl>-5(R)-<(phenylsulfenyl)methyl>-1(S)-ethyl-3a(R),4,5,7a(S)-tetrahydroindan
—— Ethanimidothioic acid, N-(((ethylamino)carbonyl)oxy)-, methyl ester 62490-38-4 C6H12N2O2S
Ethanimidothioic acid, N-(((ethylamino)carbonyl)oxy)-, methyl ester
—— (+/-)-methyl (1S,3aR,4S,5R,7aS)-1-ethyl-3a,4,5,7a-tetrahydro-5-((phenylthio)methyl)-4-indancarboxylate 95532-30-2 C20H26O2S
(+/-)-methyl (1S,3aR,4S,5R,7aS)-1-ethyl-3a,4,5,7a-tetrahydro-5-((phenylthio)methyl)-4-indancarboxylate
—— Cyclopentanon-dimethylmercaptal-S-oxid 57260-90-9 C7H14OS2
Cyclopentanon-dimethylmercaptal-S-oxid
—— 3-oxa-7-(methylthio)-7-(methylsulfinyl)bicyclo<3.3.0>octa-1,4-diene 81715-28-8 C9H12O2S2
3-oxa-7-(methylthio)-7-(methylsulfinyl)bicyclo<3.3.0>octa-1,4-diene
—— Phosphonothioic acid, methyl-, S-(2-(butylsulfinyl)ethyl) O-ethyl ester 53151-70-5 C9H21O3PS2
Phosphonothioic acid, methyl-, S-(2-(butylsulfinyl)ethyl) O-ethyl ester
—— 2-Ethoxy-N,N-diethyl-2-phenylsulfanyl-acetamide 136764-69-7 C14H21NO2S
2-Ethoxy-N,N-diethyl-2-phenylsulfanyl-acetamide