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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
—— O-methyl tert-butylcarbamothioate 14128-40-6 C6H13NOS
O-methyl tert-butylcarbamothioate
—— (E)-1-(phenylthio)-2-methyl-3,5-dioxahex-1-ene 114250-52-1 C11H14O2S
(E)-1-(phenylthio)-2-methyl-3,5-dioxahex-1-ene
—— 8-[(6-Bromo-1,3-benzodioxol-5-yl)thio]-9-{2-[1-(1-tert-butyl-1H-tetrazol-5-yl)piperidin-4-yl]ethyl}-9H-purin-6-amine 958022-96-3 C24H29BrN10O2S
8-[(6-Bromo-1,3-benzodioxol-5-yl)thio]-9-{2-[1-(1-tert-butyl-1H-tetrazol-5-yl)piperidin-4-yl]ethyl}-9H-purin-6-amine
—— 2-[3-(1-tert-butyl-1H-tetrazole-5-sulfanyl)propyl]-2-[4-(tetrahydropyran-2-yloxy)butyl]malonic acid diethyl ester 873869-48-8 C24H42N4O6S
2-[3-(1-tert-butyl-1H-tetrazole-5-sulfanyl)propyl]-2-[4-(tetrahydropyran-2-yloxy)butyl]malonic acid diethyl ester
—— 4-(Ethylsulfanyl)-2,3-dimethyl-1-oxo-1lambda~5~-pyridine 112895-13-3 C9H13NOS
4-(Ethylsulfanyl)-2,3-dimethyl-1-oxo-1lambda~5~-pyridine
—— 5-Benzylsulfanyl-1-t-butyltetrazole 273730-79-3 C12H16N4S
5-Benzylsulfanyl-1-t-butyltetrazole
—— 1-tert-Butyl-5-[(prop-2-en-1-yl)sulfanyl]-1H-tetrazole 87996-17-6 C8H14N4S
1-tert-Butyl-5-[(prop-2-en-1-yl)sulfanyl]-1H-tetrazole
—— 7-acetyl-1,1,3,3,6-pentamethyl-5-oxa-8-thiaspiro[3.4]oct-6-ene-2-one 1450644-22-0 C13H18O3S
7-acetyl-1,1,3,3,6-pentamethyl-5-oxa-8-thiaspiro[3.4]oct-6-ene-2-one
—— 4'-acetyl-5'-methylspiro[adamantane-2,2'-[1,3]-oxathiole] 1450644-24-2 C15H20O2S
4'-acetyl-5'-methylspiro[adamantane-2,2'-[1,3]-oxathiole]
—— 1,1'-ethylen-bis(3-tert-butylthioharnstoff) 13057-37-9 C12H26N4S2
1,1'-ethylen-bis(3-tert-butylthioharnstoff)
—— Diethyl 2-[3-(1-tert-butyltetrazol-5-yl)sulfanylpropyl]-2-[10-(oxan-2-yloxy)decyl]propanedioate 873869-49-9 C30H54N4O6S
Diethyl 2-[3-(1-tert-butyltetrazol-5-yl)sulfanylpropyl]-2-[10-(oxan-2-yloxy)decyl]propanedioate
—— 2-(Diethylamino)ethanethioamide 114087-84-2 C6H14N2S
2-(Diethylamino)ethanethioamide
—— 1-tert-Butyl-5-(methylthio)-1H-tetrazol 59772-97-3 C6H12N4S
1-tert-Butyl-5-(methylthio)-1H-tetrazol
—— 2-[3-(1-tert-butyl-1H-tetrazole-5-sulfanyl)propyl]-2-[1,3]-dioxolan-2-ylmethylmalonic acid diethyl ester 873869-43-3 C19H32N4O6S
2-[3-(1-tert-butyl-1H-tetrazole-5-sulfanyl)propyl]-2-[1,3]-dioxolan-2-ylmethylmalonic acid diethyl ester
—— N-(cyanomethyl)-2-methyl-5-(2-(pyridin-2-ylamino)thiazol-5-ylthio)benzamide 439574-48-8 C18H15N5OS2
N-(cyanomethyl)-2-methyl-5-(2-(pyridin-2-ylamino)thiazol-5-ylthio)benzamide
—— (4-amino-phenyl)-(4-methylamino-phenyl)-sulfide 100796-43-8 C13H14N2S
(4-amino-phenyl)-(4-methylamino-phenyl)-sulfide
—— <i>N</i>-methyl-4-(4-nitro-phenylsulfanyl)-aniline 144829-58-3 C13H12N2O2S
<i>N</i>-methyl-4-(4-nitro-phenylsulfanyl)-aniline
—— 2-[(2-chlorophenyl)-hydroxy-methyl]-3-(2-methylsulfanyl-pyrimidin-4-yl)-6,7-dihydro-5H-pyrazolo[1,2-a]pyrazol-1-one 852165-00-5 C18H17ClN4O2S
2-[(2-chlorophenyl)-hydroxy-methyl]-3-(2-methylsulfanyl-pyrimidin-4-yl)-6,7-dihydro-5H-pyrazolo[1,2-a]pyrazol-1-one
—— 2-aminoethanethioamide 105301-27-7 C2H6N2S
2-aminoethanethioamide
—— (+/-)-tert-butyl-thiocarbamic acid O-(cyclohex-2-enyl) ester 405238-17-7 C11H19NOS
(+/-)-tert-butyl-thiocarbamic acid O-(cyclohex-2-enyl) ester
—— N-tert-butyl-N'-cyclopentyl thiourea 70498-31-6 C10H20N2S
N-tert-butyl-N'-cyclopentyl thiourea
—— <i>tert</i>-butyl-dithiocarbamic acid 94607-38-2 C5H11NS2
<i>tert</i>-butyl-dithiocarbamic acid
—— di(but-3-enyl) disulfide 61704-47-0 C8H14S2
di(but-3-enyl) disulfide
—— N,N'-[Sulfanediyldi(4,1-phenylene)]di(4,5-dihydro-1,3-thiazol-2-amine) 112464-35-4 C18H18N4S3
N,N'-[Sulfanediyldi(4,1-phenylene)]di(4,5-dihydro-1,3-thiazol-2-amine)
—— 6-methoxy-4-{1-(methoxycarbonyl)ethoxy}-2-methylthiopyrimidine 353293-48-8 C10H14N2O4S
6-methoxy-4-{1-(methoxycarbonyl)ethoxy}-2-methylthiopyrimidine
—— 3-methyl-6-[(4'-fluoro-phenyl)-thio]-benzyl alcohol 54435-19-7 C14H13FOS
3-methyl-6-[(4'-fluoro-phenyl)-thio]-benzyl alcohol
—— <i>N</i>,<i>N</i>-dimethyl-<i>N</i>'-sulfinyl-hydrazine 13066-24-5 C2H6N2OS
<i>N</i>,<i>N</i>-dimethyl-<i>N</i>'-sulfinyl-hydrazine
—— 4-(2'-Methyl-1',3'-dithian-2'-yl)butanal 128084-17-3 C9H16OS2
4-(2'-Methyl-1',3'-dithian-2'-yl)butanal
—— 4-(methyl)thiobenzaldehyde N,N-dimethylhydrazone 253586-01-5 C10H14N2S
4-(methyl)thiobenzaldehyde N,N-dimethylhydrazone
—— 4-methoxy-6-{[4'-(methylthio)-phenyl]thio}-benzyl alcohol 54413-86-4 C15H16O2S2
4-methoxy-6-{[4'-(methylthio)-phenyl]thio}-benzyl alcohol
—— S,S'-dimethyl O,O'-3-oxapentane-1,5-diyl bis(dithiocarbonate) 198981-45-2 C8H14O3S4
S,S'-dimethyl O,O'-3-oxapentane-1,5-diyl bis(dithiocarbonate)
—— 3-(2-chloroethanesulfonyl)propionyl chloride 61515-41-1 C5H8Cl2O3S
3-(2-chloroethanesulfonyl)propionyl chloride
—— 3-fluoro-4-(2-(5-(hydroxymethyl)pyridin-2-ylamino)thiazol-5-ylthio)picolinic acid 1034922-11-6 C15H11FN4O3S2
3-fluoro-4-(2-(5-(hydroxymethyl)pyridin-2-ylamino)thiazol-5-ylthio)picolinic acid
—— N-methoxy-N-methyl-4-[(4-methylphenyl)thio]thieno[2,3-c]pyridine-2-carboxamide 251992-69-5 C17H16N2O2S2
N-methoxy-N-methyl-4-[(4-methylphenyl)thio]thieno[2,3-c]pyridine-2-carboxamide
—— tris(nonafluorobutanesulfonyl)methane 182505-69-7 C13HF27O6S3
tris(nonafluorobutanesulfonyl)methane
—— methyl 3-[2-(2-phenylthioethoxy)ethylaminosulphonyl]propanoate 189012-92-8 C14H21NO5S2
methyl 3-[2-(2-phenylthioethoxy)ethylaminosulphonyl]propanoate
—— ethyl 2-((4-fluorophenyl)thio)acetate 78066-05-4 C10H11FO2S
ethyl 2-((4-fluorophenyl)thio)acetate
—— 4-[(4-methylphenyl)thio]thieno[2,3-c]pyridine-2-carboxaldehyde 251992-72-0 C15H11NOS2
4-[(4-methylphenyl)thio]thieno[2,3-c]pyridine-2-carboxaldehyde
—— 5-(2-Propylsulfanyl-phenyl)-[1,3,4]thiadiazol-2-ylamine 112764-31-5 C11H13N3S2
5-(2-Propylsulfanyl-phenyl)-[1,3,4]thiadiazol-2-ylamine
—— bis(3-phenyl-4-sydnonyl)sulfide 16796-28-4 C16H10N4O4S
bis(3-phenyl-4-sydnonyl)sulfide
—— 4-(4-Fluorophenyl)thiomethyl-1,3-dioxol-2-one 111738-29-5 C10H7FO3S
4-(4-Fluorophenyl)thiomethyl-1,3-dioxol-2-one
—— (S)-[1-[(4-fluorophenylthio)methyl]-2-methylpropyl]carbamic acid 1,1-dimethylethyl ester 286454-90-8 C16H24FNO2S
(S)-[1-[(4-fluorophenylthio)methyl]-2-methylpropyl]carbamic acid 1,1-dimethylethyl ester
—— 4-fluorophenyl thiochloroformate 39248-85-6 C7H4ClFOS
4-fluorophenyl thiochloroformate
—— 6-(3-(4-fluorophenylsulfanyl)indol-1-yl)-1,3-dihydro-1-hydroxy-2,1-benzoxaborole 1309068-73-2 C21H15BFNO2S
6-(3-(4-fluorophenylsulfanyl)indol-1-yl)-1,3-dihydro-1-hydroxy-2,1-benzoxaborole
—— 3-bromo-6-[(4-fluorophenyl)sulfanyl]pyrazine-2-carboxylic acid methyl ester 1093383-19-7 C12H8BrFN2O2S
3-bromo-6-[(4-fluorophenyl)sulfanyl]pyrazine-2-carboxylic acid methyl ester
—— 2-amino-6-methyl-5-[(4-fluorophenyl)sulfanyl]hieno[2,3-d]pyrimidin-4(3H)-one 1059126-73-6 C13H10FN3OS2
2-amino-6-methyl-5-[(4-fluorophenyl)sulfanyl]hieno[2,3-d]pyrimidin-4(3H)-one
—— 2,5-dichloro-4-[(2,5-difluorophenyl)-(4-fluorophenylthio)methyl]pyridine 820224-73-5 C18H10Cl2F3NS
2,5-dichloro-4-[(2,5-difluorophenyl)-(4-fluorophenylthio)methyl]pyridine
—— 5-(1-Adamantyl)-3-[(4-fluorophenyl)sulfanylmethyl]-4-nitro-1,2-oxazole 916922-16-2 C20H21FN2O3S
5-(1-Adamantyl)-3-[(4-fluorophenyl)sulfanylmethyl]-4-nitro-1,2-oxazole
—— (R)-N-(2-methyl-3-fluoro-4-[4-fluorophenyl]sulphanylphenyl)-2-hydroxy-2-methyl-3,3,3-trifluoropropanamide 329926-80-9 C17H14F5NO2S
(R)-N-(2-methyl-3-fluoro-4-[4-fluorophenyl]sulphanylphenyl)-2-hydroxy-2-methyl-3,3,3-trifluoropropanamide
—— 2-benzyl-4-bromo-5-[(4-fluorophenyl)thio]pyridazin-3(2H)-one 565156-87-8 C17H12BrFN2OS
2-benzyl-4-bromo-5-[(4-fluorophenyl)thio]pyridazin-3(2H)-one