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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
—— 2-<2-(Phenylthio)ethyl>cyclohexanone 151830-52-3 C14H18OS
2-<2-(Phenylthio)ethyl>cyclohexanone
—— Imino-[(2-methyl-5-methylsulfanyl-1,2,4-triazol-3-yl)imino]azanium 51108-42-0 C4H7N6S+
Imino-[(2-methyl-5-methylsulfanyl-1,2,4-triazol-3-yl)imino]azanium
—— methyl (3S)-3-hydroxy-3-methyl-4-phenylsulfanylbutanoate 350604-71-6 C12H16O3S
methyl (3S)-3-hydroxy-3-methyl-4-phenylsulfanylbutanoate
—— methyl 2-methyl-2-[(pyridin-2-yl)sulfanyl]propionate 1152091-93-4 C10H13NO2S
methyl 2-methyl-2-[(pyridin-2-yl)sulfanyl]propionate
—— 2,2-Dimethyl-13-methylsulfon-tridecannitril 93153-24-3 C16H31NO2S
2,2-Dimethyl-13-methylsulfon-tridecannitril
—— 3-Phenyl-6-(trifluoromethyl)-1,2,4-triazin-5-yl 3-(trifluoromethyl)phenyl sulfide 4708-91-2 C17H9F6N3S
3-Phenyl-6-(trifluoromethyl)-1,2,4-triazin-5-yl 3-(trifluoromethyl)phenyl sulfide
—— 13,13,13-trifluorotridecanethiol 200501-45-7 C13H25F3S
13,13,13-trifluorotridecanethiol
—— Methyl 3,3-Dimethyl-4-(phenylthio)-5-hexenoate 143706-93-8 C15H20O2S
Methyl 3,3-Dimethyl-4-(phenylthio)-5-hexenoate
—— 3-Amino-4-(benzylthio)-6-methylpyridazine 82608-19-3 C12H13N3S
3-Amino-4-(benzylthio)-6-methylpyridazine
—— 2-[[5-[[(2-fluorophenyl)methyl]thio]-2-methoxythiazolo[4,5-d]pyrimidin-7-yl]amino]-(2R)-1-propanol 333743-74-1 C16H17FN4O2S2
2-[[5-[[(2-fluorophenyl)methyl]thio]-2-methoxythiazolo[4,5-d]pyrimidin-7-yl]amino]-(2R)-1-propanol
—— 2-[[2-bromo-5-[[(2-fluorophenyl)methyl]thio]thiazolo[4,5-d]pyrimidin-7-yl]amino]-(2R)-1-propanol 333743-73-0 C15H14BrFN4OS2
2-[[2-bromo-5-[[(2-fluorophenyl)methyl]thio]thiazolo[4,5-d]pyrimidin-7-yl]amino]-(2R)-1-propanol
—— 2-[[2-amino-5-[[(2-fluorophenyl)methyl]thio]thiazolo[4,5-d]pyrimidin-7-yl]amino]-(2R)-1-propanol 333743-72-9 C15H16FN5OS2
2-[[2-amino-5-[[(2-fluorophenyl)methyl]thio]thiazolo[4,5-d]pyrimidin-7-yl]amino]-(2R)-1-propanol
—— Methyl 3-methyl-3-(phenylsulfanyl)butanoate 64793-82-4 C12H16O2S
Methyl 3-methyl-3-(phenylsulfanyl)butanoate
—— di(1-adamantyl) thioketone 73509-04-3 C21H30S
di(1-adamantyl) thioketone
—— 2-phenylthio-5-methylpyridine 19541-52-7 C12H11NS
2-phenylthio-5-methylpyridine
—— 1,1-dichloro-3-phenylthio-2-propanone 155106-07-3 C9H8Cl2OS
1,1-dichloro-3-phenylthio-2-propanone
—— 5-methyl-2-(propylthio)pyridine 5613-18-3 C9H13NS
5-methyl-2-(propylthio)pyridine
—— 2-methoxy-N-(6-(phenylthio)-9-(tetrahydro-2H-pyran-2-yl)-9H-purin-8-yl)benzamide 1380333-89-0 C24H23N5O3S
2-methoxy-N-(6-(phenylthio)-9-(tetrahydro-2H-pyran-2-yl)-9H-purin-8-yl)benzamide
—— 4-Oxo-5,6-dihydrothieno[2,3-b]thiopyran-2-sulfonyl chloride 106319-48-6 C7H5ClO3S3
4-Oxo-5,6-dihydrothieno[2,3-b]thiopyran-2-sulfonyl chloride
—— 5,6-dihydro-4H-4-hydroxythieno[2,3-b]thiopyran-2-sulfonamide 105951-34-6 C7H9NO3S3
5,6-dihydro-4H-4-hydroxythieno[2,3-b]thiopyran-2-sulfonamide
—— 2H-thieno<2,3-b>thiopyran 21339-38-8 C7H6S2
2H-thieno<2,3-b>thiopyran
—— tert-butyl-diphenyl-[(2R,3S)-4-[(2R,3S)-3-(phenylsulfanylmethyl)oxiran-2-yl]-2,3-bis(trimethylsilyloxy)butoxy]silane 360580-61-6 C35H52O4SSi3
tert-butyl-diphenyl-[(2R,3S)-4-[(2R,3S)-3-(phenylsulfanylmethyl)oxiran-2-yl]-2,3-bis(trimethylsilyloxy)butoxy]silane
—— dimethyl-1,2-propadien-1-yl sulfonium bromide 25308-81-0 Br*C5H9S
dimethyl-1,2-propadien-1-yl sulfonium bromide
—— 4,5-bis(phenylthio)-1,3-dithiole-2-thione 120397-77-5 C15H10S5
4,5-bis(phenylthio)-1,3-dithiole-2-thione
—— 5-(2-Butenylthio)-1-(1-methylethyl)-1H-1,2,4-triazol-3-yl ethanesulfonate 61800-05-3 C11H19N3O3S2
5-(2-Butenylthio)-1-(1-methylethyl)-1H-1,2,4-triazol-3-yl ethanesulfonate
—— 1-<(Methylsulfinyl)methylen>cyclopentan 55059-03-5 C7H12OS
1-<(Methylsulfinyl)methylen>cyclopentan
—— 1-({[5-(methylthio)-1H-pyrazol-3-yl]methyl}amino)butan-2-ol 844872-54-4 C9H17N3OS
1-({[5-(methylthio)-1H-pyrazol-3-yl]methyl}amino)butan-2-ol
—— 5-(2-Butenylthio)-1-methyl-1H-1,2,4-triazol-3-ol methanesulfonate (ester) 55375-40-1 C8H13N3O3S2
5-(2-Butenylthio)-1-methyl-1H-1,2,4-triazol-3-ol methanesulfonate (ester)
—— methyl-5,5-(dimethylenedithio)-12(S)-hydroxy-6(E),8(E),10(E),14(Z)-eicosatetraenoate 218162-96-0 C23H36O3S2
methyl-5,5-(dimethylenedithio)-12(S)-hydroxy-6(E),8(E),10(E),14(Z)-eicosatetraenoate
—— methyl-5,5-(dimethylenedithio)-12(S)-hydroxy-6(E),8(Z),10(E),14(Z)-eicosatetraenoate 218162-95-9 C23H36O3S2
methyl-5,5-(dimethylenedithio)-12(S)-hydroxy-6(E),8(Z),10(E),14(Z)-eicosatetraenoate
—— 2-((3,4-Dimethoxyphenyl)thio)-N-methylbenzenemethanamine (Z)-2-butenedioate (1:1) 127905-91-3 C20H23NO6S
2-((3,4-Dimethoxyphenyl)thio)-N-methylbenzenemethanamine (Z)-2-butenedioate (1:1)
—— 3-(2-(Dimethylaminomethyl)phenylthio)benzonitrile hydrogen maleate 139009-47-5 C20H20N2O4S
3-(2-(Dimethylaminomethyl)phenylthio)benzonitrile hydrogen maleate
—— N,N-Dimethyl-2-(3-fluorophenylthio)benzylamine hydrogen maleate 139009-29-3 C19H20FNO4S
N,N-Dimethyl-2-(3-fluorophenylthio)benzylamine hydrogen maleate
—— (E)-2-amino-N'-((6-methyl-2-(p-tolylthio)quinolin-3-yl)methylene)benzohydrazide 1443242-63-4 C25H22N4OS
(E)-2-amino-N'-((6-methyl-2-(p-tolylthio)quinolin-3-yl)methylene)benzohydrazide
—— Decanoic acid, 2-(4-(2-chloro-7-fluoro-11H-dibenz(b,e)(1,4)oxathiepin-11-yl)-1-piperidinyl)ethyl ester, (Z)-2-butenedioate (1:1) 83975-89-7 C34H43ClFNO7S
Decanoic acid, 2-(4-(2-chloro-7-fluoro-11H-dibenz(b,e)(1,4)oxathiepin-11-yl)-1-piperidinyl)ethyl ester, (Z)-2-butenedioate (1:1)
—— Spiro(11H-dibenz(b,e)(1,4)oxathiepin-11,4'-piperidine), (Z)-2-butenedioate (1:1) 98796-34-0 C21H21NO5S
Spiro(11H-dibenz(b,e)(1,4)oxathiepin-11,4'-piperidine), (Z)-2-butenedioate (1:1)
—— 4-[6-Chloro-2-(4-cyanoanilino)pyrimidin-4-yl]sulfanyl-3,5-dimethylbenzonitrile 903593-80-6 C20H14ClN5S
4-[6-Chloro-2-(4-cyanoanilino)pyrimidin-4-yl]sulfanyl-3,5-dimethylbenzonitrile
—— 2-(β-Cyanoethyl)thio-3-amino-6-chloropyridine 78909-78-1 C8H8ClN3S
2-(β-Cyanoethyl)thio-3-amino-6-chloropyridine
—— 2-(2-(Phenylthio)phenyl)ethylamine maleate 127876-78-2 C18H19NO4S
2-(2-(Phenylthio)phenyl)ethylamine maleate
—— 1-benzyl-3-(ethylthio)-N<sup>5</sup>,N<sup>5</sup>-dimethyl-1H-pyrazole-4,5-diamine 1196685-97-8 C14H20N4S
1-benzyl-3-(ethylthio)-N<sup>5</sup>,N<sup>5</sup>-dimethyl-1H-pyrazole-4,5-diamine
—— (2R,4Z)-1,1-Bis(ethylthio)-2-hydroxy-4-decen 136810-38-3 C14H28OS2
(2R,4Z)-1,1-Bis(ethylthio)-2-hydroxy-4-decen
—— 6-methyl-2-[(5-phenyl-1H-1,2,4-triazol-3-yl)sulfanyl]quinoline-3-carbaldehyde 1134633-65-0 C19H14N4OS
6-methyl-2-[(5-phenyl-1H-1,2,4-triazol-3-yl)sulfanyl]quinoline-3-carbaldehyde
—— 4-((2-((Dimethylamino)methyl)phenyl)thio)-1,3-benzenediol (Z)-2-butenedioate (1:1) (salt) 127906-28-9 C19H21NO6S
4-((2-((Dimethylamino)methyl)phenyl)thio)-1,3-benzenediol (Z)-2-butenedioate (1:1) (salt)
—— 3-((2-((Dimethylamino)methyl)phenyl)thio)phenol (Z)-2-butenedioate (1:1) (salt) 127906-24-5 C19H21NO5S
3-((2-((Dimethylamino)methyl)phenyl)thio)phenol (Z)-2-butenedioate (1:1) (salt)
—— 3-Furancarbothioamide, N-(3-(2-butenylthio)-4-chlorophenyl)-2-methyl- 191984-43-7 C16H16ClNOS2
3-Furancarbothioamide, N-(3-(2-butenylthio)-4-chlorophenyl)-2-methyl-
—— S<sup>6</sup>,2'-cyclo-2-O-methyluridine 74610-61-0 C10H12N2O5S
S<sup>6</sup>,2'-cyclo-2-O-methyluridine
—— S<sup>6</sup>,2'-cyclo-2-thiouridine 74666-17-4 C9H10N2O4S2
S<sup>6</sup>,2'-cyclo-2-thiouridine
—— S<sup>6</sup>,2'-cyclouridine 74610-62-1 C9H10N2O5S
S<sup>6</sup>,2'-cyclouridine
—— 3-((2-(Aminomethyl)phenyl)thio)phenol (Z)-2-butenedioate (1:1) (salt) 127906-51-8 C17H17NO5S
3-((2-(Aminomethyl)phenyl)thio)phenol (Z)-2-butenedioate (1:1) (salt)
—— 1-methylsulfonyldodecane 7560-61-4 C13H28O2S
1-methylsulfonyldodecane