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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
—— 3-Benzyl-8-Phenyl-1,2,4-triazolo<3,4-b>-1,3,4-thiadiazepine 76457-86-8 C18H14N4S
3-Benzyl-8-Phenyl-1,2,4-triazolo<3,4-b>-1,3,4-thiadiazepine
—— 1,4-bis(4-amino-5-benzyl-1,2,4-triazol-3-ylsulfanyl)butane 263900-73-8 C22H26N8S2
1,4-bis(4-amino-5-benzyl-1,2,4-triazol-3-ylsulfanyl)butane
—— 7H-6-Phenyl-3-phenylmethyl-s-triazolo<3,4-b><1,3,4>thiadiazine 79074-64-9 C17H14N4S
7H-6-Phenyl-3-phenylmethyl-s-triazolo<3,4-b><1,3,4>thiadiazine
—— 2,6-bis(4-amino-5-benzyl-1,2,4-triazol-3-ylsulfanylmethyl)pyridine 1001126-66-4 C25H25N9S2
2,6-bis(4-amino-5-benzyl-1,2,4-triazol-3-ylsulfanylmethyl)pyridine
—— (4-amino-5-benzyl-4H-1,2,4-triazol-3-ylsulphanyl)-methylenenitrile 111828-06-9 C11H11N5S
(4-amino-5-benzyl-4H-1,2,4-triazol-3-ylsulphanyl)-methylenenitrile
—— 6-(p-chlorophenyl)-3-ethoxycarbonyl-5H-1,2,3-triazolo<5,1-b><1,3,4>thiadiazine 127045-32-3 C13H11ClN4O2S
6-(p-chlorophenyl)-3-ethoxycarbonyl-5H-1,2,3-triazolo<5,1-b><1,3,4>thiadiazine
—— 3-ethoxycarbonyl-6-methyl-5H-1,2,3-triazolo<5,1-b><1,3,4>thiadiazine 127045-30-1 C8H10N4O2S
3-ethoxycarbonyl-6-methyl-5H-1,2,3-triazolo<5,1-b><1,3,4>thiadiazine
—— 2,4-Dimethyl-5-(methylthio)pyrimidine 91157-96-9 C7H10N2S
2,4-Dimethyl-5-(methylthio)pyrimidine
—— N-Methyl-amidosulfonsaeure-thiomethylester 26118-77-4 C2H7NO2S2
N-Methyl-amidosulfonsaeure-thiomethylester
—— 6-amino-2-methyl-4-methylthio-5-(2-pyridinyl)pyrimidine 122851-66-5 C11H12N4S
6-amino-2-methyl-4-methylthio-5-(2-pyridinyl)pyrimidine
—— 6,7-dihydro-2-methyl-4(3H)-oxopyrimido[5,4-b][1,4]thiazine 124724-42-1 C7H9N3OS
6,7-dihydro-2-methyl-4(3H)-oxopyrimido[5,4-b][1,4]thiazine
—— 1-methylene-2-(phenylthio)cyclohexane 67957-89-5 C13H16S
1-methylene-2-(phenylthio)cyclohexane
—— S-(4-chlorophenyl) N-ethylcarbamothioate 14467-72-2 C9H10ClNOS
S-(4-chlorophenyl) N-ethylcarbamothioate
—— (S)-2-(2-hydroxymethyl-1-pyrrolidinyl)-4-phenylthio-5-[N-(2-pyrimidylmethyl)carbamoyl]pyrimidine 476449-27-1 C21H22N6O2S
(S)-2-(2-hydroxymethyl-1-pyrrolidinyl)-4-phenylthio-5-[N-(2-pyrimidylmethyl)carbamoyl]pyrimidine
—— S-(4-methylphenyl) N-ethylcarbamothioate 815582-19-5 C10H13NOS
S-(4-methylphenyl) N-ethylcarbamothioate
—— S-(4-bromophenyl) N-ethylcarbamothioate 815582-22-0 C9H10BrNOS
S-(4-bromophenyl) N-ethylcarbamothioate
—— 6-phenyl-3-(1,2,3,4-tetrahydroxybutan-1-yl)-7H-1,2,4-triazolo[3,4-b][1,3,4]thiadiazine 1056757-68-6 C14H16N4O4S
6-phenyl-3-(1,2,3,4-tetrahydroxybutan-1-yl)-7H-1,2,4-triazolo[3,4-b][1,3,4]thiadiazine
—— N,N-Diethyl-N-[3-({6-methoxy-4-[(5-nitro-2-thienyl)sulfanyl]-7-quinolyl}oxy)propyl]amine 417722-33-9 C21H25N3O4S2
N,N-Diethyl-N-[3-({6-methoxy-4-[(5-nitro-2-thienyl)sulfanyl]-7-quinolyl}oxy)propyl]amine
—— trans-3-(p-Tolyl-mercapto)-acrylsaeure 710-38-3 C10H10O2S
trans-3-(p-Tolyl-mercapto)-acrylsaeure
—— (Z)-2-Phenylsulfanylmethyl-but-2-enedioic acid 1-methyl ester 69804-89-3 C12H12O4S
(Z)-2-Phenylsulfanylmethyl-but-2-enedioic acid 1-methyl ester
—— tert-butyl N-[(4-chlorophenyl)methyl]-N-[(2R)-2-[(6-imidazol-1-yl-2-methylsulfanylpyrimidin-4-yl)amino]-4-methylpentyl]carbamate 321329-60-6 C26H35ClN6O2S
tert-butyl N-[(4-chlorophenyl)methyl]-N-[(2R)-2-[(6-imidazol-1-yl-2-methylsulfanylpyrimidin-4-yl)amino]-4-methylpentyl]carbamate
—— (S)-2-(tert-butoxycarbonylamino)-4-(methanesulfonyl)butanal 186203-23-6 C10H19NO5S
(S)-2-(tert-butoxycarbonylamino)-4-(methanesulfonyl)butanal
—— 6-(phenylthio)hept-1-en-4-ol 884598-67-8 C13H18OS
6-(phenylthio)hept-1-en-4-ol
—— (E)-2-{[(Cyclopropyl)amino]phenylmethylene}-benzo[b]thiophen-3(2H)-one 77946-86-2 C18H15NOS
(E)-2-{[(Cyclopropyl)amino]phenylmethylene}-benzo[b]thiophen-3(2H)-one
—— 6-(1-adamantyl)-3-cyano-2-allylmercaptopyridine 112629-74-0 C19H22N2S
6-(1-adamantyl)-3-cyano-2-allylmercaptopyridine
—— 2-{[(Benzylsulfanyl)methyl]sulfanyl}-4,6-dimethylpyridine-3-carbonitrile 442152-76-3 C16H16N2S2
2-{[(Benzylsulfanyl)methyl]sulfanyl}-4,6-dimethylpyridine-3-carbonitrile
—— α-Fluorocyanomethyl 2-(3-cyano-4,6-dimethyl)pyridyl sulfide 159831-91-1 C10H8FN3S
α-Fluorocyanomethyl 2-(3-cyano-4,6-dimethyl)pyridyl sulfide
—— 159717-91-6 C11H11N5S
—— 2-pentafluorosulfanylheptanal 1122591-42-7 C7H13F5OS
2-pentafluorosulfanylheptanal
—— 3-cyano-4,6-dimethyl-2-[(2-thienylmethyl)thio]pyridine 1203929-22-9 C13H12N2S2
3-cyano-4,6-dimethyl-2-[(2-thienylmethyl)thio]pyridine
—— 2-Cyclohex-2-en-1-ylsulfanyl-4,6-dimethylpyridine-3-carbonitrile 121567-77-9 C14H16N2S
2-Cyclohex-2-en-1-ylsulfanyl-4,6-dimethylpyridine-3-carbonitrile
—— 2-(3-Cyano-4,6-dimethylpyridin-2-yl)sulfanyl-2-methylpropanoic acid 1103521-26-1 C12H14N2O2S
2-(3-Cyano-4,6-dimethylpyridin-2-yl)sulfanyl-2-methylpropanoic acid
—— 2-butylthio-3-cyano-4,6-dimethylpyridine 496778-32-6 C12H16N2S
2-butylthio-3-cyano-4,6-dimethylpyridine
—— 4-(3-Cyano-4,6-dimethyl-pyridin-2-ylsulfanyl)-3-oxo-butyric acid ethyl ester 290299-57-9 C14H16N2O3S
4-(3-Cyano-4,6-dimethyl-pyridin-2-ylsulfanyl)-3-oxo-butyric acid ethyl ester
—— 4,6-dimethyl-2-(prop-2-yn-1-ylsulfanyl)pyridine-3-carbonitrile 285980-92-9 C11H10N2S
4,6-dimethyl-2-(prop-2-yn-1-ylsulfanyl)pyridine-3-carbonitrile
—— 2-(benzylsulfanyl)-4,6-dimethylpyridine-3-carbonitrile 97248-85-6 C15H14N2S
2-(benzylsulfanyl)-4,6-dimethylpyridine-3-carbonitrile
—— S-phenyl isopropylthiocarbamate 17671-79-3 C10H13NOS
S-phenyl isopropylthiocarbamate
—— methyl 2-(pentylsulfonyl)diazoacetate 1424362-20-8 C8H14N2O4S
methyl 2-(pentylsulfonyl)diazoacetate
—— ethyl 2-(pentylsulfonyl)acetate 921755-18-2 C9H18O4S
ethyl 2-(pentylsulfonyl)acetate
—— 5-(3-hydroxypropoxy)-2-(2-nitrophenylthio)-N,N-dimethylbenzamide 1004534-63-7 C18H20N2O5S
5-(3-hydroxypropoxy)-2-(2-nitrophenylthio)-N,N-dimethylbenzamide
—— 2-(4-bromo-2-nitrophenylthio)-5-(3-hydroxypropoxy)-N,N-dimethylbenzamide 1004534-67-1 C18H19BrN2O5S
2-(4-bromo-2-nitrophenylthio)-5-(3-hydroxypropoxy)-N,N-dimethylbenzamide
—— 2-(4-fluoro-2-nitrophenylthio)-5-(3-hydroxypropoxy)-N,N-dimethylbenzamide 1004534-65-9 C18H19FN2O5S
2-(4-fluoro-2-nitrophenylthio)-5-(3-hydroxypropoxy)-N,N-dimethylbenzamide
—— 2-(5-amino-2-phenyl-4-cyano-2-ethylsulfanyl-2,3-dihydrofuran-3-ylidene)propanedinitrile 1240182-11-9 C16H12N4OS
2-(5-amino-2-phenyl-4-cyano-2-ethylsulfanyl-2,3-dihydrofuran-3-ylidene)propanedinitrile
—— 16-phenylthiodidemnimide C 259752-97-1 C22H16N4O2S
16-phenylthiodidemnimide C
—— 3-(3-bromophenylthio)propan-1-ol 880157-87-9 C9H11BrOS
3-(3-bromophenylthio)propan-1-ol
—— 4-[(3-chloro-2-methylphenyl)methyl]-5-(methylthio)-2-(4-morpholinyl)[1,3]thiazolo[4,5-d]pyrimidin-7(4H)-one 1256290-16-0 C18H19ClN4O2S2
4-[(3-chloro-2-methylphenyl)methyl]-5-(methylthio)-2-(4-morpholinyl)[1,3]thiazolo[4,5-d]pyrimidin-7(4H)-one
—— Methyl E-2,3-dihydro-1,4-benzoxathiin-2-ylidene acetate 111042-26-3 C11H10O3S
Methyl E-2,3-dihydro-1,4-benzoxathiin-2-ylidene acetate
—— 1-(4-methoxyphenyl)-3-(4-(2-(pyrrolidine-1-carbonyl)pyridin-4-ylthio)phenyl)thiourea 1395063-44-1 C24H24N4O2S2
1-(4-methoxyphenyl)-3-(4-(2-(pyrrolidine-1-carbonyl)pyridin-4-ylthio)phenyl)thiourea
—— 2,4,6-tris(methylsulfanyl)pyrimidine-5-carbonitrile 501433-97-2 C8H9N3S3
2,4,6-tris(methylsulfanyl)pyrimidine-5-carbonitrile
—— 2,4-bis(morpholinocarbonylmethylsulfanyl)-6-methylsulfanylpyrimidin-5-carbonitrile 501434-01-1 C18H23N5O4S3
2,4-bis(morpholinocarbonylmethylsulfanyl)-6-methylsulfanylpyrimidin-5-carbonitrile