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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
—— 2,5-bis(3'-dimethylaminopropylthio)-1,3,4-thiadiazole 66366-35-6 C12H24N4S3
2,5-bis(3'-dimethylaminopropylthio)-1,3,4-thiadiazole
—— 5-(2-oxo-propylsulfanyl)-3<i>H</i>-[1,3,4]thiadiazole-2-thione 62770-10-9 C5H6N2OS3
5-(2-oxo-propylsulfanyl)-3<i>H</i>-[1,3,4]thiadiazole-2-thione
—— 5-((3,4,4-trifluorobut-3-en-1-yl)thio)-1,3,4-thiadiazole-2-thiol 110003-24-2 C6H5F3N2S3
5-((3,4,4-trifluorobut-3-en-1-yl)thio)-1,3,4-thiadiazole-2-thiol
—— 7-methyl-2-[(2-thioxo-3H-1,3,4-thiadiazol-5-yl)sulfanylmethyl]-[1,3,4]thiadiazolo[3,2-a]pyrimidin-5-one 180041-29-6 C9H7N5OS4
7-methyl-2-[(2-thioxo-3H-1,3,4-thiadiazol-5-yl)sulfanylmethyl]-[1,3,4]thiadiazolo[3,2-a]pyrimidin-5-one
—— 2-Methylsulfanyl-5-[3-[(5-methylsulfanyl-1,3,4-thiadiazol-2-yl)sulfanyl]propylsulfanyl]-1,3,4-thiadiazole 105784-98-3 C9H12N4S6
2-Methylsulfanyl-5-[3-[(5-methylsulfanyl-1,3,4-thiadiazol-2-yl)sulfanyl]propylsulfanyl]-1,3,4-thiadiazole
—— 1,3,9,11,17,19-hexathia<3.3.3>(2,5)-1,3,4-thiadiazolinophane 91021-39-5 C9H6N6S9
1,3,9,11,17,19-hexathia<3.3.3>(2,5)-1,3,4-thiadiazolinophane
—— 2,5-bis(2'-dimethylaminoethylthio)-1,3,4-thiadiazole 104818-97-5 C10H20N4S3
2,5-bis(2'-dimethylaminoethylthio)-1,3,4-thiadiazole
—— 2,5-di(Ethylthio)-1,3,4-thiadiazole 82525-43-7 C6H10N2S3
2,5-di(Ethylthio)-1,3,4-thiadiazole
—— 6-[(2-Chlorophenyl)methoxy]-2-propylsulfanylpyrimidin-4-amine 1013029-30-5 C14H16ClN3OS
6-[(2-Chlorophenyl)methoxy]-2-propylsulfanylpyrimidin-4-amine
—— 2-ethoxycarbonylmethylthio-5-mercapto-1,3,4-thiadiazole 83123-75-5 C6H8N2O2S3
2-ethoxycarbonylmethylthio-5-mercapto-1,3,4-thiadiazole
—— dimethyl S,S'-(1,3,4-thiadiazole-2,5-diyl)bis(2-mercaptopropionate) 246539-98-0 C10H14N2O4S3
dimethyl S,S'-(1,3,4-thiadiazole-2,5-diyl)bis(2-mercaptopropionate)
—— 3-{[4-(methylsulfanyl)phenyl]sulfanyl}isonicotinaldehyde 662150-31-4 C13H11NOS2
3-{[4-(methylsulfanyl)phenyl]sulfanyl}isonicotinaldehyde
—— diethyl 2,2`-(1,3,4-thiadiazole-2,5-diyl)bis(sulfanediyl)diacetate 75646-24-1 C10H14N2O4S3
diethyl 2,2`-(1,3,4-thiadiazole-2,5-diyl)bis(sulfanediyl)diacetate
—— 2-(2-chlorophenylthio)-5-(pyrazin-2-yl)-1,3,4-thiadiazole 1404052-52-3 C13H9ClN4S2
2-(2-chlorophenylthio)-5-(pyrazin-2-yl)-1,3,4-thiadiazole
—— di-n-octyldithiocarbamic acid 62796-30-9 C17H35NS2
di-n-octyldithiocarbamic acid
—— 2,5-di-(2'-methylpyridylthio)thiadiazole 149949-16-6 C14H12N4S3
2,5-di-(2'-methylpyridylthio)thiadiazole
—— 2,2'-(1,3,4-thiadiazole-2,5-diyl)bis(sulfanediyl)dithiazole-5-carboxylic acid 1138221-36-9 C10H4N4O4S5
2,2'-(1,3,4-thiadiazole-2,5-diyl)bis(sulfanediyl)dithiazole-5-carboxylic acid
—— 3-(5-mercapto-1,3,4-thiadiazol-2-ylthio)pyrazine-2-carbonitrile 1000269-39-5 C7H3N5S3
3-(5-mercapto-1,3,4-thiadiazol-2-ylthio)pyrazine-2-carbonitrile
—— 20,41-Dibromo-7,12,28,33,44,46-hexathia-1,9,10,18,22,30,31,39-octazapentacyclo[37.3.1.18,11.118,22.129,32]hexatetraconta-8,10,20,29,31,41-hexaene-19,40,43,45-tetrone 1314803-66-1 C32H42Br2N8O4S6
20,41-Dibromo-7,12,28,33,44,46-hexathia-1,9,10,18,22,30,31,39-octazapentacyclo[37.3.1.18,11.118,22.129,32]hexatetraconta-8,10,20,29,31,41-hexaene-19,40,43,45-tetrone
—— 3-(5-(propylthio)-1,3,4-thiadiazol-2-ylthio)pyrazine-2-carbonitrile 1000269-32-8 C10H9N5S3
3-(5-(propylthio)-1,3,4-thiadiazol-2-ylthio)pyrazine-2-carbonitrile
—— 6-Amino-3-[(2-chlorophenyl)methyl]-2-propylsulfanylpyrimidin-4-one 1013029-18-9 C14H16ClN3OS
6-Amino-3-[(2-chlorophenyl)methyl]-2-propylsulfanylpyrimidin-4-one
—— 5-dodecylsulfanyl[1,3,4]thiadiazole-2-thiol 4858-31-5 C14H26N2S3
5-dodecylsulfanyl[1,3,4]thiadiazole-2-thiol
—— 5-(2-chloroethylthio)-1-methyl-1H-tetrazole 80086-11-9 C4H7ClN4S
5-(2-chloroethylthio)-1-methyl-1H-tetrazole
—— 1-(2-chlorobenzylsulfanyl)-6,7-dihydro-5H-[2]-pyridin-3-ol 1001086-35-6 C15H14ClNOS
1-(2-chlorobenzylsulfanyl)-6,7-dihydro-5H-[2]-pyridin-3-ol
—— 9,10-dihydropyrrolo[2,1-b][1,3]benzothiazepin-9-one 214270-64-1 C12H9NOS
9,10-dihydropyrrolo[2,1-b][1,3]benzothiazepin-9-one
—— 5-(2-chlorobenzylthio)-3-(benzyloxy)-N-(4-methylthiazol-2-yl)pyridin-2-amine hydrochloride 936245-47-5 C23H20ClN3OS2*ClH
5-(2-chlorobenzylthio)-3-(benzyloxy)-N-(4-methylthiazol-2-yl)pyridin-2-amine hydrochloride
—— S-(3-chlorobut-2-en-1-yl)isothiuronium chloride 52265-81-3 C5H9ClN2S*ClH
S-(3-chlorobut-2-en-1-yl)isothiuronium chloride
—— (n-octylthio)ethanal 1334321-71-9 C10H20OS
(n-octylthio)ethanal
—— N4-(4-aminomethyl-cyclohexylmethyl)-N2-(2-methylsulfanyl-benzyl)-5-nitro-pyrimidine-2,4-diamine 736050-81-0 C20H28N6O2S
N4-(4-aminomethyl-cyclohexylmethyl)-N2-(2-methylsulfanyl-benzyl)-5-nitro-pyrimidine-2,4-diamine
—— 4-Phenyl-2-(phenylthio)butanal 121033-27-0 C16H16OS
4-Phenyl-2-(phenylthio)butanal
—— N4-(4-dimethylaminomethyl-cyclohexylmethyl)-N2-(2-methylsulfanyl-benzyl)-5-nitro-pyrimidine-2,4-diamine 736047-48-6 C22H32N6O2S
N4-(4-dimethylaminomethyl-cyclohexylmethyl)-N2-(2-methylsulfanyl-benzyl)-5-nitro-pyrimidine-2,4-diamine
—— 5-Chlor-2,4,2'-trinitrophenylsulfid 62486-59-3 C12H6ClN3O6S
5-Chlor-2,4,2'-trinitrophenylsulfid
—— 6-Methylsulfanyl-1-propoxy-5-propylpyrimidine-2,4-dione 191472-54-5 C11H18N2O3S
6-Methylsulfanyl-1-propoxy-5-propylpyrimidine-2,4-dione
—— 1,5-Bis(2-nitrophenylthio)-2,4-dinitrobenzol 62486-60-6 C18H10N4O8S2
1,5-Bis(2-nitrophenylthio)-2,4-dinitrobenzol
—— 3-(2,4-diamino-5-carboxymethylsulfanyl-phenylsulfanyl)-propionic acid 13399-39-8 C11H14N2O4S2
3-(2,4-diamino-5-carboxymethylsulfanyl-phenylsulfanyl)-propionic acid
—— 2,4-Dinitro-1-(2-carboxy-aethylmercapto)-5-(2-carboxy-phenylmercapto)-benzol 13399-40-1 C16H12N2O8S2
2,4-Dinitro-1-(2-carboxy-aethylmercapto)-5-(2-carboxy-phenylmercapto)-benzol
—— 3-(2-methylsulfanyl-pyrimidin-4-yl)-3-oxo-propionic acid tert-butyl ester 852164-50-2 C12H16N2O3S
3-(2-methylsulfanyl-pyrimidin-4-yl)-3-oxo-propionic acid tert-butyl ester
—— 2-(2-chloro-benzyl)-3-(2-methylsulfanyl-pyrimidin-4-yl)-3-oxo-propionic acid tert-butyl ester 852164-47-7 C19H21ClN2O3S
2-(2-chloro-benzyl)-3-(2-methylsulfanyl-pyrimidin-4-yl)-3-oxo-propionic acid tert-butyl ester
—— 1,3-Bis<<4-(1,1-dimethylpentyl)pheny>thio>-4,6-dinitrobenzene 1027252-38-5 C32H40N2O4S2
1,3-Bis<<4-(1,1-dimethylpentyl)pheny>thio>-4,6-dinitrobenzene
—— 2-(Benzylsulfanyl)-6-(thiophen-2-yl)-4-(trifluoromethyl)pyridine-3-carbonitrile 293759-06-5 C18H11F3N2S2
2-(Benzylsulfanyl)-6-(thiophen-2-yl)-4-(trifluoromethyl)pyridine-3-carbonitrile
—— ST 1899 395073-74-2 C17H19N3S
ST 1899
—— (R)-2-<1-(2-hydroxypropyl)>-2-phenyl-1,3-dithiane 167780-47-4 C13H18OS2
(R)-2-<1-(2-hydroxypropyl)>-2-phenyl-1,3-dithiane
—— 5-Cyclopropyl-6-methylsulfanyl-1-propoxypyrimidine-2,4-dione 191472-50-1 C11H16N2O3S
5-Cyclopropyl-6-methylsulfanyl-1-propoxypyrimidine-2,4-dione
—— 5-Cyclopropyl-6-methylsulfanyl-1-phenylmethoxypyrimidine-2,4-dione 191472-52-3 C15H16N2O3S
5-Cyclopropyl-6-methylsulfanyl-1-phenylmethoxypyrimidine-2,4-dione
—— 5-Cyclopropyl-6-methylsulfanyl-1-(2-phenylethoxy)pyrimidine-2,4-dione 191472-53-4 C16H18N2O3S
5-Cyclopropyl-6-methylsulfanyl-1-(2-phenylethoxy)pyrimidine-2,4-dione
—— 3-propylthio-1,2,4-triazine 857008-89-0 C6H9N3S
3-propylthio-1,2,4-triazine
—— <i>N</i>-(2-phenylsulfanyl-ethyl)-acetoacetamide 88124-16-7 C12H15NO2S
<i>N</i>-(2-phenylsulfanyl-ethyl)-acetoacetamide
—— anti-tricarbonyl(spiro{1,3-dithiane-2,1'-{2.2}metacyclophane})chromium 136276-56-7 C22H20CrO3S2
anti-tricarbonyl(spiro{1,3-dithiane-2,1'-{2.2}metacyclophane})chromium
—— 6-Methylsulfanyl-1-phenylmethoxy-5-propylpyrimidine-2,4-dione 191472-56-7 C15H18N2O3S
6-Methylsulfanyl-1-phenylmethoxy-5-propylpyrimidine-2,4-dione
—— 5-Ethyl-6-methylsulfanyl-1-(2-phenylethoxy)pyrimidine-2,4-dione 191472-48-7 C15H18N2O3S
5-Ethyl-6-methylsulfanyl-1-(2-phenylethoxy)pyrimidine-2,4-dione