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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-amino-phenylsulfanyl)-acetic acid 100960-92-7 C8H9NO2S
(3-amino-phenylsulfanyl)-acetic acid
—— 5-hexyl-3-methyl-2-phenylthiofuran 110363-47-8 C17H22OS
5-hexyl-3-methyl-2-phenylthiofuran
—— n-Benzyl-1-[(4-bromophenyl)sulfanyl]-n-{[(4-bromophenyl)sulfanyl]methyl}methanamine 67857-78-7 C21H19Br2NS2
n-Benzyl-1-[(4-bromophenyl)sulfanyl]-n-{[(4-bromophenyl)sulfanyl]methyl}methanamine
—— 1-methylsulfanyl-2-(4-nitro-phenylsulfanyl)-benzene 107622-55-9 C13H11NO2S2
1-methylsulfanyl-2-(4-nitro-phenylsulfanyl)-benzene
—— 3-((6-oxo-1,6-dihydropyrimidin-2-yl)thio)propanoic acid 948226-98-0 C7H8N2O3S
3-((6-oxo-1,6-dihydropyrimidin-2-yl)thio)propanoic acid
—— 1-Chloro-3-(4,5-dimethyl-4H-[1,2,4]triazol-3-ylsulfanyl)-propan-2-ol 125707-64-4 C7H12ClN3OS
1-Chloro-3-(4,5-dimethyl-4H-[1,2,4]triazol-3-ylsulfanyl)-propan-2-ol
—— 3-methyl-2-phenylthio-5-propylfuran 110363-46-7 C14H16OS
3-methyl-2-phenylthio-5-propylfuran
—— n,n-Bis{[(4-chlorophenyl)sulfanyl]methyl}-2-methylpropan-2-amine 67857-77-6 C18H21Cl2NS2
n,n-Bis{[(4-chlorophenyl)sulfanyl]methyl}-2-methylpropan-2-amine
—— 5-(3,5-dichloro-phenylsulphanyl)-1-ethyl-3-methyl-1H-pyrazole-4-carbaldehyde 412327-40-3 C13H12Cl2N2OS
5-(3,5-dichloro-phenylsulphanyl)-1-ethyl-3-methyl-1H-pyrazole-4-carbaldehyde
—— 7-chloro-2,3-dihydro-1H-pyrido[2,3-b][1,4]thiazine 1259513-96-6 C7H7ClN2S
7-chloro-2,3-dihydro-1H-pyrido[2,3-b][1,4]thiazine
—— 2-(benzylthio)-3-(4,5-dihydroisoxazol-3-yl)pyridine 1161871-66-4 C15H14N2OS
2-(benzylthio)-3-(4,5-dihydroisoxazol-3-yl)pyridine
—— methyl 3-isopropylidene-2-(methylsulfonyl)bicyclo<2.2.1>hept-5-ene-2-carboxylate 130884-34-3 C13H18O4S
methyl 3-isopropylidene-2-(methylsulfonyl)bicyclo<2.2.1>hept-5-ene-2-carboxylate
—— 4-((1H-indol-3-yl)thio)aniline 32884-76-7 C14H12N2S
4-((1H-indol-3-yl)thio)aniline
—— <<(bromomethyl)sulfonyl>methylene>cycloheptane 102683-73-8 C9H15BrO2S
<<(bromomethyl)sulfonyl>methylene>cycloheptane
—— dimethyl (S)-3-t-butoxycarbonylamino-5-[2-chloro-4-(2-methoxymethoxy-5-trifluoromethylphenylthio)phenyl]-3-methyl-1-pentylphosphonate 1260512-36-4 C28H38ClF3NO7PS
dimethyl (S)-3-t-butoxycarbonylamino-5-[2-chloro-4-(2-methoxymethoxy-5-trifluoromethylphenylthio)phenyl]-3-methyl-1-pentylphosphonate
—— (4S,1'R,2'S)-4-2'-acetyl-1'-methylcyclobut-1,3-dioxolan-2-thione 173612-98-1 C10H14O3S
(4S,1'R,2'S)-4-2'-acetyl-1'-methylcyclobut-1,3-dioxolan-2-thione
—— dimethyl (S)-3-(((tert-butoxy)carbonyl)amino)-5-(2-chloro-4-(5-ethoxy-2-(methoxymethyloxy)phenylthio)phenyl)-3-propylpentylphosphonate 1383617-60-4 C31H47ClNO8PS
dimethyl (S)-3-(((tert-butoxy)carbonyl)amino)-5-(2-chloro-4-(5-ethoxy-2-(methoxymethyloxy)phenylthio)phenyl)-3-propylpentylphosphonate
—— N-(2-Methylallyl)-thioacetamid 6638-31-9 C6H11NS
N-(2-Methylallyl)-thioacetamid
—— (-)-(4S,1'R,2'S)-4-2'-1"-hydroxy-1"-methylethyl-1'-methylcyclobutyl-1,3-dioxolan-2-thione 153530-82-6 C11H18O3S
(-)-(4S,1'R,2'S)-4-2'-1"-hydroxy-1"-methylethyl-1'-methylcyclobutyl-1,3-dioxolan-2-thione
—— (S)-2-t-butoxycarbonylamino-4-[2-chloro-4-(2-methoxymethoxy-5-trifluoromethylphenylthio)phenyl]-2-methylbutan-1-ol 1260512-33-1 C25H31ClF3NO5S
(S)-2-t-butoxycarbonylamino-4-[2-chloro-4-(2-methoxymethoxy-5-trifluoromethylphenylthio)phenyl]-2-methylbutan-1-ol
—— N-2-Methylpropenylthioacetamid 37109-54-9 C6H11NS
N-2-Methylpropenylthioacetamid
—— (S)-2-(((tert-butoxy)carbonyl)amino)-4-{2-chloro-4-(5-ethoxy-2-(methoxymethyloxy)phenylthio)phenyl}-2-propylbutan-1-ol 1383617-57-9 C28H40ClNO6S
(S)-2-(((tert-butoxy)carbonyl)amino)-4-{2-chloro-4-(5-ethoxy-2-(methoxymethyloxy)phenylthio)phenyl}-2-propylbutan-1-ol
—— N-(tert-Butyloxycarbonyl)-DL-dithioalanin-methylester 141041-85-2 C9H17NO2S2
N-(tert-Butyloxycarbonyl)-DL-dithioalanin-methylester
—— (-)-(4S,1'S,2'R)-4-2'-1"-hydroxy-1"-methylethyl-1'-methylcyclobutyl-1,3-dioxolan-2-thione 153610-34-5 C11H18O3S
(-)-(4S,1'S,2'R)-4-2'-1"-hydroxy-1"-methylethyl-1'-methylcyclobutyl-1,3-dioxolan-2-thione
—— 2-Methylmercapto-1-benzyl-4,7-dihydroxy-1H-imidazo<4,5-d>pyridazin 3434-22-8 C13H12N4O2S
2-Methylmercapto-1-benzyl-4,7-dihydroxy-1H-imidazo<4,5-d>pyridazin
—— Acetic acid (1E,3E)-4-phenylsulfanyl-buta-1,3-dienyl ester 65174-14-3 C12H12O2S
Acetic acid (1E,3E)-4-phenylsulfanyl-buta-1,3-dienyl ester
—— 3-(phenylsulfanyl)pent-2-enoic acid methyl ester 1093350-54-9 C12H14O2S
3-(phenylsulfanyl)pent-2-enoic acid methyl ester
—— 1-[1-(4-methylthio-phenyl)-ethyl]-biguanide hydrochloride 205937-74-2 C11H17N5S*ClH
1-[1-(4-methylthio-phenyl)-ethyl]-biguanide hydrochloride
—— 2-chloro-5-(4-bromophenylthio)-4-aminopyridine 1235873-05-8 C11H8BrClN2S
2-chloro-5-(4-bromophenylthio)-4-aminopyridine
—— (1'S,3'S,6'R,7'R,8'R)-3',6',8'-trimethylspiro[1,3-dithiolane-2,10'-tricyclo[5.3.1.03,8]undecane]-2'-one 922173-47-5 C16H24OS2
(1'S,3'S,6'R,7'R,8'R)-3',6',8'-trimethylspiro[1,3-dithiolane-2,10'-tricyclo[5.3.1.03,8]undecane]-2'-one
—— 1-(4-methylthio-phenyl)-ethylamine hydrochloride 205937-77-5 C9H13NS*ClH
1-(4-methylthio-phenyl)-ethylamine hydrochloride
—— 2-methyl-5-[(4-phenyl-1,2,3-selenadiazol-5-yl)sulfanyl]-1,3,4-thiadiazole 1394139-83-3 C11H8N4S2Se
2-methyl-5-[(4-phenyl-1,2,3-selenadiazol-5-yl)sulfanyl]-1,3,4-thiadiazole
—— n-Benzyl-1-[(4-chlorophenyl)sulfanyl]-n-{[(4-chlorophenyl)sulfanyl]methyl}methanamine 67857-75-4 C21H19Cl2NS2
n-Benzyl-1-[(4-chlorophenyl)sulfanyl]-n-{[(4-chlorophenyl)sulfanyl]methyl}methanamine
—— 5,6-dihydro-12H-6-oxopyrrolo<2,1-e><4,1,6>benzothiadiazonine 117954-57-1 C13H12N2OS
5,6-dihydro-12H-6-oxopyrrolo<2,1-e><4,1,6>benzothiadiazonine
—— 6-(3-Fluoro-phenylsulfanyl)-3,4-dihydro-2H-naphthalen-1-one 1231765-07-3 C16H13FOS
6-(3-Fluoro-phenylsulfanyl)-3,4-dihydro-2H-naphthalen-1-one
—— O,S-Dipropyl-thiosulfit 17796-40-6 C6H14O2S2
O,S-Dipropyl-thiosulfit
—— (R)-(6-phenylsulfanyl-1,2,3,4-tetrahydro-naphthalen-1-yl)-acetic acid 895534-22-2 C18H18O2S
(R)-(6-phenylsulfanyl-1,2,3,4-tetrahydro-naphthalen-1-yl)-acetic acid
—— bis-(4-methyl-[2]quinolyl)-sulfide 102007-55-6 C20H16N2S
bis-(4-methyl-[2]quinolyl)-sulfide
—— (E)-5,5-dimethyl-2-[4-(phenylthio)but-2-en-2-yl]-1,3-dioxane 1606991-69-8 C16H22O2S
(E)-5,5-dimethyl-2-[4-(phenylthio)but-2-en-2-yl]-1,3-dioxane
—— 4,4,5,5-Tetrafluoro-2,3-bis-phenylsulfanyl-cyclopent-2-enone 74835-71-5 C17H10F4OS2
4,4,5,5-Tetrafluoro-2,3-bis-phenylsulfanyl-cyclopent-2-enone
—— 2-(1,3-benzothiazol-2-ylsulfanyl)-4-methylquinoline 413593-30-3 C17H12N2S2
2-(1,3-benzothiazol-2-ylsulfanyl)-4-methylquinoline
—— 4-methyl-2-(p-tolylthio)quinoline 64789-02-2 C17H15NS
4-methyl-2-(p-tolylthio)quinoline
—— 6-(6-methyl-2-phenylpyrimidin-4-ylthio)hexan-1-ol 112641-06-2 C17H22N2OS
6-(6-methyl-2-phenylpyrimidin-4-ylthio)hexan-1-ol
—— 2-(2-n-butyl-4-methylthiophenyl)-4,4-dimethyloxazoline 136515-51-0 C16H23NOS
2-(2-n-butyl-4-methylthiophenyl)-4,4-dimethyloxazoline
—— N-Cyclohexyl-4-(1-methyl-1,2,3,4-tetrazol-5-yl)thio-butyramide 80463-78-1 C12H21N5OS
N-Cyclohexyl-4-(1-methyl-1,2,3,4-tetrazol-5-yl)thio-butyramide
—— 2-<2-(4-Methylphenylthio)>phenylpropan-2-ol 150192-74-8 C16H18OS
2-<2-(4-Methylphenylthio)>phenylpropan-2-ol
—— 3-Chloro-1-isothiocyanato-2-methyl-butane 691358-93-7 C6H10ClNS
3-Chloro-1-isothiocyanato-2-methyl-butane
—— 2-methylsulfanylphenyl octyl sulfide 161431-84-1 C15H24S2
2-methylsulfanylphenyl octyl sulfide
—— 2,3-Bis-octylthio-propan-1-ol 102731-53-3 C19H40OS2
2,3-Bis-octylthio-propan-1-ol
—— (Z)-1-<(1,1-dimethylethyl)sulfinyl>-2-methylbut-2-ene 114652-39-0 C9H18OS
(Z)-1-<(1,1-dimethylethyl)sulfinyl>-2-methylbut-2-ene