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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-Methylbutane-1,4-dithiol 6943-89-1 C5H12S2
2-Methylbutane-1,4-dithiol
—— 1-[[4-amino-3-[2-(4-hydroxyphenyl)ethyl]-4H-1,2,4-triazol-5-yl]thioacetyl]-3-(2-thienyl)-5-(4-fluorophenyl)-2-pyrazoline 1246567-67-8 C25H23FN6O2S2
1-[[4-amino-3-[2-(4-hydroxyphenyl)ethyl]-4H-1,2,4-triazol-5-yl]thioacetyl]-3-(2-thienyl)-5-(4-fluorophenyl)-2-pyrazoline
—— [5-(3,5-Dichlorophenylthio)-1-(1-fluoroethyl)-4-isopropyl-1H-imidazol-2-yl]methanol 178979-25-4 C15H17Cl2FN2OS
[5-(3,5-Dichlorophenylthio)-1-(1-fluoroethyl)-4-isopropyl-1H-imidazol-2-yl]methanol
—— 2-<3-(phenylthio)propyl>cycloheptanone 77516-34-8 C16H22OS
2-<3-(phenylthio)propyl>cycloheptanone
—— 4-Hydroxy-2,5-bis-methylmercapto-pyrimidin 6962-95-4 C6H8N2OS2
4-Hydroxy-2,5-bis-methylmercapto-pyrimidin
—— 2-benzyloxymethyl-1-cyclopropylmethyl-5-(3,5-dichlorophenylthio)-4-isopropyl-1H-imidazole 178981-24-3 C24H26Cl2N2OS
2-benzyloxymethyl-1-cyclopropylmethyl-5-(3,5-dichlorophenylthio)-4-isopropyl-1H-imidazole
—— 6-Chloro-1-methyl-2-methylsulfanylpyrimidin-4-one 6943-36-8 C6H7ClN2OS
6-Chloro-1-methyl-2-methylsulfanylpyrimidin-4-one
—— 9-(2-Methyl-butyl)-2-amino-6-(1-methyl-4-nitro-imidazolyl-(5)-mercapto)-9H-purin 94093-63-7 C14H18N8O2S
9-(2-Methyl-butyl)-2-amino-6-(1-methyl-4-nitro-imidazolyl-(5)-mercapto)-9H-purin
—— [1-Benzyl-4-isopropyl-5-(3-nitrophenylthio)-1H-imidazol-2-yl]methanol 178979-10-7 C20H21N3O3S
[1-Benzyl-4-isopropyl-5-(3-nitrophenylthio)-1H-imidazol-2-yl]methanol
—— 1-ethyl-2-chloromethyl-5-(3-nitrophenylthio)-4-isopropyl-1H-imidazole 178981-06-1 C15H18ClN3O2S
1-ethyl-2-chloromethyl-5-(3-nitrophenylthio)-4-isopropyl-1H-imidazole
—— 5-(3-Nitrophenylthio)-1-ethyl-4-isopropyl-1H-imidazol-2-ylmethanol 178979-12-9 C15H19N3O3S
5-(3-Nitrophenylthio)-1-ethyl-4-isopropyl-1H-imidazol-2-ylmethanol
—— [4-Isopropyl-5-(3-nitrophenylthio)-1-n-propyl-1H-imidazol-2-yl]methanol 178979-13-0 C16H21N3O3S
[4-Isopropyl-5-(3-nitrophenylthio)-1-n-propyl-1H-imidazol-2-yl]methanol
—— [1-Allyl-4-isopropyl-5-(3-nitrophenylthio)-1H-imidazol-2-yl]methanol 178979-11-8 C16H19N3O3S
[1-Allyl-4-isopropyl-5-(3-nitrophenylthio)-1H-imidazol-2-yl]methanol
—— 2-benzyloxymethyl-5-(3,5-dichlorophenylthio)-1-fluoroethyl-4-isopropyl-1H-imidazole 178981-31-2 C22H23Cl2FN2OS
2-benzyloxymethyl-5-(3,5-dichlorophenylthio)-1-fluoroethyl-4-isopropyl-1H-imidazole
—— Trimethyloxosulfonium 47987-92-8 C3H9OS
Trimethyloxosulfonium
—— (R)-{9-[(3,4-dichlorophenyl)thio]-1-isopropyl-7,8-dihydro-6H-pyrido[3,4-b]pyrrolizin-8-yl}acetic acid 794535-39-0 C21H20Cl2N2O2S
(R)-{9-[(3,4-dichlorophenyl)thio]-1-isopropyl-7,8-dihydro-6H-pyrido[3,4-b]pyrrolizin-8-yl}acetic acid
—— (S)-{9-[(3,4-dichlorophenyl)thio]-1-isopropyl-7,8-dihydro-6H-pyrido[3,4-b]pyrrolizin-8-yl}acetic acid 794535-46-9 C21H20Cl2N2O2S
(S)-{9-[(3,4-dichlorophenyl)thio]-1-isopropyl-7,8-dihydro-6H-pyrido[3,4-b]pyrrolizin-8-yl}acetic acid
—— 4-(5-(hexylthio)-thiophen-2-yl)-2-(3-(trifluoromethyl)-1H-pyrazol-5-yl)pyridine 1439406-28-6 C19H20F3N3S2
4-(5-(hexylthio)-thiophen-2-yl)-2-(3-(trifluoromethyl)-1H-pyrazol-5-yl)pyridine
—— 3-(2-Brom-4-methylmercaptophenyl)-1-propylbromid 52864-65-0 C10H12Br2S
3-(2-Brom-4-methylmercaptophenyl)-1-propylbromid
—— n-(3-Chloro-4-methylphenyl)-2,5-bis(methylsulfanyl)pyrimidin-4-amine 6951-19-5 C13H14ClN3S2
n-(3-Chloro-4-methylphenyl)-2,5-bis(methylsulfanyl)pyrimidin-4-amine
—— {(R)-1-[2-((R)-3-Benzyloxymethoxy-2-methyl-propyl)-[1,3]dithian-2-ylmethyl]-butoxy}-tert-butyl-dimethyl-silane 900159-57-1 C27H48O3S2Si
{(R)-1-[2-((R)-3-Benzyloxymethoxy-2-methyl-propyl)-[1,3]dithian-2-ylmethyl]-butoxy}-tert-butyl-dimethyl-silane
—— 1-phenylthiomethylcyclodecene 125335-01-5 C17H24S
1-phenylthiomethylcyclodecene
—— 2,5-Bis(methylsulfanyl)pyrimidin-4-amine 6623-79-6 C6H9N3S2
2,5-Bis(methylsulfanyl)pyrimidin-4-amine
—— 3-Methyl-6-<2'-formyl-1'-methylhydrazino>-2-methylmercapto-3H-pyrimidon-(4) 6962-72-7 C8H12N4O2S
3-Methyl-6-<2'-formyl-1'-methylhydrazino>-2-methylmercapto-3H-pyrimidon-(4)
—— 3-[(2-Amino-ethyl)-(2-{2-[(2-amino-ethyl)-(3-hydroxy-propyl)-amino]-ethylsulfanylmethylsulfanyl}-ethyl)-amino]-propan-1-ol 677717-48-5 C15H36N4O2S2
3-[(2-Amino-ethyl)-(2-{2-[(2-amino-ethyl)-(3-hydroxy-propyl)-amino]-ethylsulfanylmethylsulfanyl}-ethyl)-amino]-propan-1-ol
—— 4-Chloro-2,5-bis(methylsulfanyl)pyrimidine 6944-12-3 C6H7ClN2S2
4-Chloro-2,5-bis(methylsulfanyl)pyrimidine
—— <i>N</i>-<i>tert</i>-butyl-<i>N</i>'-(3-dimethylamino-propyl)-thiourea 103502-79-0 C10H23N3S
<i>N</i>-<i>tert</i>-butyl-<i>N</i>'-(3-dimethylamino-propyl)-thiourea
—— 5-Phenyl-4-(phenylthio)-1,2,3-thiadiazole 114393-63-4 C14H10N2S2
5-Phenyl-4-(phenylthio)-1,2,3-thiadiazole
—— 2-Amino-6-benzylamino-4-methylmercapto-pyrimidin 91769-84-5 C12H14N4S
2-Amino-6-benzylamino-4-methylmercapto-pyrimidin
—— methyl 2-[6-(3-chloropropylthio)imidazo[1,2-b]pyridazin-2-yl]-2-methylpropionate 1027033-22-2 C14H18ClN3O2S
methyl 2-[6-(3-chloropropylthio)imidazo[1,2-b]pyridazin-2-yl]-2-methylpropionate
—— 2-ethyl-4-chloromethyl-2-methyl-[1,3]dithiolane-1,1,3,3-tetraoxide 6623-95-6 C7H13ClO4S2
2-ethyl-4-chloromethyl-2-methyl-[1,3]dithiolane-1,1,3,3-tetraoxide
—— isopropyl β-dichloromethylsulfonylpropionate 119451-37-5 C7H12Cl2O4S
isopropyl β-dichloromethylsulfonylpropionate
—— methyl 3-((4-aminopyridin-2-yl)thio)propanoate 1250012-73-7 C9H12N2O2S
methyl 3-((4-aminopyridin-2-yl)thio)propanoate
—— 1-Ethyl-3-hexadecyl-thiourea 94381-36-9 C19H40N2S
1-Ethyl-3-hexadecyl-thiourea
—— 2-(4'-nitropyridin-2'-ylsulfanyl)-ethanamine 1265869-52-0 C7H9N3O2S
2-(4'-nitropyridin-2'-ylsulfanyl)-ethanamine
—— 1-Allyl-3-hexadecyl-thiourea 6313-22-0 C20H40N2S
1-Allyl-3-hexadecyl-thiourea
—— 2-(3-methoxy-3-oxopropylthio)-4-nitropyridine N-oxide 1314876-27-1 C9H10N2O5S
2-(3-methoxy-3-oxopropylthio)-4-nitropyridine N-oxide
—— hexadecyl-thiourea 86533-71-3 C17H36N2S
hexadecyl-thiourea
—— (3-Dimethylamino-propyl)-thiocarbamic acid S-methyl ester 6944-44-1 C7H16N2OS
(3-Dimethylamino-propyl)-thiocarbamic acid S-methyl ester
—— 1-(2-hydroxyethyl)-3-hexadecylthiourea 1398599-74-0 C19H40N2OS
1-(2-hydroxyethyl)-3-hexadecylthiourea
—— 6-Amino-5-(methylsulfanyl)pyrimidin-2(1h)-one 6623-80-9 C5H7N3OS
6-Amino-5-(methylsulfanyl)pyrimidin-2(1h)-one
—— (cyano-3 pyridyl-2)(hydroxy-2 ethyl) sulfure 89407-35-2 C8H8N2OS
(cyano-3 pyridyl-2)(hydroxy-2 ethyl) sulfure
—— 5-phenylthio-3,6-dichloro-1,2,4-triazine 132434-85-6 C9H5Cl2N3S
5-phenylthio-3,6-dichloro-1,2,4-triazine
—— 6-Methyl-3-(prop-2-en-1-yl)-4-[(prop-2-en-1-yl)sulfanyl]-2H-pyran-2-one 923602-36-2 C12H14O2S
6-Methyl-3-(prop-2-en-1-yl)-4-[(prop-2-en-1-yl)sulfanyl]-2H-pyran-2-one
—— ethyl 2-(phenylthio)but-3-enoate 109542-07-6 C12H14O2S
ethyl 2-(phenylthio)but-3-enoate
—— dimethyl phenylthio(trimethylsilylmethyl)malonate 83182-22-3 C15H22O4SSi
dimethyl phenylthio(trimethylsilylmethyl)malonate
—— 5-(4-Chlor-anilino)-4,6-dihydroxy-2-methylmercapto-pyrimidin 6630-69-9 C11H10ClN3O2S
5-(4-Chlor-anilino)-4,6-dihydroxy-2-methylmercapto-pyrimidin
—— N-hydroxy-2-(phenylthio)acetamide 4707-65-7 C8H9NO2S
N-hydroxy-2-(phenylthio)acetamide
—— 3-methyl-5-phenylsulfanylmethyl-[1,2,4]oxadiazole 865706-92-9 C10H10N2OS
3-methyl-5-phenylsulfanylmethyl-[1,2,4]oxadiazole
—— ethyl 2-[(3-ethynyl-2-methoxycarbonylmethyl)phenyl]-2-(phenylthio)acetate 1011458-42-6 C21H20O4S
ethyl 2-[(3-ethynyl-2-methoxycarbonylmethyl)phenyl]-2-(phenylthio)acetate