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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-Butyl-2-(1-methylsulfanylmethoxy-1-phenyl-ethyl)-hexanenitrile 529508-47-2 C20H31NOS
2-Butyl-2-(1-methylsulfanylmethoxy-1-phenyl-ethyl)-hexanenitrile
—— 2-Methylthio-6-methylfuro<3,2-d>pyrimidine 80305-94-8 C8H8N2OS
2-Methylthio-6-methylfuro<3,2-d>pyrimidine
—— 3-((Z)-3-Phenylsulfanyl-3-trimethylsilanyl-allyl)-cycloheptanone 84029-06-1 C19H28OSSi
3-((Z)-3-Phenylsulfanyl-3-trimethylsilanyl-allyl)-cycloheptanone
—— ethyl (4-{3-[3-(4-dimethylaminophenyl)-1-phenethylureido]phenylsulphanyl}phenyl)acetate 735313-24-3 C33H35N3O3S
ethyl (4-{3-[3-(4-dimethylaminophenyl)-1-phenethylureido]phenylsulphanyl}phenyl)acetate
—— Methyl 2-(2-(4-chlorophenylthio)-5-nitropyrimidin-4ylthio)acetate 1404231-55-5 C13H10ClN3O4S2
Methyl 2-(2-(4-chlorophenylthio)-5-nitropyrimidin-4ylthio)acetate
—— 2-Ethoxy-6-(2-thiazolylthio)-3-pyridinamine 1250071-51-2 C10H11N3OS2
2-Ethoxy-6-(2-thiazolylthio)-3-pyridinamine
—— 4,5-didehydro-3,6,7,8-tetrahydro-2H-thiocine 1,1-dioxide 1450918-99-6 C7H10O2S
4,5-didehydro-3,6,7,8-tetrahydro-2H-thiocine 1,1-dioxide
—— 1-[bis(ethylsulfanyl)methylidene]-2-cyanoguanidine 76539-08-7 C7H12N4S2
1-[bis(ethylsulfanyl)methylidene]-2-cyanoguanidine
—— di-o-thiothymotide 77149-18-9 C22H24O2S2
di-o-thiothymotide
—— 2-Fluoro-N-[2,2,2-trichloro-1-(4-methylsulfanyl-phenylsulfanyl)-ethyl]-acetamide 20578-83-0 C11H11Cl3FNOS2
2-Fluoro-N-[2,2,2-trichloro-1-(4-methylsulfanyl-phenylsulfanyl)-ethyl]-acetamide
—— 5,7-Dichlor-4-(p-chlor-phenylmercapto)-2,1,3-benzothiadiazol 16407-72-0 C12H5Cl3N2S2
5,7-Dichlor-4-(p-chlor-phenylmercapto)-2,1,3-benzothiadiazol
—— [6-(2-Carbamoyl-ethylsulfanylthiocarbonylamino)-hexyl]-dithiocarbamic acid 2-carbamoyl-ethyl ester 13208-81-6 C14H26N4O2S4
[6-(2-Carbamoyl-ethylsulfanylthiocarbonylamino)-hexyl]-dithiocarbamic acid 2-carbamoyl-ethyl ester
—— 5-Chlor-4-<2-hydroxy-aethylmercapto>-1-phenyl-pyridazon-(6) 16084-33-6 C12H11ClN2O2S
5-Chlor-4-<2-hydroxy-aethylmercapto>-1-phenyl-pyridazon-(6)
—— ethyl (4-{4-[3-(2-nitrophenyl)-1-phenethylureido]phenylsulphanyl}phenyl)acetate 735314-49-5 C31H29N3O5S
ethyl (4-{4-[3-(2-nitrophenyl)-1-phenethylureido]phenylsulphanyl}phenyl)acetate
—— bis-(2-chloro-decyl)-sulfone 6482-77-5 C20H40Cl2O2S
bis-(2-chloro-decyl)-sulfone
—— N-[(1R)-1-(Hydroxymethyl)-3-(methylthio)propyl]-2-[[3-[(1E)-2-(2-pyridinyl)ethenyl]-1H-indazol-6-yl]thio]benzamide 319470-16-1 C26H26N4O2S2
N-[(1R)-1-(Hydroxymethyl)-3-(methylthio)propyl]-2-[[3-[(1E)-2-(2-pyridinyl)ethenyl]-1H-indazol-6-yl]thio]benzamide
—— ethyl (syn)-[3-(10H-pyrazino[2,3-b][1,4]benzothiazin-8-ylmethyl)-3-azabicyclo[3.3.1]non-9-yl]acetate 203646-54-2 C23H28N4O2S
ethyl (syn)-[3-(10H-pyrazino[2,3-b][1,4]benzothiazin-8-ylmethyl)-3-azabicyclo[3.3.1]non-9-yl]acetate
—— 12,14-Bis-methylsulfanyl-13-thia-bicyclo[9.3.1]pentadeca-1(14),11-dien-15-one 20931-41-3 C16H24OS3
12,14-Bis-methylsulfanyl-13-thia-bicyclo[9.3.1]pentadeca-1(14),11-dien-15-one
—— 2-(2-t-butylthien-5ylthio)acetic acid 126715-59-1 C10H14O2S2
2-(2-t-butylthien-5ylthio)acetic acid
—— 2-(β-Methylthioaethylthio)aethylamin 73502-95-1 C5H13NS2
2-(β-Methylthioaethylthio)aethylamin
—— Pyrazino<2,3-d>-1,3-dithiol-Δ<sup>2,α</sup>-malononitril 18771-32-9 C8H2N4S2
Pyrazino<2,3-d>-1,3-dithiol-Δ<sup>2,α</sup>-malononitril
—— 1-(Diethylcarbamoyl)-3-(3,4-dimethylphenylthio)pyrazole 143533-53-3 C16H21N3OS
1-(Diethylcarbamoyl)-3-(3,4-dimethylphenylthio)pyrazole
—— Aethyl-1-methyl-4-methylmercaptoimidazol-5-carboxylat 73187-12-9 C8H12N2O2S
Aethyl-1-methyl-4-methylmercaptoimidazol-5-carboxylat
—— N-[[1-(5-bromo-6-ethyl-2-pyrido[2,3-b]pyrazin-7-ylsulfanyl-7H-pyrrolo[2,3-d]pyrimidin-4-yl)azetidin-3-yl]methyl]methanesulfonamide 1275600-05-9 C20H21BrN8O2S2
N-[[1-(5-bromo-6-ethyl-2-pyrido[2,3-b]pyrazin-7-ylsulfanyl-7H-pyrrolo[2,3-d]pyrimidin-4-yl)azetidin-3-yl]methyl]methanesulfonamide
—— 3-(5-(allylthio)-1,3,4-thiadiazol-2-ylthio)pyrazine-2-carbonitrile 1000269-31-7 C10H7N5S3
3-(5-(allylthio)-1,3,4-thiadiazol-2-ylthio)pyrazine-2-carbonitrile
—— (2-(2-methoxyphenylthio)phenyl)acetonitrile 128959-12-6 C15H13NOS
(2-(2-methoxyphenylthio)phenyl)acetonitrile
—— N-(3-(2-chlorophenylthio)-5-(phenylthio)pyridin-2-yl)-4-methylthiazol-2-amine hydrochloride 953040-81-8 C21H16ClN3S3*ClH
N-(3-(2-chlorophenylthio)-5-(phenylthio)pyridin-2-yl)-4-methylthiazol-2-amine hydrochloride
—— ethyl {4-[3-(3-allyl-1-phenethylureido)phenylsulphanyl]phenyl}acetate 735313-06-1 C28H30N2O3S
ethyl {4-[3-(3-allyl-1-phenethylureido)phenylsulphanyl]phenyl}acetate
—— 6-Acetoxymethyl-3-methylmercapto-2,5-dihydro-1,2,4-triazin-5-on 20195-33-9 C7H9N3O3S
6-Acetoxymethyl-3-methylmercapto-2,5-dihydro-1,2,4-triazin-5-on
—— N-(isopropylthio)-tert-butylamine 68597-72-8 C7H17NS
N-(isopropylthio)-tert-butylamine
—— 6-Methyl-3,5-bis-(2-piperidino-ethylmercapto)-1,2,4-triazin 7269-50-3 C18H31N5S2
6-Methyl-3,5-bis-(2-piperidino-ethylmercapto)-1,2,4-triazin
—— 1-[3-(4-aminopyrimidin-2-ylamino)propyl]-2-cyano-3-[2-(phenylthio)ethyl]guanidine 1555940-45-8 C17H22N8S
1-[3-(4-aminopyrimidin-2-ylamino)propyl]-2-cyano-3-[2-(phenylthio)ethyl]guanidine
—— 1,3,3,7,8,12,13,17,17-nonametyl-19-methylthio-2,3,4,5,15,16,17,18-octahydrobilin 113661-57-7 C29H42N4S
1,3,3,7,8,12,13,17,17-nonametyl-19-methylthio-2,3,4,5,15,16,17,18-octahydrobilin
—— 4-((5-Carboxymethyl-4-methyl-2-thiazolyl)thio)quinoline-2-carboxylic Acid 164464-32-8 C16H12N2O4S2
4-((5-Carboxymethyl-4-methyl-2-thiazolyl)thio)quinoline-2-carboxylic Acid
—— 3-((5-Carboxymethyl-4-methyl-2-thiazolyl)thio)-6-methoxypyridazine 164464-31-7 C11H11N3O3S2
3-((5-Carboxymethyl-4-methyl-2-thiazolyl)thio)-6-methoxypyridazine
—— 4-[3-[N-(thien-2-ylmethyl)-N-trifluoroacetylamino]propylthio]pyridine hydrochloride 155966-11-3 C15H15F3N2OS2*ClH
4-[3-[N-(thien-2-ylmethyl)-N-trifluoroacetylamino]propylthio]pyridine hydrochloride
—— methyl 3-hydroxy-4-phenyl-5-phenylthiothiophene-2-carboxylate 128776-02-3 C18H14O3S2
methyl 3-hydroxy-4-phenyl-5-phenylthiothiophene-2-carboxylate
—— 5,5'-(1,3-Benzodithiol-2-ylidenmethylen)bis[furan-2-carbaldehyde] 389130-86-3 C18H10O4S2
5,5'-(1,3-Benzodithiol-2-ylidenmethylen)bis[furan-2-carbaldehyde]
—— 4-[[4-ethyl-6-[(5-methyl-1H-pyrazol-3-yl)amino]-1,3,5-triazin-2-yl]sulfanyl]benzoic acid 1258424-53-1 C16H16N6O2S
4-[[4-ethyl-6-[(5-methyl-1H-pyrazol-3-yl)amino]-1,3,5-triazin-2-yl]sulfanyl]benzoic acid
—— 2,2-bis-(2-dimethylamino-ethanesulfonyl)-propane 110553-54-3 C11H26N2O4S2
2,2-bis-(2-dimethylamino-ethanesulfonyl)-propane
—— 2-[(4,4-difluoro-3-butenyl)thio]-4-pyrimidinecarboxyaldehyde 155957-38-3 C9H8F2N2OS
2-[(4,4-difluoro-3-butenyl)thio]-4-pyrimidinecarboxyaldehyde
—— 2-Benzylthio-4-allylamino-pyrimidin 6203-96-9 C14H15N3S
2-Benzylthio-4-allylamino-pyrimidin
—— 4,11-dithiatetradeca-1,13-diene 159822-56-7 C12H22S2
4,11-dithiatetradeca-1,13-diene
—— 5-(2-hydroxyethylsulfanyl)-6-methyl-1-propan-2-yl-2-sulfanylidenepyrimidin-4-one 75603-84-8 C10H16N2O2S2
5-(2-hydroxyethylsulfanyl)-6-methyl-1-propan-2-yl-2-sulfanylidenepyrimidin-4-one
—— benzyl(4-chloro-2-methylphenyl)sulfane 107775-79-1 C14H13ClS
benzyl(4-chloro-2-methylphenyl)sulfane
—— 2,5-bis(3,6,9-trioxadecyl)thio-3,4-diaminothiophene 1278583-77-9 C18H34N2O6S3
2,5-bis(3,6,9-trioxadecyl)thio-3,4-diaminothiophene
—— N,N'-Bis[3-(diethylamino)propyl]thiourea 6277-25-4 C15H34N4S
N,N'-Bis[3-(diethylamino)propyl]thiourea
—— 6-methoxy-3-(2-nitrophenyl)sulfanyl-1-(pyridin-3-ylmethyl)indole 691399-97-0 C21H17N3O3S
6-methoxy-3-(2-nitrophenyl)sulfanyl-1-(pyridin-3-ylmethyl)indole
—— tert-Butyl-(2-{2-[(Z)-3-((S)-2,2-dimethyl-[1,3]dioxolan-4-yl)-allyl]-[1,3]dithian-2-yl}-ethoxy)-diphenyl-silane 891845-73-1 C30H42O3S2Si
tert-Butyl-(2-{2-[(Z)-3-((S)-2,2-dimethyl-[1,3]dioxolan-4-yl)-allyl]-[1,3]dithian-2-yl}-ethoxy)-diphenyl-silane
—— 1-(Diethylcarbamoyl)-3-(2-pyridylthio)pyrazole 143534-94-5 C13H16N4OS
1-(Diethylcarbamoyl)-3-(2-pyridylthio)pyrazole