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複素環(huán)式化合物

複素環(huán)式化合物は炭素原子と非炭素原子により構(gòu)成される環(huán)狀構(gòu)造の化合物である。これらの非炭素原子はヘテロ原子と総稱され,一般的なヘテロ原子は窒素、酸素、硫黃等である。前述したラクトン、ラクタム、環(huán)狀エーテル等の化合物はいずれも複素環(huán)式化合物であり,しかしこれらの化合物の性質(zhì)は同じ種類の鎖式化合物と類似するため,いずれも対応する章節(jié)に組み込んで説明する。本章は主に環(huán)構(gòu)造が穏やかで、ある程度の芳香族性を有する複素環(huán)式化合物,即ち芳香族複素環(huán)式化合物を説明する。 複素環(huán)式化合物は種類が膨大であり,數(shù)量が多く,自然界に広く分布しており,多くの天然の複素環(huán)式化合物は動物、植物の體內(nèi)で重要な生理學(xué)的作用を果たす。例えば:植物內(nèi)のクロロフィル、動物の血中ヘモグロビン、漢方薬中の有効成分のアルカロイドと一部の配糖體、一部の抗生物質(zhì)とビタミン、タンパク質(zhì)のあるアミノ酸とヌクレオチドを構(gòu)成する塩基等はいずれも複素環(huán)構(gòu)造を含有する。従來の薬物中で、複素環(huán)構(gòu)造を含有するものは約半分を占める。そのため,複素環(huán)式化合物は有機化合物(特に有機薬物)中で重要な地位を占める。 複素環(huán)式化合物中で五員、六員複素環(huán)及びそれらの縮合複素環(huán)化合物は最も普及しており,かつ最も重要である。そのため環(huán)のサイズによって,複素環(huán)式化合物は五員複素環(huán)及び六員複素環(huán)という二つの種類に分けられる。例えば上記フラン、チオフェン、ピロール、オキサゾール、イミダゾール及びそれらの縮合複素環(huán)化合物のインドール、ベンゾイミダゾール、ジベンゾフラン等はいずれも五員複素環(huán)式化合物であり,それに対してピリジン、ピリミジン及びそれらの縮合複素環(huán)化合物のキノリン、キナゾリン等はいずれも六員複素環(huán)式化合物である。 各五員複素環(huán)式化合物と六員複素環(huán)式化合物中で,環(huán)構(gòu)造中のヘテロ原子の數(shù)量によって,また一つのヘテロ原子を含有する複素環(huán)及び二つ又はそれ以上のヘテロ原子を含有する複素環(huán)に分けられる。例えばフラン、チオフェン、ピリジン、インドール、キノリン、ジベンゾフラン等は一つのヘテロ原子を含有する複素環(huán)式化合物である;イミダゾール、ピリミジン、ベンゾイミダゾール、キナゾリン等は二つのヘテロ原子を含有する複素環(huán)式化合物である;それに対してプリンは二つ以上のヘテロ原子を含有するため,即ち複數(shù)のヘテロ原子を含有する複素環(huán)式化合物である。分子中の環(huán)構(gòu)造の形式によって,複素環(huán)式化合物はさらに複素単環(huán)及び縮合複素環(huán)という二つの種類に分けられる。例えばフラン、ピリジン、ピリミジン、イミダゾール等はいずれも複素単環(huán)式化合物であり,インドール、キノリン、ジベンゾフラン、プリン等は縮合複素環(huán)式化合物である。
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Structure Chemical Name CAS MF
(5-(propan-2-yl-d7)pyridin-3-yl-2,4,6-d3)boronic acid (5-(propan-2-yl-d7)pyridin-3-yl-2,4,6-d3)boronic acid 2241870-47-1 C8H2BD10NO2
Pyridine-2,3,4,5-d4, 6-methyl- (9CI) Pyridine-2,3,4,5-d4, 6-methyl- (9CI) 102064-44-8 C6H7N
2-Amino-6-(n-propyl-d7)-pyridine 2-Amino-6-(n-propyl-d7)-pyridine 1185308-86-4 C8H5D7N2
2-Bromo-4-(diethylamino-d10)-pyridine 2-Bromo-4-(diethylamino-d10)-pyridine 1643563-28-3 C9H13BrN2
3-Pyridinamine,2-propyl-(9CI) 3-Pyridinamine,2-propyl-(9CI) 188670-06-6 C8H12N2
(6-(piperidin-3-yl)pyridin-3-yl)boronic acid (6-(piperidin-3-yl)pyridin-3-yl)boronic acid 2225152-51-0 C10H15BN2O2
Benzonitrile, 2-(1H-1,2,4-triazol-5-yl)- Benzonitrile, 2-(1H-1,2,4-triazol-5-yl)- 20062-40-2 C9H6N4
2-Bromo-4-(N-methylpiperizin-1-yl)pyridine-d14 2-Bromo-4-(N-methylpiperizin-1-yl)pyridine-d14 1643563-77-2 C10H14BrN3
(6-fluoro-4-hydroxypyridin-3-yl)boronic acid (6-fluoro-4-hydroxypyridin-3-yl)boronic acid 2256708-87-7 C5H5BFNO3
2-Bromo-4-(n-propyl-d7)-pyridine 2-Bromo-4-(n-propyl-d7)-pyridine 1185308-58-0 C8H10BrN
[2-(METHOXYCARBONYL)-6-ETHYLPYRIDIN-4-YL]BORONIC ACID [2-(METHOXYCARBONYL)-6-ETHYLPYRIDIN-4-YL]BORONIC ACID 2225180-32-3 C9H12BNO4
2-Bromo-4-ethoxypyridine-d8 2-Bromo-4-ethoxypyridine-d8 1643563-54-5 C7H8BrNO
4-Morpholinecarboxylic acid, 3-(2-amino-4-pyridinyl)-, 1,1-dimethylethyl ester 4-Morpholinecarboxylic acid, 3-(2-amino-4-pyridinyl)-, 1,1-dimethylethyl ester 2385885-39-0 C14H21N3O3
2-Bromo-4-methoxypyridine-d6 2-Bromo-4-methoxypyridine-d6 1643579-75-2 C6BrD6NO
2-Bromo-5-(iso-propyl-d7)-pyridine 2-Bromo-5-(iso-propyl-d7)-pyridine 1185313-25-0 C8H3BrD7N
2-Bromo-5-(n-propoxy-d7)-pyridine 2-Bromo-5-(n-propoxy-d7)-pyridine 1643576-28-6 C8H10BrNO
2-Bromo-5-(pyrrolidino)pyridine-d11 2-Bromo-5-(pyrrolidino)pyridine-d11 1643542-23-7 C9BrD11N2
Pyrimidine, 4-chloro-2-(1H-imidazol-1-yl)-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)- Pyrimidine, 4-chloro-2-(1H-imidazol-1-yl)-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)- 2223030-12-2 C13H16BClN4O2
2-Bromo-5-[(N-methylpiperazin-d11)-1-yl]pyridine 2-Bromo-5-[(N-methylpiperazin-d11)-1-yl]pyridine 1643538-79-7 C10H14BrN3
2-Bromo-6-(cyano-13C, 15N)pyridine 2-Bromo-6-(cyano-13C, 15N)pyridine 1227958-97-5 C6H3BrN2
2-Bromo-6-(dimethylamino-d6)-pyridine 2-Bromo-6-(dimethylamino-d6)-pyridine 1185310-67-1 C7H9BrN2
2-Bromo-6-(piperidino)pyridine-d13 2-Bromo-6-(piperidino)pyridine-d13 1643564-96-8 C10H13BrN2
2-Chloro-4-(methyl-d3)-5-cyclopropylpyrimidine 2-Chloro-4-(methyl-d3)-5-cyclopropylpyrimidine 1643538-02-6 C8H9ClN2
2-Chloro-6-(n-propyl-d7)-pyridine-4-boronic acid 2-Chloro-6-(n-propyl-d7)-pyridine-4-boronic acid 2225180-35-6 C8H11BClNO2
2-Fluoro-6-(ethyl-d5)-pyridine-4-boronic acid 2-Fluoro-6-(ethyl-d5)-pyridine-4-boronic acid 2225171-71-9 C7H9BFNO2
2-Hydroxy-6-(ethyl-d5)-pyridine 2-Hydroxy-6-(ethyl-d5)-pyridine 1185313-86-3 C7H9NO
2-Methylaminopyridine-d7 2-Methylaminopyridine-d7 1185319-89-4 C6H8N2
3-Amino-5-(iso-butyl-d9)-pyridine 3-Amino-5-(iso-butyl-d9)-pyridine 1643538-67-3 C9H14N2
3-Amino-5-(sec-butyl-d9)-pyridine 3-Amino-5-(sec-butyl-d9)-pyridine 1643538-64-0 C9H5D9N2
3-Amino-6-(methyl-d3)-pyridine 3-Amino-6-(methyl-d3)-pyridine 1185313-85-2 C6H5D3N2
3-Amino-6-(n-propyl-d7)-pyridine 3-Amino-6-(n-propyl-d7)-pyridine 1185317-48-9 C8H12N2
3-Bromo-(4-methyl-6-ethyl-d8)-pyridine 3-Bromo-(4-methyl-6-ethyl-d8)-pyridine 1643562-74-6 C8H10BrN
3-Bromo-[2-methyl-5-(sec-butyl)-d12]-pyridine 3-Bromo-[2-methyl-5-(sec-butyl)-d12]-pyridine 1643577-39-2 C10H14BrN
3-Bromo-[4-methyl-5-(iso-butyl)-d12]-pyridine 3-Bromo-[4-methyl-5-(iso-butyl)-d12]-pyridine 1643564-17-3 C10H14BrN
3-Bromo-[5-methyl-6-(sec-butyl)-d12]-pyridine 3-Bromo-[5-methyl-6-(sec-butyl)-d12]-pyridine 1643537-58-9 C10H14BrN
3-Bromo-[6-methyl-5-(n-propyl)-d10]-pyridine 3-Bromo-[6-methyl-5-(n-propyl)-d10]-pyridine 1643542-94-2 C9H12BrN
3-Bromo-2-fluoro-5-(methyl-d3)-pyridine 3-Bromo-2-fluoro-5-(methyl-d3)-pyridine 1185319-98-5 C6H5BrFN
3-Bromo-5-(methoxy-d3)-pyridine 3-Bromo-5-(methoxy-d3)-pyridine 1185317-09-2 C6H6BrNO
3-Bromo-5-(methylethylamino-d8)-pyridine 3-Bromo-5-(methylethylamino-d8)-pyridine 1643563-10-3 C8H11BrN2
5-Bromo-2-(1,1-dimethylethyl)-4-methylpyrimidine 5-Bromo-2-(1,1-dimethylethyl)-4-methylpyrimidine 1479074-45-7 C9H13BrN2
2(1H)-Pyridinone-3,5,6-d3 2(1H)-Pyridinone-3,5,6-d3 121697-72-1 C5H2D3NO
1-(6-Chloro-3-pyridyl)-1H-pyrazole-4-boronic acid 1-(6-Chloro-3-pyridyl)-1H-pyrazole-4-boronic acid 2225170-45-4 C8H7BClN3O2
1-(Cyclopentyl)-1H-pyrrol-3-amine 1-(Cyclopentyl)-1H-pyrrol-3-amine 1622843-78-0 C9H14N2
1-(n-Propyl)-1H-pyrrol-3-amine 1-(n-Propyl)-1H-pyrrol-3-amine 1622840-71-4 C7H12N2
2-((2-(methyl-d3)propan-2-yl-1,1,1,3,3,3-d6)oxy)-6-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)pyridine 2-((2-(methyl-d3)propan-2-yl-1,1,1,3,3,3-d6)oxy)-6-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)pyridine 2241870-19-7 C15H24BNO3
2-(1,4-dioxan-2-yl)-6-fluoro-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)pyridine 2-(1,4-dioxan-2-yl)-6-fluoro-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)pyridine 2222996-11-2 C15H21BFNO4
2-(1,4-Dioxan-2-yl)pyridine-3-boronic acid pinacol ester 2-(1,4-Dioxan-2-yl)pyridine-3-boronic acid pinacol ester 2223003-94-7 C15H22BNO4
2-(2-(methyl-d3)propan-2-yl-1,1,1,3,3,3-d6)-6-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)pyridine 2-(2-(methyl-d3)propan-2-yl-1,1,1,3,3,3-d6)-6-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)pyridine 2241870-15-3 C15H24BNO2
2-(2-Aminophenyl)pyridine-3-boronic acid pinacol ester 2-(2-Aminophenyl)pyridine-3-boronic acid pinacol ester 2223028-73-5 C17H21BN2O2
2-(2-Cyanophenyl)pyrimidine-5-boronic acid pinacol ester 2-(2-Cyanophenyl)pyrimidine-5-boronic acid pinacol ester 2223044-29-7 C17H18BN3O2
2-(2-Furyl)pyridine-3-boronic acid pinacol ester 2-(2-Furyl)pyridine-3-boronic acid pinacol ester 2223054-27-9 C15H18BNO3
2-(3,4-difluorophenyl)-6-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)pyridine 2-(3,4-difluorophenyl)-6-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)pyridine 1402227-54-6 C17H18BF2NO2
2-(3,5-Difluorophenyl)pyridine-3-boronic acid 2-(3,5-Difluorophenyl)pyridine-3-boronic acid 2225154-66-3 C11H8BF2NO2
2-(3-Hydroxypyrrolidino)pyrimidine-5-boronic acid pinacol ester 2-(3-Hydroxypyrrolidino)pyrimidine-5-boronic acid pinacol ester 1402166-41-9 C14H22BN3O3
3-Bromo-6-(dimethylamino)pyridazine-d8 3-Bromo-6-(dimethylamino)pyridazine-d8 1643543-63-8 C6BrD8N3
3-Bromo-6-(iso-propoxy-d7)-pyridine 3-Bromo-6-(iso-propoxy-d7)-pyridine 1643537-56-7 C8H10BrNO
3-Bromo-6-(methoxy)pyridine-d6 3-Bromo-6-(methoxy)pyridine-d6 1643564-79-7 C6H6BrNO
3-Bromo-6-(n-propoxy-d7)-pyridazine 3-Bromo-6-(n-propoxy-d7)-pyridazine 1643576-73-1 C7H2BrD7N2O
3-Bromo-6-(n-propyl-d7)-pyridine 3-Bromo-6-(n-propyl-d7)-pyridine 1185314-59-3 C8H10BrN
3-Bromo-6-(tert-butyl)pyridine-d12 3-Bromo-6-(tert-butyl)pyridine-d12 1643538-55-9 C9H12BrN
3-Bromo-6-ethylpyridine-d8 3-Bromo-6-ethylpyridine-d8 1643563-55-6 C7H8BrN
3-Chloro-4-methyl-6-(methyl-d3)-pyridazine 3-Chloro-4-methyl-6-(methyl-d3)-pyridazine 1185306-59-5 C6H7ClN2
4-(Ethoxy-d5)-pyridine-2-boronic acid pinacol ester 4-(Ethoxy-d5)-pyridine-2-boronic acid pinacol ester 2223036-48-2 C13H17BD5NO4
4-(Ethylpyridine-d8)-2-boronic acid pinacol ester 4-(Ethylpyridine-d8)-2-boronic acid pinacol ester 2223039-46-9 C13H20BNO2
4,6-Dichloro-2-(n-propoxy-d7)-pyrimidine 4,6-Dichloro-2-(n-propoxy-d7)-pyrimidine 1185316-64-6 C7H8Cl2N2O
4-Amino-2-(iso-propyl-d7)-pyridine 4-Amino-2-(iso-propyl-d7)-pyridine 1185315-88-1 C8H12N2
4-Bromo-(2-methyl-6-morpholino-d11)-pyridine 4-Bromo-(2-methyl-6-morpholino-d11)-pyridine 1643537-72-7 C10H13BrN2O
4-Bromo-[2-(iso-propyl)-3-methyl-d10]-pyridine 4-Bromo-[2-(iso-propyl)-3-methyl-d10]-pyridine 1643563-50-1 C9H12BrN
4-Bromo-[2-methyl-6-(n-propyl)-d10]-pyridine 4-Bromo-[2-methyl-6-(n-propyl)-d10]-pyridine 1643539-51-8 C9H12BrN
4-Bromo-[3-methyl-6-(n-propyl)-d10]-pyridine 4-Bromo-[3-methyl-6-(n-propyl)-d10]-pyridine 1643544-16-4 C9H12BrN
4-Bromo-2-(diethylamino-d10)-pyridine 4-Bromo-2-(diethylamino-d10)-pyridine 1643541-65-4 C9H13BrN2
4-Bromo-2-(iso-butyl)pyridine-d12 4-Bromo-2-(iso-butyl)pyridine-d12 1643564-88-8 C9H12BrN
4-Bromo-2-(methoxy-d3)-pyrimidine 4-Bromo-2-(methoxy-d3)-pyrimidine 1185311-54-9 C5H5BrN2O
4-Bromo-2-(n-propoxy-d7)-pyrimidine 4-Bromo-2-(n-propoxy-d7)-pyrimidine 1185316-20-4 C7H9BrN2O
4-Bromo-2-(n-propyl-d7)-pyridine 4-Bromo-2-(n-propyl-d7)-pyridine 1185319-68-9 C8H3BrD7N
4-Bromo-2-(sec-butyl-d9)-6-chloropyridine 4-Bromo-2-(sec-butyl-d9)-6-chloropyridine 1643542-83-9 C9H11BrClN
4-Bromo-2-(sec-butyl-d9)-pyridine 4-Bromo-2-(sec-butyl-d9)-pyridine 1643539-44-9 C9H12BrN
4-Bromo-2-chloro-6-(methyl-d3)-pyridine 4-Bromo-2-chloro-6-(methyl-d3)-pyridine 1643538-53-7 C6H5BrClN
4-Bromo-2-fluoro-6-(ethyl-d5)-pyridine 4-Bromo-2-fluoro-6-(ethyl-d5)-pyridine 1643576-14-0 C7H7BrFN
4-Bromo-2-fluoro-6-(tert-butyl-d9)-pyridine 4-Bromo-2-fluoro-6-(tert-butyl-d9)-pyridine 1643539-37-0 C9H11BrFN
4-Chloro-2-methylthio-6-(iso-propyl-d7)-pyrimidine 4-Chloro-2-methylthio-6-(iso-propyl-d7)-pyrimidine 1185316-74-8 C8H11ClN2S
2-(3-methyl-1H-pyrazol-1-yl)-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)pyridine 2-(3-methyl-1H-pyrazol-1-yl)-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)pyridine 1356832-49-9 C15H20BN3O2
2-(3-Tetrahydropyranyl)pyrimidine-5-boronic acid pinacol ester 2-(3-Tetrahydropyranyl)pyrimidine-5-boronic acid pinacol ester 1402166-39-5 C15H23BN2O3
2-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)pyridin-4-yl acetate 2-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)pyridin-4-yl acetate 2223036-38-0 C13H18BNO4
2-(5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)furan-2-yl)pyridine 2-(5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)furan-2-yl)pyridine 2223041-63-0 C15H18BNO3
2-(5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)pyrimidin-2-yl)ethan-1-ol 2-(5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)pyrimidin-2-yl)ethan-1-ol 2223029-30-7 C12H19BN2O3
2-(5-Pyrimidyl)pyridine-3-boronic acid pinacol ester 2-(5-Pyrimidyl)pyridine-3-boronic acid pinacol ester 2223039-26-5 C15H18BN3O2
2-(Cyclohexyl)-6-(oxolan-3-yl)pyridine-4-boronic acid pinacol ester 2-(Cyclohexyl)-6-(oxolan-3-yl)pyridine-4-boronic acid pinacol ester 2223004-35-9 C21H32BNO3
2-(Cyclopropyl)-5-(methoxycarbonyl)pyridine-3-boronic acid 2-(Cyclopropyl)-5-(methoxycarbonyl)pyridine-3-boronic acid 2225174-60-5 C10H12BNO4
2-(Cyclopropyl)-6-cyanopyridine-4-boronic acid 2-(Cyclopropyl)-6-cyanopyridine-4-boronic acid 2225179-68-8 C9H9BN2O2
2-(iso-Butyl)-6-trifluoromethylpyridine-4-boronic acid pinacol ester 2-(iso-Butyl)-6-trifluoromethylpyridine-4-boronic acid pinacol ester 2223040-45-5 C16H23BF3NO2
2-(N-Boc-Piperidin-3-yl)-6-(1,4-dioxan-2-yl)pyridine-4-boronic acid pinacol ester 2-(N-Boc-Piperidin-3-yl)-6-(1,4-dioxan-2-yl)pyridine-4-boronic acid pinacol ester 2223004-55-3 C25H39BN2O6
2-(n-Propyl)-6-(oxolan-3-yl)pyridine-4-boronic acid pinacol ester 2-(n-Propyl)-6-(oxolan-3-yl)pyridine-4-boronic acid pinacol ester 2222996-10-1 C18H28BNO3
2-(n-Propyl)pyridine-3-boronic acid 2-(n-Propyl)pyridine-3-boronic acid 2225174-19-4 C8H12BNO2
2-(propan-2-yl-d7)-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)pyridine 2-(propan-2-yl-d7)-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)pyridine 2241867-59-2 C14H22BNO2
2-(propoxy-d7)-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)pyridine 2-(propoxy-d7)-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)pyridine 2241875-57-8 C14H22BNO3
2-(2-HYDROXYPROPAN-2-YL)PYRIDINE-4-BORONIC ACID 2-(2-HYDROXYPROPAN-2-YL)PYRIDINE-4-BORONIC ACID 2225156-03-4 C8H12BNO3
2-Bromo-4-(methylethylamino)furan 2-Bromo-4-(methylethylamino)furan 1622834-95-0 C7H10BrNO
2-Bromo-4-(pyridin-4-yl)-6-methylpyrimidine 2-Bromo-4-(pyridin-4-yl)-6-methylpyrimidine 1412954-50-7 C10H8BrN3
2-Bromo-4-(pyrrolidin-1-yl)-6-(iso-propyl)pyrimidine 2-Bromo-4-(pyrrolidin-1-yl)-6-(iso-propyl)pyrimidine 1412961-08-0 C11H16BrN3
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