Heterocyclic compound

Heterocyclic compounds are a class of organic compounds with cyclic structure. The ring-constituting atoms in the molecule, in addition to carbon, also include one or more nitrogen, sulfur, oxygen and other atoms. Those containing one ring are called single-heterocyclic compounds, such as furan, thiazole, and pyridine. Those containing two or more rings are called fused heterocyclic compounds such as quinoline and purine. The most common and most stable are five- or six-membered heterocyclic ring. Simple heterocyclic ring is capable of merging with benzene or another heterocyclic ring to form a bicyclic, tricyclic or more complex ring system. Some kinds of heterocyclic rings have features of aromatic compounds, such as being easy to participate into substitution reaction, difficult to have addition reaction and being stable to oxidant. Heterocyclic compounds are widely found in nature, such as nucleic acids, most kinds of vitamins, chlorophyll, heme, most kinds of alkaloids, pigments and so on. A fraction of the heterocyclic compounds have aromatic characteristics, such as plants coumarone, jasmonate and animals civetone. There are many synthetic pesticides that belong to such compounds such as herbicides atrazine, amitrole, CMPT, insecticide fluorine propargite, quinoline parathion, thioquinox and so on. Simple heterocyclic compound is an important raw material of organic chemical industry.

The cyclic compounds with atoms constituting the ring system, in addition to carbon atom, also containing O, S, and N heteroatom are collectively referred to as heterocyclic compounds. According to this definition, the cyclic dicarboxylic anhydride, the cyclic imide, lactones, lactides, cyclic anhydrides, lactams, and cyclic ethers, strictly speaking, also belong to heterocyclic compounds. However, due to the nature of these compounds are similar with aliphatic compound, and can easily undergo either the cyclization of the open-chain compounds or ring open reaction to be transformed into chain compounds, thus being generally attributed to the aliphatic chemistry for discussion. Therefore, heterocyclic compounds generally refer specifically to those heterocyclic compounds with relatively stable ring system but different levels of aromatic properties, namely aromatic heterocyclic compound.

The organic heterocyclic compounds belong to a large class in the three large categories of organic compounds, open chain, carbocyclic and heterocyclic organic compounds. It contains various kinds and has a large number accounting for about one-third of all known organic compounds and is also widespread in the biosphere, having close relation with the biological growth, development, reproduction, and genetic variation and so on. Common heterocyclic compounds include furan, thiophene, pyrrole, pyridine, quinoline, carbazole and so on.

These kinds of heterocyclic compounds are widely used in organic synthesis or as pharmaceuticals, pesticides, solvents and so on. They are colorless liquids with special smell or crystallization and have specific gravity being less than or close to water. They are toxic and can be soluble in some organic solvents and slightly soluble in water. In case of fire, heat, oxidants and strong acids, it can cause fire or explosion with simultaneous deposition of toxic sulfur dioxide or nitrogen oxide gas. Furan, when being exposed to the air, is capable of forming peroxides with causing an explosion during distillation. In the management of dangerous goods, according to the risk grades of fire, explosion, toxicity risk, they were classified as flammable liquids, flammable solids and organic toxic chemicals; when used in the reservoir, the first two comply danger of the A and B class while the latter one is based on class C fire danger for conducting fire management. In case of fire, we can use foam, dry powder, water mist, 1211 and carbon dioxide for fire extinguishing agents.

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Structure Chemical Name CAS MF
3,4-Dichloro-5-nitropyridine 3,4-Dichloro-5-nitropyridine 56809-84-8 C5H2Cl2N2O2
3-Fluoro-6-bromo-2-pyridinecarboxaldehyde 3-Fluoro-6-bromo-2-pyridinecarboxaldehyde 885267-36-7 C6H3BrFNO
5-Chloro-2-methyl-4-pyrimidinecarboxylic acid 5-Chloro-2-methyl-4-pyrimidinecarboxylic acid 74840-47-4 C6H5ClN2O2
4-(3-Bromo-5-nitropyridin-2-yl)morpholine 4-(3-Bromo-5-nitropyridin-2-yl)morpholine 1065074-89-6 C9H10BrN3O3
(1-Methyl-4-piperidinyl)[3-[2-(3-chlorophenyl)ethyl]pyridinyl]methanone hydrochloride (1-Methyl-4-piperidinyl)[3-[2-(3-chlorophenyl)ethyl]pyridinyl]methanone hydrochloride 119770-60-4 C20H24Cl2N2O
3-Chloro-4-hydroxy-5-nitropyridine 3-Chloro-4-hydroxy-5-nitropyridine 31872-64-7 C5H3ClN2O3
3,5-Dibromo-6-methylpyridin-2-ol 3,5-Dibromo-6-methylpyridin-2-ol 500587-45-1 C6H5Br2NO
3,5-Diiodo-4-hydroxypyridine 3,5-Diiodo-4-hydroxypyridine 7153-08-4 C5H3I2NO
5-[4-[2-(5-Ethyl-2-pyridyl)ethoxy]benzyl]-2,4-thiazolidinedione 5-[4-[2-(5-Ethyl-2-pyridyl)ethoxy]benzyl]-2,4-thiazolidinedione 105390-47-4 C19H20N2O3S
1-Benzyl-4-(4-methoxyphenyl)tetrahydropyridine 1-Benzyl-4-(4-methoxyphenyl)tetrahydropyridine 13314-69-7 C19H21NO
3-[2-(3-Chlorophenyl)ethyl]-2-pyridyl 1-methyl-4-piperidyl ketone hydrochloride 3-[2-(3-Chlorophenyl)ethyl]-2-pyridyl 1-methyl-4-piperidyl ketone hydrochloride 107256-31-5 C20H24Cl2N2O
4-CHLORO-6-(METHOXYMETHYL)-2-PHENYLPYRIMIDINE 4-CHLORO-6-(METHOXYMETHYL)-2-PHENYLPYRIMIDINE 325685-59-4 C12H11ClN2O
2-Pyridinemethanol,3,5-dimethyl-(9CI) 2-Pyridinemethanol,3,5-dimethyl-(9CI) 202932-05-6 C8H11NO
WAY 100635 WAY 100635 146714-97-8 C25H34N4O2
4-Piperidinecarboxylicacid,1-pyrazinyl-(9CI) 4-Piperidinecarboxylicacid,1-pyrazinyl-(9CI) 606104-21-6 C10H13N3O2
3-Pyridinemethanamine,5-chloro-(9CI) 3-Pyridinemethanamine,5-chloro-(9CI) 138402-36-5 C6H7ClN2
4-Pyridinecarbonitrile,2-(1-piperazinyl)-(9CI) 4-Pyridinecarbonitrile,2-(1-piperazinyl)-(9CI) 305381-05-9 C10H12N4
3-Pyridinemethanamine,2-fluoro-(9CI) 3-Pyridinemethanamine,2-fluoro-(9CI) 205744-16-7 C6H7FN2
6-PYRIDIN-2-YLMETHYL-PYRIDAZIN-3-OL 6-PYRIDIN-2-YLMETHYL-PYRIDAZIN-3-OL 338779-41-2 C10H9N3O
5-Iodo-3-methyl-2-methylaminopyridine 5-Iodo-3-methyl-2-methylaminopyridine 942206-33-9 C7H9IN2
6-(Benzylamino)pyridine-3-boronic acid pinacol ester 6-(Benzylamino)pyridine-3-boronic acid pinacol ester 1073354-27-4 C18H23BN2O2
3,5-Dibromopyridazine 3,5-Dibromopyridazine 1196155-35-7 C4H2Br2N2
6-CHLORO-3-CYANOCHROMONE 6-CHLORO-3-CYANOCHROMONE 50743-20-9 C10H4ClNO2
4-[2-(METHYLAMINO)ETHYL]PYRIDINE 4-[2-(METHYLAMINO)ETHYL]PYRIDINE 55496-55-4 C8H12N2
2-OCTYLOXYTETRAHYDRO-2H-PYRAN 2-OCTYLOXYTETRAHYDRO-2H-PYRAN 70690-19-6 C13H26O2
1',3',3'-TRIMETHYLSPIRO-8-NITRO(2H-1-BENZOPYRAN)-2',2'-INDOLINE 1',3',3'-TRIMETHYLSPIRO-8-NITRO(2H-1-BENZOPYRAN)-2',2'-INDOLINE 5150-50-5 C19H18N2O3
2-PIPERAZINONICOTINONITRILE 2-PIPERAZINONICOTINONITRILE 84951-44-0 C10H12N4
2-(MORPHOLIN-4-YLAMINO)PYRIDINE-5-BORONIC ACID PINACOL ESTER 2-(MORPHOLIN-4-YLAMINO)PYRIDINE-5-BORONIC ACID PINACOL ESTER 1073354-38-7 C15H24BN3O3
N-(6-aminopyridin-2-yl)acetamide N-(6-aminopyridin-2-yl)acetamide 1075-62-3 C7H9N3O
2-Methoxy-5-pyridineboronic acid hydrochloride 2-Methoxy-5-pyridineboronic acid hydrochloride 370864-57-6 C6H9BClNO3
3-HYDROXY-2,6-DI(HYDROXYMETHYL)PYRRIDINE HYDROCHLORIDE 3-HYDROXY-2,6-DI(HYDROXYMETHYL)PYRRIDINE HYDROCHLORIDE 14187-25-8 C7H10ClNO3
2,5-DIHYDROXYPYRIDINE 2,5-DIHYDROXYPYRIDINE 24154-26-5 C5H5NO2
2-AMINO-5-NITROPYRIDINE 2-AMINO-5-NITROPYRIDINE 67476-67-9 C5H5N3O2
4-AMINO-6-IODO-2-METHYLPYRIMIDINE 4-AMINO-6-IODO-2-METHYLPYRIMIDINE 943006-46-0 C5H6IN3
2-AMINO-6-BROMOPYRIDIN-3-OL 2-AMINO-6-BROMOPYRIDIN-3-OL 934758-27-7 C5H5BrN2O
Pyridine, 2-chloro-5-iodo-4-methyl- Pyridine, 2-chloro-5-iodo-4-methyl- 550347-54-1 C6H5ClIN
3-PYRIDAZINECARBOXYLIC ACID, 6-AMINO-, ETHYL ESTER 3-PYRIDAZINECARBOXYLIC ACID, 6-AMINO-, ETHYL ESTER 98548-01-7 C7H9N3O2
4-Bromo-2-(methylsulfonyl)pyrimidine 4-Bromo-2-(methylsulfonyl)pyrimidine 1208538-52-6 C5H5BrN2O2S
Methyl [4,6-dichloro-2-(4-nitrobenzyl)pyrimidin-5-yl]acetate Methyl [4,6-dichloro-2-(4-nitrobenzyl)pyrimidin-5-yl]acetate 780763-92-0 C14H11Cl2N3O4
4-ethynylpyrimidin-2-amine 4-ethynylpyrimidin-2-amine 1207175-18-5 C6H5N3
Methyl 5-bromo-3-hydroxypicolinate Methyl 5-bromo-3-hydroxypicolinate 1242320-57-5 C7H6BrNO3
5-Hydroxy-pyridine-3-carbaldehyde 5-Hydroxy-pyridine-3-carbaldehyde 1060804-48-9 C6H5NO2
3-bromo-2-iodo-4-methyl-5-nitropyridine 3-bromo-2-iodo-4-methyl-5-nitropyridine 1150618-06-6 C6H4BrIN2O2
methyl 3-bromo-4-methyl-5-nitropicolinate methyl 3-bromo-4-methyl-5-nitropicolinate 1150618-07-7 C8H7BrN2O4
6-Methyl-3-pyridazinemethanamine 6-Methyl-3-pyridazinemethanamine 1004972-49-9 C6H9N3
5-Bromo-2-pyrimidinemethanamine 5-Bromo-2-pyrimidinemethanamine 1240783-02-1 C5H6BrN3
Methyl 1-(6-Chloro-3-pyridazinyl)piperidine-3-carboxylate Methyl 1-(6-Chloro-3-pyridazinyl)piperidine-3-carboxylate 1208086-32-1 C11H14ClN3O2
4-[4-(4-Fluorophenyl)-1-(3-phenylpropyl)-5-(4-pyridinyl)-1H-imidazol-2-yl]-3-butyn-1-ol 4-[4-(4-Fluorophenyl)-1-(3-phenylpropyl)-5-(4-pyridinyl)-1H-imidazol-2-yl]-3-butyn-1-ol 215303-72-3 C27H24FN3O
ethyl 2-(4-hydroxy-2-mercaptopyrimidin-5-yl)acetate ethyl 2-(4-hydroxy-2-mercaptopyrimidin-5-yl)acetate 29571-39-9 C8H10N2O3S
3,5-dichloro-4-methyl-pyridin-2-ol 3,5-dichloro-4-methyl-pyridin-2-ol 58236-72-9 C6H5Cl2NO
(4-Chloro-5-methyl-pyrimidin-2-yl)-isopropyl-amine (4-Chloro-5-methyl-pyrimidin-2-yl)-isopropyl-amine 1289388-02-8 C8H12ClN3
5-Bromomethyl-2,4-dichloro-pyrimidine 5-Bromomethyl-2,4-dichloro-pyrimidine 1289387-92-3 C5H3BrCl2N2
3,6-Dimethyl Pyridazine 3,6-Dimethyl Pyridazine 1632-74-2 C6H8N2
3,4-dichloropyridazine 3,4-dichloropyridazine 1677-80-1 C4H2Cl2N2
3-bromo-2-(chloromethyl)pyridine 3-bromo-2-(chloromethyl)pyridine 122851-69-8 C6H5BrClN
4-Chloro-6-methoxy-2-(methylthio)pyrimidine 4-Chloro-6-methoxy-2-(methylthio)pyrimidine 89466-42-2 C6H7ClN2OS
4-(8-HYDROXY-5-QUINOLYLAZO)-1-NAPHTHALENESULFONIC ACID DISODIUM SALT 4-(8-HYDROXY-5-QUINOLYLAZO)-1-NAPHTHALENESULFONIC ACID DISODIUM SALT C19H13N3Na2O4S+2
(3-Chlorophenyl)-(1H-pyrazolo[4,3-b]pyridin-3-yl)aMine (3-Chlorophenyl)-(1H-pyrazolo[4,3-b]pyridin-3-yl)aMine 1041614-20-3 C12H9ClN4
(3-CHLORO-PYRIDIN-2-YL)-METHYLAMINE DIHYDROCHLORIDE (3-CHLORO-PYRIDIN-2-YL)-METHYLAMINE DIHYDROCHLORIDE 342816-31-3 C6H8Cl2N2
4-IODONICOTINIC ACID 4-IODONICOTINIC ACID 15366-63-9 C6H4INO2
4',4''''-(1,4-PHENYLENE)BIS(2,2':6',2''-TERPYRIDINE) 4',4''''-(1,4-PHENYLENE)BIS(2,2':6',2''-TERPYRIDINE) 146406-75-9 C36H24N6
2-TERT-BUTYL-4,6-DIHYDROXYPYRIMIDINE 2-TERT-BUTYL-4,6-DIHYDROXYPYRIMIDINE 18378-79-5 C8H12N2O2
ETHYL 2-(METHYLSULFONYL)PYRIMIDINE-5-CARBOXYLATE ETHYL 2-(METHYLSULFONYL)PYRIMIDINE-5-CARBOXYLATE 148550-51-0 C8H10N2O4S
4,4',4''-TRI-TERT-BUTYL-2,2':6',2''-TERPYRIDINE 4,4',4''-TRI-TERT-BUTYL-2,2':6',2''-TERPYRIDINE 115091-29-7 C27H35N3
THIOPHENE-3-THIOAMIDE THIOPHENE-3-THIOAMIDE 24044-76-6 C5H5NS2
METHYL 3-CHLOROBENZO[B]THIOPHENE-2-CARBOXYLATE METHYL 3-CHLOROBENZO[B]THIOPHENE-2-CARBOXYLATE 21211-07-4 C10H7ClO2S
2,6-DIMETHOXYISONICOTINALDEHYDE 2,6-DIMETHOXYISONICOTINALDEHYDE 52606-01-6 C8H9NO3
Pyridine methanesulfonate Pyridine methanesulfonate 39879-60-2 C6H9NO3S
2-N-Boc-Amino-3-(4-tetrahydropyranyl)propionic acid 2-N-Boc-Amino-3-(4-tetrahydropyranyl)propionic acid 182287-51-0 C13H23NO5
1-BENZYL-5,6-DIHYDROPYRIDIN-2(1H)-ONE 1-BENZYL-5,6-DIHYDROPYRIDIN-2(1H)-ONE 128773-72-8 C12H13NO
3-(2-CHLORO-PYRIDIN-3-YL)-ACRYLIC ACID 3-(2-CHLORO-PYRIDIN-3-YL)-ACRYLIC ACID C8H6ClNO2
4-METHYLBENZOTHIOPHENE 4-METHYLBENZOTHIOPHENE 14315-11-8 C9H8S
2,6-DICHLORO-3-HYDROXYPYRIDINE-4-CARBOXYLIC ACID 2,6-DICHLORO-3-HYDROXYPYRIDINE-4-CARBOXYLIC ACID 185422-96-2 C6H3Cl2NO3
(5-BROMOPYRIDIN-2-YL)ACETONITRILE (5-BROMOPYRIDIN-2-YL)ACETONITRILE C7H5BrN2
N-(3-ACETYLTHIOPROPYL)PHTHALIMIDE N-(3-ACETYLTHIOPROPYL)PHTHALIMIDE 221218-66-2 C13H13NO3S
2-(N-PHENYL-N-ETHYL)AMINOETHYLPYRIDINIU& 2-(N-PHENYL-N-ETHYL)AMINOETHYLPYRIDINIU& 14408-19-6 C15H19ClN2
3-CHLORO-6-METHYLBENZO(B)THIOPHENE-2-CA& 3-CHLORO-6-METHYLBENZO(B)THIOPHENE-2-CA& 34576-96-0 C10H7ClO2S
5-BROMO-4-(TRIFLUOROMETHYL)PYRIMIDINE 5-BROMO-4-(TRIFLUOROMETHYL)PYRIMIDINE 785777-88-0 C5H2BrF3N2
2-(METHYLTHIO)PYRIMIDINE-5-CARBALDEHYDE 2-(METHYLTHIO)PYRIMIDINE-5-CARBALDEHYDE C6H6N2OS
4-CHLORO-2-METHANESULFONYL-6-METHOXY-PYRIMIDINE 4-CHLORO-2-METHANESULFONYL-6-METHOXY-PYRIMIDINE 89466-55-7 C6H7ClN2O3S
5-FLUORO-2-HYDROXYNICOTINIC ACID 5-FLUORO-2-HYDROXYNICOTINIC ACID 884494-83-1 C6H4FNO3
3-THIOPHENECARBOXYLIC ACID HYDRAZIDE 3-THIOPHENECARBOXYLIC ACID HYDRAZIDE 39001-23-5 C5H6N2OS
1-BENZOTHIOPHENE-2-SULFONYL CHLORIDE 1-BENZOTHIOPHENE-2-SULFONYL CHLORIDE 90001-64-2 C8H5ClO2S2
1-(5-CHLOROPYRIDIN-2-YL)ETHANONE 1-(5-CHLOROPYRIDIN-2-YL)ETHANONE 94952-46-2 C7H6ClNO
N-CYCLOHEXYL-N-METHYL-5-(4,4,5,5-TETRAMETHYL-[1,3,2]-DIOXABOROLAN-2-YL)PYRIDIN-2-AMINE N-CYCLOHEXYL-N-METHYL-5-(4,4,5,5-TETRAMETHYL-[1,3,2]-DIOXABOROLAN-2-YL)PYRIDIN-2-AMINE 1073354-73-0 C18H29BN2O2
(3-AMINO-5-BROMO-PYRIDIN-2-YL)-ACETIC ACID (3-AMINO-5-BROMO-PYRIDIN-2-YL)-ACETIC ACID 886373-11-1 C7H7BrN2O2
1-(1-BENZYL-1,2,3,6-TETRAHYDRO-PYRIDIN-4-YL)-1,3-DIHYDRO-BENZOIMIDAZOL-2-ONE 1-(1-BENZYL-1,2,3,6-TETRAHYDRO-PYRIDIN-4-YL)-1,3-DIHYDRO-BENZOIMIDAZOL-2-ONE 60373-71-9 C19H19N3O
5-BROMO-4,6-DIFLUOROPYRIMIDINE 5-BROMO-4,6-DIFLUOROPYRIMIDINE 946681-88-5 C4HBrF2N2
4,4'-DIHYDROXY-2,2'-BIPYRIDINE 4,4'-DIHYDROXY-2,2'-BIPYRIDINE 90770-88-0 C10H8N2O2
N-BENZYL-4-(BENZYLAMINO)PICOLINAMIDE N-BENZYL-4-(BENZYLAMINO)PICOLINAMIDE 913836-29-0 C20H19N3O
3-AMINO-2-METHYLQUINOLINE 3-AMINO-2-METHYLQUINOLINE 21352-22-7 C10H10N2
5-AMINO-4,6-DIIODOPYRIMIDINE 5-AMINO-4,6-DIIODOPYRIMIDINE 454685-58-6 C4H3I2N3
7-methylisoquinoline 7-methylisoquinoline 54004-38-5 C10H9N
Piperidin-4-yl-pyrimidin-2-yl-amine dihydrochloride Piperidin-4-yl-pyrimidin-2-yl-amine dihydrochloride 63260-58-2 C9H16Cl2N4
Pentanamide, N-(6-chloro-3-pyridazinyl)- Pentanamide, N-(6-chloro-3-pyridazinyl)- 868948-13-4 C9H12ClN3O
4-Chloropyridine-3-carboxamide 4-Chloropyridine-3-carboxamide 7418-70-4 C6H5ClN2O
5-Chloropyridine-3-carboxamide 5-Chloropyridine-3-carboxamide 284040-69-3 C6H5ClN2O
2-TERT-BUTOXY-6-CHLOROPYRIDINE 2-TERT-BUTOXY-6-CHLOROPYRIDINE 547740-43-2 C9H12ClNO
6-(DI-BOC-AMINO)-2-BROMOPYRIDINE 6-(DI-BOC-AMINO)-2-BROMOPYRIDINE 870703-61-0 C15H21BrN2O4
2,6-Dimethoxyhydroquinone 2,6-Dimethoxyhydroquinone 15233-65-5 C8H10O4
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