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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
5-CHLORO-2-METHYL-NICOTINIC ACID METHYL ESTER 5-CHLORO-2-METHYL-NICOTINIC ACID METHYL ESTER 350597-49-8 C8H8ClNO2
2-AMINO-3-METHOXYPYRAZINE 2-AMINO-3-METHOXYPYRAZINE 4774-10-1 C5H7N3O
2,2-DIMETHYL-N-PYRIDIN-3-YL-PROPIONAMIDE 2,2-DIMETHYL-N-PYRIDIN-3-YL-PROPIONAMIDE 70298-88-3 C10H14N2O
5-ACETYL-6-METHYL-2-OXO-1,2-DIHYDROPYRIDINE-3-CARBONITRILE 5-ACETYL-6-METHYL-2-OXO-1,2-DIHYDROPYRIDINE-3-CARBONITRILE 52600-53-0 C9H8N2O2
1-(4-CHLORO-PYRIDIN-2-YL)-PIPERAZINE 1-(4-CHLORO-PYRIDIN-2-YL)-PIPERAZINE 885277-30-5 C9H12ClN3
4,5-DIAMINO-6-HYDROXYPYRIMIDINE HEMISULFATE 4,5-DIAMINO-6-HYDROXYPYRIMIDINE HEMISULFATE 102783-18-6 C8H14N8O6S
4-[(4-CHLORO-2-PYRIMIDINYL)AMINO]BENZONITRILE 4-[(4-CHLORO-2-PYRIMIDINYL)AMINO]BENZONITRILE 244768-32-9 C11H7ClN4
2-CHLORO-5-CYANOPYRAZINE 2-CHLORO-5-CYANOPYRAZINE 36070-75-4 C5H2ClN3
5-AMINO-3-CHLOROPYRIDAZINE 5-AMINO-3-CHLOROPYRIDAZINE 29049-45-4 C4H4ClN3
1-PHENYLPIPERAZINE HYDROCHLORIDE 1-PHENYLPIPERAZINE HYDROCHLORIDE 2210-93-7 C10H15ClN2
6-CHLOROPYRAZOLO[1,5-A]PYRIMIDINE-2-CARBOXYLIC ACID 6-CHLOROPYRAZOLO[1,5-A]PYRIMIDINE-2-CARBOXYLIC ACID 914206-75-0 C7H4ClN3O2
methyl 3-bromopyrazine-2-carboxylate methyl 3-bromopyrazine-2-carboxylate 51171-02-9 C6H5BrN2O2
6-Aminopyridine-3-carboxamide 6-Aminopyridine-3-carboxamide 329-89-5 C6H7N3O
2-(DIFLUOROMETHOXY)BENZALDEHYDE 2-(DIFLUOROMETHOXY)BENZALDEHYDE 71653-64-0 C8H6F2O2
Tetraphenylthiophene Tetraphenylthiophene 1884-68-0 C28H20S
2,3-Diamino-6-methoxypyridine 2,3-Diamino-6-methoxypyridine 28020-38-4 C6H9N3O
4-CHLORO-PYRIDINE-2-CARBOXYLIC ACID HYDRAZIDE 4-CHLORO-PYRIDINE-2-CARBOXYLIC ACID HYDRAZIDE 73771-11-6 C6H6ClN3O
7-Benzyloxy-4-chloro-6-methoxy-quinoline 7-Benzyloxy-4-chloro-6-methoxy-quinoline 286371-49-1 C17H14ClNO2
8-METHOXYQUINOLINE 8-METHOXYQUINOLINE 938-33-0 C10H9NO
5,7-Difluoro-6-bromoquinoline 5,7-Difluoro-6-bromoquinoline 1022091-49-1 C9H4BrF2N
3,4-DIMETHOXY-2-METHYLPYRIDINE N-OXIDE 3,4-DIMETHOXY-2-METHYLPYRIDINE N-OXIDE 72830-07-0 C8H11NO3
2,2'-DIPYRIDYLAMINE 2,2'-DIPYRIDYLAMINE 1202-34-2 C10H9N3
GSK1904529A GSK1904529A 1089283-49-7 C44H47F2N9O5S
3-Bromo-4-methyl-5-nitropyridine 3-Bromo-4-methyl-5-nitropyridine 69872-15-7 C6H5BrN2O2
2-Isopropyl-3-methoxypyrazine 2-Isopropyl-3-methoxypyrazine 25773-40-4 C8H12N2O
7-Methoxy-4-methylcoumarin 7-Methoxy-4-methylcoumarin 2555-28-4 C11H10O3
2-Amino-4-fluoro-6-phenoxypyrimidine 2-Amino-4-fluoro-6-phenoxypyrimidine 314029-36-2 C10H8FN3O
2-(TRIFLUOROMETHYL)-PYRIDINE-4-CARBOXALDEHYDE 2-(TRIFLUOROMETHYL)-PYRIDINE-4-CARBOXALDEHYDE 108338-20-1 C7H4F3NO
2,4-DI-(TERT-BUTOXY)-5-BROMOPYRIMIDINE 2,4-DI-(TERT-BUTOXY)-5-BROMOPYRIMIDINE 19752-61-5 C12H19BrN2O2
1-Ethyl-7-nitro-1,2,3,4-tetrahydroquinoline 1-Ethyl-7-nitro-1,2,3,4-tetrahydroquinoline 57883-28-0 C11H14N2O2
Methyl 4-chloro-2-pyridinecarboxylate hydrochloride Methyl 4-chloro-2-pyridinecarboxylate hydrochloride 176977-85-8 C7H7Cl2NO2
4-CHLORO-6-PHENYLTHIENO[2,3-D]PYRIMIDINE 4-CHLORO-6-PHENYLTHIENO[2,3-D]PYRIMIDINE 35970-79-7 C12H7ClN2S
2-QUINOLINETHIOL 2-QUINOLINETHIOL 2637-37-8 C9H7NS
2-AMINO-4-HYDROXY-6-PHENOXYPYRIMIDINE 2-AMINO-4-HYDROXY-6-PHENOXYPYRIMIDINE 313961-69-2 C10H9N3O2
2-Bromo-3-methoxy-6-methylpyridine 2-Bromo-3-methoxy-6-methylpyridine 24207-22-5 C7H8BrNO
4,5-DIAMINO-6-HYDROXYPYRIMIDINE SULFATE 4,5-DIAMINO-6-HYDROXYPYRIMIDINE SULFATE 52502-66-6 C4H8N4O5S
5-CYANOISOQUINOLINE 5-CYANOISOQUINOLINE 27655-41-0 C10H6N2
4,5-DIHYDRO-6-PHENYL-3(2H)-PYRIDAZINONE 4,5-DIHYDRO-6-PHENYL-3(2H)-PYRIDAZINONE 1011-46-7 C10H10N2O
2-Cyanoethylpyridine 2-Cyanoethylpyridine 35549-47-4 C8H8N2
5-BROMO-6-METHYLURACIL 5-BROMO-6-METHYLURACIL 15018-56-1 C5H5BrN2O2
2-Amino-3-acetylpyridine 2-Amino-3-acetylpyridine 65326-33-2 C7H8N2O
2-CHLORO-3-TRICHLOROMETHYLPYRIDINE 2-CHLORO-3-TRICHLOROMETHYLPYRIDINE 72648-12-5 C6H3Cl4N
3-(2-CHLORO-PYRIDIN-3-YL)-ACRYLIC ACID ETHYL ESTER 3-(2-CHLORO-PYRIDIN-3-YL)-ACRYLIC ACID ETHYL ESTER 104830-08-2 C10H10ClNO2
XANTHOTOXOL XANTHOTOXOL 2009-24-7 C11H6O4
2-(6-Chloropyridin-3-yl)acetic acid 2-(6-Chloropyridin-3-yl)acetic acid 39891-13-9 C7H6ClNO2
2-AMINO-5-IODO-PYRIDINE-3-CARBALDEHYDE 2-AMINO-5-IODO-PYRIDINE-3-CARBALDEHYDE 578007-67-7 C6H5IN2O
3-Hydroxypyridine sodium salt 3-Hydroxypyridine sodium salt 52536-09-1 C5H4NNaO
1-[5-(Trifluoromethyl)pyridin-2-yl]piperazine 1-[5-(Trifluoromethyl)pyridin-2-yl]piperazine 132834-58-3 C10H12F3N3
2,5-DICHLOROTHIOPHENE-3-CARBOXYLIC ACID 2,5-DICHLOROTHIOPHENE-3-CARBOXYLIC ACID 36157-41-2 C5H2Cl2O2S
3-(TRIMETHYLSILYLETHYNYL)THIOPHENE  97 3-(TRIMETHYLSILYLETHYNYL)THIOPHENE 97 130995-13-0 C9H12SSi
4-AMINO-2-CHLOROPYRIDINE, N-BOC PROTECTED 98 4-AMINO-2-CHLOROPYRIDINE, N-BOC PROTECTED 98 234108-73-7 C10H13ClN2O2
3,6-DIAMINO-2-PICOLINE 3,6-DIAMINO-2-PICOLINE 6992-84-3 C6H9N3
3-PYRIDAZINYLMETHYLAMINE,97% 3-PYRIDAZINYLMETHYLAMINE,97% 93319-65-4 C5H7N3
2,4,6-TRICHLORO-5-NITROPYRIMIDINE 2,4,6-TRICHLORO-5-NITROPYRIMIDINE 4359-87-9 C4Cl3N3O2
2-HYDROXYMETHYL-3-METHYL-4-NITROPYRIDINE 2-HYDROXYMETHYL-3-METHYL-4-NITROPYRIDINE 168167-49-5 C7H8N2O3
PYRIDINE-3,4-DICARBOXYLIC ANHYDRIDE PYRIDINE-3,4-DICARBOXYLIC ANHYDRIDE 4664-08-8 C7H3NO3
4-HYDROXY-8-METHOXY-QUINOLINE-3-CARBOXYLIC ACID ETHYL ESTER 4-HYDROXY-8-METHOXY-QUINOLINE-3-CARBOXYLIC ACID ETHYL ESTER 27568-04-3 C13H13NO4
4,6-DICHLORO-2-(METHYLTHIO)PYRIMIDINE-5-CARBOXYLIC ACID 4,6-DICHLORO-2-(METHYLTHIO)PYRIMIDINE-5-CARBOXYLIC ACID 313339-35-4 C6H4Cl2N2O2S
4-AMINO-6-HYDROXY-2-MERCAPTO-5-NITROSOPYRIMIDINE 4-AMINO-6-HYDROXY-2-MERCAPTO-5-NITROSOPYRIMIDINE 1672-48-6 C4H4N4O2S
5,6-DIMETHYL-2-THIOURACIL 5,6-DIMETHYL-2-THIOURACIL 28456-54-4 C6H8N2OS
2-ACETYL-4-CHLOROTHIOPHENE 2-ACETYL-4-CHLOROTHIOPHENE 34730-20-6 C6H5ClOS
N-FLUORO-3,5-DICHLOROPYRIDINIUM TRIFLATE N-FLUORO-3,5-DICHLOROPYRIDINIUM TRIFLATE 107264-06-2 C6H3Cl2F4NO3S
Pyridine-4-carboxylic acid N-oxide Pyridine-4-carboxylic acid N-oxide 13602-12-5 C6H5NO3
ETHYL 4-HYDROXY-7-(TRIFLUOROMETHYL)QUINOLINE-3-CARBOXYLATE ETHYL 4-HYDROXY-7-(TRIFLUOROMETHYL)QUINOLINE-3-CARBOXYLATE 391-02-6 C13H10F3NO3
8-Hydroxyquinoline sulfate monohydrate 8-Hydroxyquinoline sulfate monohydrate 207386-91-2 C9H11NO6S
2-Hydroxy-4-nitropyridine 2-Hydroxy-4-nitropyridine 4487-51-8 C5H4N2O3
4-Amino-5-aminomethyl-2-methylpyrimidine 4-Amino-5-aminomethyl-2-methylpyrimidine 95-02-3 C6H10N4
4-HYDROXY-2-METHYL-6-TRIFLUOROMETHYLPYRIMIDINE 4-HYDROXY-2-METHYL-6-TRIFLUOROMETHYLPYRIMIDINE 2836-44-4 C6H5F3N2O
2-(2-ETHYLHEXYLAMINOMETHYL)PYRIDINE DIHYDROCHLORIDE 2-(2-ETHYLHEXYLAMINOMETHYL)PYRIDINE DIHYDROCHLORIDE 142937-33-5 C14H24N2
2-Pyrazinylmethanol 2-Pyrazinylmethanol 6705-33-5 C5H6N2O
5-Methylquinoline 5-Methylquinoline 7661-55-4 C10H9N
5-BROMO-2-CARBOXY-3-METHYLPYRIDINE 5-BROMO-2-CARBOXY-3-METHYLPYRIDINE 886365-43-1 C7H6BrNO2
2-CYANOPYRIMIDINE-5-BORONIC ACID PINACOL ESTER 2-CYANOPYRIMIDINE-5-BORONIC ACID PINACOL ESTER 1025708-31-9 C11H14BN3O2
4-TERT-BUTYL-3,6-DICHLOROPYRIDAZINE 4-TERT-BUTYL-3,6-DICHLOROPYRIDAZINE 22808-29-3 C8H10Cl2N2
2-AMINO-3,4,5-TRICHLOROPYRIDINE 2-AMINO-3,4,5-TRICHLOROPYRIDINE 55933-91-0 C5H3Cl3N2
3-BROMO-2-METHYL-5-NITROPYRIDINE 3-BROMO-2-METHYL-5-NITROPYRIDINE 186593-42-0 C6H5BrN2O2
3-CHLORO-6-ETHOXYPYRIDAZINE 3-CHLORO-6-ETHOXYPYRIDAZINE 17321-20-9 C6H7ClN2O
5-BROMO-1-CHLOROISOQUINOLINE 5-BROMO-1-CHLOROISOQUINOLINE 34551-41-2 C9H5BrClN
5-METHYLPYRAZOLO[1,5-A]PYRIMIDIN-7-OL 5-METHYLPYRAZOLO[1,5-A]PYRIMIDIN-7-OL 16082-26-1 C7H7N3O
4-AMINO-2,3,5-TRIBROMOPYRIDINE 4-AMINO-2,3,5-TRIBROMOPYRIDINE 861024-31-9 C5H3Br3N2
5-Thien-2-yl-1H-pyrazol-3-amine 5-Thien-2-yl-1H-pyrazol-3-amine 96799-03-0 C7H7N3S
(E)-2-Pyrimidinecarboxaldehyde oxime (E)-2-Pyrimidinecarboxaldehyde oxime 39232-40-1 C5H5N3O
Sulfamonomethoxine sodium Sulfamonomethoxine sodium 38006-08-5 C11H13N4NaO3S
Pyridazine-4-carboxylic acid methyl ester Pyridazine-4-carboxylic acid methyl ester 34231-77-1 C6H6N2O2
4-Amino-7H-pyrrolo[2,3-d]pyrimidine hydrogen sulfate 4-Amino-7H-pyrrolo[2,3-d]pyrimidine hydrogen sulfate 856600-01-6 C6H8N4
3-(AMINOMETHYL)-2(1H)-PYRIDINONE 3-(AMINOMETHYL)-2(1H)-PYRIDINONE 85468-38-8 C6H9ClN2O
5-Amino-3-Fluoropyridine 5-Amino-3-Fluoropyridine 462652-33-1 C11H8F2N2
Methyl 5-bromo-2-chloroisonicotinate Methyl 5-bromo-2-chloroisonicotinate 886365-28-2 C7H5BrClNO2
3-Hydroxythiophene-2-carboxylic acid 3-Hydroxythiophene-2-carboxylic acid 5118-07-0 C5H4O3S
6-Bromo-7-methylimidazo[1,2-a]pyridine 6-Bromo-7-methylimidazo[1,2-a]pyridine 116355-18-1 C8H7BrN2
Imidazo[1,2-b]pyridazine, 6-chloro-2-(chloromethyl)- Imidazo[1,2-b]pyridazine, 6-chloro-2-(chloromethyl)- 154578-23-1 C7H5Cl2N3
4-chloropyrimidine-2-carboxylic acid 4-chloropyrimidine-2-carboxylic acid 944901-20-6 C5H3ClN2O2
2,3-Dichloropyridine-4-carboxaldehyde 2,3-Dichloropyridine-4-carboxaldehyde 884495-41-4 C6H3Cl2NO
5-Cyanopyridine-2-carboxylic acid 5-Cyanopyridine-2-carboxylic acid 53234-55-2 C7H4N2O2
6-Fluoropyridine-2-boronic acid 6-Fluoropyridine-2-boronic acid 916176-61-9 C5H5BFNO2
1-(3-Hydroxymethylpyridin-2-yl)-4-methyl-2-phenylpiperazine 1-(3-Hydroxymethylpyridin-2-yl)-4-methyl-2-phenylpiperazine 337376-18-8 C17H21N3O
3-(6-Bromopyridin-2-yl)benzoic acid 3-(6-Bromopyridin-2-yl)benzoic acid 914349-44-3 C12H8BrNO2
6-chloro-Nmethylpyrimidin-4-amine 6-chloro-Nmethylpyrimidin-4-amine 65766-32-7 C5H6ClN3
Pyridazine N-oxide Pyridazine N-oxide 1457-42-7 C4H4N2O
2-(4-BROMOPHENYL)-6-METHYLIMIDAZO(1,2-A& 2-(4-BROMOPHENYL)-6-METHYLIMIDAZO(1,2-A& 1023-01-4 C14H11BrN2
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