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
4-Pyrimidinamine, 6-chloro-5-methyl- (9CI) 4-Pyrimidinamine, 6-chloro-5-methyl- (9CI) 14394-56-0 C5H6ClN3
Thieno[3,2-d]pyrimidine, 4-chloro-2-methyl- Thieno[3,2-d]pyrimidine, 4-chloro-2-methyl- 319442-16-5 C7H5ClN2S
5-CHLORO-2-HYDROXYPYRIDINE 5-CHLORO-2-HYDROXYPYRIDINE 73018-09-4 C5H4ClNO
5-(benzyloxy)pyrimidine-2-carbonitrile 5-(benzyloxy)pyrimidine-2-carbonitrile 166672-22-6 C12H9N3O
Methyl 3-amino-5-(4-chlorophenyl)thiophene-2-carboxylate Methyl 3-amino-5-(4-chlorophenyl)thiophene-2-carboxylate 91076-93-6 C12H10ClNO2S
4,5-DIBROMO-2-PHENYL-2,3-DIHYDROPYRIDAZIN-3-ONE 4,5-DIBROMO-2-PHENYL-2,3-DIHYDROPYRIDAZIN-3-ONE 14305-08-9 C10H6Br2N2O
6-Chloroquinazoline-2,4(1H,3H)-dione 6-Chloroquinazoline-2,4(1H,3H)-dione 1640-60-4 C8H5ClN2O2
4-Chloro-5-Bromopyrimidine 4-Chloro-5-Bromopyrimidine 56181-39-6 C4H2BrClN2
8-Quinolinamine,5,6,7,8-tetrahydro-,(8S)-(9CI) 8-Quinolinamine,5,6,7,8-tetrahydro-,(8S)-(9CI) 369656-57-5 C9H12N2
6-CHLOROCYTOSINE 6-CHLOROCYTOSINE 3289-35-8 C4H4ClN3O
4-Pyridinemethanol,2-methoxy-(9CI) 4-Pyridinemethanol,2-methoxy-(9CI) 123148-66-3 C7H9NO2
4-AMINO-PYRIDINE-3-SULFONIC ACID 4-AMINO-PYRIDINE-3-SULFONIC ACID 29452-57-1 C5H6N2O3S
TERT-BUTYL 4-FORMYLPYRIDIN-3-YLCARBAMATE TERT-BUTYL 4-FORMYLPYRIDIN-3-YLCARBAMATE 116026-95-0 C11H14N2O3
3,4-PYRIDINEDICARBOXIMIDE 3,4-PYRIDINEDICARBOXIMIDE 4664-01-1 C7H4N2O2
5-bromo-2-(trifluoromethyl)pyrimidine 5-bromo-2-(trifluoromethyl)pyrimidine 799557-86-1 C5H2BrF3N2
4,6-dichloro-2-(trifluoromethyl)pyrimidine 4,6-dichloro-2-(trifluoromethyl)pyrimidine 705-24-8 C5HCl2F3N2
1,6-DIHYDRO-6-OXO-3-PYRIDAZINECARBOXYLIC ACID, ETHYL ESTER 1,6-DIHYDRO-6-OXO-3-PYRIDAZINECARBOXYLIC ACID, ETHYL ESTER 63001-31-0 C7H8N2O3
5-Bromo-2-(4-Boc-piperazin-1-yl)pyridine 5-Bromo-2-(4-Boc-piperazin-1-yl)pyridine 364794-58-1 C10H14BrN3
1-METHYL-1,2,3,4-TETRAHYDRO-QUINOLINE-6-CARBOXYLIC ACID 1-METHYL-1,2,3,4-TETRAHYDRO-QUINOLINE-6-CARBOXYLIC ACID 162648-46-6 C11H13NO2
Thiophene-2,3-dicarboxylic acid Thiophene-2,3-dicarboxylic acid 71189-23-6 C4H2N2OS
2-Chloro-3-nitro-5-pyridinecarboxylic acid 2-Chloro-3-nitro-5-pyridinecarboxylic acid 7477-10-3 C6H3ClN2O4
7-bromo-2,4,8,9-tetrazabicyclo[4.3.0]nona-2,4,6,9-tetraen-5-amine 7-bromo-2,4,8,9-tetrazabicyclo[4.3.0]nona-2,4,6,9-tetraen-5-amine 83255-86-1 C5H4BrN5
3-AMINO-2-CHLORO-ISONICOTINIC ACID METHYL ESTER 3-AMINO-2-CHLORO-ISONICOTINIC ACID METHYL ESTER 173435-41-1 C7H7ClN2O2
2,5-Dichloro-3-fluoropyridine 2,5-Dichloro-3-fluoropyridine 103999-77-5 C5H2Cl2FN
2-Amino-3-bromo-5-(trifluoromethyl)-pyridine 2-Amino-3-bromo-5-(trifluoromethyl)-pyridine 79456-30-7 C6H4BrF3N2
6-BROMOPYRIDINE-2,3-DIAMINE 6-BROMOPYRIDINE-2,3-DIAMINE 129012-04-0 C5H6BrN3
6-CHLORO-5-NITROQUINOLINE 6-CHLORO-5-NITROQUINOLINE 86984-32-9 C9H5ClN2O2
2,4-Dichloro-5-cyanopyrimidine 2,4-Dichloro-5-cyanopyrimidine 3177-24-0 C5HCl2N3
Decahydroisoquinoline Decahydroisoquinoline 6329-61-9 C9H17N
6-CHLOROIMIDAZO[1,2-A]PYRIDINE 6-CHLOROIMIDAZO[1,2-A]PYRIDINE 6188-25-6 C7H5ClN2
5-BROMO-2-CHLORO-4-METHOXYPYRIMIDINE 5-BROMO-2-CHLORO-4-METHOXYPYRIMIDINE 57054-92-9 C5H4BrClN2O
5-BROMO-3-METHYL-2-PYRIDINECARBALDEHYDE 5-BROMO-3-METHYL-2-PYRIDINECARBALDEHYDE 376587-53-0 C7H6BrNO
2-(3-BROMOPHENOXY)TETRAHYDRO-2H-PYRAN 2-(3-BROMOPHENOXY)TETRAHYDRO-2H-PYRAN 57999-49-2 C11H13BrO2
4-(DIMETHOXYMETHYL)-2-METHYLPYRIMIDINE 4-(DIMETHOXYMETHYL)-2-METHYLPYRIMIDINE 175277-33-5 C8H12N2O2
2-FLUORO-5-METHYLPYRIDINE-3-BORONIC ACID 2-FLUORO-5-METHYLPYRIDINE-3-BORONIC ACID 1072952-45-4 C6H7BFNO2
1-N-BOC-4-(3-AMINOMETHYLPYRIDYL)PIPERIDINE 1-N-BOC-4-(3-AMINOMETHYLPYRIDYL)PIPERIDINE 206274-21-7 C16H25N3O2
4-Propylpyridine 4-Propylpyridine 1122-81-2 C8H11N
N-METHYL-N-(2-PYRIDYL)FORMAMIDE N-METHYL-N-(2-PYRIDYL)FORMAMIDE 67242-59-5 C7H8N2O
2-(ACETAMIDO)THIOPHENE 2-(ACETAMIDO)THIOPHENE 13053-81-1 C6H7NOS
5-ETHYLPYRIDINE-2-CARBOXYLIC ACID 5-ETHYLPYRIDINE-2-CARBOXYLIC ACID 770-08-1 C8H9NO2
1-Benzothiophen-5-amine 1-Benzothiophen-5-amine 20532-28-9 C8H7NS
(R)-2-(1-HYDROXYETHYL)PYRIDINE (R)-2-(1-HYDROXYETHYL)PYRIDINE 27911-63-3 C7H9NO
2-PHENYL-PYRIMIDINE-5-CARBOXYLIC ACID 2-PHENYL-PYRIMIDINE-5-CARBOXYLIC ACID 122773-97-1 C11H8N2O2
5-BROMO-2-CHLORO-3-METHOXYPYRIDINE 5-BROMO-2-CHLORO-3-METHOXYPYRIDINE 286947-03-3 C6H5BrClNO
3,5-DIBROMO-2-NITROPYRIDINE 3,5-DIBROMO-2-NITROPYRIDINE 610261-34-2 C5H2Br2N2O2
3,4-DIHYDRO-2-METHOXY-2H-PYRAN 3,4-DIHYDRO-2-METHOXY-2H-PYRAN 4454-05-1 C6H10O2
2,5-DICHLORO-4-METHYLPYRIDINE 2,5-DICHLORO-4-METHYLPYRIDINE 886365-00-0 C6H5Cl2N
2-CHLORO-5-IODO-3-(TRIFLUOROMETHYL)-PYRIDINONE 2-CHLORO-5-IODO-3-(TRIFLUOROMETHYL)-PYRIDINONE 887707-25-7 C6H2ClF3IN
ETHYL IMIDAZO[1,2-A]PYRIMIDINE-3-CARBOXYLATE ETHYL IMIDAZO[1,2-A]PYRIMIDINE-3-CARBOXYLATE 64951-07-1 C9H9N3O2
3-Bromo-1-benzothiophene 3-Bromo-1-benzothiophene 7342-82-7 C8H5BrS
4-PYRIDINAMINE, 2-METHOXY-5-NITRO- 4-PYRIDINAMINE, 2-METHOXY-5-NITRO- 127356-38-1 C6H7N3O3
2-Chlorothieno[3,2-d]pyrimidine 2-Chlorothieno[3,2-d]pyrimidine 1119280-68-0 C6H3ClN2S
2-Chloro-7-iodo-5H-pyrrolo[3,2-d]pyrimidine 2-Chloro-7-iodo-5H-pyrrolo[3,2-d]pyrimidine 1152475-50-7 C6H3ClIN3
2-Methoxy-4-methylpyrimidine 2-Methoxy-4-methylpyrimidine 14001-60-6 C6H8N2O
4-(BOC-AMINOMETHYL)PYRIDINE 4-(BOC-AMINOMETHYL)PYRIDINE 111080-65-0 C11H16N2O2
QUINOLINE SULPHATE QUINOLINE SULPHATE 54957-90-3 C9H9NO4S
6-Bromo-7-fluoroquinoline 6-Bromo-7-fluoroquinoline 127827-52-5 C9H5BrFN
Methyl 6-(hydroxymethyl)nicotinate Methyl 6-(hydroxymethyl)nicotinate 56026-36-9 C8H9NO3
3,5-Dichloro-4-pyridone-N-acetic acid 3,5-Dichloro-4-pyridone-N-acetic acid 56187-37-2 C7H5Cl2NO3
2-CHLORO-5-NITRONICOTINIC ACID ETHYL ESTER 2-CHLORO-5-NITRONICOTINIC ACID ETHYL ESTER 151322-83-7 C8H7ClN2O4
5-(Methoxycarbonyl)pyridine-2-carboxylic acid 5-(Methoxycarbonyl)pyridine-2-carboxylic acid 17874-79-2 C8H7NO4
2,3-DIHYDRO-1H-PYRROLO[3,4-C]PYRIDINE HYDROCHLORIDE 2,3-DIHYDRO-1H-PYRROLO[3,4-C]PYRIDINE HYDROCHLORIDE 651558-58-6 C7H9ClN2
3-Methylisoquinoline 3-Methylisoquinoline 1125-80-0 C10H9N
3-CHLORO-5-(TRIFLUOROMETHYL)PYRIDINE-2-CARBOXALDEHYDE 3-CHLORO-5-(TRIFLUOROMETHYL)PYRIDINE-2-CARBOXALDEHYDE 175277-50-6 C7H3ClF3NO
5-DIAZOURACIL 5-DIAZOURACIL 2435-76-9 C4H2N4O2
N,N'-DIFLUORO-2,2'-BIPYRIDINIUM BIS(TETRAFLUOROBORATE) N,N'-DIFLUORO-2,2'-BIPYRIDINIUM BIS(TETRAFLUOROBORATE) 178439-26-4 C10H8BF6N2+
4-CHLORO-NICOTINIC ACID ETHYL ESTER HYDROCHLORIDE 4-CHLORO-NICOTINIC ACID ETHYL ESTER HYDROCHLORIDE 37831-62-2 C8H8ClNO2
2-(3-BUTYNYLOXY)TETRAHYDRO-2 H-PYRAN 2-(3-BUTYNYLOXY)TETRAHYDRO-2 H-PYRAN 40365-61-5 C9H14O2
3-BROMO-5-METHYLPYRIDINE-4-CARBOXALDEHYDE 3-BROMO-5-METHYLPYRIDINE-4-CARBOXALDEHYDE 203569-15-7 C7H6BrNO
5-FLUORO-2-METHOXYPYRIDINE-4-BORONIC ACID 5-FLUORO-2-METHOXYPYRIDINE-4-BORONIC ACID 1043869-98-2 C6H7BFNO3
2-(4-Bromophenyl)pyriding 2-(4-Bromophenyl)pyriding 63996-36-1 C11H8BrN
4-CYANOPYRIDIN-3-YLBORONIC ACID 4-CYANOPYRIDIN-3-YLBORONIC ACID 874290-90-1 C6H5BN2O2
5-BROMO-2-(METHYLAMINO)PYRIMIDINE 5-BROMO-2-(METHYLAMINO)PYRIMIDINE 31402-54-7 C5H6BrN3
6-BROMO-4-CHLORO-7H-PYRROLO[2,3-D]PYRIMIDINE 6-BROMO-4-CHLORO-7H-PYRROLO[2,3-D]PYRIMIDINE 784150-41-0 C6H3BrClN3
2-(AMINOCARBONYL)NICOTINIC ACID 2-(AMINOCARBONYL)NICOTINIC ACID 5860-70-8 C7H6N2O3
4-(pyridine-2-yl) pyrimidin-2-amine 4-(pyridine-2-yl) pyrimidin-2-amine 66521-65-1 C9H8N4
4-Phenoxypyridine 4-Phenoxypyridine 4783-86-2 C11H9NO
4-Amino-3-bromoquinoline 4-Amino-3-bromoquinoline 36825-36-2 C9H7BrN2
6-AZA-2-THIOURACIL 6-AZA-2-THIOURACIL 626-08-4 C3H3N3OS
2-(4-NITROPHENOXY)-3-CHLORO-5-TRIFLUOROMETHYL PYRIDINE 2-(4-NITROPHENOXY)-3-CHLORO-5-TRIFLUOROMETHYL PYRIDINE 91618-22-3 C12H6ClF3N2O3
Methyl 3-[(methoxycarbonylmethyl)sulfamoyl]thiophene-2-carboxylate Methyl 3-[(methoxycarbonylmethyl)sulfamoyl]thiophene-2-carboxylate 106820-63-7 C9H11NO6S2
6-FORMYL-2-THIOURACIL 6-FORMYL-2-THIOURACIL 16953-46-1 C5H4N2O2S
4-(6-BROMOPYRIDIN-2-YL)BENZALDEHYDE 4-(6-BROMOPYRIDIN-2-YL)BENZALDEHYDE 588727-65-5 C12H8BrNO
4,6-Dimethyl-3-nitropyridine 4,6-Dimethyl-3-nitropyridine 1074-99-3 C7H8N2O2
5-METHYL-6-PHENYLTHIENO[2,3-D]PYRIMIDIN-4-OL 5-METHYL-6-PHENYLTHIENO[2,3-D]PYRIMIDIN-4-OL 306934-76-9 C13H10N2OS
N-METHYL-4-PIPERIDINECARBOXYLIC ACID METHYL ESTER N-METHYL-4-PIPERIDINECARBOXYLIC ACID METHYL ESTER 1690-75-1 C8H15NO2
2-Pyridinecarbaldehyde oxime 2-Pyridinecarbaldehyde oxime 873-69-8 C6H6N2O
4-AMINO-6-PHENYLPYRIMIDINE 4-AMINO-6-PHENYLPYRIMIDINE 3435-29-8 C10H9N3
6-BENZYL-6,7-DIHYDRO-5H-PYRROLO[3,4-B]PYRIDINE 6-BENZYL-6,7-DIHYDRO-5H-PYRROLO[3,4-B]PYRIDINE 109966-30-5 C14H14N2
2-(1,3-DIOXOLAN-2-YL)-6-METHYLPYRIDINE 2-(1,3-DIOXOLAN-2-YL)-6-METHYLPYRIDINE 92765-75-8 C9H11NO2
3-ACETOXYPYRIDINE 3-ACETOXYPYRIDINE 17747-43-2 C7H7NO2
6-TERT-BUTYLQUINOLINE 6-TERT-BUTYLQUINOLINE 68141-13-9 C13H15N
4-METHOXY-7-AZAINDOLE 4-METHOXY-7-AZAINDOLE 122379-63-9 C8H8N2O
2-ACETAMIDO-5-FLUORO-4-PICOLINE 2-ACETAMIDO-5-FLUORO-4-PICOLINE 475060-21-0 C8H9FN2O
2-(2-BROMOACETYL)THIOPHENE 2-(2-BROMOACETYL)THIOPHENE 10531-41-6 C6H5BrOS
ETHYL 6-METHYLPYRIDINE-3-CARBOXYLATE ETHYL 6-METHYLPYRIDINE-3-CARBOXYLATE 21684-59-3 C9H11NO2
ETHYL 6-(CHLOROMETHYL)PYRIDINE-2-CARBOXYLATE ETHYL 6-(CHLOROMETHYL)PYRIDINE-2-CARBOXYLATE 49668-99-7 C9H10ClNO2
5-METHOXYQUINOLINE 5-METHOXYQUINOLINE 6931-19-7 C10H9NO
2,6-DICHLOROPYRIDINE-3-BORONIC ACID PINACOL ESTER 2,6-DICHLOROPYRIDINE-3-BORONIC ACID PINACOL ESTER 1073371-78-4 C11H14BCl2NO2
3-FLUORO-4-HYDROXYPYRIDINE 3-FLUORO-4-HYDROXYPYRIDINE 22282-73-1 C5H4FNO
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