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
2-Bromo-3-hydroxy-6-methylpyridine 2-Bromo-3-hydroxy-6-methylpyridine 23003-35-2 C6H6BrNO
1-METHYL-3,5-DINITRO-1H-PYRIDIN-2-ONE 1-METHYL-3,5-DINITRO-1H-PYRIDIN-2-ONE 14150-94-8 C6H5N3O5
6-METHYL-5-NITROQUINOLINE 6-METHYL-5-NITROQUINOLINE 23141-61-9 C10H8N2O2
ISOQUINOLINE-5-CARBALDEHYDE ISOQUINOLINE-5-CARBALDEHYDE 80278-67-7 C10H7NO
2-AMINOMETHYLPYRIMIDINE HYDROCHLORIDE 2-AMINOMETHYLPYRIMIDINE HYDROCHLORIDE 372118-67-7 C5H8ClN3
2-Methoxypyrimidin-5-amine 2-Methoxypyrimidin-5-amine 56621-89-7 C5H7N3O
2-AMINO-4,6-DIFLUOROPYRIMIDINE 2-AMINO-4,6-DIFLUOROPYRIMIDINE 675-11-6 C4H3F2N3
PYRIDINE-2-CARBOXYLIC ACID HYDRAZIDE PYRIDINE-2-CARBOXYLIC ACID HYDRAZIDE 1452-63-7 C6H7N3O
2-HYDROXY-3-METHYLPYRIDINE 2-HYDROXY-3-METHYLPYRIDINE 91914-04-4 C6H7NO
2-PHENOXYNICOTINONITRILE 2-PHENOXYNICOTINONITRILE 14178-15-5 C12H8N2O
5-Fluoro-2-forMylpyridine 5-Fluoro-2-forMylpyridine 31181-88-1 C6H4FNO
3,3'-DIPICOLYLAMINE 3,3'-DIPICOLYLAMINE 1656-94-6 C12H13N3
4-(4-DIMETHYLAMINOSTYRYL)QUINOLINE 4-(4-DIMETHYLAMINOSTYRYL)QUINOLINE 897-55-2 C19H18N2
2-BROMO-5-CHLOROTHIOPHENE 2-BROMO-5-CHLOROTHIOPHENE 2873-18-9 C4H2BrClS
4-(Aminomethyl)tetrahydro-2H-pyran 4-(Aminomethyl)tetrahydro-2H-pyran 130290-79-8 C6H13NO
1-(2-METHYLBENZYL)PIPERAZINE 1-(2-METHYLBENZYL)PIPERAZINE 5321-47-1 C12H18N2
ISOQUINOLINE-3-CARBOXYLIC ACID ISOQUINOLINE-3-CARBOXYLIC ACID 203626-75-9 C10H7NO2
2-Chloro-5-pyridineacetonitrile 2-Chloro-5-pyridineacetonitrile 39891-09-3 C7H5ClN2
4-(4-(pyrimidin-2-yl)piperazin-1-yl)butan-1-ol 4-(4-(pyrimidin-2-yl)piperazin-1-yl)butan-1-ol 223461-35-6 C12H20N4O
Ethyl 4-(4-cyanophenyl)butanoate Ethyl 4-(4-cyanophenyl)butanoate 131379-33-4 C13H15NO2
(S)-5-((2,5-dioxopyrrolidin-1-yl)oxy)-5-oxo-2-palmitamidopentanoic acid (S)-5-((2,5-dioxopyrrolidin-1-yl)oxy)-5-oxo-2-palmitamidopentanoic acid 294855-91-7 C25H42N2O7
(R)-2-PHENYLPIPERIDINE (R)-2-PHENYLPIPERIDINE 58613-54-0 C11H15N
5,6,7,8-Tetrahydroquinaldine 5,6,7,8-Tetrahydroquinaldine 2617-98-3 C10H13N
5,6,7,8-TETRAHYDROQUINOLINONE-5 5,6,7,8-TETRAHYDROQUINOLINONE-5 53400-41-2 C9H9NO
(R)-7-(benzyloxy)- 3,4,12,12a-tetrahydro- 1H-[1,4]oxazino[3,4- c]pyrido[2,1-f][1,2,4]- triazine-6,8-dione (R)-7-(benzyloxy)- 3,4,12,12a-tetrahydro- 1H-[1,4]oxazino[3,4- c]pyrido[2,1-f][1,2,4]- triazine-6,8-dione 1985607-70-2 C17H17N3O4
1-METHYL-4-(4-NITROPHENYL)PIPERAZINE 1-METHYL-4-(4-NITROPHENYL)PIPERAZINE 16155-03-6 C11H15N3O2
4-DIMETHOXYMETHYLPYRIMIDIN-2-YLAMINE 4-DIMETHOXYMETHYLPYRIMIDIN-2-YLAMINE 165807-05-6 C7H11N3O2
METHYL THIOPHENE-2-CARBOXYLATE METHYL THIOPHENE-2-CARBOXYLATE 5380-42-7 C6H6O2S
3-(1,1-Difluorobut-3-en-1-yl)quinoxaline-2-ol 3-(1,1-Difluorobut-3-en-1-yl)quinoxaline-2-ol 2146141-67-3 C12H10F2N2O
2'-Deoxyuridine 5'-monophosphate disodium salt 2'-Deoxyuridine 5'-monophosphate disodium salt 42155-08-8 C9H14N2NaO8P
2-(CARBOXYMETHYLTHIO)-4-METHYLPYRIMIDINE 2-(CARBOXYMETHYLTHIO)-4-METHYLPYRIMIDINE 46118-95-0 C7H8N2O2S
5,7-DIMETHYLPYRAZOLO[1,5-A]PYRIMIDINE-2-CARBOXYLIC ACID 5,7-DIMETHYLPYRAZOLO[1,5-A]PYRIMIDINE-2-CARBOXYLIC ACID 300691-07-0 C9H9N3O2
2-FLUORO-5-(HYDROXYMETHYL)PYRIDINE 2-FLUORO-5-(HYDROXYMETHYL)PYRIDINE 39891-05-9 C6H6FNO
3,5-Dibromopyridine-4-carboxaldehyde 3,5-Dibromopyridine-4-carboxaldehyde 70201-42-2 C6H3Br2NO
5-Hydroxypyrimidine 5-Hydroxypyrimidine 26456-59-7 C4H4N2O
2-Chloro-6-methylpyrimidin-4-ylamine 2-Chloro-6-methylpyrimidin-4-ylamine 14394-60-6 C5H6ClN3
tert-butyl (S)-(4-oxo-2,3,4,5-tetrahydropyrido[3,2-b][1,4]oxazepin-3-yl)carbamate tert-butyl (S)-(4-oxo-2,3,4,5-tetrahydropyrido[3,2-b][1,4]oxazepin-3-yl)carbamate 2124262-62-8 C13H17N3O4
3,5-DIBROMOPICOLINIC ACID 3,5-DIBROMOPICOLINIC ACID 61830-40-8 C6H3Br2NO2
IMIDAZO[1,2-A]PYRIMIDINE-2-CARBOXYLIC ACID IMIDAZO[1,2-A]PYRIMIDINE-2-CARBOXYLIC ACID 64951-10-6 C7H5N3O2
2-CHLORO-6-METHYLPYRIDINE-3-BORONIC ACID 2-CHLORO-6-METHYLPYRIDINE-3-BORONIC ACID 536693-95-5 C6H7BClNO2
2-(2,4-DIFLUOROPHENOXY)-3-NITROPYRIDINE 2-(2,4-DIFLUOROPHENOXY)-3-NITROPYRIDINE 175135-62-3 C11H6F2N2O3
N-(4-BROMOPHENYL)MORPHOLINE N-(4-BROMOPHENYL)MORPHOLINE 30483-75-1 C10H12BrNO
2,6-DICHLOROQUINOLINE 2,6-DICHLOROQUINOLINE 1810-72-6 C9H5Cl2N
2-Benzoylpyridine 2-Benzoylpyridine 91-02-1 C12H9NO
2-AMINO-3-CYANOTHIOPHENE 2-AMINO-3-CYANOTHIOPHENE 4651-82-5 C5H4N2S
2-(2-FLUOROPHENOXY)-3-NITROPYRIDINE 2-(2-FLUOROPHENOXY)-3-NITROPYRIDINE 175135-65-6 C11H7FN2O3
2-BUTYL-PYRIMIDINE-5-CARBALDEHYDE 2-BUTYL-PYRIMIDINE-5-CARBALDEHYDE 876890-42-5 C9H12N2O
4-(3-chloro-5-(trifluoromethyl)pyridin-2-yl)-N-(4-methoxypyridin-2-yl)piperazine-1-carbothioamide trifluoroacetate 4-(3-chloro-5-(trifluoromethyl)pyridin-2-yl)-N-(4-methoxypyridin-2-yl)piperazine-1-carbothioamide trifluoroacetate 1542213-67-1 C19H18ClF6N5O3S
7-METHOXY-ISOQUINOLINE 7-METHOXY-ISOQUINOLINE 39989-39-4 C10H9NO
1,5,7,8-TETRAHYDRO-2-METHYL-4H-THIOPYRANO[4,3-D]PYRIMIDIN-4-ONE 1,5,7,8-TETRAHYDRO-2-METHYL-4H-THIOPYRANO[4,3-D]PYRIMIDIN-4-ONE 284028-90-6 C8H10N2OS
1,3,4-Thiadiazole 1,3,4-Thiadiazole 289-06-5 C2H2N2S
5,6-Dimethoxy-2-(4-piperidinylmethyl)-1-indanone hydrochloride 5,6-Dimethoxy-2-(4-piperidinylmethyl)-1-indanone hydrochloride 120013-39-0 C17H24ClNO3
5-Methy-2-Chloro-4-pyridylboronic acid 5-Methy-2-Chloro-4-pyridylboronic acid
4-Bromopyridine-3-carboxaldehyde 4-Bromopyridine-3-carboxaldehyde 154105-64-3 C6H4BrNO
1-fluoropyridine trifluoromethyl sulfonate 1-fluoropyridine trifluoromethyl sulfonate
4-METHOXY-1H-INDAZOL-3-AMINE 4-METHOXY-1H-INDAZOL-3-AMINE 886362-07-8 C8H9N3O
7-bromo-[1,2,4]triazolo[1,5-a]pyridin-2-amine 7-bromo-[1,2,4]triazolo[1,5-a]pyridin-2-amine 882521-63-3 C6H5BrN4
Dimethyl  Furan-2,5-dicarboxylate Dimethyl Furan-2,5-dicarboxylate 4282-32-0 C8H8O5
thiadiazole thiadiazole 288-48-2 C2H2N2S
2,3-DIHYDRO-2-THIOXO-PYRIDO[3,4-D]PYRIMIDIN-4(1H)-ONE 2,3-DIHYDRO-2-THIOXO-PYRIDO[3,4-D]PYRIMIDIN-4(1H)-ONE 412341-42-5 C7H5N3OS
1-Methyl-4-[[4-nitro-2-(trifluoromethyl)phenyl]methyl]-piperazine 1-Methyl-4-[[4-nitro-2-(trifluoromethyl)phenyl]methyl]-piperazine 694499-24-6 C13H16F3N3O2
(2-Chloro-5-iodophenyl)[4-[[(3S)-tetrahydro-3-furanyl]oxy]phenyl]methanone (2-Chloro-5-iodophenyl)[4-[[(3S)-tetrahydro-3-furanyl]oxy]phenyl]methanone 915095-87-3 C17H14ClIO3
5-(2-fluorophenyl)-1H-pyrrole-3-carbonitrile 5-(2-fluorophenyl)-1H-pyrrole-3-carbonitrile 1240948-77-9 C11H7FN2
4-fluoro-2-Methoxy-5-nitroaniline 4-fluoro-2-Methoxy-5-nitroaniline 1075705-01-9 C7H7FN2O3
tert-butyl 4-(2,2,2-trifluoroethyl)piperazine-1-carboxylate tert-butyl 4-(2,2,2-trifluoroethyl)piperazine-1-carboxylate 692058-21-2 C11H19F3N2O2
10-Hydroxybenzo[h]quinoline 10-Hydroxybenzo[h]quinoline 33155-90-7 C13H9NO
1-Cyclopropyl-6,7-difluoro-1,4-dihydro-8-methoxy-4-oxo-3-quinolinecarboxylic acid 1-Cyclopropyl-6,7-difluoro-1,4-dihydro-8-methoxy-4-oxo-3-quinolinecarboxylic acid 112811-72-0 C14H11F2NO4
4-chloro-6-(1-methyl-1H-pyrazol-4-yl)pyrazolo[1,5-a]pyrazine 4-chloro-6-(1-methyl-1H-pyrazol-4-yl)pyrazolo[1,5-a]pyrazine 1940180-18-6 C10H8ClN5
5-BROMO-1H-PYRAZOLO[3,4-B]PYRIDIN-3-YLAMINE 5-BROMO-1H-PYRAZOLO[3,4-B]PYRIDIN-3-YLAMINE 405224-24-0 C6H5BrN4
(R)-3-Isopropyl-2,5-piperazinedione (R)-3-Isopropyl-2,5-piperazinedione 143673-66-9 C7H12N2O2
2-bromo-4-phenylpyrimidine 2-bromo-4-phenylpyrimidine 10198-98-8 C10H7BrN2
(2R,5R)-1,2,5-trimethylpiperazine (2R,5R)-1,2,5-trimethylpiperazine 1152368-00-7 C7H16N2
2-Bromo-3′-hydroxyacetophenone 2-Bromo-3′-hydroxyacetophenone 2491-37-4 C8H7BrO2
1222102-49-9 1222102-49-9 1222102-49-9 C9H18N2O2
(R)-2-(2-fluoroethyl)piperazine dihydrochloride (R)-2-(2-fluoroethyl)piperazine dihydrochloride
2-Bromo-6-fluoro-7-methyl-5H-[1,3,4]thiadiazolo[3,2-a]pyrimidin-5-one 2-Bromo-6-fluoro-7-methyl-5H-[1,3,4]thiadiazolo[3,2-a]pyrimidin-5-one 1352052-18-6 C6H3BrFN3OS
6-METHYLPYRAZINE-2-CARBOXYLIC ACID 6-METHYLPYRAZINE-2-CARBOXYLIC ACID 5521-61-9 C6H6N2O2
thieno[3,2-c]pyridine thieno[3,2-c]pyridine 272-14-0 C7H5NS
Isothiazole Isothiazole 288-16-4 C3H3NS
4-Pyrimidinecarboxylic acid, 2-amino-1,6-dihydro-5-hydroxy-1-methyl-6-oxo-, ethyl ester (9CI) 4-Pyrimidinecarboxylic acid, 2-amino-1,6-dihydro-5-hydroxy-1-methyl-6-oxo-, ethyl ester (9CI) 729608-50-8 C8H11N3O4
(S)-N-1-Boc-N-4-Cbz-2-piperazine carboxylic acid (S)-N-1-Boc-N-4-Cbz-2-piperazine carboxylic acid 138775-03-8 C18H24N2O6
2-amino-5-bromo-6-chloro-1H-pyrimidin-4-one 2-amino-5-bromo-6-chloro-1H-pyrimidin-4-one 55740-64-2 C4H3BrClN3O
4-METHYLOCTIN-4-OL 4-METHYLOCTIN-4-OL 22128-43-4 C9H16O
4-Bromo-2,2''-bipyridine 4-Bromo-2,2''-bipyridine 14162-95-9 C10H7BrN2
1-([1,2,4]triazolo[1,5-a]pyridin-6-yl)-2-(6-methylpyridin-2-yl)ethane-1,2-dione 1-([1,2,4]triazolo[1,5-a]pyridin-6-yl)-2-(6-methylpyridin-2-yl)ethane-1,2-dione 356560-84-4 C14H10N4O2
1,2,4-oxadiazole 1,2,4-oxadiazole 288-90-4 C2H2N2O
(R)-1-Z-2-TERT-BUTYL-3-METHYL-4-IMIDAZOLIDINONE (R)-1-Z-2-TERT-BUTYL-3-METHYL-4-IMIDAZOLIDINONE 119906-46-6 C16H22N2O3
8-BROMO-2,4-DICHLOROQUINAZOLINE 8-BROMO-2,4-DICHLOROQUINAZOLINE 331647-05-3 C8H3BrCl2N2
4-(4,5,6,7-Tetrahydro-1H-pyrazolo[4,3-c]pyridin-3-ylcarbonyl)-2-piperazinone hydrochloride 4-(4,5,6,7-Tetrahydro-1H-pyrazolo[4,3-c]pyridin-3-ylcarbonyl)-2-piperazinone hydrochloride 1220034-06-9 C11H16ClN5O2
2-[Ethyl(2-hydroxyethyl)amino]-N'-hydroxybenzenecarboximidamide 2-[Ethyl(2-hydroxyethyl)amino]-N'-hydroxybenzenecarboximidamide 1216335-20-4 C11H17N3O2
{2-[3,4-Dihydro-1(2H)-quinolinyl]-phenyl}methanamine {2-[3,4-Dihydro-1(2H)-quinolinyl]-phenyl}methanamine 937599-95-6 C16H18N2
Ethyl 2-chloro-7H-pyrrolo[2,3-d]pyrimidine-6-carboxylate Ethyl 2-chloro-7H-pyrrolo[2,3-d]pyrimidine-6-carboxylate 1060816-62-7 C9H8ClN3O2
3-Bromo-4,6-dichloro-1H-pyrazolo[3,4-d]pyrimidine 3-Bromo-4,6-dichloro-1H-pyrazolo[3,4-d]pyrimidine 944902-17-4 C5HBrCl2N4
(S)-1-N-BOC-2-METHYL PIPERAZINE-HCl (S)-1-N-BOC-2-METHYL PIPERAZINE-HCl 960283-58-3 C10H21ClN2O2
2-Methylpyrido[3,4-d]pyriMidin-4-ol 2-Methylpyrido[3,4-d]pyriMidin-4-ol 22389-85-1 C8H7N3O
1,6-Diisopropyl-3,8-dibromopyrene 1,6-Diisopropyl-3,8-dibromopyrene 869340-02-3 C22H20Br2
2-Chlorothiophene-3-carbaldehyde 2-Chlorothiophene-3-carbaldehyde 14345-98-3 C5H3ClOS
5-(2-Fluoro-3-methoxyphenyl)-1-[[2-fluoro-6-(trifluoromethyl)phenyl]methyl]-6-methyl-2,4(1H,3H)-pyrimidinedione 5-(2-Fluoro-3-methoxyphenyl)-1-[[2-fluoro-6-(trifluoromethyl)phenyl]methyl]-6-methyl-2,4(1H,3H)-pyrimidinedione 1150560-59-0 C20H15F5N2O3
lumateperone (Tosylate) lumateperone (Tosylate) 1187020-80-9 C31H36FN3O4S
7-(Difluoromethyl)Quinoline 7-(Difluoromethyl)Quinoline 1261728-71-5 C10H7F2N
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