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-5-ethylthiazole 2-Bromo-5-ethylthiazole 196500-19-3 C5H6BrNS
2-Bromo-3-methoxy-6-(trifluoromethyl)pyridine 2-Bromo-3-methoxy-6-(trifluoromethyl)pyridine 216766-18-6 C7H5BrF3NO
4-Amino-3-ethoxypyridine 4-Amino-3-ethoxypyridine 89943-13-5 C7H10N2O
2-Methoxy-4-methyl-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1,3-thiazole 2-Methoxy-4-methyl-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1,3-thiazole 1312762-47-2 C11H18BNO3S
2-Chloro-6-(trifluoromethyl)pyridine-4-boronic acid pinacol ester 2-Chloro-6-(trifluoromethyl)pyridine-4-boronic acid pinacol ester 1218790-05-6 C12H14BClF3NO2
2-Hydroxy-6-(4-methylphenyl)pyridine 2-Hydroxy-6-(4-methylphenyl)pyridine 129720-57-6 C12H11NO
4-(5-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)thiazol-2-yl)morpholine 4-(5-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)thiazol-2-yl)morpholine 1402172-49-9 C13H21BN2O3S
4-(Thien-3-yl)-1,3-thiazol-2-amine 4-(Thien-3-yl)-1,3-thiazol-2-amine 105362-05-8 C7H6N2S2
3-(2-fluorophenyl)pyridin-4-aMine 3-(2-fluorophenyl)pyridin-4-aMine 1214380-93-4 C11H9FN2
3-(3-(trifluoroMethyl)phenyl)pyridin-4-aMine 3-(3-(trifluoroMethyl)phenyl)pyridin-4-aMine 1261591-62-1 C12H9F3N2
3,4'-bipyridin-4-aMine 3,4'-bipyridin-4-aMine 1214379-46-0 C10H9N3
3-M-tolylpyridin-4-aMine 3-M-tolylpyridin-4-aMine 1339667-18-3 C12H12N2
2-broMo-6-(3-(trifluoroMethyl)phenyl)pyridine 2-broMo-6-(3-(trifluoroMethyl)phenyl)pyridine 180606-07-9 C12H7BrF3N
2-phenyl-5-(4,4,5,5-tetraMethyl-1,3,2-dioxaborolan-2-yl)pyridine 2-phenyl-5-(4,4,5,5-tetraMethyl-1,3,2-dioxaborolan-2-yl)pyridine 1260106-29-3 C16H19BN2O2
6-cyclopropylpyridin-3-aMine 6-cyclopropylpyridin-3-aMine 1159821-66-5 C8H10N2
7-Azaspiro[3.5]nonane-7-carboxylic acid, 2-formyl-, 1,1-dimethylethyl ester 7-Azaspiro[3.5]nonane-7-carboxylic acid, 2-formyl-, 1,1-dimethylethyl ester 1346556-73-7 C14H23NO3
5-Methylpyridine-2,3-dicarboxylic acid dimethyl ester 5-Methylpyridine-2,3-dicarboxylic acid dimethyl ester 112110-16-4 C10H11NO4
2-(cyclohexyloxy)-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)pyridine 2-(cyclohexyloxy)-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)pyridine 1346707-98-9 C17H26BNO3
4-(1H-pyrazol-1-yl)pyridin-3-amine 4-(1H-pyrazol-1-yl)pyridin-3-amine 1152543-41-3 C8H8N4
Thiazole,  2-chloro-5-ethyl- Thiazole, 2-chloro-5-ethyl- 857549-84-9 C5H6ClNS
4,6-Dichloro-1H-pyrrolo[2,3-b]pyridine 4,6-Dichloro-1H-pyrrolo[2,3-b]pyridine 5912-18-5 C7H4Cl2N2
1-(2-Amino-3-methoxyphenyl)ethan-1-one 1-(2-Amino-3-methoxyphenyl)ethan-1-one 42465-54-3 C9H11NO2
Atrasentan hydrochloride Atrasentan hydrochloride 195733-43-8 C29H38N2O6.ClH
Dimethyl  Furan-2,5-dicarboxylate Dimethyl Furan-2,5-dicarboxylate 4282-32-0 C8H8O5
thiadiazole thiadiazole 288-48-2 C2H2N2S
4'-((2-butyl-4-oxo-1,3-diazaspiro[4.4]non-1-en-3-yl)methyl)-2'-(ethoxymethyl)-[1,1'-biphenyl]-2-sulfonamide 4'-((2-butyl-4-oxo-1,3-diazaspiro[4.4]non-1-en-3-yl)methyl)-2'-(ethoxymethyl)-[1,1'-biphenyl]-2-sulfonamide 2915370-12-4 C27H35N3O4S
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
(+)-2-Methoxy-3,5-dimethyl-6-[4-[7-(4-nitrophenyl)-2,4,6-trimethyl-2,4,6-heptatrienylidene]tetrahydrofuran-2-yl]-4H-pyran-4-one (+)-2-Methoxy-3,5-dimethyl-6-[4-[7-(4-nitrophenyl)-2,4,6-trimethyl-2,4,6-heptatrienylidene]tetrahydrofuran-2-yl]-4H-pyran-4-one 28900-27-8 C28H31NO6
2-[4-(Trifluoromethyl)phenyl]quinazolin-4(3H)-one 2-[4-(Trifluoromethyl)phenyl]quinazolin-4(3H)-one 83800-83-3 C15H9F3N2O
4-BROMO-2-(PIPERAZIN-1-YL)THIAZOLE 4-BROMO-2-(PIPERAZIN-1-YL)THIAZOLE 668484-59-1 C7H10BrN3S
6-(PIPERAZIN-1-YL)-4-CHLOROPYRIMIDINE 6-(PIPERAZIN-1-YL)-4-CHLOROPYRIMIDINE 203519-89-5 C8H12Cl2N4
2-CHLORO-4-(TRIFLUOROMETHYL)PYRIDIN-3-AMINE 2-CHLORO-4-(TRIFLUOROMETHYL)PYRIDIN-3-AMINE 166770-70-3 C6H4ClF3N2
6-DIETHYLAMINO-2-BROMOPYRIDINE 6-DIETHYLAMINO-2-BROMOPYRIDINE 856850-57-2 C9H13BrN2
3-ETHYL-PYRIDIN-2-OL 3-ETHYL-PYRIDIN-2-OL 62969-86-2 C7H9NO
N,N-dimethyl-2-((2-(4-(trifluoromethyl)phenyl)oxazolo[5,4-d]pyrimidin-7-yl)oxy)ethan-1-amine N,N-dimethyl-2-((2-(4-(trifluoromethyl)phenyl)oxazolo[5,4-d]pyrimidin-7-yl)oxy)ethan-1-amine C16H15F3N4O2
4-chloro-2-(4-(trifluoromethyl)phenyl)oxazolo[4,5-c]quinoline 4-chloro-2-(4-(trifluoromethyl)phenyl)oxazolo[4,5-c]quinoline 2406213-93-0 C17H8ClF3N2O
6-isopropylpyridine-3-boronic acid pinacol ester 6-isopropylpyridine-3-boronic acid pinacol ester 1105665-37-9 C14H22BNO2
4-Bromo-6-tert-butylpyrimidine 4-Bromo-6-tert-butylpyrimidine 19136-36-8 C8H11BrN2
1-Methyl-4-[[4-nitro-2-(trifluoromethyl)phenyl]methyl]-piperazine 1-Methyl-4-[[4-nitro-2-(trifluoromethyl)phenyl]methyl]-piperazine 694499-24-6 C13H16F3N3O2
3-Hydroxy-6-ethylpyridine 3-Hydroxy-6-ethylpyridine 51834-96-9 C7H9NO
4,7-Dibromo-1,6-naphthyridine 4,7-Dibromo-1,6-naphthyridine 2733202-00-9 C8H4Br2N2
4-(4-bromopyridin-3-yl)thiazole 4-(4-bromopyridin-3-yl)thiazole 3124621-24-2 C8H5BrN2S
6-Fluoro-4-nitro-3H-isobenzofuran-1-one 6-Fluoro-4-nitro-3H-isobenzofuran-1-one 1207453-90-4 C8H4FNO4
3-bromo-1-(4-(trifluoromethyl)phenyl)-1H-pyrazole 3-bromo-1-(4-(trifluoromethyl)phenyl)-1H-pyrazole 1622839-69-3 C10H6BrF3N2
5-bromo-N-ethyl-N-methyl-pyridin-2-
amine 5-bromo-N-ethyl-N-methyl-pyridin-2- amine 1197294-56-6 C8H11BrN2
2-bromo-1-ethyl-1H-imidazole(SALTDATA: HCl 0.03C6H14) 2-bromo-1-ethyl-1H-imidazole(SALTDATA: HCl 0.03C6H14) 663171-12-8 C5H7BrN2
N~2~,N~2~-diethyl-2,5-pyridinediamine(SALTDATA: FREE) N~2~,N~2~-diethyl-2,5-pyridinediamine(SALTDATA: FREE) 34392-84-2 C9H15N3
(S)-methyl morpholine-2-carboxylate hydrochloride (S)-methyl morpholine-2-carboxylate hydrochloride 1417789-45-7 C6H12ClNO3
6-(4,4,5,5-TetraMethyl-1,3,2-dioxaborolan-2-yl)quinazoline 6-(4,4,5,5-TetraMethyl-1,3,2-dioxaborolan-2-yl)quinazoline 1375301-92-0 C14H17BN2O2
4-(2-broMopyridin-4-yl)Morpholine 4-(2-broMopyridin-4-yl)Morpholine 1049023-41-7 C9H11BrN2O
5-(3-Methoxyphenyl)pyridin-3-aMine 5-(3-Methoxyphenyl)pyridin-3-aMine 1225523-08-9 C12H12N2O
5-(3-chlorophenyl)pyridin-3-aMine 5-(3-chlorophenyl)pyridin-3-aMine 1226177-31-6 C11H9ClN2
2,3'-bipyridin-6'-aMine 2,3'-bipyridin-6'-aMine 31860-60-3 C10H9N3
2-Bromo-6-methoxypyrazine 2-Bromo-6-methoxypyrazine 91678-76-1 C5H5BrN2O
1-5-Cyclopropyl-2-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl-4-methyl-piperazine 1-5-Cyclopropyl-2-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl-4-methyl-piperazine 2223049-54-3 C20H31BN2O2
4-METHOXY-1H-INDAZOL-3-AMINE 4-METHOXY-1H-INDAZOL-3-AMINE 886362-07-8 C8H9N3O
3-bromo-2-propylthiophene 3-bromo-2-propylthiophene 2363785-74-2 C7H9BrS
// // 2171344-61-7 C20H23ClO6
1-(2-Methoxyphenyl)-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-imidazole 1-(2-Methoxyphenyl)-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-imidazole 2223027-41-4 C16H21BN2O3
2-Chloro-4-[(cyclobutylmethoxy)methyl]pyrimidine 2-Chloro-4-[(cyclobutylmethoxy)methyl]pyrimidine 2288959-78-2
2-Methyl-1-[3-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl]-1H-imidazole 2-Methyl-1-[3-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl]-1H-imidazole 2223038-15-9 C16H21BN2O2
Piperidine, 2,4-difluoro- Piperidine, 2,4-difluoro- 2645413-20-1 C5H9F2N
xylocytidine xylocytidine 3530-56-1 C9H13N3O5
5-Fluoro-4-methylpyridin-2(1h)-one-d5 5-Fluoro-4-methylpyridin-2(1h)-one-d5 2891511-47-8 C6HD5FNO
N-(8-oxo-7,8-dihydropyrido[3,4-c]pyridazin-3-yl)cyclopropanecarboxamide N-(8-oxo-7,8-dihydropyrido[3,4-c]pyridazin-3-yl)cyclopropanecarboxamide 3024622-70-3
Cyclopropanecarboxamide, N-(7,8-dihydro-8-oxo-2,7-naphthyridin-3-yl)- Cyclopropanecarboxamide, N-(7,8-dihydro-8-oxo-2,7-naphthyridin-3-yl)- 3024622-26-9 C12H11N3O2
5-bromo-2-methyl-1-(tetrahydrofuran-3-yl)-1H-imidazole 5-bromo-2-methyl-1-(tetrahydrofuran-3-yl)-1H-imidazole 2294949-21-4 C8H11BrN2O
2,5-dibromo-1-(o-tolyl)-1H-imidazole 2,5-dibromo-1-(o-tolyl)-1H-imidazole 2294950-60-8 C10H8Br2N2
5-bromo-1-(m-tolyl)-1H-imidazol-2-amine 5-bromo-1-(m-tolyl)-1H-imidazol-2-amine 2294957-00-7 C10H10BrN3
2,5-dibromo-1-(4-fluorophenyl)-1H-imidazole 2,5-dibromo-1-(4-fluorophenyl)-1H-imidazole 2294950-43-7 C9H5Br2FN2
5-bromo-1-(2-(trifluoromethyl)phenyl)-1H-imidazol-2-amine 5-bromo-1-(2-(trifluoromethyl)phenyl)-1H-imidazol-2-amine 2294957-14-3 C10H7BrF3N3
3-(2,5-dibromo-1H-imidazol-1-yl)benzonitrile 3-(2,5-dibromo-1H-imidazol-1-yl)benzonitrile 2294957-69-8 C10H5Br2N3
1-pyridin-3-ylpyrazol-4-amine 1-pyridin-3-ylpyrazol-4-amine 28466-00-4 C8H8N4
2-PYRIDIN-3-YL-QUINAZOLIN-4-YLAMINE 2-PYRIDIN-3-YL-QUINAZOLIN-4-YLAMINE 273408-90-5 C13H10N4
3,5-Diiodopyridine 3,5-Diiodopyridine 53710-18-2 C5H3I2N
5-BROMO-2-METHOXY-3-METHYLPYRIDINE 5-BROMO-2-METHOXY-3-METHYLPYRIDINE 760207-87-2 C7H8BrNO
(1S,2S)-2-(((2,4-dimethylpyrimidin-5-yl)oxy)methyl)-2-(3-fluorophenyl)-N-(5-fluoropyridin-2-yl)cyclopropanecarboxamide (1S,2S)-2-(((2,4-dimethylpyrimidin-5-yl)oxy)methyl)-2-(3-fluorophenyl)-N-(5-fluoropyridin-2-yl)cyclopropanecarboxamide
N-((S)-1-(3-(3-amino-4-chloro-1-(2,2,2-trifluoroethyl)-1H-indazol-7-yl)-6-(3-methyl-3-(methylsulfonyl)but-1-yn-1-yl)pyridin-2-yl)-2-(3,5-difluorophenyl)ethyl)-2-((3bS,4aR)-5,5-difluoro-3-(trifluoromethyl)-3b,4,4a,5-tetrahydro-1H-cyclopropa[3,4]cyclopenta[1,2-c]pyrazol-1-yl)acetamide N-((S)-1-(3-(3-amino-4-chloro-1-(2,2,2-trifluoroethyl)-1H-indazol-7-yl)-6-(3-methyl-3-(methylsulfonyl)but-1-yn-1-yl)pyridin-2-yl)-2-(3,5-difluorophenyl)ethyl)-2-((3bS,4aR)-5,5-difluoro-3-(trifluoromethyl)-3b,4,4a,5-tetrahydro-1H-cyclopropa[3,4]cyclopenta[1,2-c]pyrazol-1-yl)acetamide 2375020-20-3 C38H30ClF10N7O3S
4-CHLORO-7-BROMOINDOLE 4-CHLORO-7-BROMOINDOLE 126811-29-8 C8H5BrClN
6-(1H-PYRAZOL-1-YL)PYRIDINE-2-BORONIC ACID PINACOL ESTER 6-(1H-PYRAZOL-1-YL)PYRIDINE-2-BORONIC ACID PINACOL ESTER 1186115-51-4 C14H18BN3O2
6-(3-METHYL-1H-PYRAZOL-1-YL)PYRIDINE-2-BORONIC ACID PINACOL ESTER 6-(3-METHYL-1H-PYRAZOL-1-YL)PYRIDINE-2-BORONIC ACID PINACOL ESTER 1310404-12-6 C15H20BN3O2
4-CHLORO-2-(4-METHOXYPHENYL)PYRIMIDINE 4-CHLORO-2-(4-METHOXYPHENYL)PYRIMIDINE 68535-54-6 C11H9ClN2O
1-isopropyl-1H-imidazol-4-amine 1-isopropyl-1H-imidazol-4-amine 1260896-88-5 C6H11N3
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
4-(BENZYLOXY)-PHENACYL BROMIDE 4-(BENZYLOXY)-PHENACYL BROMIDE 4254-67-5 C15H13BrO2
2-ETHYLTHIAZOLE 2-ETHYLTHIAZOLE 15679-09-1 C5H7NS
5-(3-methylpiperidin-1-yl)pyridin-2-amine 5-(3-methylpiperidin-1-yl)pyridin-2-amine 1018505-63-9 C11H17N3
5-[3-(trifluoromethyl)phenyl]pyridin-2-amine 5-[3-(trifluoromethyl)phenyl]pyridin-2-amine 163563-17-5 C12H9F3N2
4-Thiazolol,  2-methyl- 4-Thiazolol, 2-methyl- 101256-98-8 C4H5NOS
1,4-Oxazepine-2-carboxamide, N-[(1S)-1-cyano-2-[4-(2,3-dihydro-3-methyl-2-oxo-5-benzoxazolyl)phenyl]ethyl]hexahydro-, hydrate (1:1), (2S)- 1,4-Oxazepine-2-carboxamide, N-[(1S)-1-cyano-2-[4-(2,3-dihydro-3-methyl-2-oxo-5-benzoxazolyl)phenyl]ethyl]hexahydro-, hydrate (1:1), (2S)- 2923839-30-7
6-cyclopropylpyrazin-3,5-d2-2-ol 6-cyclopropylpyrazin-3,5-d2-2-ol 3124635-14-6
5-ethylpyrazin-3,6-d2-2-amine 5-ethylpyrazin-3,6-d2-2-amine 3124708-39-7
6-(oxetan-3-yl-d5)pyrazin-3,5-d2-2-amine 6-(oxetan-3-yl-d5)pyrazin-3,5-d2-2-amine 3124708-70-6
tert-butyl 3-(6-oxo-1,6-dihydropyrazin-2-yl-3,5-d2)azetidine-1-carboxylate tert-butyl 3-(6-oxo-1,6-dihydropyrazin-2-yl-3,5-d2)azetidine-1-carboxylate 3124709-31-2
5-Amino-5'-cyano-2,2'-bipyrazine 5-Amino-5'-cyano-2,2'-bipyrazine 1185306-40-4 C9H6N6
5-Amino-2-(3'-chloro-6'-pyridazinyl)pyrazine 5-Amino-2-(3'-chloro-6'-pyridazinyl)pyrazine 1185313-31-8
5-Amino-2-(2',4'-dichloro-6'-triazinyl)pyrazine 5-Amino-2-(2',4'-dichloro-6'-triazinyl)pyrazine 1185317-61-6
5-Hydroxy-2-(4'-amino-2'-pyridyl)pyrazine 5-Hydroxy-2-(4'-amino-2'-pyridyl)pyrazine 1185318-88-0 C9H8N4O
2,4'-Diamino-5-(2'-pyridyl)thiazole 2,4'-Diamino-5-(2'-pyridyl)thiazole 1185308-04-6 C8H8N4S
6,4'-Diamino-2-(methylthio)-4-(2'-pyridyl)pyrimidine 6,4'-Diamino-2-(methylthio)-4-(2'-pyridyl)pyrimidine 1185312-92-8 C10H11N5S
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