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
Dimethyl cyclopentane-1,3-dicarboxylate Dimethyl cyclopentane-1,3-dicarboxylate 2435-36-1 C9H14O4
2-BROMO-7-METHYL-5H-[1,3,4]THIADIAZOLO[3,2-A]PYRIMIDIN-5-ONE 2-BROMO-7-METHYL-5H-[1,3,4]THIADIAZOLO[3,2-A]PYRIMIDIN-5-ONE 139535-51-6 C6H4BrN3OS
1,2,4-thiadiazole 1,2,4-thiadiazole 288-92-6 C2H2N2S
	4-isothiocyanato-2-(trifluoroMethyl)benzonitrile 4-isothiocyanato-2-(trifluoroMethyl)benzonitrile 143782-23-4 C9H3F3N2S
(+)-(1R,5S)-2-Oxabicyclo[3.3.0]oct-6-en-3-one (+)-(1R,5S)-2-Oxabicyclo[3.3.0]oct-6-en-3-one 26054-46-6 C7H8O2
(+/-)-Narwedine (+/-)-Narwedine 1668-86-6 C17H19NO3
2-Chloroquinazoline 2-Chloroquinazoline 6141-13-5 C8H5ClN2
Pyrrolo[1,2-a]pyrazin-1(2H)-one (9CI) Pyrrolo[1,2-a]pyrazin-1(2H)-one (9CI) 136927-63-4 C7H6N2O
Methyl 1H-indazole-5-carboxylate Methyl 1H-indazole-5-carboxylate 473416-12-5 C9H8N2O2
10H-pyrido(3,2-b)(1,4)benzothiazine 10H-pyrido(3,2-b)(1,4)benzothiazine 261-96-1 C11H8N2S
4-butyl-1,2-diphenylpyrazolidine-3,5-dione, compound with piperazine (1:1) 4-butyl-1,2-diphenylpyrazolidine-3,5-dione, compound with piperazine (1:1) 4985-25-5 C23H30N4O2
tert-Butyl (S)-(1-(3,6-dibromopyridin-2-yl)-2-(3,5-difluorophenyl)ethyl)carbamate tert-Butyl (S)-(1-(3,6-dibromopyridin-2-yl)-2-(3,5-difluorophenyl)ethyl)carbamate 1620056-47-4 C18H18Br2F2N2O2
1-METHYL-1,2,3,4-TETRAHYDRO-QUINOXALINE DIHYDROCHLORIDE 1-METHYL-1,2,3,4-TETRAHYDRO-QUINOXALINE DIHYDROCHLORIDE 36438-97-8 C9H12N2
Boronic acid, B-(2-methylimidazo[1,2-a]pyridin-6-yl)- Boronic acid, B-(2-methylimidazo[1,2-a]pyridin-6-yl)- 1446334-78-6 C8H9BN2O2
5-CHLORO-3H-IMIDAZO[4,5-B]PYRIDINE 5-CHLORO-3H-IMIDAZO[4,5-B]PYRIDINE 52090-89-8 C6H4ClN3
4-Methoxypyrazolo[1,5-a]pyridine-3-carbonitrile 4-Methoxypyrazolo[1,5-a]pyridine-3-carbonitrile 2110326-74-2 C9H7N3O
8-BROMO-2-CHLOROQUINOLINE 8-BROMO-2-CHLOROQUINOLINE 163485-86-7 C9H5BrClN
4-Boc-4,7-diazaspiro[2.5]octane 4-Boc-4,7-diazaspiro[2.5]octane 674792-08-6 C11H20N2O2
(2-Aminophenyl)dimethylphosphine Oxide (2-Aminophenyl)dimethylphosphine Oxide 1197953-47-1 C8H12NOP
4-chloro-2-(4-pyridyl)-6-(trifluoroMethyl)pyriMidine 4-chloro-2-(4-pyridyl)-6-(trifluoroMethyl)pyriMidine 204394-70-7 C10H5ClF3N3
6-BroMo-pyrazolo[1,5-a]pyridine-3-carboxylic acid 6-BroMo-pyrazolo[1,5-a]pyridine-3-carboxylic acid 1211596-19-8 C8H5BrN2O2
2-Chloro-5-methoxy-4-methylpyrimidine 2-Chloro-5-methoxy-4-methylpyrimidine 1245506-61-9 C6H7ClN2O
5,6,7,8-TETRAHYDROIMIDAZO[1,2-A]PYRIMIDINE 5,6,7,8-TETRAHYDROIMIDAZO[1,2-A]PYRIMIDINE 67139-22-4 C6H9N3
1-(3-Chlorophenyl)-4-(3-chloropropyl)piperazine hydrochloride 1-(3-Chlorophenyl)-4-(3-chloropropyl)piperazine hydrochloride 52605-52-4 C13H19Cl3N2
4-(4-Cyano-2-methoxyphenyl)-5-ethoxy-2,8-dimethyl-1,4-dihydro-1,6-naphthyridine-3-carboxamide 4-(4-Cyano-2-methoxyphenyl)-5-ethoxy-2,8-dimethyl-1,4-dihydro-1,6-naphthyridine-3-carboxamide 1050477-27-4 C21H22N4O3
Methyl 2-((2R,4aS,6S,7R,8S,8aS)-7,8-bis((tert-butyldimethylsilyl)oxy)-6-((S,E)-1-((tert-butyldimethylsilyl)oxy)-3-iodoallyl)octahydropyrano[3,2-b]pyran-2-yl)acetate Methyl 2-((2R,4aS,6S,7R,8S,8aS)-7,8-bis((tert-butyldimethylsilyl)oxy)-6-((S,E)-1-((tert-butyldimethylsilyl)oxy)-3-iodoallyl)octahydropyrano[3,2-b]pyran-2-yl)acetate 157322-83-3 C32H63IO7Si3
6-Bromo-5-fluoronicotinaldehyde 6-Bromo-5-fluoronicotinaldehyde 1227588-59-1 C6H3BrFNO
4,4',4'',4'''-(pyrene-1,3,6,8-tetrayl)tetrabenzaldehyde 4,4',4'',4'''-(pyrene-1,3,6,8-tetrayl)tetrabenzaldehyde 1415238-25-3 C44H26O4
Dibenzoyl-D-tartaric acid Dibenzoyl-D-tartaric acid 17026-42-5 C18H14O8
(3-(dibenzo[b,d]furan-4-yl)phenyl)boronic acid (3-(dibenzo[b,d]furan-4-yl)phenyl)boronic acid 1271726-52-3 C18H13BO3
6-(4-Amino-2,6-dichlorophenoxy)-4-isopropylpyridazin-3(2H)-one 6-(4-Amino-2,6-dichlorophenoxy)-4-isopropylpyridazin-3(2H)-one 920509-28-0 C13H13Cl2N3O2
3-Maleimidopropionic acid 3-Maleimidopropionic acid 7423-55-4 C7H7NO4
2-phenylpyrimidine-4-carbaldehyde 2-phenylpyrimidine-4-carbaldehyde 1014-07-9 C11H8N2O
1-METHALLYL-2-(2-HYDROXY-5-METHYL PHENYL) BENZOTRIAZOLE 1-METHALLYL-2-(2-HYDROXY-5-METHYL PHENYL) BENZOTRIAZOLE 98809-58-6 C17H17N3O
2,6-DICHLORO-3-NITROBENZONITRILE 2,6-DICHLORO-3-NITROBENZONITRILE 5866-98-8 C7H2Cl2N2O2
6-Methoxy-1H-indole-3-carboxylic acid 6-Methoxy-1H-indole-3-carboxylic acid 90924-43-9 C10H9NO3
6-BROMO-1H-PYRROLO[2,3-B]PYRIDINE 6-BROMO-1H-PYRROLO[2,3-B]PYRIDINE 143468-13-7 C7H5BrN2
3-BROMO-PYRAZOLO[1,5-A]PYRIDINE 3-BROMO-PYRAZOLO[1,5-A]PYRIDINE 5910-12-3 C7H5BrN2
4-BROMO-8-CHLOROQUINOLINE 4-BROMO-8-CHLOROQUINOLINE 927800-40-6 C9H5BrClN
4-AMINO-3-BROMO-6-CHLORO (1H)INDAZOLE 4-AMINO-3-BROMO-6-CHLORO (1H)INDAZOLE 885519-95-9 C7H5BrClN3
1-(tert-butoxycarbonyl)-5-(trifluoromethyl)piperidine-3-carboxylic acid 1-(tert-butoxycarbonyl)-5-(trifluoromethyl)piperidine-3-carboxylic acid 1638761-15-5 C12H18F3NO4
8-(trifluoromethyl)cubane-1-carboxylic acid 8-(trifluoromethyl)cubane-1-carboxylic acid 952403-62-2 C10H7F3O2
(S)-oxetan-2-ylmethanamine (S)-oxetan-2-ylmethanamine 2091328-57-1 C4H9NO
XANTHOSINE 5'-MONOPHOSPHATE DISODIUM SALT XANTHOSINE 5'-MONOPHOSPHATE DISODIUM SALT 25899-70-1 C10H14N4NaO9P
6-CHLOROACETYL-1 4-BENZODIOXANE  97 6-CHLOROACETYL-1 4-BENZODIOXANE 97 93439-37-3 C10H9ClO3
2-Mercaptothiazole 2-Mercaptothiazole 5685-05-2 C3H3NS2
Adipoyl-L-carnitine Adipoyl-L-carnitine 102636-83-9 C13H21NO5
(S)-2-((trifluoromethoxy)methyl)piperazine (S)-2-((trifluoromethoxy)methyl)piperazine
(S)-2-(2-fluoroethyl)piperazine dihydrochloride (S)-2-(2-fluoroethyl)piperazine dihydrochloride
Ethyl 3-hydroxy-4-oxo-4,6,7,9-tetrahydropyrimido[2,1-c][1,4]oxazine-2-carboxylate Ethyl 3-hydroxy-4-oxo-4,6,7,9-tetrahydropyrimido[2,1-c][1,4]oxazine-2-carboxylate 870562-00-8 C10H12N2O5
3-CYANO-5-NITROINDOLE 3-CYANO-5-NITROINDOLE 7147-14-0 C9H5N3O2
Nandrolone undecylate Nandrolone undecylate 862-89-5 C29H46O3
4'-(4-BROMOPHENYL)-2,2':6',2''-TERPYRIDINE 4'-(4-BROMOPHENYL)-2,2':6',2''-TERPYRIDINE 89972-76-9 C21H14BrN3
2-(4-METHOXY-PHENYL)-PYRROLIDINE 2-(4-METHOXY-PHENYL)-PYRROLIDINE 74190-66-2 C11H15NO
2-Bromo-4-nitroimidazole 2-Bromo-4-nitroimidazole 65902-59-2 C3H2BrN3O2
L-Valine, 3-methyl-N-(trifluoroacetyl)- (9CI) L-Valine, 3-methyl-N-(trifluoroacetyl)- (9CI) 666832-71-9 C8H12F3NO3
Glycine, L-α-glutamylglycyl-L-threonyl-L-phenylalanyl-L-threonyl-L-seryl-L-α-aspartyl-L-valyl-L-seryl-L-seryl-L-tyrosyl-L-leucyl-L-α-glutamylglycyl-L-glutaminyl-L-alanyl-L-alanyl-L-lysyl-L-α-glutamyl-L-phenylalanyl-L-isoleucyl-L-alanyl-L-tryptophyl-L-leucyl-L-valyl-L-arginylglycyl-L-arginyl- Glycine, L-α-glutamylglycyl-L-threonyl-L-phenylalanyl-L-threonyl-L-seryl-L-α-aspartyl-L-valyl-L-seryl-L-seryl-L-tyrosyl-L-leucyl-L-α-glutamylglycyl-L-glutaminyl-L-alanyl-L-alanyl-L-lysyl-L-α-glutamyl-L-phenylalanyl-L-isoleucyl-L-alanyl-L-tryptophyl-L-leucyl-L-valyl-L-arginylglycyl-L-arginyl- 1169630-82-3 C142H216N38O45
5-bromo-1,10-phenanthroline 5-bromo-1,10-phenanthroline 40000-20-2 C12H7BrN2
ditetradecylamine ditetradecylamine 17361-44-3 C28H59N
2-Chloro-5-hydroxypyrimidine 2-Chloro-5-hydroxypyrimidine 4983-28-2 C4H3ClN2O
Piperazine, 1,2,2-trimethyl- (9CI) Piperazine, 1,2,2-trimethyl- (9CI) 396133-32-7 C7H16N2
2-Pyrimidinecarbothioamide (9CI) 2-Pyrimidinecarbothioamide (9CI) 4537-73-9 C5H5N3S
5-Nitro-2-pentanone 5-Nitro-2-pentanone 22020-87-7 C5H9NO3
4-AMINOPHENYLSULFUR PENTAFLUORIDE 4-AMINOPHENYLSULFUR PENTAFLUORIDE 2993-24-0 C6H6F5NS
1H-Indole-2-carboxylic acid, 5-[(4S)-tetrahydro-2,2-dimethyl-2H-pyran-4-yl]- 1H-Indole-2-carboxylic acid, 5-[(4S)-tetrahydro-2,2-dimethyl-2H-pyran-4-yl]- 2212021-78-6 C16H19NO3
4,8-Dibromoquinoline 4,8-Dibromoquinoline 1070879-31-0 C9H5Br2N
6-Bromo-2-mercaptobenzothiazole 6-Bromo-2-mercaptobenzothiazole 51618-30-5 C7H4BrNS2
ETHYL 2-(3-FORMYL-4-ISOBUTOXYPHENYL)-4-METHYLTHIAZOLE-5-CARBOXYLATE ETHYL 2-(3-FORMYL-4-ISOBUTOXYPHENYL)-4-METHYLTHIAZOLE-5-CARBOXYLATE 161798-03-4 C18H21NO4S
8-Chloro-3-iodoimidazo[1,2-a]pyrazine 8-Chloro-3-iodoimidazo[1,2-a]pyrazine 1049677-32-8 C6H3ClIN3
1-ethyl-1H-pyrazol-4-amine 1-ethyl-1H-pyrazol-4-amine 876343-24-7 C5H9N3
2-chloro-4,6-diphenyl-1,3,5-triazine 2-chloro-4,6-diphenyl-1,3,5-triazine 3842-55-5 C15H10ClN3
1H-Benzotriazole-5-carboxylic acid 1H-Benzotriazole-5-carboxylic acid 60932-58-3 C7H5N3O2
N-(2-HYDROXYPROPYL)MORPHOLINE N-(2-HYDROXYPROPYL)MORPHOLINE 2109-66-2 C7H15NO2
2-HYDROXY-4-METHYL-BENZOTHIOZOLE 2-HYDROXY-4-METHYL-BENZOTHIOZOLE 73443-84-2 C8H7NOS
1-Cyclohepten-1yl boronic acid pinacol ester 1-Cyclohepten-1yl boronic acid pinacol ester 287944-13-2 C13H23BO2
2,5-Dibromo-1,4-phenylenediamine 2,5-Dibromo-1,4-phenylenediamine 25462-61-7 C6H6Br2N2
4,4'-Dihydroxybiphenyl-3,3'-dicarboxylic acid 4,4'-Dihydroxybiphenyl-3,3'-dicarboxylic acid 13987-45-6 C14H10O6
3-AMINO-2-CHLORO-5-FLUOROPYRIDINE 3-AMINO-2-CHLORO-5-FLUOROPYRIDINE 884495-37-8 C5H4ClFN2
O-Aminocyclo(Ser-O-amino-Ser-) O-Aminocyclo(Ser-O-amino-Ser-) 17868-49-4 C6H12N4O4
Diethyl 3-hydroxyglutarate Diethyl 3-hydroxyglutarate 32328-03-3 C9H16O5
4,5-Dihydroisoxazole 4,5-Dihydroisoxazole 504-73-4 C3H5NO
5-BROMO-1H-INDAZOL-3-AMINE 5-BROMO-1H-INDAZOL-3-AMINE 61272-71-7 C7H6BrN3
METHYL 5-BROMO-1H-INDAZOLE-3-CARBOXYLATE METHYL 5-BROMO-1H-INDAZOLE-3-CARBOXYLATE 78155-74-5 C9H7BrN2O2
6-METHOXY-5-NITRO (1H)INDAZOLE 6-METHOXY-5-NITRO (1H)INDAZOLE 152626-75-0 C8H7N3O3
(4-Methyl-1-piperidinyl)(4,5,6,7-tetrahydro-1H-pyrazolo[4,3-c]pyridin-3-yl)methanone HCl (4-Methyl-1-piperidinyl)(4,5,6,7-tetrahydro-1H-pyrazolo[4,3-c]pyridin-3-yl)methanone HCl 1220029-24-2 C13H21ClN4O
2-methyloxan-4-one 2-methyloxan-4-one 1193-20-0 C6H10O2
3-Bromo-5-fluoropyridine-2-carbonitrile 3-Bromo-5-fluoropyridine-2-carbonitrile 950670-18-5 C6H2BrFN2
2-(chloromethyl)-6-methylthieno[2,3-d]pyrimidin-4(3H)-one(SALTDATA: FREE) 2-(chloromethyl)-6-methylthieno[2,3-d]pyrimidin-4(3H)-one(SALTDATA: FREE) 878699-59-3 C8H7ClN2OS
2-Methyl-tetrahydro-pyran-4-ol 2-Methyl-tetrahydro-pyran-4-ol 89791-47-9 C6H12O2
2-Oxazolidinone, 5-(2,2-diMethyl-4H-1,3-benzodioxin-6-yl)-, (5R)- 2-Oxazolidinone, 5-(2,2-diMethyl-4H-1,3-benzodioxin-6-yl)-, (5R)- 452339-73-0 C13H15NO4
cis-2-Boc-hexahydropyrrolo[3,4-c]pyrrole cis-2-Boc-hexahydropyrrolo[3,4-c]pyrrole 250275-15-1 C11H20N2O2
4-chloro-7-Methoxyquinoline-6-carboxaMide 4-chloro-7-Methoxyquinoline-6-carboxaMide 417721-36-9 C11H9ClN2O2
3,5-Dioxo-piperidine-1-carboxylicacidtert-butylester 3,5-Dioxo-piperidine-1-carboxylicacidtert-butylester 396731-40-1 C10H15NO4
2-(tert-Butyl)-4-chloro-5-nitropyriMidine 2-(tert-Butyl)-4-chloro-5-nitropyriMidine 70227-50-8 C8H10ClN3O2
2-Bromo-5-ethynylpyridine 2-Bromo-5-ethynylpyridine 569672-28-2 C7H4BrN
((3AS,5R,6S,6aS)-6-hydroxy-2,2-dimethyltetrahydrofuro[2,3-d][1,3]dioxol-5-yl)(morpholino)methanone ((3AS,5R,6S,6aS)-6-hydroxy-2,2-dimethyltetrahydrofuro[2,3-d][1,3]dioxol-5-yl)(morpholino)methanone 1103738-19-7 C12H19NO6
N,N'-bis(2,6-DiMethylphenyl)-1,4-piperazinediacetaMide N,N'-bis(2,6-DiMethylphenyl)-1,4-piperazinediacetaMide 380204-72-8 C24H32N4O2
[1,2,4]Triazolo[1,5-a]pyridin-7-ol [1,2,4]Triazolo[1,5-a]pyridin-7-ol 1033810-70-6 C6H5N3O
5-(tert-Butyl)-2-chloropyridine 5-(tert-Butyl)-2-chloropyridine 102236-19-1 C9H12ClN
1-Isopropyl-6-oxo-1,6-dihydropyridine-3-boronic Acid Pinacol Ester 1-Isopropyl-6-oxo-1,6-dihydropyridine-3-boronic Acid Pinacol Ester 1349151-98-9 C14H22BNO3
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