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Heterocyclic Compounds

Heterocyclic compounds are a class of compounds that consist of carbon atoms and non-carbon atoms altogether forming a cyclic skeletal structure. These non-carbon atoms are collectively referred to as a heteroatom. The common heteroatoms include nitrogen, oxygen, and sulfur. Lactones, lactams, cyclic ethers that we’ve already learned are heterocyclic compounds. With similar properties of congeneric open-chain compounds, they will be discussed in corresponding chapters. This chapter will mainly discuss heterocyclic compounds with relatively stable ring system and with a certain degree of aromaticity, also known as aromatic heterocyclic compound.

There are many kinds and a large number of heterocyclic compounds widely distributed in nature. Many natural heterocyclic compounds in animals and plants play an important physiological role in the body. For example, heterocyclic structure exists in chlorophyll in plants, hemoglobin in animal blood, alkaloids and glycosides as the active ingredient in herbs, some antibiotics and vitamins, certain composition of amino acids in protein and bases in nucleotide. About half of the existing medicines have heterocyclic structures. Thus, heterocyclic compounds play an important role in organic compounds especially in organic medicines.

The most common and also the most important heterocyclic compounds are that with five-membered or six-membered heterocyclic ring and their fused heterocyclic compounds. Therefore, according to the size of the ring, heterocyclic compounds can be divided into five-membered compounds and six-membered heterocyclic compounds. E.g., furan, thiophene, pyrrole, imidazole, triazole and their fused heterocyclic compounds, indole, benzimidazole and diphenylene-oxide are all five-membered heterocyclic compounds, while pyridine, pyrimidine and their fused heterocyclic compounds, quinoline and quinazoline are all six-membered heterocyclic compounds.

According to the number of hetero atoms, five-membered compounds and six-membered heterocyclic compounds can be divided into one-hetero-atom-containing heterocyclic compounds and two-hetero-atom-containing and several-hetero-atom-containing heterocyclic compounds. E.g., furan, thiophene, pyridine, indole, quinoline, dibenzofuran, etc. are one-hetero-atom-containing heterocyclic compounds; imidazole, pyrimidine, benzimidazole, quinazoline, etc. are two-hetero-atom-containing heterocyclic compounds; purine, comprising more than two hetero atoms, is a several-hetero-atom-containing heterocyclic compound. According to the form of the ring in the molecule, heterocyclic compounds can be divided into single-heterocyclic compounds and fused heterocyclic compounds. E.g., furan, pyridine, pyrimidine, imidazole, etc. are single-heterocyclic compounds and indole, quinoline, dibenzofuran, purines, etc. are fused heterocyclic compounds.

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Structure Chemical Name CAS MF
4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-2-(4-(trifluoromethyl)phenyl)-2H-1,2,3-triazole 4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-2-(4-(trifluoromethyl)phenyl)-2H-1,2,3-triazole 2710298-68-1 C15H17BF3N3O2
3-(4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-2H-1,2,3-triazol-2-yl)pyridazine 3-(4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-2H-1,2,3-triazol-2-yl)pyridazine 2710298-82-9 C12H16BN5O2
4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-2-(thiophen-3-yl)-2H-1,2,3-triazole 4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-2-(thiophen-3-yl)-2H-1,2,3-triazole 2710298-87-4 C12H16BN3O2S
1-ethyl-4-methyl-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-1,2,3-triazole 1-ethyl-4-methyl-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-1,2,3-triazole 1657007-71-0 C11H20BN3O2
6-cyclobutyl-3-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-2-(trifluoromethyl)pyridine 6-cyclobutyl-3-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-2-(trifluoromethyl)pyridine 3124611-14-6
3-ethyl-6-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-2-(trifluoromethyl)pyridine 3-ethyl-6-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-2-(trifluoromethyl)pyridine 3124611-36-2
3-cyclopentyl-6-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-2-(trifluoromethyl)pyridine 3-cyclopentyl-6-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-2-(trifluoromethyl)pyridine 3124611-41-9
tert-butyl 2-methyl-6-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-4H-1,4-oxazine-4-carboxylate tert-butyl 2-methyl-6-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-4H-1,4-oxazine-4-carboxylate 3124611-57-7
4-isopropyl-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)thiazole-2-carbonitrile 4-isopropyl-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)thiazole-2-carbonitrile 3124611-62-4
tert-butyl 3-(4-methyl-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)thiazol-2-yl)morpholine-4-carboxylate tert-butyl 3-(4-methyl-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)thiazol-2-yl)morpholine-4-carboxylate 3124611-78-2
tert-butyl 3-(5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)pyridin-2-yl)morpholine-4-carboxylate tert-butyl 3-(5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)pyridin-2-yl)morpholine-4-carboxylate 3124611-83-9
4-methyl-2-(oxetan-3-yl)-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-2H-1,2,3-triazole 4-methyl-2-(oxetan-3-yl)-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-2H-1,2,3-triazole 3124611-97-5
4-fluoro-2-(tetrahydrofuran-2-yl)-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-2H-1,2,3-triazole 4-fluoro-2-(tetrahydrofuran-2-yl)-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-2H-1,2,3-triazole 3124612-02-5
4-cyclopropyl-6-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-7H-pyrrolo[2,3-d]pyrimidine 4-cyclopropyl-6-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-7H-pyrrolo[2,3-d]pyrimidine 3124612-43-4
4-cyclopropyl-2-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-5-(trifluoromethyl)pyridine 4-cyclopropyl-2-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-5-(trifluoromethyl)pyridine 3124612-64-9
tert-butyl 3-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-5,7-dihydro-6H-pyrrolo[3,4-b]pyridine-6-carboxylate tert-butyl 3-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-5,7-dihydro-6H-pyrrolo[3,4-b]pyridine-6-carboxylate 3124585-50-5
2-benzyl-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-2H-1,2,3-triazole 2-benzyl-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-2H-1,2,3-triazole 3124585-54-9
5-fluoro-1-isopropyl-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-1,2,3-triazole 5-fluoro-1-isopropyl-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-1,2,3-triazole 2364586-39-8 C11H19BFN3O2
(5-fluoro-2-(methoxy-d3)pyridin-4-yl-3,6-d2)boronic acid (5-fluoro-2-(methoxy-d3)pyridin-4-yl-3,6-d2)boronic acid 2368221-14-9 C6H2BD5FNO3
(6-(difluoromethyl)pyridin-3-yl-2,4,5-d3)boronic acid (6-(difluoromethyl)pyridin-3-yl-2,4,5-d3)boronic acid 2710297-87-1 C6H3BD3F2NO2
Poly urethane Poly urethane 51852-81-4 C16H22N2O5
3,5-diphenyloxazole 3,5-diphenyloxazole 2039-49-8 C15H11NO
6-M-tolylpyridin-3-ylamine 6-M-tolylpyridin-3-ylamine 893640-46-5 C12H12N2
1-(4-Bromophenyl)-1H-pyrazole 1-(4-Bromophenyl)-1H-pyrazole 13788-92-6 C9H7BrN2
N,N-diethyl-3-methyl-4-[(5-nitro-1,3-thiazol-2-yl)diazenyl]aniline N,N-diethyl-3-methyl-4-[(5-nitro-1,3-thiazol-2-yl)diazenyl]aniline 70693-64-0 C14H17N5O2S
4-(4-PYRIDYLOXY)BENZENESULFONYL CHLORIDE HYDROCHLORIDE 4-(4-PYRIDYLOXY)BENZENESULFONYL CHLORIDE HYDROCHLORIDE 192330-49-7 C11H9Cl2NO3S
(3-METHYLISOXAZOL-5-YL)METHANOL (3-METHYLISOXAZOL-5-YL)METHANOL 14716-89-3 C5H7NO2
(S)-N-Phenyl-2-pyrrolidinecarboxamide (S)-N-Phenyl-2-pyrrolidinecarboxamide 64030-43-9 C11H14N2O
2,4-DICHLORO-6-FLUOROQUINAZOLINE 2,4-DICHLORO-6-FLUOROQUINAZOLINE 134517-57-0 C8H3Cl2FN2
2-Methyl-4-(4,4,5,5-tetramethyl-[1,3,2]dioxaborolan-2-yl)-benzonitrile
2-Methyl-4-(4,4,5,5-tetramethyl-[1,3,2]dioxaborolan-2-yl)-benzonitrile 775351-54-7 C14H18BNO2
6-Bromo-2-iodoquinazoline 6-Bromo-2-iodoquinazoline 882670-93-1 C8H4BrIN2
CONTININE-2,4,5,6-D4 (PYRIDINE-D4) CONTININE-2,4,5,6-D4 (PYRIDINE-D4) 350818-68-7 C10H8D4N2O
2-Chloro-5-trifluoromethyl-nicotinonitrile 2-Chloro-5-trifluoromethyl-nicotinonitrile 624734-22-1 C7H2ClF3N2
4-Trifluoromethyl-pyridine-2-carbaldehyde 4-Trifluoromethyl-pyridine-2-carbaldehyde 132470-83-8 C7H4F3NO
4-(Trifluoromethyl)pyridine-2-thiol 4-(Trifluoromethyl)pyridine-2-thiol 121307-79-7 C6H4F3NS
2H-PYRIMIDO[1,2-B]PYRIDAZIN, 2-CHLORO-7,8-DIMETHYL- 2H-PYRIMIDO[1,2-B]PYRIDAZIN, 2-CHLORO-7,8-DIMETHYL- 17412-26-9 C8H8ClN3
6-Aminoindazole 6-Aminoindazole 6967-12-0 C7H7N3
6-(4-methylpiperidin-1-yl)pyridin-3-amine 6-(4-methylpiperidin-1-yl)pyridin-3-amine 767583-34-6 C11H17N3
Azacyclotridecan-2-one Azacyclotridecan-2-one 947-04-6 C12H23NO
N-(2-chlorophenyl)-3-[(4-fluorophenyl)methyl]-4-oxo-2-phenylimino-1,3-thiazinane-6-carboxamide N-(2-chlorophenyl)-3-[(4-fluorophenyl)methyl]-4-oxo-2-phenylimino-1,3-thiazinane-6-carboxamide 6135-46-2 C8H18N2
1,3,4-Thiadiazol-2-amine,  5-ethoxy- 1,3,4-Thiadiazol-2-amine, 5-ethoxy- 16784-23-9 C4H7N3OS
(S,S)-(-)-2,2'-ISOPROPYLIDENEBIS(4-TERT-BUTYL-2-OXAZOLINE) (S,S)-(-)-2,2'-ISOPROPYLIDENEBIS(4-TERT-BUTYL-2-OXAZOLINE) 131833-93-7 C17H30N2O2
4-(4'-N,N-Dimethylaminophenyl)urazole 4-(4'-N,N-Dimethylaminophenyl)urazole 883455-55-8 C10H12N4O2
5-Thiazolamine,  4-(1-methylethyl)- 5-Thiazolamine, 4-(1-methylethyl)- 72632-66-7 C6H10N2S
2,6-Dimethylbenzyl chloride 2,6-Dimethylbenzyl chloride 5402-60-8 C9H11Cl
4-(3-BROMO-PHENYL)-THIAZOL-2-YLAMINE 4-(3-BROMO-PHENYL)-THIAZOL-2-YLAMINE 105512-81-0 C9H7BrN2S
2,4-diphenyl-6-(4'-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-[1,1':2',1''-terphenyl]-2-yl)-1,3,5-triazine 2,4-diphenyl-6-(4'-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-[1,1':2',1''-terphenyl]-2-yl)-1,3,5-triazine 3036509-60-8 C39H34BN3O2
5-bromo-2-(tetrahydro-2H-pyran-4-yl-d9)pyridine 5-bromo-2-(tetrahydro-2H-pyran-4-yl-d9)pyridine 3124634-73-4
2-bromo-4-chloro-6-(methoxy-d3)pyridine-3,5-d2 2-bromo-4-chloro-6-(methoxy-d3)pyridine-3,5-d2 3124634-88-1
3-bromo-4-cyclopropylpyridine-2,5,6-d3 3-bromo-4-cyclopropylpyridine-2,5,6-d3 3124635-30-6
3-(pyrrolidin-2-yl-2,3,3,4,4,5,5-d7)pyridine-2,4,5,6-d4 3-(pyrrolidin-2-yl-2,3,3,4,4,5,5-d7)pyridine-2,4,5,6-d4 3124619-38-8
2-(furan-2-yl-d3)pyrrolidine-2,3,3,4,4,5,5-d7 2-(furan-2-yl-d3)pyrrolidine-2,3,3,4,4,5,5-d7 3124619-58-2
4-Amino-3'-hydroxy-2,2'-bipyridine 4-Amino-3'-hydroxy-2,2'-bipyridine 1185318-84-6 C10H9N3O
(3-fluoro-4-(tetrahydrofuran-3-yl)phenyl)boronic acid (3-fluoro-4-(tetrahydrofuran-3-yl)phenyl)boronic acid 2256747-69-8 C10H12BFO3
5-Chlorooxindole 5-Chlorooxindole 17630-75-0 C8H6ClNO
1-(3-BROMOBENZYL)PYRROLIDINE 1-(3-BROMOBENZYL)PYRROLIDINE 168820-15-3 C11H14BrN
URIDINE-2',3'-CYCLIC MONOPHOSPHATE SODIUM SALT URIDINE-2',3'-CYCLIC MONOPHOSPHATE SODIUM SALT 15718-50-0 C9H11N2O8P.Na
2-Methylindole 2-Methylindole 95-20-5 C9H9N
TERT-BUTYL 2,4-DICHLORO-5H-PYRROLO[3,4-D]PYRIMIDINE-6(7H)-CARBOXYLATE TERT-BUTYL 2,4-DICHLORO-5H-PYRROLO[3,4-D]PYRIMIDINE-6(7H)-CARBOXYLATE 903129-71-5 C11H13Cl2N3O2
tert-butyl (S)-4-(7-chloro-6-fluoro-1-(2-isopropyl-4-methylpyridin-3-yl)-2-oxo-1,2-dihydropyrido[2,3-d]pyrimidin-4-yl)-3-methylpiperazine-1-carboxylate tert-butyl (S)-4-(7-chloro-6-fluoro-1-(2-isopropyl-4-methylpyridin-3-yl)-2-oxo-1,2-dihydropyrido[2,3-d]pyrimidin-4-yl)-3-methylpiperazine-1-carboxylate 2252403-84-0 C26H32ClFN6O3
2-(2-METHOXY-PHENYL)-PYRIDIN-3-YLAMINE 2-(2-METHOXY-PHENYL)-PYRIDIN-3-YLAMINE 886508-09-4 C12H12N2O
4-(morpholin-4-yl-phenoxy-phosphoryl)morpholine 4-(morpholin-4-yl-phenoxy-phosphoryl)morpholine 4881-17-8 C14H21N2O4P
2-Mercaptobenzoxazole 2-Mercaptobenzoxazole 2382-96-9 C7H5NOS
2-(METHYLTHIO)-2-IMIDAZOLINE 2-(METHYLTHIO)-2-IMIDAZOLINE 20112-79-2 C4H8N2S
3,4-Epoxytetrahydrofuran 3,4-Epoxytetrahydrofuran 285-69-8 C4H6O2
tert-butyl (S)-5-cyano-4-hydroxy-6-methyl-3,6-dihydropyridine-1(2H)-carboxylate tert-butyl (S)-5-cyano-4-hydroxy-6-methyl-3,6-dihydropyridine-1(2H)-carboxylate 3047293-07-9 C12H18N2O3
2,4-dibromo-6-(methoxy-d3)pyridine-3,5-d2 2,4-dibromo-6-(methoxy-d3)pyridine-3,5-d2 3124634-87-0
2-bromo-6-cyclopropylpyridine-3,4,5-d3 2-bromo-6-cyclopropylpyridine-3,4,5-d3 3124635-29-3
2-(pyrrolidin-2-yl-2,3,3,4,4,5,5-d7)pyridine-3,4,5,6-d4 2-(pyrrolidin-2-yl-2,3,3,4,4,5,5-d7)pyridine-3,4,5,6-d4 3124619-37-7
3-chloro-2-fluoro-6-(methyl-d3)pyridine-4,5-d2 3-chloro-2-fluoro-6-(methyl-d3)pyridine-4,5-d2 3124619-78-6
5',3'']Terpyridine 5',3'']Terpyridine 106047-31-8 C15H11N3
2,3,4-trimethyl-5,6-diphenylpyridine 2,3,4-trimethyl-5,6-diphenylpyridine 1004547-55-0 C20H19N
MORPHOLINE-3,4-DICARBOXYLIC ACID 4-TERT-BUTYL ESTER MORPHOLINE-3,4-DICARBOXYLIC ACID 4-TERT-BUTYL ESTER 212650-43-6 C10H17NO5
(R)-4-BENZYL-1,3-OXAZOLIDINE-2-THIONE (R)-4-BENZYL-1,3-OXAZOLIDINE-2-THIONE 190970-58-2 C10H11NOS
2-Methyl-4-phenyl-1H-imidazole 2-Methyl-4-phenyl-1H-imidazole 13739-48-5 C10H10N2
1H-1,2,4-Triazole-3,5-diamine 1H-1,2,4-Triazole-3,5-diamine 1455-77-2 C2H5N5
1-(4-Nitrophenyl)-1H-pyrazole 1-(4-Nitrophenyl)-1H-pyrazole 3463-30-7 C9H7N3O2
5-(CHLOROMETHYL)-1,3-DIMETHYL-1H-PYRAZOLE 5-(CHLOROMETHYL)-1,3-DIMETHYL-1H-PYRAZOLE 852227-86-2 C6H9ClN2
(1,3-DIMETHYL-1H-PYRAZOL-5-YL)METHANOL (1,3-DIMETHYL-1H-PYRAZOL-5-YL)METHANOL 57012-20-1 C6H10N2O
(3-oxo-1,3-dihydroisobenzofuran-5-yl)boronic acid (3-oxo-1,3-dihydroisobenzofuran-5-yl)boronic acid 2935473-48-4
5-bromo-4-cyclopropyl-1-ethyl-1H-1,2,3-triazole 5-bromo-4-cyclopropyl-1-ethyl-1H-1,2,3-triazole 3124620-76-1
4-bromo-5-cyclopropyl-2-isopropyl-2H-1,2,3-triazole 4-bromo-5-cyclopropyl-2-isopropyl-2H-1,2,3-triazole 3124620-81-8
4-(4-bromo-1H-1,2,3-triazol-1-yl)-2,6-dimethylpyridine 4-(4-bromo-1H-1,2,3-triazol-1-yl)-2,6-dimethylpyridine 3124620-95-4
4-chloro-2-cyclopropyl-5-(trifluoromethyl)pyridine 4-chloro-2-cyclopropyl-5-(trifluoromethyl)pyridine 3124621-09-3
2-((tetrahydro-2H-pyran-4-yl)oxy)ethyl 4-methylbenzenesulfonate 2-((tetrahydro-2H-pyran-4-yl)oxy)ethyl 4-methylbenzenesulfonate 1236764-45-6 C14H20O5S
3-(4-BROMOPHENYL)-5-(CHLOROMETHYL)-1,2,4-OXADIAZOLE 3-(4-BROMOPHENYL)-5-(CHLOROMETHYL)-1,2,4-OXADIAZOLE 110704-42-2 C9H6BrClN2O
7-(4-tert-Butylphenyl)-2-methyl-1H-indene 7-(4-tert-Butylphenyl)-2-methyl-1H-indene 245653-52-5 C20H22
6-Methylimidazo[2,1-b]thiazole 6-Methylimidazo[2,1-b]thiazole 3835-41-4 C6H6N2S
2,4-Dimethylquinazoline 2,4-Dimethylquinazoline 703-63-9 C10H10N2
4-Methyl-6-ethoxypyrimidine-2-amine 4-Methyl-6-ethoxypyrimidine-2-amine 7749-48-6 C7H11N3O
1-(4-Chlorophenyl)-1H-pyrazol-4-amine 1-(4-Chlorophenyl)-1H-pyrazol-4-amine 14044-28-1 C9H8ClN3
1-Phenyl-1H-pyrazol-4-amine 1-Phenyl-1H-pyrazol-4-amine 1128-53-6 C9H9N3
5-NITRO-1H-BENZOIMIDAZOLE-2-CARBOXYLIC ACID 5-NITRO-1H-BENZOIMIDAZOLE-2-CARBOXYLIC ACID 73903-18-1 C8H5N3O4
6-(TETRAHYDRO-FURAN-3-YLOXY)-2-BROMOPYRIDINE 6-(TETRAHYDRO-FURAN-3-YLOXY)-2-BROMOPYRIDINE 478366-27-7 C9H10BrNO2
(S)-4-PHENYL-2-(QUINOLIN-8-YL)-4,5-DIHYDROOXAZOLE (S)-4-PHENYL-2-(QUINOLIN-8-YL)-4,5-DIHYDROOXAZOLE 220628-99-9 C18H14N2O
1-ALLYLPYRIMIDINE-2,4(1H,3H)-DIONE 1-ALLYLPYRIMIDINE-2,4(1H,3H)-DIONE 25855-26-9 C7H8N2O2
2,4-DICHLORO-7-BROMOQUINAZOLINE 2,4-DICHLORO-7-BROMOQUINAZOLINE 959237-68-4 C8H3BrCl2N2
2-(4-METHOXY-PHENYL)-BENZOOXAZOLE 2-(4-METHOXY-PHENYL)-BENZOOXAZOLE 838-34-6 C14H11NO2
8-METHYLIMIDAZO[1,2-A]PYRIDINE 8-METHYLIMIDAZO[1,2-A]PYRIDINE 874-10-2 C8H8N2
3-Bromo-5-chloroimidazo[1,2-a]pyridine 3-Bromo-5-chloroimidazo[1,2-a]pyridine 1260656-94-7 C7H4BrClN2
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