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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
Isoquinoline, 3,4-dihydro-6,7-dimethoxy-1-[(3,4,5-trimethoxyphenyl)methyl]-, hydrochloride (1:1) Isoquinoline, 3,4-dihydro-6,7-dimethoxy-1-[(3,4,5-trimethoxyphenyl)methyl]-, hydrochloride (1:1) 108704-76-3 C21H26ClNO5
Morpholine, 4-(4-bromo-1-methyl-1H-imidazol-2-yl)- Morpholine, 4-(4-bromo-1-methyl-1H-imidazol-2-yl)- 1892832-66-4 C8H12BrN3O
D-Glucitol, 1,4:3,6-dianhydro-, bis[4-[[4-[[6-[(1-oxo-2-propenyl)oxy]hexyl]oxy]benzoyl]oxy]benzoate] (9CI) D-Glucitol, 1,4:3,6-dianhydro-, bis[4-[[4-[[6-[(1-oxo-2-propenyl)oxy]hexyl]oxy]benzoyl]oxy]benzoate] (9CI) 642471-49-6 C52H54O16
4-(4-CHLOROPHENYL)-6-METHYLPYRIMIDIN-2-AMINE 4-(4-CHLOROPHENYL)-6-METHYLPYRIMIDIN-2-AMINE 19927-54-9 C11H10ClN3
2-N-PROPYLTHIAZOLE 2-N-PROPYLTHIAZOLE 17626-75-4 C6H9NS
2-(4-BROMO-1H-PYRAZOL-1-YL)PYRIDINE 2-(4-BROMO-1H-PYRAZOL-1-YL)PYRIDINE 77556-27-5 C8H6BrN3
2-(5-BROMO-THIOPHEN-2-YL)-1H-IMIDAZOLE 2-(5-BROMO-THIOPHEN-2-YL)-1H-IMIDAZOLE 1341912-56-8 C7H5BrN2S
4-Bromopyrazolo[1,5-a]pyridine-3-carbonitrile 4-Bromopyrazolo[1,5-a]pyridine-3-carbonitrile 2092153-80-3 C8H4BrN3
3-Piperidinol, 5-methyl- 3-Piperidinol, 5-methyl- 33469-64-6 C6H13NO
4-Bromo-1-isopropylisoquinoline 4-Bromo-1-isopropylisoquinoline 1821161-32-3 C12H12BrN
2-Pyrazinamine, 5-(4-amino-2-pyridinyl)- 2-Pyrazinamine, 5-(4-amino-2-pyridinyl)- 1185307-74-7 C9H9N5
1H-Pyrazole, 4-cyclopropyl-3-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)- 1H-Pyrazole, 4-cyclopropyl-3-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)- 2241865-20-1 C12H19BN2O2
(1H-imidazol-1-yl)(4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-imidazol-1-yl)methanone (1H-imidazol-1-yl)(4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-imidazol-1-yl)methanone 2364586-94-5 C13H17BN4O3
Pyridine, 5-fluoro-2,4-dimethyl- Pyridine, 5-fluoro-2,4-dimethyl- 1806569-94-7 C7H8FN
Pyrimidine, 4-bromo-6-fluoro- Pyrimidine, 4-bromo-6-fluoro- 1209458-29-6 C4H2BrFN2
4-(2-BROMO-THIAZOL-4-YL)-PYRIDINE 4-(2-BROMO-THIAZOL-4-YL)-PYRIDINE 886371-01-3 C8H5BrN2S
5-Thiazolamine, 4-(4-fluorophenyl)- 5-Thiazolamine, 4-(4-fluorophenyl)- 1240529-46-7 C9H7FN2S
2-Pyridinecarbonitrile, 6-bromo-4-(trifluoromethyl)- 2-Pyridinecarbonitrile, 6-bromo-4-(trifluoromethyl)- 1805524-10-0 C7H2BrF3N2
1H-Imidazole, 1-(1-methylethyl)-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)- 1H-Imidazole, 1-(1-methylethyl)-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)- 1887173-92-3 C12H21BN2O2
Boronic acid, B-?[4-?(3-?hydroxy-?1-?piperidinyl)?phenyl]?- Boronic acid, B-?[4-?(3-?hydroxy-?1-?piperidinyl)?phenyl]?- 2225152-98-5 C11H16BNO3
4,6-DICHLORO-1H-PYRROLO-[3,2-C]-PYRIDINE 4,6-DICHLORO-1H-PYRROLO-[3,2-C]-PYRIDINE 67139-79-1 C7H4Cl2N2
2-Pyridinecarboxylic acid, 6-bromo-4-(trifluoromethyl)-, methyl ester 2-Pyridinecarboxylic acid, 6-bromo-4-(trifluoromethyl)-, methyl ester 1807221-27-7 C8H5BrF3NO2
5-BROMO-2-IMIDAZOL-1-YL-PYRIDINE 5-BROMO-2-IMIDAZOL-1-YL-PYRIDINE 380381-18-0 C8H6BrN3
Ethanone, 1-[5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-2-pyrimidinyl]- Ethanone, 1-[5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-2-pyrimidinyl]- 2223045-63-2 C12H17BN2O3
Pyridazine, 3-bromo-5-methoxy- Pyridazine, 3-bromo-5-methoxy- 1401081-54-6 C5H5BrN2O
1H-Pyrazole, 1-(3-furanyl)-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)- 1H-Pyrazole, 1-(3-furanyl)-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)- 2223050-35-7 C13H17BN2O3
Piperidine, 1-[2-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl]- Piperidine, 1-[2-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl]- 2223054-86-0 C17H26BNO2
1H-Imidazole, 1-methyl-2-phenyl-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)- 1H-Imidazole, 1-methyl-2-phenyl-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)- 2364587-02-8 C16H21BN2O2
Pyridine, 2-propyl-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)- Pyridine, 2-propyl-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)- 1802375-93-4 C14H22BNO2
Adenosine, 2'-deoxy-4'-C-ethynyl-2-fluoro-3',5'-bis-O-(phenylmethyl)- Adenosine, 2'-deoxy-4'-C-ethynyl-2-fluoro-3',5'-bis-O-(phenylmethyl)- 1646857-60-4 C26H24FN5O3
Acefylline Piperazine Acefylline Piperazine 18428-63-2 C100H150N46O32
(R)-2-(2-Chlorophenyl)pyrrolidine (R)-2-(2-Chlorophenyl)pyrrolidine 823188-58-5 C10H12ClN
2,4,8,10-tetraoxa-3,9-dithiaspiro[5.5]undecane 3,9-dioxide 2,4,8,10-tetraoxa-3,9-dithiaspiro[5.5]undecane 3,9-dioxide 3670-93-7 C5H8O6S2
4-methylquinazolin-2(1H)-one 4-methylquinazolin-2(1H)-one 34790-24-4 C9H8N2O
4-methyl-1-phenylpent-3-en-1-ol 4-methyl-1-phenylpent-3-en-1-ol 27644-03-7 C12H16O
2-(Tetrahydropyran-3-yl)thiazole-4-boronic acid pinacol ester 2-(Tetrahydropyran-3-yl)thiazole-4-boronic acid pinacol ester 1402172-19-3 C14H22BNO3S
3-(2-Fluorophenyl)pyridin-4-ol 3-(2-Fluorophenyl)pyridin-4-ol 1214377-68-0 C11H8FNO
tert-butyl 4-(hydroxymethyl)-2,2-dimethyl-piperidine-1-carboxylate tert-butyl 4-(hydroxymethyl)-2,2-dimethyl-piperidine-1-carboxylate 2167889-81-6 C13H25NO3
1H-Imidazol-2-amine, 1-(2-methylphenyl)- 1H-Imidazol-2-amine, 1-(2-methylphenyl)- 1695711-07-9 C10H11N3
2-[(2-ethoxyphenoxy)methyl]morpholine hydrochloride 2-[(2-ethoxyphenoxy)methyl]morpholine hydrochloride 35604-67-2 C13H20ClNO3
zinc pivalate zinc pivalate 15827-10-8 C10H18O4Zn
1H-Imidazole, 1-phenyl-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)- 1H-Imidazole, 1-phenyl-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)- 2223013-09-8 C15H19BN2O2
2-(5-Bromo-2-methylphenyl)-1H-imidazole 2-(5-Bromo-2-methylphenyl)-1H-imidazole 1378865-47-4 C10H9BrN2
7-Bromo-4-chloro-1,6-naphthyridine 7-Bromo-4-chloro-1,6-naphthyridine 2049969-35-7 C8H4BrClN2
N-methyl-N-((3R,4R)-4-methylpiperidin-3-yl)-7H-pyrrolo[2,3-d]pyrimidin-4-amine N-methyl-N-((3R,4R)-4-methylpiperidin-3-yl)-7H-pyrrolo[2,3-d]pyrimidin-4-amine 477600-74-1 C13H19N5
Pyridine, 2-bromo-6-[(1-methyl-3-azetidinyl)oxy]- Pyridine, 2-bromo-6-[(1-methyl-3-azetidinyl)oxy]- 2645419-38-9 C9H11BrN2O
Boronic acid, B-[3-(2-pyrazinyl)phenyl]- Boronic acid, B-[3-(2-pyrazinyl)phenyl]- 2225177-82-0 C10H9BN2O2
Pyrimidine, 5-bromo-4-chloro-6-(1-methylethyl)- Pyrimidine, 5-bromo-4-chloro-6-(1-methylethyl)- 1044768-52-6 C7H8BrClN2
1-Piperidinecarboxylic acid, 4-[4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-1,2,3-triazol-1-yl]-, 1,1-dimethylethyl ester 1-Piperidinecarboxylic acid, 4-[4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-1,2,3-triazol-1-yl]-, 1,1-dimethylethyl ester 2223045-65-4 C18H31BN4O4
2-Pyridinecarboxylic acid, 3-bromo-6-ethyl-, methyl ester 2-Pyridinecarboxylic acid, 3-bromo-6-ethyl-, methyl ester 1256813-60-1 C9H10BrNO2
D-erythro-Pentonic acid, 2-deoxy-4-C-ethynyl-, γ-lactone, 3,5-bis(4-methylbenzoate) D-erythro-Pentonic acid, 2-deoxy-4-C-ethynyl-, γ-lactone, 3,5-bis(4-methylbenzoate) 2072080-27-2 C23H20O6
1-Piperazinecarboxylic acid, 4-(5-bromo-2-oxazolyl)-, 1,1-dimethylethyl ester 1-Piperazinecarboxylic acid, 4-(5-bromo-2-oxazolyl)-, 1,1-dimethylethyl ester 1964475-80-6 C12H18BrN3O3
1H-Pyrazole, 4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1-(3-thienyl)- 1H-Pyrazole, 4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1-(3-thienyl)- 2223044-98-0 C13H17BN2O2S
2-Piperidinecarboxylic acid, 5-[(phenylmethoxy)amino]-, ethyl ester, ethanedioate (1:1), (2R,5S)- 2-Piperidinecarboxylic acid, 5-[(phenylmethoxy)amino]-, ethyl ester, ethanedioate (1:1), (2R,5S)- 2413365-40-7 C15H22N2O3.C2H2O4
3-CHLOROBENZHYDRAZIDE 3-CHLOROBENZHYDRAZIDE 1673-47-8 C7H7ClN2O
3'-CHLORO-4'-FLUOROACETANILIDE 3'-CHLORO-4'-FLUOROACETANILIDE 877-90-7 C8H7ClFNO
1-(4-methylphenyl)-2,3-dihydro-1H-imidazol-2-one 1-(4-methylphenyl)-2,3-dihydro-1H-imidazol-2-one 1237030-78-2 C10H10N2O
4-CHLORO-2-(CYCLOBUTYL)PYRIMIDINE 4-CHLORO-2-(CYCLOBUTYL)PYRIMIDINE 1215072-91-5 C8H9ClN2
4-BROMO-2-CYCLOPROPYL-1H-IMIDAZOLE 4-BROMO-2-CYCLOPROPYL-1H-IMIDAZOLE 1256790-50-7 C6H7BrN2
6-(N-METHYLPIPERAZIN-1-YL)PYRAZINE-2-BORONIC ACID PINACOL ESTER 6-(N-METHYLPIPERAZIN-1-YL)PYRAZINE-2-BORONIC ACID PINACOL ESTER 1186042-00-1 C15H25BN4O2
6-DIETHYLAMINOPYRAZINE-2-BORONIC ACID PINACOL ESTER 6-DIETHYLAMINOPYRAZINE-2-BORONIC ACID PINACOL ESTER 1416252-65-7 C14H24BN3O2
2-[3-(tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl]-1H-imidazole 2-[3-(tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl]-1H-imidazole 1313049-30-7 C15H19BN2O2
4-(4-(5-fluoropyrimidin-2-yl)piperazin-1-yl)aniline 4-(4-(5-fluoropyrimidin-2-yl)piperazin-1-yl)aniline 1921374-52-8 C14H16FN5
5-bromo-2-(prop-1-en-2-yl)pyrimidine 5-bromo-2-(prop-1-en-2-yl)pyrimidine 1314354-16-9 C7H7BrN2
2-Amino-3-bromo-6-methylpyrazine 2-Amino-3-bromo-6-methylpyrazine 2166787-89-7 C5H6BrN3
4-(3-fluorophenyl)pyridin-3-amine 4-(3-fluorophenyl)pyridin-3-amine 1374664-62-6 C11H9FN2
4-(3-bromophenyl)tetrahydro-2H-pyran 4-(3-bromophenyl)tetrahydro-2H-pyran 1353855-35-2 C11H13BrO
1-(2-chloropyrimidin-4-yl)azetidin-3-ol 1-(2-chloropyrimidin-4-yl)azetidin-3-ol 1201657-26-2 C7H8ClN3O
6-Bromo-8-phenylimidazo[1,2-a]pyrazine 6-Bromo-8-phenylimidazo[1,2-a]pyrazine 1159815-57-2 C12H8BrN3
1,4-Dichlorophthalazine 1,4-Dichlorophthalazine 4752-10-7 C8H4Cl2N2
4-(aminomethyl)-N,N,6-trimethylpyrimidin-2-amine 4-(aminomethyl)-N,N,6-trimethylpyrimidin-2-amine 1177480-26-0 C8H14N4
2-(4-BROMO-1H-PYRAZOL-1-YL)ETHANOL 2-(4-BROMO-1H-PYRAZOL-1-YL)ETHANOL 214614-81-0 C5H7BrN2O
1 4-DIOXA-8-AZASPIRO(4.5)DECANE 1 4-DIOXA-8-AZASPIRO(4.5)DECANE 42899-11-6 C7H13N1O2
9-(2-Ethylhexyl)carbazole-3,6-dicarboxaldehyde 9-(2-Ethylhexyl)carbazole-3,6-dicarboxaldehyde 169051-20-1 C22H25NO2
4 5-DIAMINO-6-HYDROXY-2-MERCAPTOPYRIMID& 4 5-DIAMINO-6-HYDROXY-2-MERCAPTOPYRIMID& 304851-89-6 C4H6N4OS.H2O.H2O4S
6-Methoxy-1,2,3,4-tetrahydroisoquinoline hydrochloride 6-Methoxy-1,2,3,4-tetrahydroisoquinoline hydrochloride 57196-62-0 C10H14ClNO
3-(tetrahydro-2H-pyran-3-yl)aniline 3-(tetrahydro-2H-pyran-3-yl)aniline 1353854-19-9 C11H15NO
2-(3-Tetrahydropyranyl)phenol 2-(3-Tetrahydropyranyl)phenol 1353856-69-5 C11H14O2
2-(azetidin-3-yloxy)-5-bromopyridine 2-(azetidin-3-yloxy)-5-bromopyridine 1186327-93-4 C8H9BrN2O
1H-Imidazol-2-amine, 1-(1,1-dimethylethyl)- 1H-Imidazol-2-amine, 1-(1,1-dimethylethyl)- 1098068-80-4 C7H13N3
1-but-3-enyl-4-(2,3-chloro-phenyl)-piperazine 1-but-3-enyl-4-(2,3-chloro-phenyl)-piperazine
(R)-2-(2-fluoroethyl)piperazine (R)-2-(2-fluoroethyl)piperazine
1H-Imidazole, 2-methoxy- 1H-Imidazole, 2-methoxy- 61166-01-6 C4H6N2O
α-D-Glucopyranoside, methyl 4-O-[2-O-acetyl-6-methyl-3-O-(phenylmethyl)-α-L-idopyranuronosyl]-2-deoxy-2-[[(phenylmethoxy)carbonyl]amino]-3-O-(phenylmethyl)-, 6-benzoate α-D-Glucopyranoside, methyl 4-O-[2-O-acetyl-6-methyl-3-O-(phenylmethyl)-α-L-idopyranuronosyl]-2-deoxy-2-[[(phenylmethoxy)carbonyl]amino]-3-O-(phenylmethyl)-, 6-benzoate 1030834-08-2 C45H49NO15
1-(4-Bromophenyl)-4-(methyl-d3)piperazine 1-(4-Bromophenyl)-4-(methyl-d3)piperazine 2140327-15-5 C11H15BrN2
Corey 21 Corey 21 182201-62-3 C37H42N4O11S
1-(4-Methoxyphenyl)piperazine 1-(4-Methoxyphenyl)piperazine 38212-30-5 C11H16N2O
2-Imidazolidone hemihydrate 2-Imidazolidone hemihydrate 121325-67-5 C3H8N2O2
2-N-UNDECYLIMIDAZOLE 2-N-UNDECYLIMIDAZOLE 16731-68-3 C14H26N2
Iminodibenzylcarbonyl chloride Iminodibenzylcarbonyl chloride 33948-19-5 C15H12ClNO
Ethyl 2-bromothiazole-5-carboxylate Ethyl 2-bromothiazole-5-carboxylate 41731-83-3 C6H6BrNO2S
TERT-BUTYL 3-(4,4,5,5-TETRAMETHYL-1,3,2-DIOXABOROLAN-2-YL)-1H-PYRROLO[3,2-C]PYRIDINE-1-CARBOXYLATE TERT-BUTYL 3-(4,4,5,5-TETRAMETHYL-1,3,2-DIOXABOROLAN-2-YL)-1H-PYRROLO[3,2-C]PYRIDINE-1-CARBOXYLATE 877060-60-1 C18H25BN2O4
(R)-1-N-Boc-2-methylpiperazine (R)-1-N-Boc-2-methylpiperazine 170033-47-3 C10H20N2O2
2-Fluoro-4-(4-tetrahydropyranyl)bromobenzene 2-Fluoro-4-(4-tetrahydropyranyl)bromobenzene 1695779-46-4 C11H12BrFO
1-(4-Fluorophenyl)piperazine 1-(4-Fluorophenyl)piperazine 2252-63-3 C10H13FN2
2-PYRIDIN-3-YL PIPERAZINE 2-PYRIDIN-3-YL PIPERAZINE 111781-56-7 C9H13N3
2-Bromo-5-nitrothiazole 2-Bromo-5-nitrothiazole 3034-48-8 C3HBrN2O2S
[(9-oxo-9H-thioxanthen-2-yl)oxy]acetic acid [(9-oxo-9H-thioxanthen-2-yl)oxy]acetic acid 84434-05-9 C15H10O4S
5-(N-Boc-piperidin-4-yl)pyrazine-2-boronic acid pinacol ester 5-(N-Boc-piperidin-4-yl)pyrazine-2-boronic acid pinacol ester 1402238-11-2 C20H32BN3O4
2-isopropylthiazole 2-isopropylthiazole 15679-10-4 C6H9NS
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