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Pyridine derivatives

The important pyridine derivatives include niacin, nicotinamide, isonicotinoylhydrazine, nicotine, strychnine, and vitamin B6.

Vitamin B6 is a class of tetrasubstituted pyridine derivatives with coenzyme function, used clinically for the treatment of vomiting of pregnancy, radioactive vomiting, isoniazid poisoning, seborrheic dermatitis and pellagra, etc.

Pyridine is a kind of colorless or slightly yellow liquid with an alkalescence and special odor, naturally present in coal tar, shale oil, coal gas and petroleum. Miscible with water, alcohols, ethers, petroleum ether, oils, benzene, chloroform and most of other organic solvents, pyridine is an important chemical raw materials and solvents.

Similar to benzene with the same electronic structure pyridine has an almost hexagonal structure. The electron density of 2, 4, 6 sites is lower than that of 3, 5 sites due to the electronic absorption of nitrogen atoms in the ring. Therefore, in an acidic medium, electrophilic substitution reactions occur in the 3,5 positions and nucleophilic reactions such as amination, alkylation, arylation, acylation occur on the 2,4,6 position. Pyridine is a weak tertiary amine that can generate water-insoluble salts with various acids such as picric acid and perchloric acid in an ethanol solution; and pyridine hydrochloride ( C5H5N • HCl) can be generated by hydrochloric acid with pyridine due to its alkalescence. Piperidine can be generated from the hydrogenation of pyridine under the catalysis of nickel at 200 ℃ and 15 ~ 30MPa, or from the electrolysis reduction. It's relatively easier to be reduced but more difficult to be oxidized than benzene. But it can be oxidized by hydrogen peroxide or peroxy acids to form pyridine N-oxide, which is an important pyridine derivative.  Pyridine N-oxide can’t form a positively charged pyridinium cation after the oxidation of nitrogen atoms, which is therefore in favor of electrophilic substitution reaction of aryl group. Electrophilic substitution reactions of pyridine such as pyridine nitration, sulfonation and halogenation are difficult. But 3,5-dichloro-pyridine, or 3,4.5- trichloro pyridine can be obtained at more than 200 ℃ through halogenation which is slightly easier than the former two. Pyridine can form crystalline coordination compounds with various metal ions.

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Structure Chemical Name CAS MF
2-Chloro-5-fluoronicotinic acid 2-Chloro-5-fluoronicotinic acid 38186-88-8 C6H3ClFNO2
Methyl 4-aminopyridine-3-carboxylate Methyl 4-aminopyridine-3-carboxylate 16135-36-7 C7H8N2O2
6-Methylpyridine-2-carbonitrile 6-Methylpyridine-2-carbonitrile 1620-75-3 C7H6N2
4-(2-Pyridinyl)benzaldehyde 4-(2-Pyridinyl)benzaldehyde 127406-56-8 C12H9NO
2,6-Dimethoxypyridine 2,6-Dimethoxypyridine 6231-18-1 C7H9NO2
2-Hydroxyisonicotinic acid 2-Hydroxyisonicotinic acid 22282-72-0 C6H5NO3
3-Chloroisonicotinic acid 3-Chloroisonicotinic acid 88912-27-0 C6H4ClNO2
2-Chloro-6-methylnicotinic acid 2-Chloro-6-methylnicotinic acid 30529-70-5 C7H6ClNO2
3-ACETYL-5-BROMOPYRIDINE 3-ACETYL-5-BROMOPYRIDINE 38940-62-4 C7H6BrNO
Pyridine-N-oxide Pyridine-N-oxide 694-59-7 C5H5NO
4-Pyridineacetic acid hydrochloride 4-Pyridineacetic acid hydrochloride 6622-91-9 C7H8ClNO2
Ethyl 4,6-dichloronicotinate Ethyl 4,6-dichloronicotinate 40296-46-6 C8H7Cl2NO2
2,6-Dichloroisonicotinic acid 2,6-Dichloroisonicotinic acid 5398-44-7 C6H3Cl2NO2
3-Phenylpyridine 3-Phenylpyridine 1008-88-4 C11H9N
5-Methylnicotinic acid 5-Methylnicotinic acid 3222-49-9 C7H7NO2
2-Amino-6-(trifluoromethyl)pyridine 2-Amino-6-(trifluoromethyl)pyridine 34486-24-3 C6H5F3N2
2-Methoxypyridne-4-boronic acid 2-Methoxypyridne-4-boronic acid 762262-09-9 C6H8BNO3
2-Ethoxypyridine 2-Ethoxypyridine 14529-53-4 C7H9NO
4-(4-Aminophenoxy)-N-methylpicolinamide 4-(4-Aminophenoxy)-N-methylpicolinamide 284462-37-9 C13H13N3O2
3-Methylpyridine-2-carboxylic acid 3-Methylpyridine-2-carboxylic acid 4021-07-2 C7H7NO2
4-CYANO-7-AZAINDOLE 4-CYANO-7-AZAINDOLE 344327-11-3 C8H5N3
4-Phenylpyridine 4-Phenylpyridine 939-23-1 C11H9N
2-Chloromethyl-4-methoxy-3,5-dimethylpyridine hydrochloride 2-Chloromethyl-4-methoxy-3,5-dimethylpyridine hydrochloride 86604-75-3 C9H13Cl2NO
2-Pyridinethione 2-Pyridinethione 2637-34-5 C5H5NS
2-Phenylpyridine 2-Phenylpyridine 1008-89-5 C11H9N
6-Methoxynicotinaldehyde 6-Methoxynicotinaldehyde 65873-72-5 C7H7NO2
2-Chloromethyl-3,4-dimethoxypyridinium chloride 2-Chloromethyl-3,4-dimethoxypyridinium chloride 72830-09-2 C8H11Cl2NO2
2,5-Dichloronicotinic acid 2,5-Dichloronicotinic acid 59782-85-3 C6H3Cl2NO2
2-Amino-3-benzyloxypyridine 2-Amino-3-benzyloxypyridine 24016-03-3 C12H12N2O
2-BROMO-3-FORMYLPYRIDINE 2-BROMO-3-FORMYLPYRIDINE 128071-75-0 C6H4BrNO
2-Chloro-4-methoxypyridine 2-Chloro-4-methoxypyridine 17228-69-2 C6H6ClNO
3-Pyridinesulfonic acid 3-Pyridinesulfonic acid 636-73-7 C5H5NO3S
6-CHLORO-2-PICOLINIC ACID METHYL ESTER 6-CHLORO-2-PICOLINIC ACID METHYL ESTER 6636-55-1 C7H6ClNO2
2-Pyridineboronic acid 2-Pyridineboronic acid 197958-29-5 C5H6BNO2
Methyl picolinate Methyl picolinate 2459-07-6 C7H7NO2
2,6-Dichloronicotinonitrile 2,6-Dichloronicotinonitrile 40381-90-6 C6H2Cl2N2
2-BROMO-3-METHOXYPYRIDINE 2-BROMO-3-METHOXYPYRIDINE 24100-18-3 C6H6BrNO
2-Bromopyridine-4-methanol 2-Bromopyridine-4-methanol 118289-16-0 C6H6BrNO
2-Mercaptonicotinic acid 2-Mercaptonicotinic acid 38521-46-9 C6H5NO2S
IMIDAZO[1,2-A]PYRIDINE-6-CARBOXYLIC ACID IMIDAZO[1,2-A]PYRIDINE-6-CARBOXYLIC ACID 139022-25-6 C8H6N2O2
4-Pyrrolidinopyridine 4-Pyrrolidinopyridine 2456-81-7 C9H12N2
Methyl 2-methylnicotinate Methyl 2-methylnicotinate 65719-09-7 C8H9NO2
2,2'-Dithiodipyridine 2,2'-Dithiodipyridine 2127-03-9 C10H8N2S2
2,3-Pyridinedicarboxylic anhydride 2,3-Pyridinedicarboxylic anhydride 699-98-9 C7H3NO3
Methyl 6-bromopicolinate Methyl 6-bromopicolinate 26218-75-7 C7H6BrNO2
3-HYDROXY-4-PYRIDINECARBOXYLIC ACID 3-HYDROXY-4-PYRIDINECARBOXYLIC ACID 10128-71-9 C6H5NO3
(3-CHLORO-PYRIDIN-2-YL)-HYDRAZINE (3-CHLORO-PYRIDIN-2-YL)-HYDRAZINE 22841-92-5 C5H6ClN3
2-Methoxy-4-pyridinecarboxylic acid 2-Methoxy-4-pyridinecarboxylic acid 105596-63-2 C7H7NO3
Gimeracil Gimeracil 103766-25-2 C5H4ClNO2
4-Bromo-2-methoxypyridine 4-Bromo-2-methoxypyridine 100367-39-3 C6H6BrNO
4,6-Dichloronicotinic acid 4,6-Dichloronicotinic acid 73027-79-9 C6H3Cl2NO2
5-Chloro-2-methoxypyridine 5-Chloro-2-methoxypyridine 13473-01-3 C6H6ClNO
Ethyl 2-methylnicotinate Ethyl 2-methylnicotinate 1721-26-2 C9H11NO2
2-ETHYNYLPYRIDINE 2-ETHYNYLPYRIDINE 1945-84-2 C7H5N
6-BROMO-3H-OXAZOLO[4,5-B]PYRIDIN-2-ONE
6-BROMO-3H-OXAZOLO[4,5-B]PYRIDIN-2-ONE 21594-52-5 C6H3BrN2O2
6-IODO-[1,2,4]TRIAZOLO[1,5,A]PYRIDINE 6-IODO-[1,2,4]TRIAZOLO[1,5,A]PYRIDINE 614750-84-4 C6H4IN3
6-METHYL-2-PYRIDINEMETHANOL 6-METHYL-2-PYRIDINEMETHANOL 1122-71-0 C7H9NO
1H-Pyrazolo[3,4-b]pyridine,3-methyl-(9CI) 1H-Pyrazolo[3,4-b]pyridine,3-methyl-(9CI) 116834-96-9 C7H7N3
6-Bromoimidazo[1,2-a]pyridine 6-Bromoimidazo[1,2-a]pyridine 6188-23-4 C7H5BrN2
3-Bromo-2-methoxypyridine 3-Bromo-2-methoxypyridine 13472-59-8 C6H6BrNO
3-ETHYNYLPYRIDINE 3-ETHYNYLPYRIDINE 2510-23-8 C7H5N
5-Nitropyridine-2-carboxylic acid 5-Nitropyridine-2-carboxylic acid 30651-24-2 C6H4N2O4
2-Pyridylacetic acid hydrochloride 2-Pyridylacetic acid hydrochloride 16179-97-8 C7H8ClNO2
5-Chloronicotinic acid 5-Chloronicotinic acid 22620-27-5 C6H4ClNO2
2-Fluoro-6-formylpyridine 2-Fluoro-6-formylpyridine 208110-81-0 C6H4FNO
Ethyl 2-pyridylacetate Ethyl 2-pyridylacetate 2739-98-2 C9H11NO2
4,4-Difluoropiperidine hydrochloride 4,4-Difluoropiperidine hydrochloride 144230-52-4 C5H9F2N.ClH
Ethyl 2-aminopyridine-3-carboxylate Ethyl 2-aminopyridine-3-carboxylate 13362-26-0 C8H10N2O2
2,6-DICHLOROPYRIDINE N-OXIDE 2,6-DICHLOROPYRIDINE N-OXIDE 2587-00-0 C5H3Cl2NO
2-Hydrazinopyridine 2-Hydrazinopyridine 4930-98-7 C5H7N3
4-Pyridyl acetone 4-Pyridyl acetone 6304-16-1 C8H9NO
METHYL 2-PYRIDYLACETATE METHYL 2-PYRIDYLACETATE 1658-42-0 C8H9NO2
2-Acetyl-5-bromothiophene 2-Acetyl-5-bromothiophene 5370-25-2 C6H5BrOS
5-Bromo-2-chloronicotinic acid 5-Bromo-2-chloronicotinic acid 29241-65-4 C6H3BrClNO2
THIENO(3 2-B)PYRIDIN-7-OL THIENO(3 2-B)PYRIDIN-7-OL 107818-20-2 C7H5NOS
2-Trifluoromethyl-5-pyridineboric acid 2-Trifluoromethyl-5-pyridineboric acid 868662-36-6 C6H5BF3NO2
1,2,4-Triazolo[4,3-a]pyridin-3(2H)-one 1,2,4-Triazolo[4,3-a]pyridin-3(2H)-one 6969-71-7 C6H5N3O
5-Fluoro-2-picolinic acid 5-Fluoro-2-picolinic acid 107504-08-5 C6H4FNO2
3-Bromo-5-(trifluoromethyl)pyridine 3-Bromo-5-(trifluoromethyl)pyridine 436799-33-6 C6H3BrF3N
3-METHYL-2-PYRIDINECARBOXALDEHYDE 3-METHYL-2-PYRIDINECARBOXALDEHYDE 55589-47-4 C7H7NO
DI-2-PYRIDYL KETONE DI-2-PYRIDYL KETONE 19437-26-4 C11H8N2O
6-Methoxypyridine-2-carbaldehyde 6-Methoxypyridine-2-carbaldehyde 54221-96-4 C7H7NO2
1,5-NAPHTHYRIDINE 1,5-NAPHTHYRIDINE 254-79-5 C8H6N2
2-Chloro-5-acetylpyridine 2-Chloro-5-acetylpyridine 55676-22-7 C7H6ClNO
1-(3-Pyridyl)-3-(dimethylamino)-2-propen-1-one 1-(3-Pyridyl)-3-(dimethylamino)-2-propen-1-one 55314-16-4 C10H12N2O
2,2':6',2''-TERPYRIDINE 2,2':6',2''-TERPYRIDINE 1148-79-4 C15H11N3
Pyridinium tribromide Pyridinium tribromide 39416-48-3 C5H6Br3N-2
Methyl 4,6-dichloronicotinate Methyl 4,6-dichloronicotinate 65973-52-6 C7H5Cl2NO2
6-METHOXYPYRIDINE-2-CARBOXYLIC ACID 6-METHOXYPYRIDINE-2-CARBOXYLIC ACID 26893-73-2 C7H7NO3
Methyl 5-bromo-2-chloropyridine-3-carboxylate Methyl 5-bromo-2-chloropyridine-3-carboxylate 78686-79-0 C7H5BrClNO2
Ethyl 2,6-dichloro-5-fluoro-pyridine-3-acetoacetate Ethyl 2,6-dichloro-5-fluoro-pyridine-3-acetoacetate 96568-04-6 C10H8Cl2FNO3
6-Methyl-2-pyridinecarboxaldehyde 6-Methyl-2-pyridinecarboxaldehyde 1122-72-1 C7H7NO
5-BROMO-2-METHOXY-NICOTINIC ACID 5-BROMO-2-METHOXY-NICOTINIC ACID 54916-66-4 C7H6BrNO3
6-Chloronicotinamide 6-Chloronicotinamide 6271-78-9 C6H5ClN2O
2-Amino-4-methoxypyridine 2-Amino-4-methoxypyridine 10201-73-7 C6H8N2O
3-(1-Pyridinio)-1-propanesulfonate 3-(1-Pyridinio)-1-propanesulfonate 15471-17-7 C8H11NO3S
2-Amino-6-methoxy-3-nitropyridine 2-Amino-6-methoxy-3-nitropyridine 73896-36-3 C6H7N3O3
6-Methyl-2-pyridinecarboxylic acid 6-Methyl-2-pyridinecarboxylic acid 934-60-1 C7H7NO2
5-Bromo-2-ethoxypyridine 5-Bromo-2-ethoxypyridine 55849-30-4 C7H8BrNO
5-METHOXY-PYRIDIN-2-YLAMINE 5-METHOXY-PYRIDIN-2-YLAMINE 10167-97-2 C6H8N2O
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