Product Name

  • Name

    Nicotinic acid

  • EINECS 200-441-0
  • CAS No. 59-67-6
  • Article Data301
  • CAS DataBase
  • Density 1.293 g/cm3
  • Solubility 1-5 g/100 mL at 17 °C in water
  • Melting Point 236-239 °C(lit.)
  • Formula C6H5NO2
  • Boiling Point 292.467 °C at 760 mmHg
  • Molecular Weight 123.111
  • Flash Point 130.68 °C
  • Transport Information
  • Appearance White powder
  • Safety 26-36-24/25
  • Risk Codes 36/37/38
  • Molecular Structure Molecular Structure of 59-67-6 (Nicotinic acid)
  • Hazard Symbols IrritantXi
  • Synonyms Nicocidin;Efacin;Nicocap;Niacor;Niac;Nicamin;Nicotinipca;Daskil;Nicotene;Nicosan 3;Nicodon;Nicobid;Davitamon PP;pyridine-3-carboxylate;NICO;Peviton;Nicovasan;Nicotamin;Pellagrin;Niconat;Enduracin;Nicangin;Nicodelmine;Niacin (vitamin B3);Nicotinic acid(Medicine used);Nikotinsaeure;Niacin;
  • PSA 50.19000
  • LogP 0.77980

Synthetic route

Pyridine-2,5-dicarboxylic acid
100-26-5

Pyridine-2,5-dicarboxylic acid

nicotinic acid
59-67-6

nicotinic acid

Conditions
ConditionsYield
With water at 230℃; for 2h;99.9%
With water at 205℃;
With water at 175 - 180℃; under 22065.2 Torr;
3-Methylpyridine
108-99-6

3-Methylpyridine

nicotinic acid
59-67-6

nicotinic acid

Conditions
ConditionsYield
With oxygen; V2O5/Sb2O3-TiO2 In water at 260 - 280℃; Industry scale; Inert atmosphere; Gas phase;99.58%
With oxygen; V2O5/Sb2O3-TiO2 In water at 260 - 280℃; Product distribution / selectivity; Inert atmosphere; Gas phase; Industry scale;99.58%
With water; oxygen Product distribution / selectivity;97.3%
ETOFIBRATE
31637-97-5

ETOFIBRATE

A

nicotinic acid
59-67-6

nicotinic acid

B

Clofibric acid
882-09-7

Clofibric acid

C

ethylene glycol
107-21-1

ethylene glycol

Conditions
ConditionsYield
With hydrogenchloride; [RuCl2(CO)2(Ph2P-3-C6H4COOH)2] In methanol; water at 75℃; for 0.333333h;A 99.1%
B n/a
C n/a
3-pyridinecarboxaldehyde
500-22-1

3-pyridinecarboxaldehyde

nicotinic acid
59-67-6

nicotinic acid

Conditions
ConditionsYield
With 2,2,6,6-Tetramethyl-1-piperidinyloxy free radical; laccase from Trametes versicolor; oxygen In water at 30℃; for 24h; Enzymatic reaction;99%
With C4H11FeMo6NO24(3-)*3C16H36N(1+); water; oxygen; sodium carbonate at 50℃; under 760.051 Torr; for 8h; Green chemistry;99%
With 4H3N*4H(1+)*CuMo6O18(OH)6(4-); water; oxygen; sodium carbonate at 50℃; under 760.051 Torr; for 12h;99%
3-hydroxymethylpyridin
100-55-0

3-hydroxymethylpyridin

nicotinic acid
59-67-6

nicotinic acid

Conditions
ConditionsYield
With tert-butyldimethylsilyl chloride In methanol; water at 20℃; for 0.5h; Reagent/catalyst; Green chemistry;99%
With 4-acetylamino-2,2,6,6-tetramethyl-1-piperidinoxy In aq. buffer at 20℃; for 12h; pH=9.8 - 10.1; Electrolysis;96%
With ferrous(II) sulfate heptahydrate; Oxone In water at 20℃; for 0.5h; Sonication; Green chemistry;94%
3-pyridinecarboxylic acid ethyl ester
614-18-6

3-pyridinecarboxylic acid ethyl ester

nicotinic acid
59-67-6

nicotinic acid

Conditions
ConditionsYield
With PPA at 155℃; for 4.5h;98%
With alkaline H2O In dimethyl sulfoxide at 30℃; Rate constant; other solvent (EtOH); variation of water concentrations;
esterase in WBN; IL-Ht rat abdominal skin homogenate at 37℃; Enzyme kinetics;
methyl-3-oxo-3-(pyridin-3-yl)propanedithioate
1312414-21-3

methyl-3-oxo-3-(pyridin-3-yl)propanedithioate

nicotinic acid
59-67-6

nicotinic acid

Conditions
ConditionsYield
With sodium hydroxide In water at 100℃; for 10h; Reflux; chemoselective reaction;98%
quinoline-5-sulfonic acid
23261-58-7

quinoline-5-sulfonic acid

nicotinic acid
59-67-6

nicotinic acid

Conditions
ConditionsYield
With sulfuric acid; selenium at 240 - 300℃; for 1h; Product distribution; reaction time; SeO2 as catal.;95%
C8H6Cl3NO2

C8H6Cl3NO2

nicotinic acid
59-67-6

nicotinic acid

Conditions
ConditionsYield
With indium; ammonium chloride In tetrahydrofuran for 11h; Heating;95%
3-iodopyridine
1120-90-7

3-iodopyridine

diphenylmethylsilanecarboxylic acid
18414-58-9

diphenylmethylsilanecarboxylic acid

nicotinic acid
59-67-6

nicotinic acid

Conditions
ConditionsYield
With potassium trimethylsilonate; 4,5-bis(diphenylphos4,5-bis(diphenylphosphino)-9,9-dimethylxanthenephino)-9,9-dimethylxanthene; bis(dibenzylideneacetone)-palladium(0) In toluene at 40℃; for 0.333333h;95%
3-Methylpyridine
108-99-6

3-Methylpyridine

A

nicotinic acid
59-67-6

nicotinic acid

B

carbon dioxide
124-38-9

carbon dioxide

Conditions
ConditionsYield
With water; oxygen at 310℃; Product distribution / selectivity;A 93.13%
B 5.56%
With water; oxygen at 300℃; Product distribution / selectivity;A 93.16%
B 6.39%
With water; oxygen at 285℃; Product distribution / selectivity;A 92.22%
B 7.11%
nicotinamide
98-92-0

nicotinamide

nicotinic acid
59-67-6

nicotinic acid

Conditions
ConditionsYield
With tert.-butylnitrite; acetic acid at 75℃; for 2.5h; Inert atmosphere;92%
With niobium(V) oxide; water In neat (no solvent) for 20h; Reflux; Inert atmosphere;83%
With barium dihydroxide In water for 1h; Heating;
With recombinant Borrelia burgdorferi nicotinamidase at 25℃; pH=7.3; Kinetics; Reagent/catalyst; Concentration; aq. phosphate buffer; Enzymatic reaction;
With water In aq. phosphate buffer at 30℃; for 6h; pH=7; Time; Enzymatic reaction;41.66 mmol
1-(4-methoxyphenyl)-2-(pyridin-3-yl)-ethanone
52700-25-1

1-(4-methoxyphenyl)-2-(pyridin-3-yl)-ethanone

A

nicotinic acid
59-67-6

nicotinic acid

B

4-methoxybenzoic acid
100-09-4

4-methoxybenzoic acid

Conditions
ConditionsYield
With oxygen; potassium hydroxide at 20℃; Schlenk technique; chemoselective reaction;A 92%
B 92%
pyridine-3-ylglyoxal
63464-84-6

pyridine-3-ylglyoxal

nicotinic acid
59-67-6

nicotinic acid

Conditions
ConditionsYield
With iodine; dimethyl sulfoxide at 180℃; for 0.0833333h; Inert atmosphere; Microwave irradiation;91%
3-hydroxymethylpyridin
100-55-0

3-hydroxymethylpyridin

A

3-pyridinecarboxaldehyde
500-22-1

3-pyridinecarboxaldehyde

B

nicotinic acid
59-67-6

nicotinic acid

Conditions
ConditionsYield
With sodium hypochlorite; C8H18NPol; sodium hydrogencarbonate In water; toluene at 15 - 20℃; for 4.5h; Product distribution / selectivity;A 90.1%
B 3.4%
With sodium hypochlorite; C13H26N2OPol; sodium hydrogencarbonate In water; toluene at 15 - 20℃; for 4.5h; Product distribution / selectivity;A 87.7%
B 3.5%
With sodium hypochlorite; C16H28N2O5Pol; sodium hydrogencarbonate In water; 1,2-dichloro-ethane at 15 - 20℃; for 4.5h; Product distribution / selectivity;A 85.3%
B 5.3%
8-quinolinesulfonic acid
85-48-3

8-quinolinesulfonic acid

nicotinic acid
59-67-6

nicotinic acid

Conditions
ConditionsYield
With sulfuric acid; selenium at 240 - 300℃; for 1h; Product distribution; reaction time; SeO2 as catal.;90%
methyl-3-pyridylketone
350-03-8

methyl-3-pyridylketone

nicotinic acid
59-67-6

nicotinic acid

Conditions
ConditionsYield
With Oxone; trifluoroacetic acid In 1,4-dioxane for 10h; Reflux; Green chemistry;90%
With copper(l) iodide; hydroxylamine hydrochloride; oxygen In dimethyl sulfoxide at 100℃; for 12h;68%
1,2-di(pyridin-3-yl)ethan-1-one
6339-93-1

1,2-di(pyridin-3-yl)ethan-1-one

nicotinic acid
59-67-6

nicotinic acid

Conditions
ConditionsYield
With oxygen; potassium hydroxide at 20℃; Schlenk technique; chemoselective reaction;90%
3-Methylpyridine
108-99-6

3-Methylpyridine

2,2'-diphenyl-[3,3']biindolylidene 1,1'-dioxide
2196-95-4, 17213-48-8

2,2'-diphenyl-[3,3']biindolylidene 1,1'-dioxide

A

pyridine
110-86-1

pyridine

B

3-pyridinecarboxaldehyde
500-22-1

3-pyridinecarboxaldehyde

C

nicotinic acid
59-67-6

nicotinic acid

D

2,2'-diphenyl-1H,1'H-3,3'-biindole
2415-33-0

2,2'-diphenyl-1H,1'H-3,3'-biindole

Conditions
ConditionsYield
at 140℃; for 14h; Product distribution;A 5%
B 18%
C 60%
D 88%
at 140℃; for 14h; Further byproducts given;A 5%
B 18%
C 60%
D 88%
2,2'-diphenyl-[3,3']biindolylidene 1,1'-dioxide
2196-95-4, 17213-48-8

2,2'-diphenyl-[3,3']biindolylidene 1,1'-dioxide

A

pyridine
110-86-1

pyridine

B

3-pyridinecarboxaldehyde
500-22-1

3-pyridinecarboxaldehyde

C

nicotinic acid
59-67-6

nicotinic acid

D

2,2'-diphenyl-1H,1'H-3,3'-biindole
2415-33-0

2,2'-diphenyl-1H,1'H-3,3'-biindole

Conditions
ConditionsYield
With 3-Methylpyridine at 140℃; for 14h; Further byproducts given;A 5%
B 18%
C 60%
D 88%
3-pyridinecarboxaldehyde
500-22-1

3-pyridinecarboxaldehyde

A

nicotinic acid
59-67-6

nicotinic acid

B

1,2-di(pyridine-3-yl)ethane-1,2-dione
35779-39-6

1,2-di(pyridine-3-yl)ethane-1,2-dione

Conditions
ConditionsYield
With 4-acetylamino-2,2,6,6-tetramethyl-1-piperidinoxy In aq. buffer at 20℃; for 8h; pH=11.5; Electrolysis;A 86%
B 6%
Nicotinic acid N-oxide
2398-81-4

Nicotinic acid N-oxide

nicotinic acid
59-67-6

nicotinic acid

Conditions
ConditionsYield
With pyridine for 30h; Heating; other temperature, other reactant ratio, sealed tube;85%
With 2,3-dimethyl-2,3-butane diol; bis(N,N-dimethylformamide)dichloridodioxidomolybdenum(VI) In N,N-dimethyl acetamide at 130℃; Microwave irradiation; Sealed tube; Green chemistry; chemoselective reaction;84%
With molybdenum(V) chloride; sodium iodide In acetonitrile at 20℃; for 2h;83%
3-picolyl bromide
69966-55-8

3-picolyl bromide

nicotinic acid
59-67-6

nicotinic acid

Conditions
ConditionsYield
With 5,10,15,20-tetra(4-nitrophenyl) porphyrinato iron chloride; [bis(acetoxy)iodo]benzene; water In methanol at 50℃; for 12h;85%
Myosmine
532-12-7

Myosmine

nicotinic acid
59-67-6

nicotinic acid

Conditions
ConditionsYield
With D-glucose at 200℃; for 1h; pH=7.5; Temperature; pH-value;84%
3-pyridinecarboxaldehyde
500-22-1

3-pyridinecarboxaldehyde

A

3-hydroxymethylpyridin
100-55-0

3-hydroxymethylpyridin

B

nicotinic acid
59-67-6

nicotinic acid

Conditions
ConditionsYield
With TEA; magnesium bromide In dichloromethane at 20℃; for 48h; Cannizzaro reaction;A 82%
B n/a
With N,N,N',N'-tetramethylguanidine In water at 20℃; for 7h; Cannizzaro reaction;A 44%
B 41%
With barium dihydroxide; formaldehyd at 100 - 110℃; for 0.0333333h; Irradiation;A 97 % Chromat.
B 3 % Chromat.
With aluminum oxide; sodium hydroxide; water for 0.00416667h; Irradiation; Yield given; Yields of byproduct given;
3-Bromopyridine
626-55-1

3-Bromopyridine

potassium formate
590-29-4

potassium formate

nicotinic acid
59-67-6

nicotinic acid

Conditions
ConditionsYield
With [PhCOPd(PtBu3)I]; dtbpf In 2-methyltetrahydrofuran at 80℃; for 18h; Inert atmosphere;82%
3-iodopyridine
1120-90-7

3-iodopyridine

molybdenum hexacarbonyl
13939-06-5, 199620-15-0

molybdenum hexacarbonyl

nicotinic acid
59-67-6

nicotinic acid

Conditions
ConditionsYield
With C35H20F34NO3(1-)*Pd(2+)*Cl(1-); water; N-ethyl-N,N-diisopropylamine at 130℃; for 0.333333h; Microwave irradiation;81%
6-iodo-nicotinic acid
13054-02-9

6-iodo-nicotinic acid

nicotinic acid
59-67-6

nicotinic acid

Conditions
ConditionsYield
With hydrogenchloride; indium In water for 2h; Reflux;80%
With indium In water for 5h; Heating;57%
nicotinic acid
59-67-6

nicotinic acid

benzyl alcohol
100-51-6

benzyl alcohol

benzyl nicotinate
94-44-0

benzyl nicotinate

Conditions
ConditionsYield
With N,N-bis[2-oxo-3-oxazolidinyl]phosphorodiamidic chloride In dichloromethane for 1h; Ambient temperature;100%
With N,N'-dimethylaminopyridine; di-tert-butyl dicarbonate In nitromethane at 50℃; for 16h;81%
With boric acid; glycerol Entfernen des entstehenden H2O;
nicotinic acid
59-67-6

nicotinic acid

pyridine-3-carbonyl chloride hydrochloride
20260-53-1

pyridine-3-carbonyl chloride hydrochloride

Conditions
ConditionsYield
With thionyl chloride for 4h; Heating;100%
With oxalyl dichloride; N,N-dimethyl-formamide In dichloromethane at 20℃; Inert atmosphere;100%
With thionyl chloride In toluene at 100℃; for 24h;100%
nicotinic acid
59-67-6

nicotinic acid

1-hydroxy-pyrrolidine-2,5-dione
6066-82-6

1-hydroxy-pyrrolidine-2,5-dione

nicotinic acid succinimidyl ester
78348-28-4

nicotinic acid succinimidyl ester

Conditions
ConditionsYield
With dicyclohexyl-carbodiimide In 1,4-dioxane100%
With 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride In tetrahydrofuran at 20℃; for 48h;85%
With dicyclohexyl-carbodiimide In dichloromethane; N,N-dimethyl-formamide at 0 - 20℃;80%
nicotinic acid
59-67-6

nicotinic acid

3-pyridinecarbonyl chloride
10400-19-8

3-pyridinecarbonyl chloride

Conditions
ConditionsYield
With thionyl chloride for 5h; Reflux;100%
With oxalyl dichloride; N,N-dimethyl-formamide In dichloromethane at 0 - 20℃; for 3h; Inert atmosphere; Cooling with ice;100%
With oxalyl dichloride at 20℃; for 0.5h;100%
nicotinic acid
59-67-6

nicotinic acid

(3R,4R)-4-[4-(2-Hydroxy-ethoxy)-phenyl]-3-(naphthalen-2-ylmethoxy)-piperidine-1-carboxylic acid tert-butyl ester

(3R,4R)-4-[4-(2-Hydroxy-ethoxy)-phenyl]-3-(naphthalen-2-ylmethoxy)-piperidine-1-carboxylic acid tert-butyl ester

Nicotinic acid 2-{4-[(3R,4R)-1-tert-butoxycarbonyl-3-(naphthalen-2-ylmethoxy)-piperidin-4-yl]-phenoxy}-ethyl ester

Nicotinic acid 2-{4-[(3R,4R)-1-tert-butoxycarbonyl-3-(naphthalen-2-ylmethoxy)-piperidin-4-yl]-phenoxy}-ethyl ester

Conditions
ConditionsYield
With N-(3-dimethylaminopropyl)-N-ethylcarbodiimide; triethylamine In dichloromethane Ambient temperature;100%
nicotinic acid
59-67-6

nicotinic acid

4-(5-nitro-1H-indol-1-yl)-1-butanol
578725-98-1

4-(5-nitro-1H-indol-1-yl)-1-butanol

nicotinic acid 4-(5-nitro-indol-1-yl)-butyl ester
578726-03-1

nicotinic acid 4-(5-nitro-indol-1-yl)-butyl ester

Conditions
ConditionsYield
With dmap; dicyclohexyl-carbodiimide In dichloromethane at 20℃;100%
nicotinic acid
59-67-6

nicotinic acid

N-((piperidin-4-yl)methyl)-N'-(adamant-1-yl)urea hydrochloride

N-((piperidin-4-yl)methyl)-N'-(adamant-1-yl)urea hydrochloride

N-((1-(pyridine-3-carbonyl)piperidin-4-yl)methyl)-N'-(adamant-1-yl)urea

N-((1-(pyridine-3-carbonyl)piperidin-4-yl)methyl)-N'-(adamant-1-yl)urea

Conditions
ConditionsYield
With dmap; N-(3-dimethylaminopropyl)-N-ethylcarbodiimide; triethylamine In dichloromethane at 0 - 20℃; for 20h;100%
(1-S)-{4-[(5-tert-butoxycarbonylamino-1-hydroxymethyl-pentyl)-isobutyl-sulfamoyl]-phenyl}-carbamic acid tert-butyl ester
900187-22-6

(1-S)-{4-[(5-tert-butoxycarbonylamino-1-hydroxymethyl-pentyl)-isobutyl-sulfamoyl]-phenyl}-carbamic acid tert-butyl ester

nicotinic acid
59-67-6

nicotinic acid

(2S)-nicotinic acid 6-tert-butoxycarbonylamino-2-[(4-tert-butoxycarbonylamino-benzenesulfonyl)-isobutyl-amino]-hexyl ester
874339-83-0

(2S)-nicotinic acid 6-tert-butoxycarbonylamino-2-[(4-tert-butoxycarbonylamino-benzenesulfonyl)-isobutyl-amino]-hexyl ester

Conditions
ConditionsYield
With benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triethylamine In N,N-dimethyl-formamide at 20℃;100%
With benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triethylamine In DMF (N,N-dimethylformamide) at 20℃;100%
With benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triethylamine In N,N-dimethyl-formamide at 20℃;100%
nicotinic acid
59-67-6

nicotinic acid

4-bromo-N2-methylbenzene-1,2-diamine
337915-79-4

4-bromo-N2-methylbenzene-1,2-diamine

C13H12BrN3O
1038408-42-2

C13H12BrN3O

Conditions
ConditionsYield
With N-ethyl-N,N-diisopropylamine; HATU; dmap In N,N-dimethyl-formamide at 0 - 20℃; for 2.16667h;100%
nicotinic acid
59-67-6

nicotinic acid

nicotinic acid sulfate
64030-04-2

nicotinic acid sulfate

Conditions
ConditionsYield
With sulfuric acid In dichloromethane at 20℃; Cooling with ice;100%
With sulfuric acid In dichloromethane at 20℃; for 0.5h;100%
nicotinic acid
59-67-6

nicotinic acid

methyl pyrrolidine-2-carboxylate
43041-12-9, 52183-82-1, 2577-48-2

methyl pyrrolidine-2-carboxylate

1-(pyridine-3-carbonyl)pyrrolidine-2-carboxylic acid methyl ester
955038-97-8

1-(pyridine-3-carbonyl)pyrrolidine-2-carboxylic acid methyl ester

Conditions
ConditionsYield
With 4-methyl-morpholine; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; dmap In dichloromethane at 0 - 25℃;100%
nicotinic acid
59-67-6

nicotinic acid

C21H33N3O
1619984-56-3

C21H33N3O

N-(((1S,2S,3R,8aS)-2,5,5,8a-tetramethyl-3-(nicotinamido)decahydronaphthalen-1-yl)methyl)nicotinamide
1619983-87-7

N-(((1S,2S,3R,8aS)-2,5,5,8a-tetramethyl-3-(nicotinamido)decahydronaphthalen-1-yl)methyl)nicotinamide

Conditions
ConditionsYield
With dicyclohexyl-carbodiimide In dichloromethane at 20℃; for 18h; Inert atmosphere;100%
nicotinic acid
59-67-6

nicotinic acid

1,1,1,3,3,3-hexamethyl-disilazane
999-97-3

1,1,1,3,3,3-hexamethyl-disilazane

trimethylsilyl 3-pyridinecarboxylate
25436-37-7

trimethylsilyl 3-pyridinecarboxylate

Conditions
ConditionsYield
With ammonium bisulphate for 24h; Reflux; Inert atmosphere;100%
With ammonium sulfate In toluene at 95 - 110℃; Inert atmosphere;92%
With iodine In neat (no solvent) at 20℃; for 19h; Green chemistry;61%
nicotinic acid
59-67-6

nicotinic acid

cholin hydroxide
123-41-1

cholin hydroxide

2-hydroxy-N,N,N-trimethylethanaminium nicotinate
49719-80-4

2-hydroxy-N,N,N-trimethylethanaminium nicotinate

Conditions
ConditionsYield
In water for 0.166667h; pH=Ca. 9; Cooling with ice;100%
In water pH=7.66;
nicotinic acid
59-67-6

nicotinic acid

L-arginine
74-79-3

L-arginine

L-arginine nicotinate

L-arginine nicotinate

Conditions
ConditionsYield
In water for 0.166667h; pH=Ca. 6 - 6.2; Cooling with ice;100%
nicotinic acid
59-67-6

nicotinic acid

L-histidine
71-00-1

L-histidine

(S)-1-carboxy-2-(1H-imidazol-4-yl)ethanaminium nicotinate

(S)-1-carboxy-2-(1H-imidazol-4-yl)ethanaminium nicotinate

Conditions
ConditionsYield
In water for 0.166667h; pH=Ca. 5.5 - 5.8; Cooling with ice;100%
nicotinic acid
59-67-6

nicotinic acid

L-proline
147-85-3

L-proline

(S)-2-carboxypyrrolidin-1-ium nicotinate

(S)-2-carboxypyrrolidin-1-ium nicotinate

Conditions
ConditionsYield
In water for 0.166667h; pH=Ca. 3.3 - 3.9; Cooling with ice;100%
nicotinic acid
59-67-6

nicotinic acid

L-valine
72-18-4

L-valine

(S)-1-carboxy-2-methylpropan-1-aminium nicotinate

(S)-1-carboxy-2-methylpropan-1-aminium nicotinate

Conditions
ConditionsYield
In water for 0.166667h; pH=Ca. 3.3 - 3.9; Cooling with ice;100%
nicotinic acid
59-67-6

nicotinic acid

L-Tryptophan
73-22-3

L-Tryptophan

(S)-1-carboxy-2-(1H-indol-3-yl)ethanaminium nicotinate

(S)-1-carboxy-2-(1H-indol-3-yl)ethanaminium nicotinate

Conditions
ConditionsYield
In water for 0.166667h; pH=Ca. 3.3 - 3.9; Cooling with ice; Heating;100%
nicotinic acid
59-67-6

nicotinic acid

L-carnitine
541-15-1

L-carnitine

(R)-3-carboxy-2-hydroxy-N,N,N-trimethylpropan-1-aminium nicotinate

(R)-3-carboxy-2-hydroxy-N,N,N-trimethylpropan-1-aminium nicotinate

Conditions
ConditionsYield
In water for 0.166667h; pH=Ca. 3.3 - 3.9; Cooling with ice;100%
nicotinic acid
59-67-6

nicotinic acid

L-methionine
63-68-3

L-methionine

(S)-1-carboxy-3-(methylthio)propan-1-aminium nicotinate

(S)-1-carboxy-3-(methylthio)propan-1-aminium nicotinate

Conditions
ConditionsYield
In water for 0.166667h; pH=Ca. 2.8 - 3.3; Cooling with ice;100%
nicotinic acid
59-67-6

nicotinic acid

L-isoleucine
73-32-5

L-isoleucine

(1S,2S)-1-carboxy-2-methylbutan-1-aminium nicotinate

(1S,2S)-1-carboxy-2-methylbutan-1-aminium nicotinate

Conditions
ConditionsYield
In water for 0.166667h; pH=Ca. 2.3 - 3.3; Cooling with ice;100%
nicotinic acid
59-67-6

nicotinic acid

D-Val-OH
640-68-6

D-Val-OH

(R)-1-carboxy-2-methylpropan-1-aminium nicotinate

(R)-1-carboxy-2-methylpropan-1-aminium nicotinate

Conditions
ConditionsYield
In water for 0.166667h; pH=Ca. 3.3 - 3.9; Cooling with ice;100%
nicotinic acid
59-67-6

nicotinic acid

N-butylamine
109-73-9

N-butylamine

C6H5NO2*C4H11N

C6H5NO2*C4H11N

Conditions
ConditionsYield
In water for 0.166667h; pH=Ca. 7 - 7.2; Cooling with ice;100%
nicotinic acid
59-67-6

nicotinic acid

ascorbic acid
50-81-7

ascorbic acid

niacin, ascorbic acid

niacin, ascorbic acid

Conditions
ConditionsYield
In water for 0.166667h; pH=Ca. 2.8 - 3; Cooling with ice;100%
nicotinic acid
59-67-6

nicotinic acid

L-glutamic acid
56-86-0

L-glutamic acid

L-glutamic acid nicotinate

L-glutamic acid nicotinate

Conditions
ConditionsYield
In water for 0.166667h; pH=Ca. 2.8 - 3.3; Cooling with ice;100%
nicotinic acid
59-67-6

nicotinic acid

oxalic acid
144-62-7

oxalic acid

nicotinic acid ; hydrogenoxalate
117883-08-6

nicotinic acid ; hydrogenoxalate

Conditions
ConditionsYield
at 120℃; under 0.450045 Torr; for 7h; Temperature;100%
nicotinic acid
59-67-6

nicotinic acid

Nicotinic acid N-oxide
2398-81-4

Nicotinic acid N-oxide

Conditions
ConditionsYield
With dihydrogen peroxide; molybdic acid In water at 92 - 95℃; for 3h; Green chemistry;99.6%
With dihydrogen peroxide In tetrahydrofuran; water for 5h; Reflux;91%
With hydrogen fluoride; 3-chloro-benzenecarboperoxoic acid In methanol; N,N-dimethyl-formamide at 25℃; for 3h;87%

Nicotinic acid Chemical Properties


IUPAC Name: Pyridine-3-carboxylic acid
Molecular Formula: C6H5NO2
Molecular Weight: 123.11 g/mol
Canonical SMILES: C1=CC(=CN=C1)C(=O)O
InChI: InChI=1/C6H5NO2/c8-6(9)5-2-1-3-7-4-5/h1-4H,(H,8,9)
EINECS: 200-441-0
Classification Code: Antihyperlipidemic; Antilipemic Agents; Antimetabolites; Cardiovascular Agents; Drug / Therapeutic Agent; Growth Substances; Human Data; Micronutrients; Tumor data; Vasodilator Agents; Vitamin B Complex; Vitamin; Vitamins
H-Bond Donor: 1
H-Bond Acceptor: 3
Density: 1.293 g/cm3
Flash Point: 130.7 °C
Enthalpy of Vaporization: 56.18 kJ/mol
Boiling Point: 292.5 °C at 760 mmHg
Melting Point: 236-239 °C(lit.)
Storage temperature: 0-6°C
Water Solubility: 1.80E+04 mg/L at 25 °C
Henry's Law Constant: 5.11E-11 atm-m3/mole at 25 °C
Atmospheric OH Rate Constant: 1.72E-13 cm3/molecule-sec at 25 °C
Vapour Pressure of Niacin (CAS NO.59-67-6): 5.70E-06 mm Hg at 25 °C

Nicotinic acid History

In 1873, Niacin was first described by Hugo Weidel in his studies of nicotine.Niacin was extracted from livers by Conrad Elvehjem who later identified the active ingredient, then referred to as the "pellagra-preventing factor" and the "anti-blacktongue factor." When the biological significance of nicotinic acid was realized, it was thought appropriate to choose a name to dissociate it from nicotine, in order to avoid the perception that vitamins or niacin-rich food contains nicotine, or that cigarettes contain vitamins. The resulting name 'niacin' was derived from nicotinic acid + vitamin.
 Niacin is referred to as Vitamin B3 because it was the third of the B vitamins to be discovered. It has historically been referred to as "vitamin PP."

Nicotinic acid Uses

 Niacin (CAS NO.59-67-6) feed grade is used as vitamin for poultry, swines, ruminants, fish, dogs and cats, etc. It is also used as intermediate for nicotinic acid derivatives and technical applications. Niacin USP is used for food fortification, as dietary supplement and as an intermediate of pharmaceuticals,as dietary supplement and as an intermediate of pharmaceuticals. It is a brand name for a sustained release Niacin tablet, which is used to reduce cholesterol.

Nicotinic acid Production

 Niacin (CAS NO.59-67-6) can be selectively isolated from the hydrolysis by varying the hydrolysis time and nitrite concentration. A higher hydrolysis temperature favors production of niacin.

Nicotinic acid Toxicity Data With Reference

Organism Test Type Route Reported Dose (Normalized Dose) Effect Source
guinea pig LDLo intravenous 3500mg/kg (3500mg/kg) BEHAVIORAL: CONVULSIONS OR EFFECT ON SEIZURE THRESHOLD Proceedings of the Society for Experimental Biology and Medicine. Vol. 38, Pg. 241, 1938.
man TDLo intravenous 357ug/kg (0.357mg/kg) CARDIAC: CARDIAC OUTPUT
LUNGS, THORAX, OR RESPIRATION: CYANOSIS
LUNGS, THORAX, OR RESPIRATION: RESPIRATORY DEPRESSION
Annals of Internal Medicine. Vol. 29, Pg. 558, 1948.
man TDLo oral 2571mg/kg/90D (2571mg/kg) BLOOD: CHANGE IN CLOTTING FACTORS
BLOOD: CHANGES IN PLATELET COUNT
Archives of Internal Medicine. Vol. 152, Pg. 861, 1992.
man TDLo oral 9713mg/kg/58W (9713mg/kg) GASTROINTESTINAL: NAUSEA OR VOMITING
SKIN AND APPENDAGES (SKIN): SWEATING: OTHER
Southern Medical Journal. Vol. 84, Pg. 496, 1991.
man TDLo oral 31200mg/kg/78 (31200mg/kg) SENSE ORGANS AND SPECIAL SENSES: VISUAL FIELD CHANGES: EYE
SENSE ORGANS AND SPECIAL SENSES: OTHER: EYE
JAMA, Journal of the American Medical Association. Vol. 279, Pg. 1702, 1998.
mouse LD50 intraperitoneal 358mg/kg (358mg/kg)   Oyo Yakuri. Pharmacometrics. Vol. 14, Pg. 741, 1977.
mouse LD50 intravenous 5gm/kg (5000mg/kg)   Therapie. Vol. 26, Pg. 831, 1971.
mouse LD50 oral 3720mg/kg (3720mg/kg) BEHAVIORAL: CHANGES IN MOTOR ACTIVITY (SPECIFIC ASSAY)
LUNGS, THORAX, OR RESPIRATION: OTHER CHANGES
Oyo Yakuri. Pharmacometrics. Vol. 7, Pg. 149, 1973.
mouse LD50 subcutaneous 3500mg/kg (3500mg/kg)   Oyo Yakuri. Pharmacometrics. Vol. 14, Pg. 741, 1977.
mouse LD50 unreported 4gm/kg (4000mg/kg)   British UK Patent Application. Vol. #2041937,
rabbit LD50 oral 4550mg/kg (4550mg/kg)   Oyo Yakuri. Pharmacometrics. Vol. 14, Pg. 741, 1977.
rat LD50 intraperitoneal 730mg/kg (730mg/kg)   Oyo Yakuri. Pharmacometrics. Vol. 14, Pg. 741, 1977.
rat LD50 oral 7gm/kg (7000mg/kg)   Drugs in Japan Vol. 6, Pg. 544, 1982.
rat LD50 subcutaneous 5gm/kg (5000mg/kg)   Drugs in Japan Vol. 6, Pg. 544, 1982.
rat LD50 unreported 4gm/kg (4000mg/kg)   United States Patent Document. Vol. #4412998,
rat LDLo intravenous 3500mg/kg (3500mg/kg) BEHAVIORAL: CONVULSIONS OR EFFECT ON SEIZURE THRESHOLD Proceedings of the Society for Experimental Biology and Medicine. Vol. 38, Pg. 241, 1938.

Nicotinic acid Consensus Reports

Reported in EPA TSCA Inventory.

Nicotinic acid Safety Profile

Poison by intraperitoneal route. Moderately toxic by ingestion, intravenous, and subcutaneous routes. Human systemic effects: change in clotting factors, changes in platelet count. Questionable carcinogen with experimental carcinogenic data. When heated to decomposition it emits toxic fumes of NOx.
Hazard Codes: IrritantXi
Risk Statements: 36/37/38 
R36/37/38: Irritating to eyes, respiratory system and skin.
Safety Statements: 26-36-24/25 
S26: In case of contact with eyes, rinse immediately with plenty of water and seek medical advice. 
S36: Wear suitable protective clothing. 
S24/25: Avoid contact with skin and eyes.
WGK Germany of Niacin (CAS NO.59-67-6): 1

Nicotinic acid Specification

 Niacin (CAS NO.59-67-6), its Synonyms are Nicotinic acid ; 3-Pyridinecarboxylic acid ; 3-Carboxypyridine ; Acide nicotinique ; Acido nicotinico ; Acidum nicotinicum ; Akotin ; Apelagrin ; Kyselina nikotinova ; Enduracin ; Daskil ; Davitamon PP ; Diacin ; Direktan ; Niaspan Titration Starter Pack ; Nicacid ; Nicagin ; Nicamin ; Nicangin ; Pyridine-3-carboxylic acid ; Pyridine-beta-carboxylic acid ; Pyridine-carboxylique-3 ; Pyridinecarboxylic acid, 3- . It is odorless white crystalline powder with a feebly acid taste.

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