4-Aminonicotinic acid
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4-Aminonicotinic acid
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CAS No:
7418-65-7
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Formula:
C6H6N2O2
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Chemical Name:
4-Aminonicotinic acid
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Synonyms:
3-Pyridinecarboxylic acid,4-amino-;Nicotinic acid,4-amino-;4-Amino-3-pyridinecarboxylic acid;4-Aminonicotinic acid;4-Aminopyridine-3-carboxylic acid;NSC 266130
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CAS No:
Description
Light yellow Cryst
4-aminonicotinic acid is an aminonicotinic acid in which the amino group is situated at position 4 of the pyridine ring. It has a role as a metabolite. It is an aromatic amine, an aminopyridine and an aminonicotinic acid. It derives from a 4-aminopyridine and a nicotinic acid.
Characteristics
76.2
0.2
Cream to yellow Powder
1.4±0.1 g/cm3
328 °C (decomp)
395.834ºC at 760 mmHg
193.2±23.7 °C
1.649
soluble in aqueous acid and base.
Safety Information
IRRITANT
NONH for all modes of transport
3
36/37/38
26-37/39
Xi
Irritant
P261-P305 + P351 + P338
H315-H319-H335
|Warning|H315 (100%): Causes skin irritation [Warning Skin corrosion/irritation]|P261, P264, P271, P280, P302+P352, P304+P340, P305+P351+P338, P312, P321, P332+P313, P337+P313, P362, P403+P233, P405, and P501|Aggregated GHS information provided by 44 companies from 4 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.
4-Aminonicotinic acid Use and Manufacturing
To a stirred solution of methyl 4-aminopyridine-3-carboxylate (2 g, 13.15 mmol) in EtOHwater(120 mL, 1:1), LiOH·H20 (1.21 g, 28.80 mmol) was added at RT and heated at 80 °Cfor 2 h (TLC indicated complete consumption of starting material). The volatiles wereremoved under reduced pressure to give the crude compound which was dissolved in water(30 mL), washed with EtOAc (2 x 25 mL) to remove the non-polar impurities. The aqueouslayer was acidified with 1 N HCl till pH= 1, and extracted with EtOAc (2 x 10 mL). Thecombined organic extracts were concentrated under reduced pressure to give the cruderesidue which was crystallized from MeOH (20 mL) to obtain 4-aminopyridine-3-carboxylicacid (1 g, 55percent) as an off-white solid.LCMS (ESI+): m/z: 139.31 [M+Ht.A solution of 4-chloropyridine-3-carboxylic acid (15 g, 0.095 mol) in aqueous NH
Computed Properties
Molecular Weight:138.12
XLogP3:0.2
Hydrogen Bond Donor Count:2
Hydrogen Bond Acceptor Count:4
Rotatable Bond Count:1
Exact Mass:138.042927438
Monoisotopic Mass:138.042927438
Topological Polar Surface Area:76.2
Heavy Atom Count:10
Complexity:138
Covalently-Bonded Unit Count:1
Compound Is Canonicalized:Yes
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