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2-Aminopyridine

CAS No.
504-29-0
Chemical Name:
2-Aminopyridine
Synonyms
PYRIDIN-2-YLAMINE;2-PYRIDINAMINE;2-amino-pyridin;2-PYRIDYLAMINE;2APY;NSC 431;AKOS 91158;AURORA KA-680;2-Pyridylamin;A-PYRIDYLAMINE
CBNumber:
CB8152736
Molecular Formula:
C5H6N2
Molecular Weight:
94.11
MDL Number:
MFCD00006312
MOL File:
504-29-0.mol
MSDS File:
SDS
Last updated:2024-11-26 17:46:08

2-Aminopyridine Properties

Melting point 59 °C
Boiling point 204-210 °C(lit.)
Density 1.0308 (estimate)
vapor pressure 5 hPa (125 °C)
refractive index 1.5560 (estimate)
Flash point 198 °F
storage temp. Store below +30°C.
solubility 890g/l
form Crystalline Powder, Crystals or Flakes
pka 6.82(at 20℃)
color Cream to light yellow-beige
Odor Characteristic odour
Water Solubility Slightly soluble. 1-5 g/100 mL at 19 ºC
Sensitive Hygroscopic
Merck 14,473
BRN 105785
Exposure limits NIOSH REL: TWA 0.5 ppm (2 mg/m3), IDLH 5 ppm; OSHA PEL: 0.5 ppm; ACGIH TLV: TWA 0.5 ppm.
LogP 0.53
CAS DataBase Reference 504-29-0(CAS DataBase Reference)
EWG's Food Scores 1
FDA UNII WSX981HEWU
NIST Chemistry Reference 2-Pyridinamine(504-29-0)
EPA Substance Registry System 2-Aminopyridine (504-29-0)

SAFETY

Risk and Safety Statements

Symbol(GHS)  GHS hazard pictogramsGHS hazard pictograms
GHS05,GHS06
Signal word  Danger
Hazard statements  H301+H311-H314-H412
Precautionary statements  P260-P273-P280-P303+P361+P353-P304+P340+P310-P305+P351+P338
Hazard Codes  T,Xi
Risk Statements  21-25-36/37/38-23/24/25
Safety Statements  26-36/37/39-45-38-28B
RIDADR  UN 2671 6.1/PG 2
OEB B
OEL TWA: 0.5 ppm (2 mg/m3)
WGK Germany  3
RTECS  US1575000
8-21
Autoignition Temperature >630 °C
Hazard Note  Toxic/Irritant
TSCA  Yes
HazardClass  6.1
PackingGroup  II
HS Code  29333999
Toxicity LD50 orally in Rabbit: 200 mg/kg
IDLA 5 ppm
NFPA 704
1
3 0

2-Aminopyridine price More Price(41)

Manufacturer Product number Product description CAS number Packaging Price Updated Buy
Sigma-Aldrich 8.01113 2-Aminopyridine for synthesis 504-29-0 100g $82.2 2024-03-01 Buy
Sigma-Aldrich 8.01113 2-Aminopyridine for synthesis 504-29-0 500g $312 2024-03-01 Buy
Sigma-Aldrich 09340 2-Aminopyridine purum, ≥98.0% (NT) 504-29-0 50g $33.7 2024-03-01 Buy
Sigma-Aldrich 09340 2-Aminopyridine purum, ≥98.0% (NT) 504-29-0 250g $74.1 2024-03-01 Buy
TCI Chemical A0411 2-Aminopyridine >99.0%(GC)(T) 504-29-0 25g $18 2024-03-01 Buy
Product number Packaging Price Buy
8.01113 100g $82.2 Buy
8.01113 500g $312 Buy
09340 50g $33.7 Buy
09340 250g $74.1 Buy
A0411 25g $18 Buy

2-Aminopyridine Chemical Properties,Uses,Production

Identification

2-Aminopyridine can be determined by the colourimetric method. UV spectroscopy can also be employed.
Analyte: 2-aminopyridine. Matrix: Air. Procedure: Adsorption on Tenax GC, thermal desorption, GC. Range 0.91-3.60 mg/cu m. Precision: 0.061. Sample size: 12 liters.
Pyridine and its derivatives in water and sediment were determined by gas chromatography. Recovery was 95, 90, and 84% from purified water, river water, and sediment, respectively. The detection limit was 0.001 mg/l water and 0.01 mg/l sediment.
An assay for the quantitative estimation of 4-aminopyridine in biological fluids is described using 2-aminopyridine as internal standard and ion-pair reversed-phase (C18) high-perfomance liquid chromatography with detection at 263 nm.

Chemical Properties

2-Aminopyridine is a yellow or white crystalline (sand-like) solid with a characteristic odor. It is soluble in water, alcohol, benzene, ether and hot petroleum ether. It tastes bitter and has anesthetic effect. It is a significant synthetic synthon, with unique dual nucleophilic structure. It can react with ketones, aldehydes, acids, multifunctional esters, halogenated aromatics and other compounds to synthesize five- and six-member azaheterocycles. after prolonged storage, may darken in color.

Uses

2-Aminopyridine is used primarily in the pharmaceutical industry as an intermediate in chemical synthesis. It is used to manufacturing analgesic and anti-inflammatory drugs piroxicam and lornoxicam. 2-Aminopyridine is a basic building block of several heterocyclic compounds and Schiff bases. It has been shown to reversibly block voltage-dependent potassium channels, and is also a common impurity from the synthesis of compounds found in hair dyes. It is a derivatizing agent which can be used as a fluorescent label for oligosaccharide detection, chromatographic separation, fluorometric or mass spectrometric analysis. 2AP and its derivatives are good candidates for antimicrobial, anticorrosion and molecular sensing applications.

Preparation

2-Aminopyridine is manufactured using the reaction of pyridine with sodium amide (Chichibabin amination). It is obtained in high yield after the hydrolysis of the intermediate salt (Merck, 2001; Shimizu et al., 1993).

Application

2-Aminopyridine has also been used to derivatize sialyloligosaccharides for detection in FAB-MS. It can also be used:
As a reactant in the synthesis of 3-aroylimidazopyridines from chalcones by aerobic oxidative amidation using copper acetate catalyst.
In the synthesis of crystalline Cu(II) complex, di-μ-(2-aminopyridine(N,N′))-bis[(2,6 pyridinedicarboxylate)aquacopper(II)] tetrahydrate using 2,6-pyridinedicarboxylic acid and Cu(CH3COO)2.H2O.
As an imprinting molecule for the preparation of poly(methacrylic acid–ethylene glycol dimethacrylate) polymer. It is packed in micro-column for selective solid phase extraction of 2-aminopyridine.
As a reactant in the synthesis of 2-aryl-3-(pyridin-2-yl)-1,3-thiazolidin-4-ones in the presence of Lewis acid catalysts.
As a reactant in the synthesis of 2-(2-aminopyridinium)acetyl starch with antioxidant property.

Synthesis Reference(s)

The Journal of Organic Chemistry, 72, p. 4554, 2007 DOI: 10.1021/jo070189y
Tetrahedron Letters, 11, p. 3901, 1970

General Description

2-aminopyridine appears as white powder or crystals or light brown solid. It is soluble in water and alcohol. It is toxic by ingestion and by inhalation of the dust. It is used to make pharmaceuticals and dyes. (NTP, 1992)

Air & Water Reactions

Decomposes in air. Soluble in water.

Reactivity Profile

2-Aminopyridine neutralizes acids in exothermic reactions to form salts plus water. May be incompatible with isocyanates, halogenated organics, peroxides, phenols (acidic), epoxides, anhydrides, and acid halides. May generate hydrogen, a flammable gas, in combination with strong reducing agents such as hydrides. Reacts with oxidizing agents .

Hazard

Toxic.

Health Hazard

2-Aminopyridine causes central nervous system effects.

Fire Hazard

2-Aminopyridine is combustible.

Safety Profile

Poison by ingestion, inhalation, subcutaneous, intravenous, and intraperitoneal routes. Toxic effects resemble strychnine poisoning. Human systemic effects by inhalation: somnolence, convulsions, and antipsychotic effects. Human central nervous system effects by inhalation. When heated to decomposition it emits highly toxic fumes of NOx,.

Potential Exposure

2-Aminopyridine is used in the manufacture of pharmaceuticals; especially antihistamines.

Carcinogenicity

The LD50 in mice by intraperitoneal injection was 35 mg/kg; lethal doses in animals also produced excitement, tremors, convulsions and tetany.1 Fatal doses were readily absorbed through the skin. A 0.2 M aqueous solution dropped in a rabbit’s eye was only mildly irritating.
2-Aminopyridine was not mutagenic in a variety of Salmonella tester strains with or without metabolic activation.

Environmental Fate

Soil. When radio-labeled 4-aminopyridine was incubated in moist soils (50%) under aerobic conditions at 30 °C, the amount of 14CO2 released from an acidic loam (pH 4.1) and an alkaline, loamy sand (pH 7.8) was 0.4 and 50%, respectively (Starr and Cunningham, 1975).
Chemical/Physical. Releases toxic nitrogen oxides when heated to decomposition (Sax and Lewis, 1987).

Shipping

UN2671 Aminopyridines, Hazard Class: 6.1; Labels: 6.1-Poisonous materials.

Purification Methods

It crystallises from *benzene/pet ether (b 40-60o) or CHCl3 /pet ether. [Beilstein 22/8 V 280.]

Incompatibilities

Incompatible with oxidizers (chlorates, nitrates, peroxides, permanganates, perchlorates, chlorine, bromine, fluorine, etc.); contact may cause fires or explosions. Keep away from alkaline materials, strong bases, strong acids, oxoacids, epoxides

Waste Disposal

Incineration with nitrogen oxides removal from effluent gas.

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View Lastest Price from 2-Aminopyridine manufacturers

Image Update time Product Price Min. Order Purity Supply Ability Manufacturer
2-Aminopyridine pictures 2024-11-26 2-Aminopyridine
504-29-0
US $25.00 / kg 100kg 99.5% 100 mt Hebei Weibang Biotechnology Co., Ltd
2-Aminopyridine pictures 2024-11-05 2-Aminopyridine
504-29-0
US $0.00-0.00 / KG 1g 99% 2000tons Shaanxi Dideu Medichem Co. Ltd
2-aminopyridine pictures 2024-11-01 2-aminopyridine
504-29-0
US $59.00 / kg 1kg 0.98 25kg Shanghai UCHEM Inc.
  • 2-Aminopyridine pictures
  • 2-Aminopyridine
    504-29-0
  • US $25.00 / kg
  • 99.5%
  • Hebei Weibang Biotechnology Co., Ltd
  • 2-Aminopyridine pictures
  • 2-Aminopyridine
    504-29-0
  • US $0.00-0.00 / KG
  • 99%
  • Shaanxi Dideu Medichem Co. Ltd
TIMTEC-BB SBB004394 1,2-dihydro-2-iminopyridine 2-aminoazabenzene A-PYRIDYLAMINE AURORA KA-680 2APY 2-AMINOPYRIDINE 2-PYRIDINYLAMINE alpha-Pyridinamine alpha-Pyridylamine -Aminopyridine aminopyridine(non-specificname) beta-Pyridylamine o-Aminopyridine Pyridine, 2-amino- NSC 431 2-PyridinaMine Pyridine, 2-aMino- (8CI) AKOS 91158 AKOS BBS-00004471 ALPHA-AMINOPYRIDINE AMINOPYRIDINE, 2- Pyridine, 2-aMino- (8CI) 2-AMinopyridine puruM, >=98.0% (NT) 2-AP 2-Pyridinamine 2-Pyridylamine 2-Aminopyridine, p.a. 2-AMINOPYRIDINE PESTANAL 2-AMINOPYRIDINE, 99+% 2-AminoPyridineForSynthesis ɑ-Pyridylamine DELTA-AMINOPYRIDINE ORTHO-AMINOPYRIDINE alpha-Ayridylamine Amino-2-pyridine 2-AMINO PYRIDINE PYRIDIN-2-YLAMINE 2-AMinopyridine, 99+% 100GR 2-AMINOPYRIDINE pure 2-Pyridinamine, 2-Pyridylamine a-Aminopyridine 2-Aminopyridine,2-AP, 2-Pyridinamine, 2-Pyridylamine 2(1H)-Pyridinimine AMINOPYRIDINE, 2-(RG) 2-Pyridylamin 2-Aminopyridine > Pyridin-2-amine (2-Pyridylamine) 2-Aminopyridine chemical book PYRIDIN-2-YLAMINE 2-amino-pyridin 2-PYRIDINAMINE 2-PYRIDYLAMINE Mepyramine maleate EP Impurity C Piroxicam EP Impurity A Piroxicam Impurity 1(Piroxicam EP Impurity A) Tenoxicam Impurity 1(EP Impurity A) Lornoxicam Impurity Ⅰ:2-Aminopyridine Mepyramine impurity C CRS Tenoxicam EP Impurity A Mepyramine EP Impurity C (Tenoxicam EP Impurity A/ Piroxicam EP Impurity A/ 2-Aminopyridine) Tenoxicam EP Impurity A (Piroxicam EP Impurity A/ Mepyramine EP Impurity C/ 2-Aminopyridine)