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6-Aminonicotinaldehyde

6-Aminonicotinaldehyde structure

CAS No:
69879-22-7
Formula:
C6H6N2O
Chemical Name:
6-Aminonicotinaldehyde
Synonyms:
6-Aminonicotinaldehyde;6-aMinonicotinaldehyde hydrochloride;6-aMino-3-Pyridinecarboxaldehyde;6-Aminopyridine-3-carboxaldehyde;6-aMinonicotinaldehyde6-aMinonicotinaldehyde hydrochloride;2-aMino-5-forMylpyridine;6-Amino-pyridine-3-carbaldehyde;6-Aminonicotildehyde
Categories:
Pharmaceutical Intermediates > Bulk Drug Intermediates

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6-Aminonicotinaldehyde Basic Attributes

Molecular Weight：

122.13

Exact Mass：

122.048012

DSSTox ID：

DTXSID80593440

HScode：

2933399090

Characteristics

PSA：

XLogP3：

Density：

1.3±0.1 g/cm3

Melting Point：

161℃

Boiling Point：

309ºC at 760 mmHg

Flash Point：

140.6±23.7 °C

Refractive Index：

1.652

Safety Information

GHS Classification：

|Warning|H302 (100%): Harmful if swallowed [Warning Acute toxicity, oral]|P261, P264, P270, P271, P280, P301+P312, P302+P352, P304+P312, P304+P340, P305+P351+P338, P312, P321, P322, P330, P332+P313, P337+P313, P362, P363, P403+P233, P405, and P501|The GHS information provided by 1 company from 1 notification to the ECHA C&L Inventory.

6-Aminonicotinaldehyde Use and Manufacturing

Methods of Manufacturing

To a solution of compound 53.9 (10 g, 83.95 mmol, 1 eq) in THF (150 mL) wasadded LAH (6.37 g, 167.90 mmol, 2 eq) at 0°C. The mixture was stirred at 0°C for 1.5 hours.The reaction mixture was quenched by addition saturated sodium sulfate at 0 °C and added100 ml H20 then extracted with ethyl acetate (100 mL x 3). The combined organic layerswere washed with saturated brines (30 mL x 1), dried over anhydrous sodium sulfate, filteredand concentrated under reduced pressure to give the product compound 53.8 (7.50 g, 61.42mmol, 73.16percent yield) as a yellow oil. LCMS (ESI): m/z: [M + H] called for C6H6N20: 123;found 123; RT=0.099 mm.4.1.1

Uses

6-Aminopyridine-3-carboxaldehydeis a novel ribonucleotide reductase inhibitor that belongs to the class of metal-binding site affecting ribonucleotide inhibitors that are derivatives of alpa-heterocyclic carboxaldehyde thiosemicarbazone.

Computed Properties

Molecular Weight:122.12
Hydrogen Bond Donor Count:1
Hydrogen Bond Acceptor Count:3
Rotatable Bond Count:1
Exact Mass:122.048012819
Monoisotopic Mass:122.048012819
Topological Polar Surface Area:56
Heavy Atom Count:9
Complexity:105
Covalently-Bonded Unit Count:1
Compound Is Canonicalized:Yes

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