Basic information
- CAS
13362-28-2- Standard SMILES
Nc1cc(C(=O)O)ccn1- InChIKey
QMKZZQPPJRWDED-UHFFFAOYSA-N- Molecular formula
- C6H6N2O2
- Average molar mass
- 138.12 g/mol
- Monoisotopic mass
- 138.04292744
Names & identifiers
- Preferred name
- 2-Aminopyridine-4-carboxylic acid
- IUPAC
- 2-aminopyridine-4-carboxylic acid
- English name
- 2-Aminoisonicotinic acid
- Molecular formula
- C6H6N2O2
- Molecular weight
- 138.12
Names & synonyms
Show more names
Database identifiers
- CAS
13362-28-2- PubChem CID
- 278396
- DTXSID
DTXSID40299072- ChEMBL
CHEMBL3322866- EC Number
- 681-100-7
- Nikkaji
- J81.605A
Properties
Computed structural properties
- XLogP
- 0
- Topological polar surface area
- 76.2 Ų
- Hydrogen bond donors
- 2
- Hydrogen bond acceptors
- 4
- Rotatable bonds
- 1
- Heavy atoms
- 10
- Formal charge
- 0
- Complexity
- 138
Physicochemical properties
- Melting point
- 300 · 300-302°C
- Boiling point
- 498.5 · 498.5±30.0 °C(Predicted)
- Density
- 1.417 · 1.417±0.06 g/cm3(Predicted)
- storage temp.
- Inert atmosphere,Room Temperature
- form
- Powder
- pka
- 2.11 · 2.11±0.10(Predicted)
- color
- Off-white to brown
- BRN
- 3156 · 3156
- InChI
- InChI=1S/C6H6N2O2/c7-5-3-4(6(9)10)1-2-8-5/h1-3H,(H2,7,8)(H,9,10)
- InChIKey
- QMKZZQPPJRWDED-UHFFFAOYSA-N
- SMILES
- C1(N)=NC=CC(C(O)=O)=C1
- CAS DataBase Reference
- 13362 · 13362-28-2(CAS DataBase Reference)
- UNSPSC Code
- 12352106 · 12352106
- NACRES
- 21 · NA.21
- Symbol(GHS)
- 7 · GHS07
- Signal word
- Warning
- Hazard statements
- 302 · H302-H315-H319-H335
- Precautionary statements
- 261 · P261-P264-P270-P301+P312-P302+P352-P305+P351+P338
- target organs
- Respiratory system
- Hazard Codes
- Xi,T,Xn
- Risk Statements
- 36 · 36/37/38-23/24/25-22
- Safety Statements
- 26 · 26-36-45-36/37/39
- WGK Germany
- 3 · 3
- Hazard Note
- Irritant/Keep Cold
- HazardClass
- IRRITANT
- HS Code
- 29339900 · 29339900
- Storage Class
- 11 · 11 - Combustible Solids
- Hazard Classifications
- 4 OralEye · Acute Tox. 4 OralEye Irrit. 2Skin Irrit. 2STOT SE 3
Safety & regulation
GHS classification
GHS Classification
Warning
H302 (84.8%): Harmful if swallowed [Warning Acute toxicity, oral];H315 (100%): Causes skin irritation [Warning Skin corrosion/irritation];H319 (100%): Causes serious eye irritation [Warning Serious eye damage/eye irritation];H335 (97.8%): May cause respiratory irritation [Warning Specific target organ toxicity, single exposure; Respiratory tract irritation]
P261, P264, P264+P265, P270, P271, P280, P301+P317, P302+P352, P304+P340, P305+P351+P338, P319, P321, P330, P332+P317, P337+P317, P362+P364, P403+P233, P405, and P501 (click each P-code to see the statement)
Aggregated GHS information provided per 46 reports by companies from 5 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.;Information may vary between notifications depending on impurities, additives, and other factors. The percentage value in parenthesis indicates the notified classification ratio from companies that provide hazard codes. Only hazard codes with percentage values above 10% are shown. For more detailed information, please visit ECHA C&L website.
Hazard information
Safety data
- wgk
- 3
- hs_code
- 29339900
- risk_code
- 36/37/38-23/24/25-22
- Signal word
- Warning
- Symbol(GHS)
- GHS07
- hazard_code
- Xi,T,Xn
- hazard_note
- Irritant/Keep Cold
- safety_code
- 26-36-45-36/37/39
- hazard_class
- IRRITANT
- Storage Class
- 11 - Combustible Solids
- target organs
- Respiratory system
- Hazard statements
- H302-H315-H319-H335
- Hazard Classifications
- Acute Tox. 4 OralEye Irrit. 2Skin Irrit. 2STOT SE 3
- Precautionary statements
- P261-P264-P270-P301+P312-P302+P352-P305+P351+P338
Chemistry & industry
Applications
Uses2-Aminoisonicotinic acid, a common organic synthetic intermediate, is primarily used as a molecular backbone in the structural modification and synthesis of pyridine-containing drug molecules. Furthermore, because this compound contains both amino and carboxyl groups, it also has excellent applications in supramolecular chemistry and the construction of metal-organic frameworks. The carboxyl group on its pyridine ring can be converted to an ester group under normal acidic esterification conditions, or to an amide via the addition of amines to sulfoxide.
DescriptionAs an organic acid, 2-Aminoisonicotinic acid (AN) can be grafted onto chitosan chains through amidation, thereby introducing 2-aminopyridine residues with good hydration capacity. Due to its specific chemical structure possessing push-pull effects and suitable length, 2-aminoisonicotinic acid is a promising ligand for the design of functional metal-organic frameworks. In addition, some studies demonstrated that the compounds bearing 2-aminopyridine residues showed good antibacterial activities. Given its functional characteristics, the grafting of 2-amino isonicotinic acid onto chitosan is expected to exhibit good water solubility and antibacterial activity and serve as an effective ligand to form stable chitosaniodine complexes with iodine for antibacterial applications[1].
Upstream & downstream products
Upstream raw materials
Downstream products
Suppliers100 total
Related reactions
Compound notes
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