2-Aminopyridine-4-carboxylic acid

HCID 278396

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

2-aminopyridine-4-carboxylic acidRefChem:465205681-100-72-aminoisonicotinic acid13362-28-22-Amino-4-Pyridinecarboxylic Acid2-Amino-isonicotinic acidMFCD00233714CHEMBL33228662-Amino isonicotinic acid2-Aminoisonicotinicacid4-PYRIDINECARBOXYLIC ACID, 2-AMINO-
Show more names
RARECHEM AL BO 2405CHEMBRDG-BB 40151212-Aminoisonicotinicaci2-amino-4-carboxypyridine2-AMinopyridine-4-carboxylic2-Aminoisonicotinic Acid >2-AMINOPYRIDINE-4-CARBOXYLATE2-AMinoisonicotinic Acid, 95+%
NSC127962SCHEMBL220538pyridine, 2-amino-4-carboxy-SCHEMBL6698056SCHEMBL11546896SCHEMBL307057412-Amino-4-PyridinecarboxylicAcidDTXSID40299072

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

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)

Safety & regulation

GHS classification

GHS Classification · 5 items

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

Hazard Classes and CategoriesAcute Tox. 4 (84.8%);Skin Irrit. 2 (100%);Eye Irrit. 2A (100%);STOT SE 3 (97.8%)

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

Chemistry & industry

Applications · 2 items

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].

Suppliers100 total

国药集团化学试剂有限公司86-21-63210123 · [email protected]
梯希爱(上海)化成工业发展有限公司021-67121386 · [email protected]
上海阿拉丁生化科技股份有限公司400-6206333 13167063860 · [email protected]
INTATRADE GmbH+49 3493/605464 · [email protected]
爱斯特(成都)生物制药股份有限公司+86-28-85122536 85324413 · [email protected]

Related reactions

18 records

Compound notes

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