Citrazinic acid

Names

[ CAS No. ]:
99-11-6

[ Name ]:
Citrazinic acid

[Synonym ]:
2-hydroxy-6-oxo-1H-pyridine-4-carboxylic acid
4-Pyridinecarboxylic acid, 1,2-dihydro-6-hydroxy-2-oxo-
EINECS 202-731-2
6-Hydroxy-4-carboxy-2-pyridone
MFCD00006274
2,6-Dihydroxy-isonicotinic acid
1,2-Dihydro-6-hydroxy-2-oxo-4-pyridinecarboxylic Acid
6-hydroxy-2-oxo-1,2-dihydropyridine-4-carboxylic acid
Citrazinic acid
6-Hydroxy-2-oxo-1,2-dihydro-4-pyridinecarboxylic acid

Biological Activity

[Description]:

Citrazinic acid is a weakly fluorescent compound whose optical properties are dependent on aggregation states and chemical environment. Citrazinic acid strongly tends to form dimers at high concentrations[1].

[Related Catalog]:

Research Areas >> Others

[References]

[1]. Stagi L, et al. Anomalous Optical Properties of Citrazinic Acid under Extreme pH Conditions. ACS Omega. 2020 May 5;5(19):10958-10964.

Chemical & Physical Properties

[ Density]:
1.7±0.1 g/cm3

[ Boiling Point ]:
630.3±55.0 °C at 760 mmHg

[ Melting Point ]:
>300 °C(lit.)

[ Molecular Formula ]:
C₆H₅NO₄

[ Molecular Weight ]:
155.11

[ Flash Point ]:
335.0±31.5 °C

[ Exact Mass ]:
155.021851

[ PSA ]:
90.65000

[ LogP ]:
-1.50

[ Vapour Pressure ]:
0.0±1.9 mmHg at 25°C

[ Index of Refraction ]:
1.686

[ Water Solubility ]:
practically insoluble

MSDS

Click to get detail MSDS

Toxicological Information

CHEMICAL IDENTIFICATION

RTECS NUMBER :: NS1400000

CHEMICAL NAME :: Isonicotinic acid, 2,6-dihydroxy-

CAS REGISTRY NUMBER :: 99-11-6

LAST UPDATED :: 199710

DATA ITEMS CITED :: 7

MOLECULAR FORMULA :: C6-H5-N-O4

MOLECULAR WEIGHT :: 155.12

WISWESSER LINE NOTATION :: T6NJ BQ DVQ FQ

HEALTH HAZARD DATA

ACUTE TOXICITY DATA

TYPE OF TEST :: LD50 - Lethal dose, 50 percent kill

ROUTE OF EXPOSURE :: Oral

SPECIES OBSERVED :: Rodent - rat

DOSE/DURATION :: >3200 mg/kg

TOXIC EFFECTS :: Details of toxic effects not reported other than lethal dose value

REFERENCE :: KODAK* Kodak Company Reports. (343 State St., Rochester, NY 14650) Volume(issue)/page/year: 21MAY1971

TYPE OF TEST :: LDLo - Lowest published lethal dose

ROUTE OF EXPOSURE :: Intraperitoneal

SPECIES OBSERVED :: Rodent - rat

DOSE/DURATION :: 800 mg/kg

TOXIC EFFECTS :: Details of toxic effects not reported other than lethal dose value

REFERENCE :: KODAK* Kodak Company Reports. (343 State St., Rochester, NY 14650) Volume(issue)/page/year: 21MAY1971

TYPE OF TEST :: LD50 - Lethal dose, 50 percent kill

ROUTE OF EXPOSURE :: Administration onto the skin

SPECIES OBSERVED :: Rodent - guinea pig

DOSE/DURATION :: >20 mL/kg

TOXIC EFFECTS :: Details of toxic effects not reported other than lethal dose value

REFERENCE :: KODAK* Kodak Company Reports. (343 State St., Rochester, NY 14650) Volume(issue)/page/year: 21MAY1971 *** NIOSH STANDARDS DEVELOPMENT AND SURVEILLANCE DATA *** NIOSH OCCUPATIONAL EXPOSURE SURVEY DATA : NOHS - National Occupational Hazard Survey (1974) NOHS Hazard Code - T1498 No. of Facilities: 43 (estimated) No. of Industries: 2 No. of Occupations: 3 No. of Employees: 255 (estimated) NOES - National Occupational Exposure Survey (1983) NOES Hazard Code - T1498 No. of Facilities: 6 (estimated) No. of Industries: 2 No. of Occupations: 1 No. of Employees: 34 (estimated) No. of Female Employees: 3 (estimated)

Safety Information

[ Symbol ]:

GHS07

[ Signal Word ]:
Warning

[ Hazard Statements ]:
H315-H319-H335

[ Precautionary Statements ]:
P261-P305 + P351 + P338

[ Personal Protective Equipment ]:
dust mask type N95 (US);Eyeshields;Gloves

[ Hazard Codes ]:
Xi:Irritant;

[ Risk Phrases ]:
R36/37/38

[ Safety Phrases ]:
S26-S36-S36/37/39-S22

[ RIDADR ]:
NONH for all modes of transport

[ WGK Germany ]:
1

[ RTECS ]:
NS1400000

[ HS Code ]:
29333999

Synthetic Route

Click to get detail synthetic route

Precursor & DownStream

Precursor

DownStream

Customs

[ HS Code ]: 2933399090

[ Summary ]:
2933399090. other compounds containing an unfused pyridine ring (whether or not hydrogenated) in the structure. VAT:17.0%. Tax rebate rate:13.0%. . MFN tariff:6.5%. General tariff:20.0%

Articles

6,6'-Dibromo-4,4'-di(hexoxymethyl)-2,2'- bipyridine: a new solubilizing building block for macromolecular and supramolecular applications.

J. Org. Chem. 71(12) , 4696-9, (2006)

Although brominated bipyridines and terpyridines are highly desirable synthetic building blocks for both ligand design and macro- or supramolecular applications, few such synthetic precursors have bee...

Synthesis and antimicrobial activity of some new pyrimidinone and oxazinone derivatives fused with thiophene rings using 2-chloro-6-ethoxy-4-acetylpyridine as starting material.

Molecules 17(11) , 13642-55, (2012)

A series of pyridines, pyrimidinones, oxazinones and their derivatives were synthesized as antimicrobial agents using citrazinic acid (2,6-dihydroxyisonicotinic acid) as a starting material. α,β-Unsat...