Nifurpirinol

Names

[ Name ]:
Nifurpirinol

[Synonym ]:
Furanace
Furpirinol
Furpirinol Furpyrinol {6-[2-(5-Nitro-2-furanyl)vinyl]-2-pyridinyl}methanol
Furpyrinol
Nifurpirinol
Furanace-10

Biological Activity

[Description]:

Nifurpirinol (P-7138) is a nitroaromatic antibiotic and acts as a novel substrate for the bacterial nitroreductase (NTR) enzyme. Nifurpirinol is a more potent prodrug compared to Metronidazole to trigger cell-ablation in nitroreductase expressing transgenic models[1].

[Related Catalog]:

Research Areas >> Infection

Signaling Pathways >> Anti-infection >> Bacterial

[Target]

IC50: bacterial nitroreductase (NTR) enzyme[1]

[References]

[1]. David Bergemann, et al. Nifurpirinol: A more potent and reliable substrate compared to metronidazole for nitroreductase-mediated cell ablations. Wound Repair Regen

Chemical & Physical Properties

[ Density]:
1.412 g/cm3

[ Boiling Point ]:
416.3ºC at 760 mmHg

[ Melting Point ]:
170-171°

[ Molecular Formula ]:
C₁₂H₁₀N₂O₄

[ Molecular Weight ]:
246.21900

[ Flash Point ]:
205.6ºC

[ Exact Mass ]:
246.06400

[ PSA ]:
92.08000

[ LogP ]:
2.76870

[ Vapour Pressure ]:
0mmHg at 25°C

[ Index of Refraction ]:
1.695

MSDS

Click to get detail MSDS

Toxicological Information

CHEMICAL IDENTIFICATION

RTECS NUMBER :: UT5023000

CHEMICAL NAME :: 2-Pyridinemethanol, 6-(2-(5-nitro-2-furyl)vinyl)-

CAS REGISTRY NUMBER :: 13411-16-0

LAST UPDATED :: 199612

DATA ITEMS CITED :: 7

MOLECULAR FORMULA :: C12-H10-N2-O4

MOLECULAR WEIGHT :: 246.24

WISWESSER LINE NOTATION :: T6NJ B1Q F1U1- BT5OJ ENW

HEALTH HAZARD DATA

ACUTE TOXICITY DATA

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

ROUTE OF EXPOSURE :: Oral

SPECIES OBSERVED :: Rodent - mouse

DOSE/DURATION :: >2 gm/kg

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

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

ROUTE OF EXPOSURE :: Intraperitoneal

SPECIES OBSERVED :: Rodent - mouse

DOSE/DURATION :: >2 gm/kg

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

MUTATION DATA

TYPE OF TEST :: Cytogenetic analysis

TEST SYSTEM :: Human Lymphocyte

DOSE/DURATION :: 10 umol/L

REFERENCE :: IDZAAW Japanese Journal of Genetics. Idengaku Zasshi. (Genetics Soc. of Japan, 111 Tanida, Mishima, Shizuoka-ken, Japan) V.1- 1921- Volume(issue)/page/year: 48,291,1973

Safety Information

[ Symbol ]:

GHS07

[ Signal Word ]:
Warning

[ Hazard Statements ]:
H319

[ Precautionary Statements ]:
P305 + P351 + P338

[ Hazard Codes ]:
Xi

[ Risk Phrases ]:
36

[ Safety Phrases ]:
26

[ RIDADR ]:
NONH for all modes of transport

[ RTECS ]:
UT5023000

[ HS Code ]:
2934999090

Customs

[ HS Code ]: 2934999090

[ Summary ]:
2934999090. other heterocyclic compounds. VAT:17.0%. Tax rebate rate:13.0%. . MFN tariff:6.5%. General tariff:20.0%

Articles

Correlation of epizootiological observations with experimental data: chemical induction of chromatophoromas in the croaker, Nibea mitsukurii.

Natl. Cancer Inst. Monogr. 65 , 139-54, (1984)

Chromatophoromas in the croaker nibe, Nibea mitsukurii, are common neoplasms in feral fish which inhabit the shallow water in a unique geographic distribution along the Pacific coast of Japan. We unde...

[Disease of the fins of Rhamdia sapo. Isolation of the etiological agents and experimental infection].

Rev. Argent. Microbiol. 20(1) , 37-48, (1988)

During intensive culture of South-American catfish, Rhamdia sapo fingerlings an epizootic similar to fin rot was developed. Aeromonas hydrophila and Pseudomonas aeruginosa were isolated and they were ...

Mutagenicity of nifurpirinol (P-7138) in Escherichia coli WP2 and Salmonella typhimurium TA100.

Mutat. Res. 104(1-3) , 61-6, (1982)

Nifurpirinol, 6-hydroxymethyl-2-[2-(5-nitro-2-furyl)vinyl]pyridine, which has been widely used as an antibacterial drug against diseases of fish, was found to be a potent mutagen. The mutagenic effect...