ChemicalBook--->CAS DataBase List--->1018-71-9

1018-71-9

1018-71-9 Structure

1018-71-9 Structure
IdentificationBack Directory
[Name]

PYRROLNITRIN
[CAS]

1018-71-9
[Synonyms]

52230
A-10338
pyroace
nsc-107654
pyrollnitrin
Antibiotic A-10338
3-chloro-4-(3-chloro-2-nitrophenyl)-pyrrol
3-chloro-4-(2’-nitro-3’-chlorophenyl)pyrrole
PYRROLE,3-CHLORO-4-(3-CHLORO-2-NITROPHENYL)-
3-chloro-4-(3-chloro-2-nitrophenyl)-1H-pyrrole
3-chloro-4-(3-chloro-2-nitro-phenyl)-1H-pyrrole
1H-Pyrrole, 3-chloro-4-(3-chloro-2-nitrophenyl)-
[EINECS(EC#)]

213-812-7
[Molecular Formula]

C10H6Cl2N2O2
[MDL Number]

MFCD00865605
[MOL File]

1018-71-9.mol
[Molecular Weight]

257.07
Chemical PropertiesBack Directory
[Melting point ]

124.5°
[Boiling point ]

410.5±45.0 °C(Predicted)
[density ]

1.5834 (rough estimate)
[refractive index ]

1.6100 (estimate)
[storage temp. ]

Store at -20°C
[solubility ]

DMSO: 10 mM
[form ]

A solid
[pka]

14.28±0.50(Predicted)
[color ]

Light green to green
Hazard InformationBack Directory
[Description]

Pyrrolnitrin, isolated from Pseudomonas species, is highly active against fungi, particularly trichophyte species.
[Uses]

Antifungal.
[Definition]

ChEBI: A member of the class of pyrroles carrying chloro and 3-chloro-2-nitrophenyl substituents at positions 3 and 4 respectively.
[Origin]

Pyrrolnitrin was found in the cells of Pseudomonas pyrrocinia grownin a medium containing a high concentration of inorganic phosphate.It was discovered by Arima of the University of Tokyo in collaboration with Fujisawa Pharmaceutical Industries Co. in 1965.
[Biological Activity]

Pyrrolnitrin shows strong activity against a variety of fungi and weak activity against grampositive bacteria.
[Biochem/physiol Actions]

Pyrrolnitrin blocks the terminal electron transport between succinate or reduced NADH and coenzyme Q. In mitochondria preparations of S. cerevisiae, the antibiotic inhibited succinate oxidase, NADH oxidase, succinate cythochrome C reductase, and NADH-cytochrome C reductase. Pyrrolnitrin is involved in many cellular processes such as oxidative stress, electron transport, DNA and RNA synthesis.
[storage]

Store at -20°C
Safety DataBack Directory
[Toxicity]

LD50 in rats, rabbits (mg/kg): 68, 105 i.p. (Nishida)
Spectrum DetailBack Directory
[Spectrum Detail]

PYRROLNITRIN(1018-71-9)MS
PYRROLNITRIN(1018-71-9)1HNMR
PYRROLNITRIN(1018-71-9)13CNMR
PYRROLNITRIN(1018-71-9)IR1
PYRROLNITRIN(1018-71-9)IR2
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