Skip Navigation
ChemIDplus A TOXNET DATABASE LiteBrowseAdvanced

Substance Name: Pyrrolnitrin [USAN:INN:JAN]
RN: 1018-71-9
UNII: N0P24B6EDQ
InChIKey: QJBZDBLBQWFTPZ-UHFFFAOYSA-N

Note

  • 3-Chloro-4-(3-chloro-2-nitrophenyl)pyrrole. Antifungal antibiotic isolated from Pseudomonas pyrrocinia. It is effective mainly against Trichophyton, Microsporium, Epidermophyton, and Penicillium.

Molecular Formula

  • C10-H6-Cl2-N2-O2

Molecular Weight

  • 257.0754
 

Classification Codes

  • Anti-Infective Agents
  • Antifungal
  • Antifungal Agents
  • Drug / Therapeutic Agent
  • Natural Product
* denotes mobile formatted website

Links to Resources


Search for this InChIKey on the Web

Names and Synonyms

Name of Substance

  • Pyrrolnitrin
  • Pyrrolnitrin [USAN:INN:JAN]

MeSH Heading

  • Pyrrolnitrin

Synonyms

  • 3-Chloro-4-(2'-nitro-3'-chlorophenyl)pyrrole
  • 3-Chloro-4-(3-chloro-2-nitrophenyl)pyrrole
  • 5-20-07-00373 (Beilstein Handbook Reference)
  • 52230
  • BRN 1287646
  • EINECS 213-812-7
  • FR 005759
  • NSC 107654
  • NSC-107654
  • Pirrolnitrina
  • Pirrolnitrina [INN-Spanish]
  • Pyroace
  • Pyrrolnitrin
  • Pyrrolnitrine
  • Pyrrolnitrine [INN-French]
  • Pyrrolnitrinum
  • Pyrrolnitrinum [INN-Latin]
  • UNII-N0P24B6EDQ

Systematic Names

  • 1H-Pyrrole, 3-chloro-4-(3-chloro-2-nitrophenyl)-
  • Pyrrole, 3-chloro-4-(3-chloro-2-nitrophenyl)-
  • Pyrrolnitrin

Registry Numbers

CAS Registry Number

  • 1018-71-9

FDA UNII

  • N0P24B6EDQ

System Generated Number

  • 0001018719

Structure Descriptors

InChI

1S/C10H6Cl2N2O2/c11-8-3-1-2-6(10(8)14(15)16)7-4-13-5-9(7)12/h1-5,13H

InChIKey

QJBZDBLBQWFTPZ-UHFFFAOYSA-N

Smiles

[O-][N+](=O)c1c(Cl)cccc1c2c[nH]cc2Cl

Toxicity

Organism Test Type Route Reported Dose (Normalized Dose) Effect Source
mouse LD50 intraperitoneal 86mg/kg (86mg/kg) GASTROINTESTINAL: RELAXATION (ISOLATED TISSUE)

BEHAVIORAL: SOMNOLENCE (GENERAL DEPRESSED ACTIVITY)
Journal of Antibiotics, Series A. Vol. 18, Pg. 211, 1965.
mouse LD50 oral 1gm/kg (1000mg/kg) BEHAVIORAL: SOMNOLENCE (GENERAL DEPRESSED ACTIVITY)

GASTROINTESTINAL: RELAXATION (ISOLATED TISSUE)
Journal of Antibiotics, Series A. Vol. 18, Pg. 211, 1965.
mouse LD50 subcutaneous 2gm/kg (2000mg/kg)   "CRC Handbook of Antibiotic Compounds," Vols.1- , Berdy, J., Boca Raton, FL, CRC Press, 1980Vol. 5, Pg. 44, 1981.
rabbit LD50 intraperitoneal 105mg/kg (105mg/kg) GASTROINTESTINAL: RELAXATION (ISOLATED TISSUE)

BEHAVIORAL: SOMNOLENCE (GENERAL DEPRESSED ACTIVITY)
Journal of Antibiotics, Series A. Vol. 18, Pg. 211, 1965.
rat LD50 intraperitoneal 68mg/kg (68mg/kg) GASTROINTESTINAL: RELAXATION (ISOLATED TISSUE)

BEHAVIORAL: SOMNOLENCE (GENERAL DEPRESSED ACTIVITY)
Journal of Antibiotics, Series A. Vol. 18, Pg. 211, 1965.
rat LD50 oral > 2gm/kg (2000mg/kg) GASTROINTESTINAL: RELAXATION (ISOLATED TISSUE)

BEHAVIORAL: SOMNOLENCE (GENERAL DEPRESSED ACTIVITY)
Journal of Antibiotics, Series A. Vol. 18, Pg. 211, 1965.
rat LD50 subcutaneous > 2400mg/kg (2400mg/kg)   Journal of Antibiotics, Series A. Vol. 18, Pg. 211, 1965.

Physical Properties

Physical Property Value Units Temp (deg C) Source
Melting Point 124.5 deg C   EXP
log P (octanol-water) 3.750 (none)   EST
Atmospheric OH Rate Constant 3.28E-11 cm3/molecule-sec 25 EST

Physical property data is provided to ChemIDplus by SRC, Inc.