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1018-71-9

1018-71-9 structure
1018-71-9 structure
  • Name: Pyrrolnitrin
  • Chemical Name: pyrrolnitrin
  • CAS Number: 1018-71-9
  • Molecular Formula: C10H6Cl2N2O2
  • Molecular Weight: 257.07300
  • Catalog: Signaling Pathways Anti-infection Bacterial
  • Create Date: 2018-04-23 08:00:00
  • Modify Date: 2024-01-07 17:55:27
  • Pyrrolnitrin is an antibiotic isolated from Pseudomonas pyrrocinia. Pyrrolnitrin shows a broad spectrum of antibiotic activity against fungi, yeast and gram-positive bacteria[1].
Name pyrrolnitrin
Synonyms Pyrrolnitrine
Pyrrolnitrin
Pirrolnitrina
Pyroace
3-chloro-4-(3-chloro-2-nitrophenyl)-1H-pyrrole
Pyrrolnitrinum
Description Pyrrolnitrin is an antibiotic isolated from Pseudomonas pyrrocinia. Pyrrolnitrin shows a broad spectrum of antibiotic activity against fungi, yeast and gram-positive bacteria[1].
Related Catalog
Target

Target: fungi, yeast and gram-positive bacteria[1]
In Vitro Pyrrolnitrin (0-100 μg/ml) shows antibiotic activities against various bacteria and fungi with different MIC values. It against Staphylococcus aureus, Mycobacterium, Bacillus subtillis, Candida albicans, Aspergillus niger, and Trichophyton rubrum with MIC values of 50 μg/ml, 100 μg/ml, 0.78 μg/ml, 10 μg/ml, 12.5 μg/ml, and 1 μg/ml, respectively[1]. Pyrrolnitrin (0-100 μg/ml) exhibits antimicrobial effect in a microtitre plate assay. It against Arthrobacter oxydans ATCC 14358, Bacillus coagulans ATCC 7050, Bacillus licheniformis ATCC 14580, Bacillus subtilis ATCC 6051, and Bacillus thuringiensis ATCC 10792 with MIC of 6.25 μg/ml[2].
References

[1]. K H van Pée, et al. Biosynthesis of Pyrrolnitrin and Other Phenylpyrrole Derivatives by Bacteria. Nat Prod Rep. 2000 Apr;17(2):157-64.

[2]. N el-Banna, et al. Pyrrolnitrin From Burkholderia Cepacia: Antibiotic Activity Against Fungi and Novel Activities Against Streptomycetes.J Appl Microbiol. 1998 Jul;85(1):69-78.

[3]. R S Gordee, et al.Systemic Antifungal Activity of Pyrrolnitrin.Appl Microbiol. 1969 May;17(5):690-4.
Density 1.523g/cm3
Boiling Point 410.5ºC at 760mmHg
Molecular Formula C10H6Cl2N2O2
Molecular Weight 257.07300
Flash Point 202.1ºC
Exact Mass 255.98100
PSA 61.61000
LogP 4.41990
Vapour Pressure 1.42E-06mmHg at 25°C
Index of Refraction 1.65

CHEMICAL IDENTIFICATION

RTECS NUMBER :
UX9450000
CHEMICAL NAME :
Pyrrole, 3-chloro-4-(3-chloro-2-nitrophenyl)-
CAS REGISTRY NUMBER :
1018-71-9
BEILSTEIN REFERENCE NO. :
1287646
LAST UPDATED :
199612
DATA ITEMS CITED :
7
MOLECULAR FORMULA :
C10-H6-Cl2-N2-O2
MOLECULAR WEIGHT :
257.08
WISWESSER LINE NOTATION :
T5MJ CG DR CG BNW

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 :
>2 gm/kg
TOXIC EFFECTS :
Behavioral - somnolence (general depressed activity) Gastrointestinal - relaxation (isolated tissue)
REFERENCE :
JAJAAA Journal of Antibiotics, Series A. (Tokyo, Japan) V.6-20, 1953-67. For publisher information, see JANTAJ. Volume(issue)/page/year: 18,211,1965
TYPE OF TEST :
LD50 - Lethal dose, 50 percent kill
ROUTE OF EXPOSURE :
Intraperitoneal
SPECIES OBSERVED :
Rodent - rat
DOSE/DURATION :
68 mg/kg
TOXIC EFFECTS :
Behavioral - somnolence (general depressed activity) Gastrointestinal - relaxation (isolated tissue)
REFERENCE :
JAJAAA Journal of Antibiotics, Series A. (Tokyo, Japan) V.6-20, 1953-67. For publisher information, see JANTAJ. Volume(issue)/page/year: 18,211,1965
TYPE OF TEST :
LD50 - Lethal dose, 50 percent kill
ROUTE OF EXPOSURE :
Subcutaneous
SPECIES OBSERVED :
Rodent - rat
DOSE/DURATION :
>2400 mg/kg
TOXIC EFFECTS :
Details of toxic effects not reported other than lethal dose value
REFERENCE :
JAJAAA Journal of Antibiotics, Series A. (Tokyo, Japan) V.6-20, 1953-67. For publisher information, see JANTAJ. Volume(issue)/page/year: 18,211,1965
TYPE OF TEST :
LD50 - Lethal dose, 50 percent kill
ROUTE OF EXPOSURE :
Oral
SPECIES OBSERVED :
Rodent - mouse
DOSE/DURATION :
1 gm/kg
TOXIC EFFECTS :
Behavioral - somnolence (general depressed activity) Gastrointestinal - relaxation (isolated tissue)
REFERENCE :
JAJAAA Journal of Antibiotics, Series A. (Tokyo, Japan) V.6-20, 1953-67. For publisher information, see JANTAJ. Volume(issue)/page/year: 18,211,1965
TYPE OF TEST :
LD50 - Lethal dose, 50 percent kill
ROUTE OF EXPOSURE :
Intraperitoneal
SPECIES OBSERVED :
Rodent - mouse
DOSE/DURATION :
86 mg/kg
TOXIC EFFECTS :
Behavioral - somnolence (general depressed activity) Gastrointestinal - relaxation (isolated tissue)
REFERENCE :
JAJAAA Journal of Antibiotics, Series A. (Tokyo, Japan) V.6-20, 1953-67. For publisher information, see JANTAJ. Volume(issue)/page/year: 18,211,1965
TYPE OF TEST :
LD50 - Lethal dose, 50 percent kill
ROUTE OF EXPOSURE :
Subcutaneous
SPECIES OBSERVED :
Rodent - mouse
DOSE/DURATION :
2 gm/kg
TOXIC EFFECTS :
Details of toxic effects not reported other than lethal dose value
REFERENCE :
85GDA2 "CRC Handbook of Antibiotic Compounds," Vols.1- , Berdy, J., Boca Raton, FL, CRC Press, 1980- Volume(issue)/page/year: 5,44,1981
TYPE OF TEST :
LD50 - Lethal dose, 50 percent kill
ROUTE OF EXPOSURE :
Intraperitoneal
SPECIES OBSERVED :
Rodent - rabbit
DOSE/DURATION :
105 mg/kg
TOXIC EFFECTS :
Behavioral - somnolence (general depressed activity) Gastrointestinal - relaxation (isolated tissue)
REFERENCE :
JAJAAA Journal of Antibiotics, Series A. (Tokyo, Japan) V.6-20, 1953-67. For publisher information, see JANTAJ. Volume(issue)/page/year: 18,211,1965
HS Code 2933990090
1126425-93-1 structure

1126425-93-1

~71%

1018-71-9 structure

1018-71-9
Literature: Morrison, Matthew D.; Hanthorn, Jason J.; Pratt, Derek A. Organic Letters, 2009 , vol. 11, # 5 p. 1051 - 1054
16386-65-5 structure

16386-65-5

~%

1018-71-9 structure

1018-71-9
Literature: Angewandte Chemie, , vol. 106, # 3 p. 346 - 347
153-97-9 structure

153-97-9

~%

1018-71-9 structure

1018-71-9
Literature: Angewandte Chemie, , vol. 92, # 10 p. 855 - 856
HS Code 2933990090
Summary 2933990090. heterocyclic compounds with nitrogen hetero-atom(s) only. VAT:17.0%. Tax rebate rate:13.0%. . MFN tariff:6.5%. General tariff:20.0%

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