Pyrrolnitrin

Modify Date: 2024-01-07 17:55:27

Pyrrolnitrin Structure
Pyrrolnitrin structure
 Common Name Pyrrolnitrin
CAS Number 1018-71-9 Molecular Weight 257.07300
Density 1.523g/cm3 Boiling Point 410.5ºC at 760mmHg
Molecular Formula C10H6Cl2N2O2 Melting Point N/A
MSDS Chinese USA Flash Point 202.1ºC

 Use of Pyrrolnitrin


Pyrrolnitrin is an antibiotic isolated from Pseudomonas pyrrocinia. Pyrrolnitrin shows a broad spectrum of antibiotic activity against fungi, yeast and gram-positive bacteria[1].

 Names

Name pyrrolnitrin
Synonym More Synonyms

 Pyrrolnitrin Biological Activity

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.

 Chemical & Physical Properties

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

 Toxicological Information

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

 Safety Information

HS Code 2933990090

 Synthetic Route

3-chloro-4-(3'-chloro-2'-nitrophenyl)-N-(TIPS)pyrrole structure

3-chloro-4-(3'-...

CAS#:1126425-93-1

~71%

Pyrrolnitrin Structure

Pyrrolnitrin

CAS#:1018-71-9

Literature: Morrison, Matthew D.; Hanthorn, Jason J.; Pratt, Derek A. Organic Letters, 2009 , vol. 11, # 5 p. 1051 - 1054
3-Chloro-4-(2-amino-3-chlorophenyl)pyrrole structure

3-Chloro-4-(2-a...

CAS#:16386-65-5

~%

Pyrrolnitrin Structure

Pyrrolnitrin

CAS#:1018-71-9

Literature: Angewandte Chemie, , vol. 106, # 3 p. 346 - 347
7-Chlorotryptophan structure

7-Chlorotryptophan

CAS#:153-97-9

~%

Pyrrolnitrin Structure

Pyrrolnitrin

CAS#:1018-71-9

Literature: Angewandte Chemie, , vol. 92, # 10 p. 855 - 856

 Customs

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%

 Synonyms

Pyrrolnitrine
Pyrrolnitrin
Pirrolnitrina
Pyroace
3-chloro-4-(3-chloro-2-nitrophenyl)-1H-pyrrole
Pyrrolnitrinum
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Chemsrc provides Pyrrolnitrin(CAS#:1018-71-9) MSDS, density, melting point, boiling point, structure, formula, molecular weight etc. Articles of Pyrrolnitrin are included as well.>> amp version: Pyrrolnitrin

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