1,6-Dihydroxy-2-chlorophenazine
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| Category | Bioactive by-products |
| Catalog number | BBF-01147 |
| CAS | 93768-40-2 |
| Molecular Weight | 246.65 |
| Molecular Formula | C12H7N2O2Cl |
| Purity | >95% |
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Description
It is produced by the strain of Streptosporangium sp. 1656. It has weak anti-fungal and anti-yeast activity.
Specification
| Synonyms | 1,6-Phenazinediol, 2-chloro-; 7-chloro-6-hydroxy-5H-phenazin-1-one; 7-chloro-6-hydroxyphenazin-1(5H)-one |
| IUPAC Name | 2-chlorophenazine-1,6-diol |
| Canonical SMILES | C1=CC2=C(C(=C1)O)N=C3C=CC(=C(C3=N2)O)Cl |
| InChI | InChI=1S/C12H7ClN2O2/c13-6-4-5-8-11(12(6)17)15-7-2-1-3-9(16)10(7)14-8/h1-5,16-17H |
| InChI Key | PFRLSIGYPXAHNU-UHFFFAOYSA-N |
Properties
| Appearance | Red Purple Crystal |
| Antibiotic Activity Spectrum | Fungi; Yeast |
| Boiling Point | 477.1 °C at 760 mmHg |
| Melting Point | 252 °C (dec.) |
| Density | 1.60 g/cm3 |
| Solubility | Soluble in Methanol; Insoluble in Water |
Reference Reading
1. Two new compounds from marine Streptomyces sp. FX-58
Y-F Huang, L Tian, Y Sun, Y-H Pei J Asian Nat Prod Res. 2006 Sep;8(6):495-8. doi: 10.1080/10286020500172285.
Two new compounds, 5-carboxymethyl-2-propylchromone (1) and 1,6-dihydroxy-8-propylanthraquinone (2), together with a known anthraquinone, 3,8-dihydroxy-1-propylanthraquinone-2-carboxylic acid (3), were isolated from the mycelium of an actinomycete, Streptomyces sp. FX-58, which was separated from a marine plant collected in Qingdao. Their structures were determined based on spectroscopic methods, especially 2D NMR spectral analysis.
2. A novel phenazine antifungal antibiotic, 1,6-dihydroxy-2-chlorophenazine. Fermentation, isolation, structure and biological properties
M Patel, V Hegde, A C Horan, V P Gullo, D Loebenberg, J A Marquez, G H Miller, M S Puar, J A Waitz J Antibiot (Tokyo). 1984 Sep;37(9):943-8. doi: 10.7164/antibiotics.37.943.
A novel, solvent extractable, antibiotic complex has been purified from the fermentation broth of an unusual member of the genus Streptosporangium. Two of the major components were isolated from the complex by alumina column chromatography. One of the components was identified as a previously reported compound, 1,6-dihydroxyphenazine. The other component was a novel chlorine containing phenazine, 1,6-dihydroxy-2-chlorophenazine, which exhibited broad spectrum antifungal activity in vitro against dermatophytes and Candida.
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Bio Calculators
* Our calculator is based on the following equation:
Concentration (start) x Volume (start) = Concentration (final) x Volume (final)
It is commonly abbreviated as: C1V1 = C2V2
* Total Molecular Weight:
g/mol
Tip: Chemical formula is case sensitive. C22H30N4O √ c22h30n40 ╳
