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1,6-Dihydroxy-2-chlorophenazine

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1,6-Dihydroxy-2-chlorophenazine
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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Capabilities & Facilities

Fermentation Lab

4 R&D and scale-up labs

2 Preparative purification labs

Fermentation Plant

Semi pilot, pilot and industrial plant 4 Manufacturing sites 7 Production lines at pilot scale 100+ Reactors of 30-4000 L; 170+ reactors of 20 KL-30 KL; 24+ reactors of >100 KL 2 Hydrogenation reactors (200 L, 4Mpa and 1000L, 4Mpa)

Product Description

It is produced by the strain of Streptosporangium sp. 1656. It has weak anti-fungal and anti-yeast activity.

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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
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
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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