4-Diazo-3-methoxy-2,5-cyclohexadien-1-one

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4-Diazo-3-methoxy-2,5-cyclohexadien-1-one
Category Antibiotics
Catalog number BBF-01384
CAS 105114-23-6
Molecular Weight 150.13
Molecular Formula C7H6N2O2

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Description

It is produced by the strain of Penicillum funiculosum. It has favourable anti-anaerobe activity. MIC: 0.4μg/mL for Clostridium and Bacterioids, 0.2μg/mL for Haemophilus, <0.05μg/mL for Clostridium and digestive Streptococcus. And it has a weak antibacterial effect on aerobic bacteria.

Specification

Synonyms 2,5-Cyclohexadien-1-one,4-diazo-3-methoxy-; 4-diazonio-3-methoxyphenolate; SQ 30957
IUPAC Name 4-diazonio-3-methoxyphenolate
Canonical SMILES COC1=C(C=CC(=C1)[O-])[N+]#N
InChI InChI=1S/C7H6N2O2/c1-11-7-4-5(10)2-3-6(7)9-8/h2-4H,1H3
InChI Key JGURBIRPPYXGNF-UHFFFAOYSA-N

Properties

Appearance Yellow Crystalline

Reference Reading

1. SQ 30,957, a new antibiotic produced by Penicillium funiculosum. Taxonomy, fermentation, isolation, structure determination, synthesis and antibacterial activity
P D Singh, J H Johnson, C A Aklonis, J O'Sullivan J Antibiot (Tokyo). 1986 Aug;39(8):1054-8. doi: 10.7164/antibiotics.39.1054.
A new antibiotic, SQ 30,957, 4-diazo-3-methoxy-2,5-cyclohexadien-1-one, has been isolated from fermentation broths of Penicillium funiculosum. The structure (1) was deduced from its spectroscopic properties and its degradation reaction. SQ 30,957 has excellent activity against anaerobic bacteria such as Clostridium and Bacteroides and has moderate activity against aerobic bacteria. The compound has an LD50 of less than 17 mg/kg in mice by intraperitoneal administration.

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It is commonly abbreviated as: C1V1 = C2V2

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Tip: Chemical formula is case sensitive. C22H30N4O c22h30n40
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