Cinnabarinic acid

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Names

[ CAS No. ]:
606-59-7

[ Name ]:
Cinnabarinic acid

[Synonym ]:
2-amino-3-oxophenoxazine-1,9-dicarboxylic acid
2-Amino-3-oxo-3H-phenoxazine-1,9-dicarboxylic acid
3H-Phenoxazine-1,9-dicarboxylic acid, 2-amino-3-oxo-

Chemical & Physical Properties

[ Density]:
1.8±0.1 g/cm3

[ Boiling Point ]:
536.8±50.0 °C at 760 mmHg

[ Melting Point ]:
>300ºC

[ Molecular Formula ]:
C14H8N2O6

[ Molecular Weight ]:
300.223

[ Flash Point ]:
278.4±30.1 °C

[ Exact Mass ]:
300.038239

[ PSA ]:
143.72000

[ LogP ]:
-0.13

[ Vapour Pressure ]:
0.0±1.5 mmHg at 25°C

[ Index of Refraction ]:
1.780

MSDS

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Safety Information

[ RIDADR ]:
NONH for all modes of transport

Synthetic Route

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Precursor & DownStream

Precursor

  • 3-Hydroxyanthranilic acid
  • 3-Hydroxy-2-nitrobenzoic acid
  • N-(3-dimethylaminopropyl)-2-nitro-3-benzyloxy-4-methylbenzamide hydrochloride
  • 3-Hydroxy-4-methoxy-2-nitrobenzoic acid

DownStream

  • 3-Hydroxyanthranilic acid

Articles

Aminophenoxazinones as inhibitors of indoleamine 2,3-dioxygenase (IDO). Synthesis of exfoliazone and chandrananimycin A.

J. Med. Chem. 56(8) , 3310-7, (2013)

A range of 2-aminophenoxazin-3-ones has been prepared by oxidative cyclocondensation of 2-aminophenols, including the natural products exfoliazone and chandrananimycin A, both synthesized for the firs...

Simultaneous determination of 3-hydroxyanthranilic and cinnabarinic acid by high-performance liquid chromatography with photometric or electrochemical detection.

Anal. Biochem. 200(2) , 273-9, (1992)

A convenient and rapid method for the simultaneous determination by HPLC of 3-hydroxyanthranilic acid and the dimer derived by its oxidation, cinnabarinic acid, is described. Buffers or biological sam...

Oxidation of 3-hydroxyanthranilic acid to the phenoxazinone cinnabarinic acid by peroxyl radicals and by compound I of peroxidases or catalase.

Biochemistry 31(34) , 8090-7, (1992)

Since 3-hydroxyanthranilic acid (3HAA), an oxidation product of tryptophan metabolism, is a powerful radical scavenger [Christen, S., Peterhans, E., & Stocker, R. (1990) Proc. Natl. Acad. Sci. U.S.A. ...


More Articles

Related Compounds

  • Cinnabarinic acid
  • cinnabarinic acid dimethyl ester
  • Octanethioic acid S-propyl ester
  • Hexanethioic acid S-decyl ester
  • Thiopropionic acid S-undecyl ester
  • trisporic acid
  • 4-((Cyclohexylamino)methyl)benzoic acid hydrochloride
  • 1-[(2,4-Dichlorophenyl)methyl]-N-(1,1-dimethylethyl)-2-methyl-1H-indole-3-methanamine
  • 2-Methoxy-6-(pyrazol-1-yl)-benzonitrile
  • 1H-3-Benzazepin-7-ol, 8-chloro-2,3,4,5-tetrahydro-5-(3-iodophenyl)-3-methyl-, (S)-
  • (4-Methyl-tetrahydro-furan-2-yl)-methanol
  • N-(1-cyanocyclopentyl)-2-[4-(4-fluorobenzenesulfonyl)-1,4-diazepan-1-yl]acetamide
  • 4,5,6,7-Tetrahydrobenzo[d]isoxazole-3-carbaldehyde
  • tert-Butyl-DL-alanine
  • 4-amino-N-[2-tert-butyl-1-(tetrahydro-2H-pyran-4-ylmethyl)-1H-benzimidazol-5-yl]-N-ethylbenzenesulfonamide
  • N-[3-(Aminooxy)propyl]-N-butyl-1-butanamine