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Oxychloroaphine

Names

[ CAS No. ]:
550-89-0

[ Name ]:
Oxychloroaphine

[Synonym ]:
α-Amidophenazin
phenazine-1-carboxylic acid amide
PCN
1-Carbamoyl-phenazin
Phenazine-1-carboxamide
Phenazin-1-carbamid

Biological Activity

[Description]:

Oxychloroaphine could be isolated from the bacterium Pantoea agglomerans naturally present in soil. Oxychloroaphine has broad-spectrum antifungal activity. Oxychloroaphine has cytotoxicity in a dose-dependent manner and induces apoptosis. Oxychloroaphine can be used in research of cancer[1][2].

[Related Catalog]:

Signaling Pathways >> Apoptosis >> Bcl-2 Family
Signaling Pathways >> Apoptosis >> Apoptosis
Research Areas >> Cancer
Signaling Pathways >> Epigenetics >> PARP
Research Areas >> Infection
Signaling Pathways >> Apoptosis >> MDM-2/p53
Signaling Pathways >> Anti-infection >> Fungal
Signaling Pathways >> Apoptosis >> Caspase
Signaling Pathways >> Cell Cycle/DNA Damage >> PARP

[In Vitro]

Oxychloroaphine (1-256 μM; 24 h) has cytotoxicity with IC50 values for A549, HeLa, and SW480 cancer cell lines between 32 and 40 μM[2]. Oxychloroaphine (1-150 μM; A549, HeLa, and SW480 cancer cell lines) causes cell membrane damage, leading to increase apoptosis and leakage of lactate dehydrogenase, and increases production of cytochrome c protein[2]. Oxychloroaphine (32 μM; A549 and SW480 cells) induces cycle arrest at G1 phase and induction of sub-G phase[2]. Oxychloroaphine (48 h; A549 cells) induces downregulation of antiapoptotic Bcl-2 protein and the activation of proapoptotic protein caspase-3 led to the cleavage of PARP[2]. Cell Viability Assay[2] Cell Line: A549, HeLa, and SW480 cancer cell lines Concentration: 1, 2, 4, 8, 16, 32, 64, 128, and 256 μM Incubation Time: 24 hours Result: Inhibited cell proliferative in a dose-dependent manner.

Chemical & Physical Properties

[ Density]:
1.371g/cm3

[ Boiling Point ]:
526.1ºC at 760 mmHg

[ Melting Point ]:
242ºC

[ Molecular Formula ]:
C13H9N3O

[ Molecular Weight ]:
223.23000

[ Flash Point ]:
272ºC

[ Exact Mass ]:
223.07500

[ PSA ]:
68.87000

[ LogP ]:
2.58220

[ Index of Refraction ]:
1.76

Safety Information

[ HS Code ]:
2933990090

Synthetic Route

Precursor & DownStream

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%


Related Compounds