Synonym
Hemipyocyanine, 1-Hydroxyphenazine; Phenazin-1-ol; 1-Phenazinol; NSC 88882; NSC88882; NSC-88882;
IUPAC/Chemical Name
1-Phenazinol
InChi Key
SVRNCBGWUMMBQB-UHFFFAOYSA-N
InChi Code
InChI=1S/C12H8N2O/c15-11-7-3-6-10-12(11)14-9-5-2-1-4-8(9)13-10/h1-7,15H
SMILES Code
OC1=CC=CC2=NC3=CC=CC=C3N=C21
Appearance
A crystalline solid
Purity
>98% (or refer to the Certificate of Analysis)
Shipping Condition
Shipped under ambient temperature as non-hazardous chemical. This product is stable enough for a few weeks during ordinary shipping and time spent in Customs.
Storage Condition
Dry, dark and at 0 - 4 C for short term (days to weeks) or -20 C for long term (months to years).
Solubility
Soluble in DMSO
Shelf Life
>3 years if stored properly
Drug Formulation
This drug may be formulated in DMSO
Stock Solution Storage
0 - 4 C for short term (days to weeks), or -20 C for long term (months).
HS Tariff Code
2934.99.03.00
Biological target:
A P. aeruginosa virulence factor.
In vitro activity:
HPC showed potential α-amylase inhibition with maximum inhibition and IC50 values of 92.2% and 3.1 µg/mL, respectively (Figure 7).
Reference: Mar Drugs. 2022 Apr 23;20(5):283. https://pubmed.ncbi.nlm.nih.gov/35621934/
|
Solvent |
mg/mL |
mM |
| Solubility |
| DMF |
10.0 |
50.97 |
| DMSO |
10.0 |
50.97 |
| Ethanol |
1.0 |
5.10 |
Note: There can be variations in solubility for the same chemical from different vendors or different batches from the same vendor. The following factors can affect the solubility of the same chemical: solvent used for crystallization, residual solvent content, polymorphism, salt versus free form, degree of hydration, solvent temperature. Please use the solubility data as a reference only. Warming and sonication will facilitate dissolving. Still have questions? Please contact our Technical Support scientists.
Preparing Stock Solutions
The following data is based on the
product
molecular weight
196.21
Batch specific molecular weights may vary
from batch to batch
due to the degree of hydration, which will
affect the solvent
volumes required to prepare stock solutions.
| Concentration / Solvent Volume / Mass |
1 mg |
5 mg |
10 mg |
| 1 mM |
1.15 mL |
5.76 mL |
11.51 mL |
| 5 mM |
0.23 mL |
1.15 mL |
2.3 mL |
| 10 mM |
0.12 mL |
0.58 mL |
1.15 mL |
| 50 mM |
0.02 mL |
0.12 mL |
0.23 mL |
Formulation protocol:
1. Nguyen TH, Wang SL, Nguyen AD, Doan MD, Tran TN, Doan CT, Nguyen VB. Novel α-Amylase Inhibitor Hemi-Pyocyanin Produced by Microbial Conversion of Chitinous Discards. Mar Drugs. 2022 Apr 23;20(5):283. doi: 10.3390/md20050283. PMID: 35621934; PMCID: PMC9171587.
In vitro protocol:
1. Nguyen TH, Wang SL, Nguyen AD, Doan MD, Tran TN, Doan CT, Nguyen VB. Novel α-Amylase Inhibitor Hemi-Pyocyanin Produced by Microbial Conversion of Chitinous Discards. Mar Drugs. 2022 Apr 23;20(5):283. doi: 10.3390/md20050283. PMID: 35621934; PMCID: PMC9171587.
1. Ramafi, G., Anderson, R., Theron, A., et al. Exposure of N-formyl-L-methionyl-L-leucyl-L-phenylalanine-activated human neutrophils to the Pseudomonas aeruginosa-derived pigment 1-hydroxyphenazine is associated with impaired calcium efflux and potentiation of primary granule enzyme release. Infect. Immun. 67(10), 5157-5162 (1999).
2. Sinha, S., Shen, X., Gallazzi, F., et al. Generation of reactive oxygen species mediated by 1‑hydroxyphenazine, a virulence factor of Pseudomonas aeruginosa. Chem. Res. Toxicol. 28(2), 175-181 (2015).
3. Munro, N.C., Barker, A., Rutman, A., et al. Effect of pyocyanin and 1-hydroxyphenazine on in vivo tracheal mucus velocity. J. Appl. Physiol. 67(1), 316-323 (1985).
4. Luo, Q., Hu, H., Peng, H., et al. Isolation and structural identification of two bioactive phenazines from Streptomyces griseoluteus P510. Chin. J. Chem. Eng. 23(4), 699-703 (2015).
