3-aminophenoxazone
- CAS No.
- 1916-59-2
- Chemical Name:
- 3-aminophenoxazone
- Synonyms
- Phx-3;Questiomycin A;2-Aminophenoxazon;3-aminophenoxazone;2-AMino-3-phenoxazone;2-amino-1H-phenoxazin-3-one;2-Amino-3-oxo-3H-phenoxazine;3H-Phenoxazin-3-one, 2-aMino-;2-AMino-3H-phenoxazin-3-one, 2-AMinophenoxazone, AV Toxin C, NSC 94945
- CBNumber:
- CB01387919
- Molecular Formula:
- C12H8N2O2
- Molecular Weight:
- 212.2
- MDL Number:
- MFCD00207317
- MOL File:
- 1916-59-2.mol
| Melting point | 249-250 °C |
|---|---|
| Boiling point | 352.04°C (rough estimate) |
| Density | 1.2399 (rough estimate) |
| refractive index | 1.6000 (estimate) |
| storage temp. | Store at -20°C |
| solubility | DMF: 2mg/mL; DMSO: 3mg/mL; DMSO:PBS (pH 7.2) (1:20): 0.04mg/mL |
| form | A solid |
| pka | 2.73±0.20(Predicted) |
| EWG's Food Scores | 1 |
| FDA UNII | J4CM69VF7H |
SAFETY
Risk and Safety Statements
| Symbol(GHS) |  GHS07 |
|||||||||
|---|---|---|---|---|---|---|---|---|---|---|
| Signal word | Warning | |||||||||
| Hazard statements | H315-H319-H335 | |||||||||
| Precautionary statements | P261-P305+P351+P338 | |||||||||
| NFPA 704 |
|
3-aminophenoxazone price More Price(12)
| Manufacturer | Product number | Product description | CAS number | Packaging | Price | Updated | Buy |
|---|---|---|---|---|---|---|---|
| Cayman Chemical | 27623 | Questiomycin A | 1916-59-2 | 1mg | $68 | 2024-03-01 | Buy |
| Cayman Chemical | 27623 | Questiomycin A | 1916-59-2 | 10mg | $570 | 2024-03-01 | Buy |
| Cayman Chemical | 27623 | Questiomycin A | 1916-59-2 | 5mg | $319 | 2024-03-01 | Buy |
| TRC | Q509800 | QuestiomycinA | 1916-59-2 | 10mg | $500 | 2021-12-16 | Buy |
| Biorbyt Ltd | orb611991 | Questiomycin A >98% | 1916-59-2 | 1g | $4766.8 | 2021-12-16 | Buy |
3-aminophenoxazone Chemical Properties,Uses,Production
Description
Questiomycin A is a phenoxazine and a chromophore that has been found in Streptomyces and has antibacterial and anticancer activities. It is active against M. scrofulaceum, M. marinum, and M. intracellulare (MICs = 2.8, 11.3, and 5.6 μg/ml, respectively) but not M. tuberculosis, M. smegmatis, M. kansasii, or M. fortuitum (MICs = >45 μg/ml). It is also inactive against E. coli, P. aeruginosa, S. tymphimurium, S. aureus, or L. monocytogenes. It is cytotoxic to a variety of cancer cells, including MCF-7, A549, MIA PaCa-2, and LoVo-1 cells (IC50s = 1.67, 5.48, 7.16, and 20.03 μM, respectively) as well as human umbilical vein endothelial cells (HUVECs) but not human embryonic lung fibroblast cells (HELs; IC50s = 16.06 and >50 μM, respectively). Questiomycin A reduces the increased intracellular pH in a variety of cancer cell lines, as well as in HUVECs and HELs. It prevents lung metastasis in a B16 mouse melanoma model of metastasis when administered at a dose of 0.5 mg/kg simultaneously with B16 cells or every three days. It is also a chromophore product of the reducing agent 2-aminophenol oxidation (as 2-amino-phenoxazine-3-one) and has been used as a readout in the study of catalytic oxidation of 2-aminophenol by various metal-containing complexes. It has an absorbance of 435 nm in methanol.
Uses
Questiomycin A is a natural antimicrobial agent produced by agriculturally important species such as maize, rye, and wheat.
Uses
Questiomycin A is a phenoxazine produced by several Streptomyces species and some fungi and bacteria. Questiomycin A is weakly active against bacteria, fungi, plants and tumour cell lines, and inhibits aromatase and sulfatases. Questiomycin, like other phenoxazines, stimulates cell growth and turnover in vitro, an activity possibly related to their ability to form stable free radicals. More recently, questiomycin A has been shown to inhibit pulmonary metastasis caused by mouse melanoma cells. Questiomycin A and related phenoxazines are important dereplication standards in discovery research to eliminate leads due to high amounts of weakly potent actives.
Definition
ChEBI: 2-aminophenoxazin-3-one is a phenoxazine.
3-aminophenoxazone Preparation Products And Raw materials
Raw materials
Preparation Products
| Supplier | Tel | Country | ProdList | Advantage | |
|---|---|---|---|---|---|
| BOC Sciences | +1-631-485-4226 | inquiry@bocsci.com | United States | 19553 | 58 |
| Career Henan Chemica Co | +86-0371-86658258 +8613203830695 | laboratory@coreychem.com | China | 30253 | 58 |
| TargetMol Chemicals Inc. | +1-781-999-5354 | support@targetmol.com | United States | 19973 | 58 |
| Aladdin Scientific | +1-+1(833)-552-7181 | sales@aladdinsci.com | United States | 52927 | 58 |
| Shanghai Boyners Pharm-Tech Co., Ltd. | 021-54581719 13817873692 | mkt@boynerspharm.com | China | 1722 | 55 |
| Hangzhou Sage Chemical Co., Ltd. | +86057186818502 13588463833 | info@sagechem.com | China | 10269 | 58 |
| Chizhou Kailong Import and Export Trade Co., Ltd. | xg01_gj@163.com | China | 9503 | 50 | |
| Shanghai EFE Biological Technology Co., Ltd. | 021-65675885 18964387627 | info@efebio.com | China | 9707 | 58 |
| Lynnchem | 86-(0)29-85992781 17792393971 | info@lynnchem.com | China | 4587 | 58 |
| Novachemistry | 44-20819178-90 02081917890 | info@novachemistry.com | United Kingdom | 4381 | 58 |