PeptideDB

Azure B 531-55-5

Azure B 531-55-5

CAS No.: 531-55-5

Azure B is a cationic dye, the major metabolite of Methylene blue, used in Azure eosin stain for blood smear staining. A
Data collection:peptidedb@qq.com

This product is for research use only, not for human use. We do not sell to patients.

Azure B is a cationic dye, the major metabolite of Methylene blue, used in Azure eosin stain for blood smear staining. Azure B is a highly efficient, selective and reversible inhibitor of MAO (monoamine oxidase)-A, with IC50s of 11 and 968 nM for recombinant human MAO-A and MAO-B, respectively. Azure B has significant antidepressant effects.

Physicochemical Properties


Molecular Formula C15H16CLN3S
Molecular Weight 305.8256
Exact Mass 305.075
CAS # 531-55-5
PubChem CID 68275
Appearance Solid powder
Melting Point 205-210 °C (dec.)(lit.)
Hydrogen Bond Donor Count 1
Hydrogen Bond Acceptor Count 4
Rotatable Bond Count 1
Heavy Atom Count 20
Complexity 498
Defined Atom Stereocenter Count 0
InChi Key DNDJEIWCTMMZBX-UHFFFAOYSA-N
InChi Code

InChI=1S/C15H15N3S.ClH/c1-16-10-4-6-12-14(8-10)19-15-9-11(18(2)3)5-7-13(15)17-12;/h4-9H,1-3H3;1H
Chemical Name

dimethyl-[7-(methylamino)phenothiazin-3-ylidene]azanium;chloride
HS Tariff Code 2934.99.9001
Storage

Powder-20°C 3 years

4°C 2 years

In solvent -80°C 6 months

-20°C 1 month

Note: Please store this product in a sealed and protected environment (e.g. under nitrogen), avoid exposure to moisture and light.
Shipping Condition Room temperature (This product is stable at ambient temperature for a few days during ordinary shipping and time spent in Customs)

Biological Activity


ln Vivo Azure B (4-30 mg/kg; i.p.; once) decreases immobility in the forced swim test (FST) [1].
References

[1]. The azure dyes: their purification and physicochemical properties. II. Purification of azure B. Stain Technol. 1975 May;50(3):149-56.

[2]. Azure B and a synthetic structural analogue of methylene blue, ethylthioninium chloride, present with antidepressant-like properties. Life Sci. 2014 Nov 11;117(2):56-66.

Additional Infomation Azure B is an organic chloride salt having 3-(dimethylamino)-7-(methylamino)phenothiazin-5-ium as the counterion. It is used in making azure eosin stains for blood smear staining and is an active metabolite of methylene blue. It has a role as a histological dye, a fluorochrome, a drug metabolite, an EC 3.1.1.8 (cholinesterase) inhibitor, an EC 1.4.3.4 (monoamine oxidase) inhibitor, a cardioprotective agent and an antidepressant. It contains a 3-(dimethylamino)-7-(methylamino)phenothiazin-5-ium.

Solubility Data


Solubility (In Vitro) DMSO : ~10 mg/mL (~32.70 mM)
Solubility (In Vivo) Solubility in Formulation 1: ≥ 1 mg/mL (3.27 mM) (saturation unknown) in 10% DMSO + 40% PEG300 + 5% Tween80 + 45% Saline (add these co-solvents sequentially from left to right, and one by one), clear solution.
For example, if 1 mL of working solution is to be prepared, you can add 100 μL of 10.0 mg/mL clear DMSO stock solution to 400 μL of PEG300 and mix evenly; then add 50 μL of Tween-80 to the above solution and mix evenly; then add 450 μL of normal saline to adjust the volume to 1 mL.
Preparation of saline: Dissolve 0.9 g of sodium chloride in 100 mL ddH₂ O to obtain a clear solution.

Solubility in Formulation 2: ≥ 1 mg/mL (3.27 mM) (saturation unknown) in 10% DMSO + 90% (20% SBE-β-CD in Saline) (add these co-solvents sequentially from left to right, and one by one), clear solution.
For example, if 1 mL of working solution is to be prepared, you can add 100 μL of 10.0 mg/mL clear DMSO stock solution to 900 μL of 20% SBE-β-CD physiological saline solution and mix evenly.
Preparation of 20% SBE-β-CD in Saline (4°C,1 week): Dissolve 2 g SBE-β-CD in 10 mL saline to obtain a clear solution.

 (Please use freshly prepared in vivo formulations for optimal results.)
Preparing Stock Solutions 1 mg 5 mg 10 mg
1 mM 3.2698 mL 16.3490 mL 32.6979 mL
5 mM 0.6540 mL 3.2698 mL 6.5396 mL
10 mM 0.3270 mL 1.6349 mL 3.2698 mL
*Note: Please select an appropriate solvent for the preparation of stock solution based on your experiment needs. For most products, DMSO can be used for preparing stock solutions (e.g. 5 mM, 10 mM, or 20 mM concentration); some products with high aqueous solubility may be dissolved in water directly. Solubility information is available at the above Solubility Data section. Once the stock solution is prepared, aliquot it to routine usage volumes and store at -20°C or -80°C. Avoid repeated freeze and thaw cycles.