PYRONINE B

Names

[ Name ]:
PYRONINE B

[Synonym ]:
Ethanaminium, N-[6-(diethylamino)-3H-xanthen-3-ylidene]-N-ethyl-, chloride (1:1)
Ethanaminium, N-[6- (diethylamino)-3H-xanthen-3-ylidene]-N-ethyl-, chloride
Pyronine B,purified
E tetraethylpyronin
[6-(Diethylamino)-3H-xanthen-3-ylidene]diethylammonium chloride
3.6-Bis-diaethylamino-xanthylium-chlorid
Pyronin B
6-(Diethylamino)-N,N-diethyl-3H-xanthen-3-iminium chloride
MFCD00011932
Ammonium, [6- (diethylamino)-3H-xanthen-3-ylidene]diethyl-, chloride
EINECS 218-429-9
3,6-bis-diethylamino xanthylium chloride
PYRONINE B

Biological Activity

[Description]:

Pyronin B is an organic cationic dye used for the staining of bacteria, mycobacteria and ribonucleic acids. Pyronin B is also used as a small hydrophobic (SH) protein channel inhibitor[1][2].

[Related Catalog]:

Research Areas >> Infection

Signaling Pathways >> Others >> Others

[In Vitro]

Pyronin B (0-15 μM) inhibits channel activity of approximately 60% of small hydrophobic (SH) proteins at a concentration of 10 μM, and the Kd value of 6.8 μM[1]. Pyronin B (0-0.25 μM) affects RSV replication in Vero cells in a dose-dependent manner, and its TCID 50 (50% tissue culture infection dose) = 0 at the concentration of 0.25 μM[1]. Pyronin B (10 μM) can react with bromate in an oxidation reaction and the reaction rate increases dramatically with the addition of trace amounts of Ti (IV) with the characteristic absorption spectra of 555 nm[2].

[References]

[1]. Yan Li, et al. Inhibition of the human respiratory syncytial virus small hydrophobic protein and structural variations in a bicelle environment. J Virol. 2014 Oct;88(20):11899-914.

[2]. Zhou Z R, et al. Study of the Catalytic Effects of Trace Titanium on Oxidation of Pyronin B with Hydrogen Peroxide and Its Application[C]//Advanced Materials Research. Trans Tech Publications Ltd, 2013, 602: 1233-1237.

Chemical & Physical Properties

[ Melting Point ]:
174-176ºC

[ Molecular Formula ]:
C₂₁H₂₇ClN₂O

[ Molecular Weight ]:
358.905

[ Exact Mass ]:
358.181183

[ PSA ]:
19.39000

[ LogP ]:
1.19980

[ Appearance of Characters ]:
crystals | Green needles or

[ Storage condition ]:
Store at RT.

[ Water Solubility ]:
Soluble in water, ethyl acetate, methyl acetate, ethylene glycol; slightly soluble in ethanol, methanol, methyl cellosolve

MSDS

Click to get detail MSDS

Toxicological Information

CHEMICAL IDENTIFICATION

RTECS NUMBER :: BP6832000

CHEMICAL NAME :: Ammonium, (6-(diethylamino)-3H-xanthen-3-ylidene)diethyl-, chloride

CAS REGISTRY NUMBER :: 2150-48-3

LAST UPDATED :: 199701

DATA ITEMS CITED :: 6

MOLECULAR FORMULA :: C21-H27-N2-O.Cl

MOLECULAR WEIGHT :: 358.95

WISWESSER LINE NOTATION :: T C666 BO EYJ EUK2&2 MN2&2 &G

HEALTH HAZARD DATA

ACUTE TOXICITY DATA

TYPE OF TEST :: LD50 - Lethal dose, 50 percent kill

ROUTE OF EXPOSURE :: Intraperitoneal

SPECIES OBSERVED :: Rodent - mouse

DOSE/DURATION :: 15100 ug/kg

TOXIC EFFECTS :: Details of toxic effects not reported other than lethal dose value

MUTATION DATA

TEST SYSTEM :: Insect - Drosophila melanogaster

DOSE/DURATION :: 1000 ppm

REFERENCE :: AMNTA4 American Naturalist. (Univ. of Chicago Press, Journals Div., POB 37005, Chicago, IL 60637) V.1- 1867- Volume(issue)/page/year: 87,295,1953 *** NIOSH STANDARDS DEVELOPMENT AND SURVEILLANCE DATA *** NIOSH OCCUPATIONAL EXPOSURE SURVEY DATA : NOES - National Occupational Exposure Survey (1983) NOES Hazard Code - X3951 No. of Facilities: 32 (estimated) No. of Industries: 1 No. of Occupations: 2 No. of Employees: 162 (estimated) No. of Female Employees: 124 (estimated)

Safety Information

[ Personal Protective Equipment ]:
Eyeshields;Gloves;type N95 (US);type P1 (EN143) respirator filter

[ Hazard Codes ]:
Xn: Harmful;

[ Risk Phrases ]:
R68

[ Safety Phrases ]:
S22;S45;S24/25;S36/S37

[ RIDADR ]:
NONH for all modes of transport

[ RTECS ]:
BP6832000

Synthetic Route

Click to get detail synthetic route

Precursor & DownStream

Precursor

DownStream

Articles

Analysis and testing of biological stains--the Biological Stain Commission Procedures.

Biotech. Histochem. 77(5&6) , 237-275, (2002)

[Fluorescence investigation on interaction between artemisinin (qinghaosu) and hemin and its analytical application].

Guang Pu Xue Yu Guang Pu Fen Xi 26(9) , 1640-3, (2006)

Hemin-catalytic decomposition of artemisinin (qinghaosu, QHS) was studied using pyronine B (PB) as an indicator. The interaction between hemin and QHS was an enzyme-substrate model, and the action sit...

Nuclear dyes and cytoplasmic staining.

Cytometry 29(4) , 375-6, (1997)