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SML3350

Sigma-Aldrich

Acriflavine purified

≥95% (HPLC)

Synonym(s):

Mixture of trypaflavines (3,6-diamino-10-methylacridinium chloride and 3,6-diamino-3-methylacridinehydrochloride) and proflavine (3,6-diaminoacridine) hydrochloride

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About This Item

Linear Formula:
[C13H11N3.HCl]x·[C14H13N3.HCl]y ·[C14H14N3·Cl]z
UNSPSC Code:
12352200
NACRES:
NA.25

Pricing and availability is not currently available.

Quality Level

assay

≥95% (HPLC)

form

powder

color

red to brown

solubility

DMSO: 2 mg/mL, clear

storage temp.

2-8°C

SMILES string

NC1=CC2=C(C=C1)C=C3C=CC(N)=CC3=N2.NC4=CC5=C(C=C4)C=C6C=CC(NC)=CC6=N5.NC7=CC8=C(C=C7)C=C9C=CC(N)=CC9=[N+]8C.[Cl-].Cl.Cl

InChI key

CNKPVFNEZPNSQB-UHFFFAOYSA-N

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This Item
A8126A8251P2508
assay

≥95% (HPLC)

assay

-

assay

-

assay

-

form

powder

form

powder

form

powder

form

powder

Quality Level

100

Quality Level

200

Quality Level

200

Quality Level

100

storage temp.

2-8°C

storage temp.

room temp

storage temp.

room temp

storage temp.

room temp

solubility

DMSO: 2 mg/mL, clear

solubility

H2O: 0.33 g/mL (lit.)(lit.)

solubility

H2O: 1 mg/mL

solubility

H2O: 10 mg/mL

color

red to brown

color

-

color

faint brown to brown, and Orange to Dark Orange and Red to Very Dark Red

color

-

Biochem/physiol Actions

Acriflavine is an antimicrobial drug used to treat against sleeping sickness, urinary tract infections, and gonorrhea. Acriflavine is a potent inhibitor of SARS-CoV-2 papain-5 like protease (PLpro), which potently inhibits viral replication in vivo in mice and ex vivo in human airway epithelia. It is a mixture of trypaflavines (3,6-diamino-10-methylacridinium chloride and 3,6-diamino-3-methylacridinium chloride) and proflavine (3,6-diaminoacridine). Apparently commercial acriflavine mixtures contain the combination of differently methylated proflavines to optimally block the PLpro active site. Also, it potently inhibits replication of other betacoronaviruses.
Antimicrobial; potent inhibitor of SARS-CoV-2 papain-5 like protease (PLpro) and inhibits virus replication

Storage Class

11 - Combustible Solids

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable


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Valeria Napolitano et al.
Cell chemical biology, 29(5), 774-784 (2022-01-13)
The COVID-19 pandemic caused by SARS-CoV-2 has been socially and economically devastating. Despite an unprecedented research effort and available vaccines, effective therapeutics are still missing to limit severe disease and mortality. Using high-throughput screening, we identify acriflavine (ACF) as a

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