ChemicalBook--->CAS DataBase List--->92-62-6

92-62-6

92-62-6 Structure

92-62-6 Structure
IdentificationBack Directory
[Name]

PROFLAVINE
[CAS]

92-62-6
[Synonyms]

PROFLAVINE
Isoflabase
6-Diaminoacridine
3,6-Acridinediamine
3,6-Aiaminoacridine
(6-aminoacridin-3-yl)amine
Inhibitor,Proflavine,Whole,Bacterial,blood,inward,inhibit,channel,rectifier,G protein,gated
[Molecular Formula]

C13H11N3
[MDL Number]

MFCD00005030
[MOL File]

92-62-6.mol
[Molecular Weight]

209.25
Chemical PropertiesBack Directory
[Melting point ]

281° (Schpff); mp 288° (Albert)
[Boiling point ]

338.61°C (rough estimate)
[density ]

1.1847 (rough estimate)
[refractive index ]

1.6000 (estimate)
[storage temp. ]

Keep in dark place,Sealed in dry,Room Temperature
[solubility ]

DMSO: 23 mg/mL (109.92 mM);Ethanol: 2 mg/mL (9.56 mM)
[Water Solubility ]

Soluble in water
[form ]

powder to crystal
[pka]

9.65(at 20℃)
[color ]

Light yellow to Brown
[EPA Substance Registry System]

3,6-Acridinediamine (92-62-6)
Hazard InformationBack Directory
[Definition]

ChEBI: An aminoacridine that is acridine that is substituted by amino groups at positions 3 and 6. A slow-acting bacteriostat that is effective against many Gram-positive bacteria (but ineffective against spores), its salts were formerly used for treatment of bur s and infected wounds.
[Uses]

PROFLAVINE is used as a monomer for the synthesis of COF materials.
[Enzyme inhibitor]

This dye (FWfree-base = 209.25 g/mol; CAS 92-62-6; orange-red solid; M.P. = 281 or 288°C; soluble in water; pKa = 9.65; solutions are light sensitive; insoluble in organic solvents such as benzene, diethyl ether, and chloroform), also known as proflavin and 3,6-acridinediamine, is a mutagen that intercalates in double-stranded DNA, inhibiting both DNA and RNA biosynthesis. Proflavine can also participate in the photooxidation of proteins (e.g., dopa decarboxylase. In addition, proflavine can inhibit a number of enzymes directly. For xample scriflavine, a mixture of proflavine with 3,6-diamino-10-methylacridinium chloride, inhibits protein kinase C. Target(s): L-amino-acid oxidase; carbonic anhydrase, or carbonate dehydratase, Ki ≈ 10 mM; chymotrypsin; DNA (cytosine-5-)-methyltransferase; DNA-directed RNA polymerase; dopa decarboxylase; F1Fo ATPase, or F1Fo ATP synthase, or H+-transporting two-sector ATPase; ficain, or ficin; glutamate decarboxylase; lysozyme; monoamine oxidase; NADH:cytochrome b5 reductase; nucleoside-triphosphatase, nuclear-envelope; papain; poly(ADP-ribose) glycohydrolase; polynucleotide adenylyltransferase, or poly(A) polymerase; pyruvate kinase; RNA-directed DNA polymerase; thrombin; tRNA adenylytltransferase; tRNA (guanine-N2-)-methyltransferase; tRNA cytidylyltransferase; tRNA methyltransferases; tRNA nucleotidyltransferase; and trypsin.
[Purification Methods]

Proclavine (3,6-diaminoacridine) [92-62-6] M 209.2, m 284-286o, pK 1 -2.7, pK 2 0 . 5 5 , pK 3 9.49. It crystallises from aqueous MeOH. The picrate crystallises from aqueous pyridine with m ~185o. [Beilstein 22 H 487, 22 I 649, 22 II 397, 22 III/IV 5487, 22/11 V 322.] For proflavin see 3,6-diaminoacridine hydrochloride.
Safety DataBack Directory
[TSCA ]

TSCA listed
[HS Code ]

2933.99.4600
[Safety Profile]

Poison by intravenous, intraperitoneal, and subcutaneous routes. Questionable carcinogen. Mutation data reported. When heated to decomposition it emits toxic fumes of NOx. See also other diaminoacridine entries.
[Hazardous Substances Data]

92-62-6(Hazardous Substances Data)
[Toxicity]

LD50 s.c. in mice: 0.14 g/kg (Rubbo)
Spectrum DetailBack Directory
[Spectrum Detail]

PROFLAVINE(92-62-6)MS
PROFLAVINE(92-62-6)1HNMR
PROFLAVINE(92-62-6)13CNMR
PROFLAVINE(92-62-6)IR1
PROFLAVINE(92-62-6)IR2
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