Identification | Back 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 Properties | Back 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 Information | Back 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. | [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 Data | Back Directory | [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) |
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