92-62-6 Usage
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.
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.
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.
Check Digit Verification of cas no
The CAS Registry Mumber 92-62-6 includes 5 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 2 digits, 9 and 2 respectively; the second part has 2 digits, 6 and 2 respectively.
Calculate Digit Verification of CAS Registry Number 92-62:
(4*9)+(3*2)+(2*6)+(1*2)=56
56 % 10 = 6
So 92-62-6 is a valid CAS Registry Number.
InChI:InChI=1/C13H11N3/c14-9-4-5-12-8(6-9)7-10-11(15)2-1-3-13(10)16-12/h1-7H,14-15H2
92-62-6Relevant articles and documents
ATRP-based synthesis of a pH-sensitive amphiphilic block polymer and its self-assembled micelles with hollow mesoporous silica as DOX carriers for controlled drug release
Li, Yingxue,Qi, Xiuxiu,Yan, Hongmei
, p. 29986 - 29996 (2021/10/25)
The atom transfer radical polymerization (ATRP)-based synthesis of a pH-sensitive fluorescent polymer (PSDMA-b-POEGMA) was successfully prepared using 3,6-dibromo-isobutyramide acridine (DIA), an initiator with a fluorescent chromophore, to initiate a lipophilic monomer 2-styryl-1,3-dioxan-5-yl methacrylate (SDMA) and a hydrophilic monomer oligo(ethylene glycol) methyl ether (OEGMA), which contained a cinnamic aldehyde acetal structure. With the addition of hollow mesoporous silicon (HMS@C18), the pH-sensitive core-shell nanoparticles (HMS@C18@PSDMA-b-POEGMA) were developed via a self-assembly process as carriers for the anticancer drug doxorubicin (DOX) for drug loading and controlled release. The nanocomposites showed a higher drug loading capacity which was much higher than that observed using common micelles. At the same time, the polymer coated on the surface of the nanoparticles contains the fluorescent segment of an initiator, which can be used for fluorescence contrast of the cells. The nanocomposite carrier selectively inhibits human melanoma cell A375 relative to human normal fibroblasts GM. The in vitro results suggested that a smart pH sensitive nanoparticles drug delivery system was successfully prepared for potential applications in cancer diagnosis and therapy.
CO-CRYSTALS AND SALTS OF CONTRAST AGENTS AND IMAGING
-
Paragraph 0147, (2014/02/15)
The invention provides co-crystals and salts of contrast agents as well as methods to use and prepare the co-crystals and salts.
