1446-61-3 Usage
Description
Dehydroabietylamine is a primary amine characterized by its high molecular weight. It is known for its strong antibiotic properties and is presented as a clear yellow viscous liquid.
Uses
Used in Pharmaceutical Industry:
Dehydroabietylamine is used as an active pharmaceutical ingredient for its broad-spectrum antibiotic effect. It is effective against various bacterial strains such as Staphylococcus p.a. (sic), Escherichia coli, and Mycobacterium tuberculosis, as well as the fungal pathogen Candida albicans. Its potent antibiotic activity makes it a valuable compound in the development of new drugs to combat resistant infections.
Used in Antimicrobial Applications:
In the field of antimicrobial agents, Dehydroabietylamine serves as a key component in the formulation of products designed to inhibit the growth of harmful microorganisms. Its broad-spectrum activity allows for its use in various applications, including medical, industrial, and consumer products, to ensure cleanliness and prevent the spread of infections.
Used in Research and Development:
Dehydroabietylamine is also utilized in research and development for the discovery and creation of new antibiotics and antimicrobial compounds. Its unique properties and effectiveness against a wide range of pathogens make it an important tool in the ongoing fight against antibiotic resistance and the development of novel treatments for infectious diseases.
Biological Activity
CB 1 agonist. Displaces binding of [ 3 H]-SR141716A with an IC 50 value of 2.86 μ M.
Purification Methods
The crude base is purified by converting 2g of base in toluene (3.3mL) into the acetate salt by heating at 65-70o with 0.46g of AcOH, and the crystals are collected and dried (0.96g from two crops, m 141-143o). The acetate salt is dissolved in warm H2O, basified with aqueous NaOH and extracted with *C6H6. The dried extract (MgSO4) is evaporated in vacuum leaving a viscous oil which crystallises and can be distilled. [Gottstein & Cheney J Org Chem 30 2072 1965.] The picrate has m 234-236o (from aqueous MeOH), and the formate has m 147-148o (from heptane). [Beilstein 12 IV 3005.]
Check Digit Verification of cas no
The CAS Registry Mumber 1446-61-3 includes 7 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 4 digits, 1,4,4 and 6 respectively; the second part has 2 digits, 6 and 1 respectively.
Calculate Digit Verification of CAS Registry Number 1446-61:
(6*1)+(5*4)+(4*4)+(3*6)+(2*6)+(1*1)=73
73 % 10 = 3
So 1446-61-3 is a valid CAS Registry Number.
InChI:InChI=1/C20H31N/c1-14(2)15-6-8-17-16(12-15)7-9-18-19(3,13-21)10-5-11-20(17,18)4/h6,8,12,14,18H,5,7,9-11,13,21H2,1-4H3/p+1/t18-,19-,20+/m0/s1
1446-61-3Relevant articles and documents
Antifungal Application of Rosin Derivatives from Renewable Pine Resin in Crop Protection
Gao, Yanqing,Hao, Jin,He, Xiaohua,Li, Jian,Shang, Shibin,Song, Jie,Song, Zhanqian,Tao, Pan,Wu, Chengyu
, p. 4144 - 4154 (2020/04/30)
In the current work, we synthesized two series of dehydroabietyl amide derivatives from natural product rosin and evaluated their antifungal effects on Valsa mali, Phytophthora capsici, Botrytis cinerea, Sclerotinia sclerotiorum, and Fusarium oxysporum. In vitro and in vivo antifungal activities results indicated that rosin-based amide compounds containing thiophene heterocycles had better inhibitory effects on B. cinerea. In particular, compound 5b (5-fluoro-2-thiophene dehydroabietyl amide) exhibited the excellent antifungal properties against B. cinerea with an EC50 of 0.490 mg/L, which was lower compared to the positive control penthiopyrad (0.562 mg/L). Physiological and biochemical studies showed that the primary action mechanism of compound 5b on B. cinerea changes mycelial morphology, increases cell membrane permeability, and inhibits the TCA pathway in respiratory metabolism. Furthermore, QSAR and SAR studies revealed that charge distribution of rosin-based amides derivatives have a key role in the antifungal activity through the hydrogen bonding, conjugation, and electrostatic interaction between the compounds and the receptors of the target. To sum up, this study contributes to the development of rosin-based antifungal agents with a novel structure and preferable biological activity.
1-(1)-dehydroabietylimidazolium salts as enantiomer discriminators for NMR spectroscopy
Gunaratne, H.Q. Nimal,Laaksonen, Tiina,Seddon, Kenneth R.,W?h?l?, Kristiina
, p. 845 - 856 (2017/07/07)
Nine new (+)-dehydroabietylimidazolium salts were synthesised and studied as chiral solvating agents for several different racemic aromatic and non-aromatic carboxylate salts. These cationic chiral solvating agents resolve racemic ionic analytes better than non-ionic ones. Bis(dehydroabietylimidazolium) bis(trifluoromethanesulfonimide) gave the best discrimination for the enantiomers of carboxylate salts. Its resolution behaviour was studied by an NMR titration experiment, which indicated 1 : 1 complexation with the racemic analyte. The dehydroabietylimidazolium salts were also useful in enantiomeric excess (ee) determinations, and for the recognition of chirality of racemic aromatic and nonaromatic a-substituted carboxylic acids.
Chiral stationary phases and columns for chromatographic resolution
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, (2008/06/13)
This invention relates to chiral compositions.