IJSTR

International Journal of Scientific & Technology Research

IJSTR@Facebook IJSTR@Twitter IJSTR@Linkedin
Home About Us Scope Editorial Board Blog/Latest News Contact Us
CALL FOR PAPERS
AUTHORS
DOWNLOADS
CONTACT
QR CODE
IJSTR-QR Code

IJSTR >> Volume 2- Issue 11, November 2013 Edition



International Journal of Scientific & Technology Research  
International Journal of Scientific & Technology Research

Website: http://www.ijstr.org

ISSN 2277-8616



Structure- Activity Relationship (Sar) Of Cyanoethylated Aromatic Amines

[Full Text]

 

AUTHOR(S)

Odin, E.M., Onoja, P.K., Ochala, A.U.

 

KEYWORDS

Keywords: Aromatic amines; cyanoethylation, Azodin A and B; exhaustion; anti-bacterial; structure-activity relationship.

 

ABSTRACT

Abstract: Two types of aromatic amines were cyanoethylated. The cyano ethylated products were reacted with propylene oxide to give azocomponents: N-acetyl - N - β - hydroxyl propyl, N- β-propylnitrile -1, 3 - phenyl diamine and N- β hydroxypropyl, N- β- propyl nitrile aniline. These products are referred to as Azodin A and Azodin B respectively. When diazotized aromatic amines were coupled to Azodin B, eight dyes were produced, while Azodin A gave two dyes. Various elemental and spectroscopic methods were employed to elucidate the structure and properties of dyes. The UV-visible spectral data revealed that substitution(s) at the meta-position on the benzene rings of the azodyes favoured bathochromic shift more than those at ortho and para positions (dyes 5,9 and10 vs. others).The dyes were used to colour polyester materials and the exhaustion properties were measured. The result revealed that the dyes have good exhaustion and leveling properties and that the cyano ethylated products have no NH2 group. Structure-activity relationship among the dyes were measured against some pathogens.The ability of these dyes to inhibit the growth of some micro organisms was correlated with anti-bacterial potential.

 

REFERENCES

[1]. Abrahart E.N (1968) Dyes and their intermediate 1st Edn. Pergamon Press Ltd, Great Britain, l, 127-130

[2]. Akpulu A. and Hartman P. Natural Product as a source of potential cancer chemotherapeutic agents. J. Nat. Prod.1994, 53: 23-41.

[3]. American Association of Textile Chemists and Colourist (1994). Technical Manual, published by the American Association of Textile Chemist and Colourist ( A.AT.O.C). Research Triangle Park, Raleigh-USA. 69:23-43.

[4]. Bello, I.A., Peters O. A. ,Nkeonye, P.O. and Sunmonu. O.K. Kinetics and Thermodynamics Studies of an Acid Dye on modified Nylon 6 Fabrics. J. Pure and Appl. Sc.2002, 5: 309-314.

[5]. Bharat C.D., Hintendra, M.P. and Dhirubhai J.D. . Synthesis and application of new mordant and disperse azo dyes based on 2,4-dihydroxy benzophenone. J. Serb. Chem. Soc. 2007,72(2) 119-127.

[6]. Draganov, A (1974): The Chemistry and Technology of Dyes. First Edn. Sofia Press Ltd., Sofia P. 103 135.

[7]. Giovannoni MP, Cesari N, Vergelli C, Gragianoa A, Biancalcani C Biagini P, Dalpiaz V . 4-amino-5-substituted-3-(2H)-pyridazinones as orally active anti-nociceptive agents: Synthesis and studies on the mechanism of action J. Med. Chem. 2007, 50(16):3945-3953.

[8]. Kasali, A .B. and Adeakin, O . Dye-fibres bond stabilitiesof some carboxylated reactive dyes on silk fibre. J .Chem. Soc. Nig. 1994,19: 123-128.

[9]. Maradiya H.R. and Patel V.S. Fundamental processing of Dye Chemistry. Fibre Polym. 2002, 3: 43.

[10]. Mhammed F.A., Farouk R., Youssef Y.A and Mousa A.A. Dyeing of Nylon 6 and Silk fabrics with Novel polyfunctional Disazo Reactive Disperse Dye. J. American Soc.2013, 9(1): 1-16.

[11]. Nurcan Kurtoglu. Synthesis, Characterization, Chelation and anti-bacterial and anti-fungal studies of the 4-[(E)-phenyldiazenyl]-2-methyphenol dye. J. Serb. Chem. Soc.2009, 74:917-926.

[12]. Odin E.M. and Draganov, A : Investigation of the reaction between aromatic amines and propylene Oxide. Bulg. J. of Chem. Tech.1985, 11. 50 54

[13]. Odin E.M., Okwute S.K. and Draganov A. Synthesis of Arylides of 2-hydroxy-3-Naphthoic Acid and Aceto-acetic acid. Sav. J. of Sc. Agric. 2003, 3. 83-90

[14]. Odin E.M., Ekpendu T.O.E. ,and Nsi E.W. Synthesis of direct Non-benzindine Azo dyes. Zuma J. of Sc. & Agric. 2004, 6(1): 69-73.

[15]. Odin E.M. and Iyere B. Synthensis and Characterization of Reactive Dyes with Mono-azo dye and Cynuric Chloride. J. of Appl. & Envir. Sc.2006, 21: 112-117

[16]. Odin E.M. and Patience M. Synthesis and Biological Evaluation of Novel Pyridazine Analogues (3-aldehyde-1-phenylpyridazine derivatives). Int. J. Biol. Chem. Sci. 2010, 4(2)308-313.

[17]. Odilora C.A. and Omatseye O.C. Extraction and evaluation of dye from lima bean (Phaseolus lumatus, Lin). J. Appl. Sci. 2000, 3(2): 832-841.

[18]. Okwute S.K. and Mitscher L.A. Anti-bacterial Erythrinia pterocapans: Strucuture-activity relationship analysis. Pharm. World J. 1992, 9(2): 62-64.

[19]. Peter B. Malanie L. Annemarie H. Herbert S. Joonho C. Huan-Ming C. and Ramanchandra S. Characterization of Imidazo [4,5-d] Pyridazine. Evidencefor activity in the level of substrate and/or Enzyme. Anti-microb. Agents Chem. 2002,46(5) 1231-1239.

[20]. Ukponmwan D.O., Odilora C.A. Offor M.N. and Freeman H.S. Disperse Red 60 Anologs. Indian J. Fibres Text, Res. 1999, 24:297-303.

[21]. USP 3496213 Patented Feb., 17, 1970.