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Chemical Compound Review

Acid chloride     2-(2,4-dipentan-2- ylphenoxy)ethanoyl chloride

Synonyms: AC1L2FIC, LS-13944, BRN 0752190, 63990-57-8, 2,4-Di-2-amylphenoxyacetyl chloride, ...
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Disease relevance of BRN 0752190

  • Bacillus subtilis spores were killed by CuCl(2)-ascorbic acid, chloride ions were essential for killing of spores, and spores with defective coats were killed more rapidly [1].
  • Accumulation and toxicity of inorganic arsenic forms As(III) and As(V) to the green microalga Stichococcus bacillaris depended on environmental variables. pH of exposure and to a lesser extent elevated concentrations of humic acid, chloride and orthophosphate ions affected arsenic accumulation and its toxicity [2].

High impact information on BRN 0752190

  • Vagotomy uncompetitively (ED50 increase, Vmax decrease) inhibited the pentagastrin dose response of acid, chloride, and pepsin output [3].
  • Substituted acrylamides were prepared by direct acylation of the corresponding 6-amines with the requisite acid or acid chloride [4].
  • Separation of the methyl esters of the four isomers of 2-hydroxy-3-methylhexadecanoic acid was achieved by gas chromatography after derivatization of the hydroxy group with R-2-methoxy-2-trifluoromethylphenylacetic acid chloride and the absolute configuration of the four isomers was determined [5].
  • Base hydrolysis of 1b gave the acid 10 which, via its acid chloride and subsequent treatment with the appropriate amine, formed the target compounds 2a-h. The pharmacological profile indicated that the cyano analogues 1a-e had very high CB1 binding affinity (0.36-13 nM) and high in vivo potency as agonists [6].
  • 8-Methoxy- and 8-methylquinazolinones (14-34) were readily prepared by acylation of 3-substituted anthranilamides with the appropriate acid chloride, followed by base-catalyzed cyclization [7].

Chemical compound and disease context of BRN 0752190

  • The prodrugs (glyceride derivatives) 3a and 3b of diclofenac were prepared by reacting 1, 2, 3-trihydroxy propane-1,3-dipalmitate/stearate with the acid chloride of diclofenac as potential prodrugs to reduce the gastrointestinal toxicity associated with them [8].

Biological context of BRN 0752190


Anatomical context of BRN 0752190

  • Thin polymeric membranes have been formed by liquid/liquid interfacial copolymerization of a sterically demanding tetraphenylporphyrin derivative having reactive phenol substituents and a second porphyrin having reactive acid chloride groups [13].

Associations of BRN 0752190 with other chemical compounds


Gene context of BRN 0752190

  • Acylation of 26 with acid chloride 38d gave 39d, which was deprotected with TFA and then mild base to give 8 in 45% yield from 26 [19].
  • A new procedure for the preparation of unsymmetrical diacyl dipyrromethanes has been developed that involves (1) monoacylation with EtMgBr and a pyridyl benzothioate followed by (2) introduction of the second acyl unit upon reaction with EtMgBr and an acid chloride [20].

Analytical, diagnostic and therapeutic context of BRN 0752190

  • The separation by crystallization of the pair of cryptophane diastereomers 1 a and 1 b, obtained in 1:1 ratio by treating racemic anti cryptophanol-A (2) with (-)-camphanic acid chloride, provided a substantial amount of optically pure material (diastereomeric excess>98 %) [21].
  • The determination is more selective than the usual titration methods, which do not differentiate among acids with similar pK's. Relative standard deviations of the acid chloride determination are 1.0-2.5% [22].
  • The covalent immobilization of alpha-amylase on new isocyanate, acid chloride and carboxylic acid--activated plastic supports shows the viability of such supports for immobilizing enzymes, especially those reacting with 1,6-diaminohexane and glutaraldehyde for producing side arms [23].


  1. Killing of Bacillus subtilis spores by a modified Fenton reagent containing CuCl2 and ascorbic acid. Shapiro, M.P., Setlow, B., Setlow, P. Appl. Environ. Microbiol. (2004) [Pubmed]
  2. Arsenic availability, toxicity and direct role of GSH and phytochelatins in As detoxification in the green alga Stichococcus bacillaris. Pawlik-Skowrońska, B., Pirszel, J., Kalinowska, R., Skowroński, T. Aquat. Toxicol. (2004) [Pubmed]
  3. Effects of fundic vagotomy and cholinergic replacement on pentagastrin dose responsive gastric acid and pepsin secretion in man. Hirschowitz, B.I., Helman, C.A. Gut (1982) [Pubmed]
  4. Tyrosine kinase inhibitors. 18. 6-Substituted 4-anilinoquinazolines and 4-anilinopyrido[3,4-d]pyrimidines as soluble, irreversible inhibitors of the epidermal growth factor receptor. Smaill, J.B., Showalter, H.D., Zhou, H., Bridges, A.J., McNamara, D.J., Fry, D.W., Nelson, J.M., Sherwood, V., Vincent, P.W., Roberts, B.J., Elliott, W.L., Denny, W.A. J. Med. Chem. (2001) [Pubmed]
  5. Stereochemistry of the alpha-oxidation of 3-methyl-branched fatty acids in rat liver. Croes, K., Casteels, M., Dieuaide-Noubhani, M., Mannaerts, G.P., Van Veldhoven, P.P. J. Lipid Res. (1999) [Pubmed]
  6. Potent cyano and carboxamido side-chain analogues of 1', 1'-dimethyl-delta8-tetrahydrocannabinol. Singer, M., Ryan, W.J., Saha, B., Martin, B.R., Razdan, R.K. J. Med. Chem. (1998) [Pubmed]
  7. Resistance-modifying agents. 5. Synthesis and biological properties of quinazolinone inhibitors of the DNA repair enzyme poly(ADP-ribose) polymerase (PARP). Griffin, R.J., Srinivasan, S., Bowman, K., Calvert, A.H., Curtin, N.J., Newell, D.R., Pemberton, L.C., Golding, B.T. J. Med. Chem. (1998) [Pubmed]
  8. Synthesis, biological evaluation and kinetic studies of glyceride prodrugs of diclofenac. Khan, M.S., Akhter, M. Indian J. Exp. Biol. (2004) [Pubmed]
  9. Simple production of [1-carbon-11]acetate. Oberdorfer, F., Theobald, A., Prenant, C. J. Nucl. Med. (1996) [Pubmed]
  10. Covalent binding of oxidative biotransformation intermediates is associated with halothane hepatotoxicity in guinea pigs. Lind, R.C., Gandolfi, A.J., Hall, P.D. Anesthesiology (1990) [Pubmed]
  11. Synthesis of jenamidines A1/A2. Snider, B.B., Duvall, J.R. Org. Lett. (2005) [Pubmed]
  12. Synthesis and ocular effects of imidazole nitrolic acid and amidoxime esters. Oresmaa, L., Kotikoski, H., Haukka, M., Oksala, O., Pohjala, E., Vapaatalo, H., Vainiotalo, P., Aulaskari, P. Bioorg. Med. Chem. Lett. (2006) [Pubmed]
  13. Liquid/liquid interface polymerized porphyrin membranes displaying size-selective molecular and ionic permeability. O'Donnell, J.L., Thaitrong, N., Nelson, A.P., Hupp, J.T. Langmuir : the ACS journal of surfaces and colloids. (2006) [Pubmed]
  14. Effects of configuration on the myocardial uptake of radioiodinated 3(R)-BMIPP and 3(S)-BMIPP in rats. Lin, Q., Luo, H., Mokler, F., Beets, A.L., Ambrose, K.R., McPherson, D.W., Kropp, J., Knapp, F.F. J. Nucl. Med. (1997) [Pubmed]
  15. Semirubin. A novel dipyrrinone strapped by intramolecular hydrogen bonds. Huggins, M.T., Lightner, D.A. J. Org. Chem. (2000) [Pubmed]
  16. Simultaneous determination of the acid chloride S-benzoyl-3-mercapto-2-methylpropanoyl chloride and residual carboxylic acid by capillary gas chromatography. Jemal, M., Cohen, A.I. J. Chromatogr. (1987) [Pubmed]
  17. Synthesis and stereochemistry of 7 beta- and 7 alpha-amino-, acetamido-, hemisuccinamido- and terephthalamido derivatives of testosterone. Cuilleron, C.Y., Mappus, E., Forest, M.G., Bertrand, J. Steroids (1981) [Pubmed]
  18. Potential radioprotective agents. 1. Homologs of melatonin. Blickenstaff, R.T., Brandstadter, S.M., Reddy, S., Witt, R. Journal of pharmaceutical sciences. (1994) [Pubmed]
  19. Structure Reassignment and Synthesis of Jenamidines A(1)/A(2), Synthesis of (+)-NP25302, and Formal Synthesis of SB-311009 Analogues. Duvall, J.R., Wu, F., Snider, B.B. J. Org. Chem. (2006) [Pubmed]
  20. Rational syntheses of porphyrins bearing up to four different meso substituents. Rao, P.D., Dhanalekshmi, S., Littler, B.J., Lindsey, J.S. J. Org. Chem. (2000) [Pubmed]
  21. Novel synthetic approach for optical resolution of cryptophanol-A: a direct access to chiral cryptophanes and their chiroptical properties. Brotin, T., Barbe, R., Darzac, M., Dutasta, J.P. Chemistry (Weinheim an der Bergstrasse, Germany) (2003) [Pubmed]
  22. Gas chromatographic determination of carboxylic acid chlorides and residual carboxylic acid precursors used in the production of some penicillins. Lauback, R.G., Balitz, D.F., Mays, D.L. Journal of chromatographic science. (1976) [Pubmed]
  23. Alpha-amylase immobilized on plastic supports: stabilities, pH and temperature profiles and kinetic parameters. Roig, M.G., Slade, A., Kennedy, J.F. Biomaterials, artificial cells, and immobilization biotechnology : official journal of the International Society for Artificial Cells and Immobilization Biotechnology. (1993) [Pubmed]
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