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Chemical Compound Review

BTA-243     disodium 5-[(2R)-2-[[(2S)-2-(3...

Synonyms: CHEMBL32590, SureCN2016430, C5976_SIGMA, CHEBI:147109, AC1NSM16, ...
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Disease relevance of 5-[(2R)-2-[[(2R)-2-(3-chlorophenyl)-2-hydroxy-ethyl]amino]propyl]benzo[1,3]dioxole-2,2-dicarboxylic acid


High impact information on 5-[(2R)-2-[[(2R)-2-(3-chlorophenyl)-2-hydroxy-ethyl]amino]propyl]benzo[1,3]dioxole-2,2-dicarboxylic acid

  • In contrast, m-/+ mice are hypometabolic at ambient temperature and eumetabolic at thermoneutrality M-/+ and wild-type mice have similar dose-response curves for metabolic response to a beta(3)-adrenergic agonist, CL316243, indicating normal sensitivity of adipose tissue to sympathetic stimulation [5].
  • The aim of the study was to assess the role of a specific beta3 agonist (CL316243) on LES pressure (LESP) in vivo [6].
  • The protective effects of the beta 3-adrenoceptor agonist CL316243 on this rat model and the mechanism of action were examined using histological techniques [7].
  • The beta 3-adrenoceptor agonist CL316243 prevents indomethacin-induced jejunal ulceration in the rat by reversing early villous shortening [7].
  • Here we provide evidence that, in a phosphatidyl inositol 3-kinase dependent manner, beta3-adrenergic stimulation (using CL316243) in adipocytes induces PKB phosphorylation in the absence of insulin and also potentiates insulin-induced phosphorylation of PKB [8].

Biological context of 5-[(2R)-2-[[(2R)-2-(3-chlorophenyl)-2-hydroxy-ethyl]amino]propyl]benzo[1,3]dioxole-2,2-dicarboxylic acid

  • In conscious monkeys and baboons, CL, 100 micrograms/kg, i.v., did not induce significant effects, whereas BRL, 83 micrograms/kg, i.v., increased heart rate (36 +/- 6%), LV dP/dt (85 +/- 9%) and decreased total peripheral resistance (30 +/- 2%) [9].
  • In conscious dogs, CL, 10 micrograms/kg, i.v., reduced, P < .05, mean arterial pressure by 8 +/- 4% and total peripheral resistance by 51 +/- 4% and increased, P < .05, LV dP/dt by 79 +/- 10% and heart rate by 88 +/- 8% [9].
  • 5. CL316243 increased Erk1/2 phosphorylation with pEC(50) values and maximum responses that were not significantly different in cells expressing either splice variant [10].
  • In contrast, the effects of CL316243 (0.1 to 100 microgram./kg. intravenously) on mean blood pressure and heart rate were minimal [11].
  • CONCLUSIONS: These results indicate that in cerebral infarcted rats detrusor hyperreflexia can be suppressed by the selective beta3-adrenoceptor agonist CL316243 without increasing post-void residual volume and without significant cardiovascular side effects [11].

Anatomical context of 5-[(2R)-2-[[(2R)-2-(3-chlorophenyl)-2-hydroxy-ethyl]amino]propyl]benzo[1,3]dioxole-2,2-dicarboxylic acid


Associations of 5-[(2R)-2-[[(2R)-2-(3-chlorophenyl)-2-hydroxy-ethyl]amino]propyl]benzo[1,3]dioxole-2,2-dicarboxylic acid with other chemical compounds


Gene context of 5-[(2R)-2-[[(2R)-2-(3-chlorophenyl)-2-hydroxy-ethyl]amino]propyl]benzo[1,3]dioxole-2,2-dicarboxylic acid

  • The metabolic activities of four types of beta3-adrenoceptor (AR) agonists, BRL35135A, BRL28410, ICI215001 and CL316243, were compared with those of other beta1- and beta2-AR agonists in rat white adipocytes [16].
  • The beta3-adrenoceptor agonist CL316243 (CL) suppressed all the insulin actions in adenosine deaminase (ADA)-treated cells, but was without effect in non-ADA-treated cells [17].
  • The beta(3)-AR agonists BRL37344, CL316243, GR265162X, L755507, SB251023, the non-conventional partial beta-AR agonist CGP12177 and the beta-AR agonist (-)-isoprenaline caused concentration-dependent increases in EAR in cells expressing either splice variant [10].
  • We have conducted experiments investigating the effects of i.c.v. administration of the selective beta(3)-AR agonist CL316243 on Fos expression to determine whether beta(3)-AR stimulation affects neurones within specific brain nuclei [14].
  • Prodrugs of CL316243: a selective beta3-adrenergic receptor agonist for treating obesity and diabetes [18].


  1. Lack of responses to a beta3-adrenergic agonist in lipoatrophic A-ZIP/F-1 mice. Gavrilova, O., Marcus-Samuels, B., Reitman, M.L. Diabetes (2000) [Pubmed]
  2. Functional domains of the mouse beta3-adrenoceptor associated with differential G protein coupling. Sato, M., Hutchinson, D.S., Bengtsson, T., Floren, A., Langel, U., Horinouchi, T., Evans, B.A., Summers, R.J. J. Pharmacol. Exp. Ther. (2005) [Pubmed]
  3. Aryl propanolamines: comparison of activity at human beta3 receptors, rat beta3 receptors and rat atrial receptors mediating tachycardia. Cohen, M.L., Bloomquist, W., Kriauciunas, A., Shuker, A., Calligaro, D. Br. J. Pharmacol. (1999) [Pubmed]
  4. Development of infrared imaging to measure thermogenesis in cell culture: thermogenic effects of uncoupling protein-2, troglitazone, and beta-adrenoceptor agonists. Paulik, M.A., Buckholz, R.G., Lancaster, M.E., Dallas, W.S., Hull-Ryde, E.A., Weiel, J.E., Lenhard, J.M. Pharm. Res. (1998) [Pubmed]
  5. Paternal versus maternal transmission of a stimulatory G-protein alpha subunit knockout produces opposite effects on energy metabolism. Yu, S., Gavrilova, O., Chen, H., Lee, R., Liu, J., Pacak, K., Parlow, A.F., Quon, M.J., Reitman, M.L., Weinstein, L.S. J. Clin. Invest. (2000) [Pubmed]
  6. Beta3 adrenergic stimulation inhibits the opossum lower esophageal sphincter. Dimarino, M., Banwait, K., Rattan, S., Cohen, S., DiMarino, A.J. Gastroenterology (2002) [Pubmed]
  7. The beta 3-adrenoceptor agonist CL316243 prevents indomethacin-induced jejunal ulceration in the rat by reversing early villous shortening. Anthony, A., Bahl, A.K., Oakley, I.G., Spraggs, C.F., Dhillon, A.P., Trevethick, M.A., Piasecki, C., Pounder, R.E., Wakefield, A.J. J. Pathol. (1996) [Pubmed]
  8. Novel mechanisms of the regulation of Protein kinase B in adipocytes; implications for Protein kinase A, Epac, Phosphodiesterases 3 and 4. Zmuda-Trzebiatowska, E., Manganiello, V., Degerman, E. Cell. Signal. (2007) [Pubmed]
  9. Differences in beta 3-adrenergic receptor cardiovascular regulation in conscious primates, rats and dogs. Shen, Y.T., Cervoni, P., Claus, T., Vatner, S.F. J. Pharmacol. Exp. Ther. (1996) [Pubmed]
  10. Mouse beta 3a- and beta 3b-adrenoceptors expressed in Chinese hamster ovary cells display identical pharmacology but utilize distinct signalling pathways. Hutchinson, D.S., Bengtsson, T., Evans, B.A., Summers, R.J. Br. J. Pharmacol. (2002) [Pubmed]
  11. Effects of selective beta2 and beta3-adrenoceptor agonists on detrusor hyperreflexia in conscious cerebral infarcted rats. Kaidoh, K., Igawa, Y., Takeda, H., Yamazaki, Y., Akahane, S., Miyata, H., Ajisawa, Y., Nishizawa, O., Andersson, K.E. J. Urol. (2002) [Pubmed]
  12. Evidence for pleiotropic signaling at the mouse beta3-adrenoceptor revealed by SR59230A [3-(2-Ethylphenoxy)-1-[(1,S)-1,2,3,4-tetrahydronapth-1-ylamino]-2S-2-propanol oxalate]. Hutchinson, D.S., Sato, M., Evans, B.A., Christopoulos, A., Summers, R.J. J. Pharmacol. Exp. Ther. (2005) [Pubmed]
  13. beta(3)-adrenoceptor regulation and relaxation responses in mouse ileum. Hutchinson, D.S., Evans, B.A., Summers, R.J. Br. J. Pharmacol. (2000) [Pubmed]
  14. Intracerebroventricular administration of the beta(3)-adrenoceptor agonist CL 316243 causes Fos immunoreactivity in discrete regions of rat hypothalamus. Castillo-Meléndez, M., McKinley, M.J., Summers, R.J. Neurosci. Lett. (2000) [Pubmed]
  15. Relaxant effects of isoproterenol and selective beta3-adrenoceptor agonists on normal, low compliant and hyperreflexic human bladders. Igawa, Y., Yamazaki, Y., Takeda, H., Kaidoh, K., Akahane, M., Ajisawa, Y., Yoneyama, T., Nishizawa, O., Andersson, K.E. J. Urol. (2001) [Pubmed]
  16. Comparison of atypical beta3-adrenoceptor agonists with their respective metabolic activities in rat white adipocytes. Ohsaka, Y., Murakami, T., Yoshida, T., Tokumitsu, Y. Jpn. J. Pharmacol. (1998) [Pubmed]
  17. Suppression of insulin-stimulated phosphatidylinositol 3-kinase activity by the beta3-adrenoceptor agonist CL316243 in rat adipocytes. Ohsaka, Y., Tokumitsu, Y., Nomura, Y. FEBS Lett. (1997) [Pubmed]
  18. Prodrugs of CL316243: a selective beta3-adrenergic receptor agonist for treating obesity and diabetes. Sum, F.W., Gilbert, A., Venkatesan, A.M., Lim, K., Wong, V., O'Dell, M., Francisco, G., Chen, Z., Grosu, G., Baker, J., Ellingboe, J., Malamas, M., Gunawan, I., Primeau, J., Largis, E., Steiner, K. Bioorg. Med. Chem. Lett. (1999) [Pubmed]
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