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CIS-(+/-)-1-(AMINOMETHYL)-3,4-DIHYDRO-3-PHENYL-1H-2-BENZOPYRAN-5,6-DIOL HYDROCHLORIDE
For research use only. Not for therapeutic Use.
A68930 is a dopamoine D1 receptor agonist.
Catalog Number | M107436 |
CAS Number | 130465-39-3 |
Synonyms | (1R,3S)-1-(aminomethyl)-3-phenylisochroman-5,6-diol hydrochloride |
Molecular Formula | C16H18ClNO3 |
Purity | ≥95% |
Target | Neuronal Signaling |
Solubility | Soluble to 50 mM in sterile water |
Storage | Desiccate at +4C |
IUPAC Name | (1R,3S)-1-(aminomethyl)-3-phenyl-3,4-dihydro-1H-isochromene-5,6-diol;hydrochloride |
InChI | InChI=1S/C16H17NO3.ClH/c17-9-15-11-6-7-13(18)16(19)12(11)8-14(20-15)10-4-2-1-3-5-10;/h1-7,14-15,18-19H,8-9,17H2;1H/t14-,15-;/m0./s1 |
InChIKey | PQPGUUQPTSMLKU-YYLIZZNMSA-N |
SMILES | C1C(OC(C2=C1C(=C(C=C2)O)O)CN)C3=CC=CC=C3.Cl |
Reference | </br>1: Jiang W, Li M, He F, Bian Z, Liu J, He Q, Wang X, Sun T, Zhu L. Dopamine D1 receptor agonist A-68930 inhibits NLRP3 inflammasome activation and protects rats from spinal cord injury-induced acute lung injury. Spinal Cord. 2016 Nov;54(11):951-956. doi: 10.1038/sc.2016.52. PubMed PMID: 27067657.</br>2: Jiang W, Huang Y, He F, Liu J, Li M, Sun T, Ren W, Hou J, Zhu L. Dopamine D1 Receptor Agonist A-68930 Inhibits NLRP3 Inflammasome Activation, Controls Inflammation, and Alleviates Histopathology in a Rat Model of Spinal Cord Injury. Spine (Phila Pa 1976). 2016 Mar;41(6):E330-4. doi: 10.1097/BRS.0000000000001287. PubMed PMID: 26966979.</br>3: Barrozo ER, Fowler DA, Beckman ML. Exposure to D2-like dopamine receptor agonists inhibits swimming in Daphnia magna. Pharmacol Biochem Behav. 2015 Oct;137:101-9. doi: 10.1016/j.pbb.2015.08.010. PubMed PMID: 26296938.</br>4: Mystek P, Tworzydło M, Dziedzicka-Wasylewska M, Polit A. New insights into the model of dopamine D1 receptor and G-proteins interactions. Biochim Biophys Acta. 2015 Mar;1853(3):594-603. doi: 10.1016/j.bbamcr.2014.12.015. PubMed PMID: 25527226.</br>5: Arimitsu E, Ogasawara T, Takeda H, Sawasaki T, Ikeda Y, Hiasa Y, Maeyama K. The ligand binding ability of dopamine D1 receptors synthesized using a wheat germ cell-free protein synthesis system with liposomes. Eur J Pharmacol. 2014 Dec 15;745:117-22. doi: 10.1016/j.ejphar.2014.10.011. PubMed PMID: 25446930.</br>6: Mizuta K, Zhang Y, Xu D, Mizuta F, D/’Ovidio F, Masaki E, Emala CW. The dopamine D1 receptor is expressed and facilitates relaxation in airway smooth muscle. Respir Res. 2013 Sep 2;14:89. doi: 10.1186/1465-9921-14-89. PubMed PMID: 24004608; PubMed Central PMCID: PMC3847358.</br>7: Gronier B, Waters S, Ponten H. The dopaminergic stabilizer pridopidine increases neuronal activity of pyramidal neurons in the prefrontal cortex. J Neural Transm (Vienna). 2013 Sep;120(9):1281-94. doi: 10.1007/s00702-013-1002-4. PubMed PMID: 23468085.</br>8: Scardochio T, Clarke PB. Inhibition of 50-kHz ultrasonic vocalizations by dopamine receptor subtype-selective agonists and antagonists in adult rats. Psychopharmacology (Berl). 2013 Apr;226(3):589-600. doi: 10.1007/s00213-012-2931-6. PubMed PMID: 23192317.</br>9: Jiao YG, Li GC, Chen JP, Wu ZH, Zhang HT. Dopamine receptor 1 modulates the discharge activities of inspiratory and biphasic expiratory neurons via cAMP-dependent pathways. Cell Mol Neurobiol. 2013 Mar;33(2):155-60. doi: 10.1007/s10571-012-9884-5. PubMed PMID: 23138234.</br>10: Wigestrand MB, Fonnum F, Ivar Walaas S. Subunit-specific modulation of [(3)H]MK-801 binding to NMDA receptors mediated by dopamine receptor ligands in rodent brain. Neurochem Int. 2012 Jul;61(2):266-76. doi: 10.1016/j.neuint.2012.04.017. PubMed PMID: 22561101.</br>11: Kurokawa K, Mizuno K, Ohkuma S. Increase of ryanodine receptors by dopamine D1 receptors is negatively regulated by γ-aminobutyric acid type B receptors in primary cultures of mouse cerebral cortical neurons. J Neurosci Res. 2012 Aug;90(8):1626-38. doi: 10.1002/jnr.23058. PubMed PMID: 22504960.</br>12: Langen B, Dost R, Egerland U, Stange H, Hoefgen N. Effect of PDE10A inhibitors on MK-801-induced immobility in the forced swim test. Psychopharmacology (Berl). 2012 May;221(2):249-59. doi: 10.1007/s00213-011-2567-y. PubMed PMID: 22147257.</br>13: Rasheed N, Ahmad A, Al-Sheeha M, Alghasham A, Palit G. Neuroprotective and anti-stress effect of A68930 in acute and chronic unpredictable stress model in rats. Neurosci Lett. 2011 Oct 24;504(2):151-5. doi: 10.1016/j.neulet.2011.09.021. PubMed PMID: 21945949.</br>14: Langen B, Dost R. Comparison of SHR, WKY and Wistar rats in different behavioural animal models: effect of dopamine D1 and alpha2 agonists. Atten Defic Hyperact Disord. 2011 Mar;3(1):1-12. doi: 10.1007/s12402-010-0034-y. PubMed PMID: 21432613.</br>15: Martin YC. The Discovery of Novel Selective D1 Dopaminergic Agonists: A-68930, A-77636, A-86929, and ABT-413. Int J Med Chem. 2011;2011:424535. doi: 10.1155/2011/424535. Review. PubMed PMID: 25954518; PubMed Central PMCID: PMC4412209.</br>16: Nakashioya H, Nakano K, Watanabe N, Miyasaka N, Matsushita S, Kohsaka H. Therapeutic effect of D1-like dopamine receptor antagonist on collagen-induced arthritis of mice. Mod Rheumatol. 2011 Jun;21(3):260-6. doi: 10.1007/s10165-010-0387-2. PubMed PMID: 21188452.</br>17: Lange N, Hamann M, Shashidharan P, Richter A. Behavioural and pharmacological examinations in a transgenic mouse model of early-onset torsion dystonia. Pharmacol Biochem Behav. 2011 Feb;97(4):647-55. doi: 10.1016/j.pbb.2010.11.005. PubMed PMID: 21078339.</br>18: Rasheed N, Ahmad A, Singh N, Singh P, Mishra V, Banu N, Lohani M, Sharma S, Palit G. Differential response of A 68930 and sulpiride in stress-induced gastric ulcers in rats. Eur J Pharmacol. 2010 Sep 15;643(1):121-8. doi: 10.1016/j.ejphar.2010.06.032. PubMed PMID: 20599913.</br>19: Charbit AR, Akerman S, Goadsby PJ. Comparison of the effects of central and peripheral dopamine receptor activation on evoked firing in the trigeminocervical complex. J Pharmacol Exp Ther. 2009 Nov;331(2):752-63. doi: 10.1124/jpet.109.151951. PubMed PMID: 19657051.</br>20: Rasheed N, Ahmad A, Pandey CP, Chaturvedi RK, Lohani M, Palit G. Differential response of central dopaminergic system in acute and chronic unpredictable stress models in rats. Neurochem Res. 2010 Jan;35(1):22-32. doi: 10.1007/s11064-009-0026-5. PubMed PMID: 19568932.</br></br> |