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Kembali ke Ensiklopedia Arsip Wikipedia Indonesia MSX-4 MSX-4Selective adenosine A2A receptor antagonist Pharmaceutical compoundMSX-4Clinical dataDrug classAdenosine A2A receptor antagonistIdentifiers IUPAC name L-valine-3-{8-[(E)-2-[3-methoxyphenyl)ethenyl]-7-methyl-1-propargylxanthine-3-yl}propyl ester CAS Number1072907-79-9Chemical and physical dataFormulaC26H30N5O5Molar mass492.556 g·mol−13D model (JSmol)Interactive image SMILES COC1=CC=CC(/C=C/C2N(C)C3=C(N(CCCOC(=O)[C@](C(C)C)N([H])[H])C(=O)N(CC#C)C3=O)N=2)=C1 InChI InChI=1S/C26H30N5O5/c1-6-13-31-24(32)22-23(30(26(31)34)14-8-15-36-25(33)21(27)17(2)3)28-20(29(22)4)12-11-18-9-7-10-19(16-18)35-5/h1,7,9-12,16-17H,8,13-15,27H2,2-5H3/b12-11+Key:APBGNHUAEAMEBF-VAWYXSNFSA-N MSX-4 is a selective adenosine A2A receptor antagonist used in scientific research.[1] It is a water-soluble amino acid ester prodrug of MSX-2, the active metabolite of the drug.[2][1] MSX-4 reverses the motivational deficits induced by the dopamine D2 receptor antagonist eticlopride in animals and hence has the capacity to produce pro-motivational effects.[3][4] MSX-4 was first described in the scientific literature by 2008.[1] See also Istradefylline MSX-3 References 1 2 3 Vollmann K, Qurishi R, Hockemeyer J, Müller CE (February 2008). "Synthesis and properties of a new water-soluble prodrug of the adenosine A 2A receptor antagonist MSX-2". Molecules. 13 (2): 348–359. doi:10.3390/molecules13020348. PMC 6244838. PMID 18305423. ↑ Müller CE (November 2009). "Prodrug approaches for enhancing the bioavailability of drugs with low solubility". Chemistry & Biodiversity. 6 (11): 2071–2083. doi:10.1002/cbdv.200900114. PMID 19937841. ↑ Salamone JD, Correa M, Ferrigno S, Yang JH, Rotolo RA, Presby RE (October 2018). "The Psychopharmacology of Effort-Related Decision Making: Dopamine, Adenosine, and Insights into the Neurochemistry of Motivation". Pharmacol Rev. 70 (4): 747–762. doi:10.1124/pr.117.015107. PMC 6169368. PMID 30209181. ↑ Santerre JL, Nunes EJ, Kovner R, Leser CE, Randall PA, Collins-Praino LE, Lopez Cruz L, Correa M, Baqi Y, Müller CE, Salamone JD (October 2012). "The novel adenosine A(2A) antagonist prodrug MSX-4 is effective in animal models related to motivational and motor functions". Pharmacol Biochem Behav. 102 (4): 477–487. doi:10.1016/j.pbb.2012.06.009. PMID 22705392. vtePurine receptor modulatorsReceptor(ligands)P0 (adenine) Agonists: 8-Aminoadenine Adenine P1(adenosine) Agonists: 2-(1-Hexynyl)-N-methyladenosine 2-Cl-IB-MECA 2-Chloroadenosine 2'-MeCCPA 4'-O-β-D-Glucosyl-9-O-(6''-deoxysaccharosyl)olivil 5'-N-ethylcarboxamidoadenosine Adenosine ADP AMP Apadenoson ATL-146e ATP BAY 60–6583 Binodenoson Capadenoson CGS-21680 CP-532,903 CV-1808 Evodenoson GR 79236 HENECA LUF-5835 LUF-5845 N6-Cyclopentyladenosine Namodenoson NECA Neladenoson dalanate Piclidenoson Regadenoson SDZ WAG 994 Selodenoson Sonedenoson Tecadenoson Trabodenoson UK-432,097 YZG-331 Antagonists: 3-Chlorostyrylcaffeine (CSC) 7-Methylxanthine 8-Chlorotheophylline 8-Phenyl-1,3-dipropylxanthine 8-Phenyltheophylline Acefylline Aminophylline ATL-444 AZD-4635 Bamifylline Cafedrine Caffeine Caffeine citrate Cartazolate CGH-2466 CGS-15943 Choline theophyllinate Ciforadenant CPX CVT-6883 Dimethazan DMPX DPCPX Dyphylline Enprofylline Etazolate Etrumadenant Fenethylline IBMX Imaradenant Inupadenant ISAM-140 ISAM-R316 Isovaleric acid Istradefylline KF-26777 Lu AA41063 Lu AA47070 MRE3008F20 MRS-1191 MRS-1220 MRS-1334 MRS-1523 MRS-1706 MRS-1754 MRS-3777 MSX-2 MSX-3 MSX-4 Muvadenant Paraxanthine Pentoxifylline Preladenant Propentofylline Proxyphylline PSB-10 PSB-11 PSB-36 PSB-603 PSB-788 PSB-1115 PSB-1901 Reversine Rolofylline SCH-442,416 SCH-58261 Sipagladenant Taminadenant Theacrine Theobromine Theodrenaline Theophylline Tozadenant Tracazolate Vipadenant VUF-5574 ZM-241,385 P2(nucleotide)P2X(ATPTooltip Adenosine triphosphate) Agonists: 2-Me-SATP α,β-Me-ATP Adenosine ADP AMP Ap4A Ap5A ATP ATPγS BzATP Cibacron blue CTP D-β,γ-Me-ATP GTP HT-AMP Ivermectin L-β,γ-Me-ATP MRS-2219 PAPET-ATP UTP Zinc Antagonists: 5-BDBD A-317491 A-438079 A-740003 A-804598 A-839977 AF-353 AZ-10606120 AZ-11645373 BBG Calcium Calmidazolium Chelerythrine Copper Emodin (Rheum officinale) Evans blue Gefapixant GW-791343 HMA Ip5I isoPPADS JNJ-47965567 KN-04 KN-62 Magnesium MRS-2159 NF-023 NF-110 NF-157 NF-279 NF-449 Opiranserin (VVZ-149) Oxidized-ATP Phenol Red Phenolphthalein PPADS PPNDS PSB-12062 Puerarin (Radix puerariae) Purotoxin 1 RB-2 Ro 0437626 Ro 51 RO-3 Sodium ferulate (Angelica sinensis, Ligusticum wallichii) Suramin TC-P 262 Tetramethylpyrazine (ligustrazine) (Ligusticum wallichii) TNP-ATP Zinc P2Y Agonists: 2-Me-SADP 2-Me-SATP 2-Thio-UTP 5-Br-UDP 5-OMe-UDP α,β-Me-ATP Adenosine ADP ADPβS Ap3A AR-C 67085MX ATP ATPγS CTP dATP Denufosol Diquafosol IDP ITP INS-365 INS-37217 MRS-2365 MRS-2690 MRS-2693 MRS-2768 MRS-2957 MRS-4062 NF-546 PAPET-ATP PSB-0474 PSB-1114 UDP UDPβS UDP-galactose UDP-glucose UDP-N-acetylglucosamine Up3U UTP UTPγS Antagonists: 2-Me-SAMP A3P5PS AMPαS Ap4A AR-C 66096 AR-C 67085MX AR-C 69931MX AR-C 118925XX ATP BzATP C1330-7 Cangrelor Clopidogrel Elinogrel Ip5I MRS-2179 MRS-2211 MRS-2279 MRS-2395 MRS-2500 MRS-2578 NF-157 NF-340 PIT PPADS Prasugrel PSB-0739 RB-2 Regrelor Suramin Ticagrelor Ticlopidine UDP Transporter(blockers)CNTsTooltip Concentrative nucleoside transporters 6-Hydroxy-7-methoxyflavone Adenosine dMeThPmR Estradiol KGO-2142 KGO-2173 MeThPmR Phloridzin Progesterone ENTsTooltip Equilibrative nucleoside transporters Barbiturates Benzodiazepines Cilostazol Dilazep Dipyridamole Estradiol Ethanol Hexobendine NBMPR Pentoxifylline Progesterone Propentofylline PMATTooltip Plasma membrane monoamine transporter Decynium-22 Enzyme(inhibitors)XOTooltip Xanthine oxidase Allopurinol Amflutizole Benzbromarone Caffeic acid Cinnamaldehyde Cinnamomum osmophloeum Febuxostat Myo-inositol Kaempferol Myricetin Niraxostat Oxipurinol Phytic acid Pistacia integerrima Propolis Quercetin Tisopurine Topiroxostat Others Aminopterin Azathioprine Methotrexate Mycophenolic acid Pemetrexed Pralatrexate Many others Others Precursors: Adenine Adenosine AMP ADP ATP Cytosine Cytidine CMP CDP CTP Guanine Guanosine GMP GDP GTP Hypoxanthine Inosine IMP IDP ITP Ribose Uracil Uridine UMP UDP UTP Others: Chrysophanol (rhubarb) See also: Receptor/signaling modulators This pharmacology-related article is a stub. 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