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SCH-442,416

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SCH-442,416
Names

Preferred IUPAC name 2-(Furan-2-yl)-7-[3-(4-methoxyphenyl)propyl]-7H-pyrazolo[4,3-e][1,2,4]triazolo[1,5-c]pyrimidin-5-amine
Other names SCH-442,416
Identifiers
CAS Number	316173-57-6^N
3D model (JSmol)	Interactive image
ChEMBL	ChEMBL136689^Y
ChemSpider	8843413^Y
IUPHAR/BPS	3283
PubChem CID	10668061
UNII	ZMC4G1W59S^N
CompTox Dashboard(EPA)	DTXSID70443263
InChI InChI=1S/C20H19N7O2/c1-28-14-8-6-13(7-9-14)4-2-10-26-18-15(12-22-26)19-23-17(16-5-3-11-29-16)25-27(19)20(21)24-18/h3,5-9,11-12H,2,4,10H2,1H3,(H2,21,24)^Y Key: AEULVFLPCJOBCE-UHFFFAOYSA-N^Y InChI=1/C20H19N7O2/c1-28-14-8-6-13(7-9-14)4-2-10-26-18-15(12-22-26)19-23-17(16-5-3-11-29-16)25-27(19)20(21)24-18/h3,5-9,11-12H,2,4,10H2,1H3,(H2,21,24) Key: AEULVFLPCJOBCE-UHFFFAOYAA
SMILES n1n3c(nc4c(c3nc1c2occc2)cnn4CCCc5ccc(OC)cc5)N
Properties
Chemical formula	C₂₀H₁₉N₇O₂
Molar mass	389.410
Except where otherwise noted, data are given for materials in theirstandard state (at 25 °C [77 °F], 100 kPa). N verify (what is ^YN ?) Infobox references

Chemical compound

SCH-442,416 is a highly selectiveadenosine A_2a subtype receptorantagonist. It is widely used in its¹¹Cradiolabelled form to map the distribution of A_2a receptors in the brain, where they are mainly found in thestriatum,nucleus accumbens, andolfactory tubercle.^[1] Given its distribution in the brain, A_2a receptors have been investigated for the treatment of various neurological disorders, and SCH-442,416 has shown promise in treatment ofdepression,^[2]Parkinson's disease,^[3] andcatalepsy.^[4]

^Moresco RM, Todde S, Belloli S, Simonelli P, Panzacchi A, Rigamonti M, et al. (April 2005). "In vivo imaging of adenosine A2A receptors in rat and primate brain using [11C]SCH442416".European Journal of Nuclear Medicine and Molecular Imaging.32 (4):405–13.doi:10.1007/s00259-004-1688-5.PMID 15549298.S2CID 20909406.
^El Yacoubi M, Costentin J, Vaugeois JM (December 2003). "Adenosine A2A receptors and depression".Neurology.61 (11 Suppl 6): S82-7.doi:10.1212/01.wnl.0000095220.87550.f6.PMID 14663017.S2CID 36219448.
^Matsuya T, Takuma K, Sato K, Asai M, Murakami Y, Miyoshi S, et al. (March 2007)."Synergistic effects of adenosine A2A antagonist and L-DOPA on rotational behaviors in 6-hydroxydopamine-induced hemi-Parkinsonian mouse model".Journal of Pharmacological Sciences.103 (3):329–32.doi:10.1254/jphs.scz070058.PMID 17341841.
^Mihara T, Noda A, Arai H, Mihara K, Iwashita A, Murakami Y, et al. (July 2008)."Brain adenosine A2A receptor occupancy by a novel A1/A2A receptor antagonist, ASP5854, in rhesus monkeys: relationship to anticataleptic effect".Journal of Nuclear Medicine.49 (7):1183–8.doi:10.2967/jnumed.108.051474.PMID 18552135.

P2X
(ATPTooltip Adenosine triphosphate)

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

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

See also:Receptor/signaling modulators

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