Summary.
A series of pyrimidinones, thienopyrimidines, and their derivatives were synthesized using N-methylindolyl acetic acid as a starting material. Sixteen new heterocyclics containing a pyrimidine ring were thus prepared. The pharmacological screening showed that many of these compounds have good analgesic and antiparkinsonian activities comparable to Voltarene® and Benzatropine® as reference drugs. The structure assignments of the new compounds based on chemical and spectroscopic evidence. The detailed synthesis, spectroscopic data, and pharmacological properties are reported.
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References
J Clark MS Shohhet D Korakas GJ Varvounis (1993) Heterocycl Chem 30 1065 Occurrence Handle1:CAS:528:DyaK2cXjt1entrc%3D Occurrence Handle10.1002/jhet.5570300439
IY Kogowwra NN Yimatsusita JK Pfkador (1993) Eur J Med Chem 28 769 Occurrence Handle10.1016/0223-5234(93)90112-R
B Tozkoparan M Ertan P Kelicen R Demirdamar (1999) Farmaco 54 588 Occurrence Handle10.1016/S0014-827X(99)00068-3 Occurrence Handle1:CAS:528:DyaK1MXmslKjtbs%3D
J Quiroga B Insuasty S Craz P Herrandez A Bolafios R Moreno A Hormoza RH De Almeidas (1998) J Heterocycl Chem 35 1333
M Santagati M Modica A Santagati F Russo S Spampinato (1996) Pharmazie 51 7 Occurrence Handle1:CAS:528:DyaK28Xps1entg%3D%3D
Ahluwalia VK, Chopra M, Chandra RJ (2000) Chem Res (s): 162
LVG Nargund VV Badiger SU Yarnal (1994) Eur J Med Chem 29 245 Occurrence Handle10.1016/0223-5234(94)90043-4 Occurrence Handle1:CAS:528:DyaK2cXktlSqsbg%3D
M Vanlaar E Volerts M Verbaten (2001) Psychopharmacology 154 189 Occurrence Handle10.1007/s002130000633 Occurrence Handle1:CAS:528:DC%2BD3MXitlSlsrk%3D
K Danel EB Pedersen CJ Nielsen (1998) Med Chem 41 191 Occurrence Handle10.1021/jm970443m Occurrence Handle1:CAS:528:DyaK1cXptFGm
AI Yvette AA Aly (2003) Z Naturforsch 58b 1227
AA Aly SA Nassar (2004) Heteroatom Chem 15 2 Occurrence Handle10.1002/hc.10194 Occurrence Handle1:CAS:528:DC%2BD2cXmsFWksQ%3D%3D
AA Aly (2003) Phosphorus Sulfur Silicon 178 2415 Occurrence Handle10.1080/714040955 Occurrence Handle1:CAS:528:DC%2BD3sXosVequrY%3D
AA Aly (2004) Chi Chem 51 1381 Occurrence Handle1:CAS:528:DC%2BD2MXitVWmt7o%3D
AA Nehad MS Nermien MM Ashraf MM Abdulla (2007) Monatsh Chem 138 715 Occurrence Handle10.1007/s00706-007-0656-8 Occurrence Handle1:CAS:528:DC%2BD2sXmsFWqtb4%3D
FAS Ahmed MM Abdulla AE Amr AH Azza (2007) Monatsh Chem 138 accepted 20-4-2007
AG Hammam AFM Fahmy AE Amr AM Mohamed (2003) Ind J Chem 42B 1985 Occurrence Handle1:CAS:528:DC%2BD3sXms1Wgt7c%3D
AE Amr MI Hegab AA Ibrahim MM Abdalah (2003) Monatsh Chem 134 1395 Occurrence Handle1:CAS:528:DC%2BD3sXnvVWrurs%3D
AE Amr MM Abdulla (2002) Ind J Heterocycl Chem 12 129 Occurrence Handle1:CAS:528:DC%2BD3sXkvVWiug%3D%3D
AA Nehad AE Amr AI Alhusien (2007) Monatsh Chem 138 559 Occurrence Handle10.1007/s00706-007-0628-z Occurrence Handle1:CAS:528:DC%2BD2sXlslCrtro%3D
AE Amr MS Nermien MM Abdulla (2007) Monatsh Chem 138 699 Occurrence Handle10.1007/s00706-007-0651-0 Occurrence Handle1:CAS:528:DC%2BD2sXmsFWqtbk%3D
AE Amr MM Ashraf FM Salwa AA Nagla AG Hammam (2006) Bioorg Med Chem 14 5481 Occurrence Handle10.1016/j.bmc.2006.04.045 Occurrence Handle1:CAS:528:DC%2BD28Xmslyru74%3D
AE Amr HH Sayed MM Abdulla (2005) Arch Pharm Chem Life Sci 338 433 Occurrence Handle10.1002/ardp.200500982 Occurrence Handle1:CAS:528:DC%2BD2MXhtV2hu73J
HA Saad HY Mostafa MG Assy MA Sayed (2001) Bull Korean Chem Soc 22 311 Occurrence Handle1:CAS:528:DC%2BD3MXktVant74%3D
A Tgolsen GH Rofland OG Berge K Hole (1991) J Pharmacol Ther 25 241
H Vieweg S Leistner G Wagner (1988) Pharmazie 43 358 Occurrence Handle1:CAS:528:DyaL1cXmtlSrtrg%3D
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Ouf, N., Amr, AG. & Fayed, A. Synthesis, Reactions, and Pharmacological Activities of Some Pyrimidines Using (N-Methylindolyl)acetic Acid as Synthon. Monatsh Chem 139, 281–287 (2008). https://doi.org/10.1007/s00706-007-0781-4
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DOI: https://doi.org/10.1007/s00706-007-0781-4