Radioiodination of 4-benzyl-1-(3-iodobenzylsulfonyl)piperidine, 4-(3-iodobenzyl)-1-(benzylsulfonyl)piperazine and their derivatives via isotopic and non-isotopic exchange reactions

Journal of Radioanalytical and Nuclear Chemistry

Volumn 302, Issue 3, 2014, Pages 1119-1125

  Sadeghzadeh, Masoud ^a   Johari Daha, Fariba ^a   Sheibani, Shahab ^a   Erfani, Mostafa ^a  

^a NUCLEAR SCIENCE AND TECHNOLOGY RESEARCH INSTITUTE   (Iran)

Author keywords

125I; 4 (3 Iodobenzyl) 1 (benzylsulfonyl)piperazine; 4 Benzyl 1 (3 iodobenzylsulfonyl)piperidine; Isotopic and non isotopic exchange; Radioiodination; Sigma 1 receptor ligands

Indexed keywords

4 (3 IODOBENZYL) 1 (BENZYLSULFONYL)PIPERAZINE I 131; 4 (3 IODOBENZYL) 1 (BENZYLSULFONYL)PIPERAZINE I 131 DERIVATIVE; 4 BENZYL 1 (3 IODOBENZYLSULFONYL)PIPERIDINE I 125; 4 BENZYL 1 (3 IODOBENZYLSULFONYL)PIPERIDINE I 125 DERIVATIVE; IODINE 125; IODINE 131; LIGAND; N,N DIMETHYLFORMAMIDE; PIPERIDINE DERIVATIVE; SIGMA 1 OPIATE RECEPTOR; SOLVENT; UNCLASSIFIED DRUG;

ACIDITY; ARTICLE; CHEMICAL REACTION; CONTROLLED STUDY; ISOTOPIC EXCHANGE REACTION; NON ISOTOPIC EXCHANGE REACTION; NUCLEOPHILICITY; RADIOACTIVITY; RADIOCHEMISTRY; RADIOIODINATION; SUBSTITUTION REACTION; TEMPERATURE;

EID: 84919437180     PISSN: 02365731     EISSN: 15882780     Source Type: Journal    
DOI: 10.1007/s10967-014-3347-z     Document Type: Article

References (37)

1. Koehler L, Gagnon K, McQuarrie S, Wuest F (2010) Molecules 15:2686–2718
2. Eersels JLH, Travis MJ, Herscheid JDM (2005) J Label Compd Radiopharm 48:241–257
3. Seevers RH, Counsell RE (1982) Chem Rev 82:575–590
4. Rønnest MH, Nissen F, Pedersen PJ, Larsen TO, Mier W, Clausen MH (2013) Eur J Org Chem 2013:3970–3973
5. Eisenhut M, Hull WE, Mohammed A, Mier W, Lay D, Just W, Gorgas K, Lehmann WD, Haberkorn U (2000) J Med Chem 43:3913–3922
6. Vaidyanathan G, White B, Affleck DJ, McDougald D, Zalutsky MR (2011) Nucl Med Biol 38:77–92
7. Akgu E, Portoghese PS, Sajjad M, Nabi HA (2007) J Label Compd Radiopharm 50:165–170
8. Kabalka GW, Yao ML, Akula MR, Yong L (2012) Pure Appl Chem 84:2309–2315
9. Akula MR, Yao ML, Kabalka GW (2011) J Label Compd Radiopharm 54:132–134
10. Stahlschmidt A, Machulla H-J, Reischl G, Knaus EE, Wiebe LI (2008) Appl Radiat Isot 66:1221–1228
11. Tsopelas C (1999) Nucl Med Biol 26:591–595
12. Schneider RF, Engelhardt EL, Stobbe CC, Fenning MC, Chapman JD (1997) J Label Compd Radiopharm 39:541–557
13. Wafelman AR, Konings MCP, Hoefnagel CA, Maes RAA, Beijnen JH (1994) Appl Radiat Isot 45:997–1007
14. Liefhold J, Eisenhut M (1986) J Label Compd Radiopharm 23:1239
15. Eisenhut M (1982) Int J Appl Radiat Isot 33:499–504
16. Adam MJ, Wilbur DS (2005) Chem Soc Rev 34:153–163
17. Farah K, El-Mohty AA, El-Ghany EA (1999) J Radioanal Nucl Chem 240:243–249
18. Owens J, Murray T, McCulloch J, Wyper D (1992) J Label Compd Radiopharm 31:45–60
19. Martin WR, Eades CG, Thompson JA, Huppler RE, Gilbert PE (1976) J Pharmac Exp Ther 197:517–532
20. Abou-Gharbia M, Ablordeppey SY, Glennon RA (1993) Annu Rep Med Chem 28:1–10
21. Guitart X, Codony X, Monroy X (2004) Psychopharmacology 174:301–319
22. Hou C, Tu Z, Mach R, Kung HF, Kung M-P (2006) Nucl Med Biol 33:203–209
23. Akhter N, Shiba K, Ogawa K, Tsuji S, Kinuya S, Nakajima K, Mori H (2008) Nucl Med Biol 35:29–34
24. Kawamura K, Kubota K, Kobayashi T, Elsinga PH, Ono M, Maeda M, Ishiwata K (2005) Ann Nucl Med 19:701–709
25. Chu W, Xu J, Zhou D, Zhang F, Jones LA, Wheeler KT, Mach RH (2009) Bioorg Med Chem 17:1222–1231
26. Waterhouse RN, Mardon K, O’Brien JC (1997) Nucl Med Biol 24:45–51
27. Waterhouse RN, Chapman J, Izard B, Donald A, Belbin K, O’Brien JC, Collier TL (1997) Nucl Med Biol 24:587–593
28. Collier TL, O’Brien JC, Waterhouse RN (1996) J Label Compd Radiopharm 38:785–794
29. Waterhouse RN, Collier TL (1997) Nucl Med Biol 24:127–134
30. Sadeghzadeh M, Sheibani S, Ghandi M, Johari Daha F, Amanlou M, Arjmand M, Hasani Bozcheloie A (2013) Eur J Med Chem 64:488–497
31. Moroz MA, Serganova I, Zanzonico P, Ageyeva L, Beresten T, Dyomina E, Burnazi E, Finn RD, Doubrovin M, Blasberg RG (2007) J Nucl Med 48:827–836
32. Reischl G, Dorow DS, Cullinane C, Katsifis A, Roselt P, Binns D, Hicks RJ (2007) J Pharm Pharmaceut Sci 10:203–211
33. Zanzonico P, O’Donoghue J, Chapman JD, Schneider R, Cai S, Larson SD, Wen BX, Chen YC, Finn R, Ruan ST, Gerweck L, Humm J, Ling C (2004) Eur J Nucl Med 31:117–128
34. The dielectric constant values of the solvents were obtained from ChemFinder Web Server, the CRC, or Vogel’s Practical Organic Chemistry (5th ed.); T = 20 °C unless specified otherwise
35. Carey FA, Sundberg RJ (2007) Advanced organic chemistry Part A: structure and mechanisms. Springer, New York
36. Kahn M, Wahl AC (1953) J Chem Phys 21:1185–1189
37. Cvoric J (1969) J Chromatogr 44:349–361