Synonym
RTI 82; RTI-82; RTI82;
IUPAC/Chemical Name
4-azido-3-iodophenethyl 3-(4-chlorophenyl)-8-methyl-8-azabicyclo[3.2.1]octane-2-carboxylate
InChi Key
PFEYQHAJVMQAQQ-UHFFFAOYSA-N
InChi Code
InChI=1S/C23H24ClIN4O2/c1-29-17-7-9-21(29)22(18(13-17)15-3-5-16(24)6-4-15)23(30)31-11-10-14-2-8-20(27-28-26)19(25)12-14/h2-6,8,12,17-18,21-22H,7,9-11,13H2,1H3
SMILES Code
O=C(C1C(N2C)CCC2CC1C3=CC=C(Cl)C=C3)OCCC4=CC=C(N=[N+]=[N-])C(I)=C4
Purity
>98% (or refer to the Certificate of Analysis)
Shipping Condition
Shipped under ambient temperature as non-hazardous chemical. This product is stable enough for a few weeks during ordinary shipping and time spent in Customs.
Storage Condition
Dry, dark and at 0 - 4 C for short term (days to weeks) or -20 C for long term (months to years).
Solubility
Soluble in DMSO
Shelf Life
>3 years if stored properly
Drug Formulation
This drug may be formulated in DMSO
Stock Solution Storage
0 - 4 C for short term (days to weeks), or -20 C for long term (months).
HS Tariff Code
2934.99.03.00
Preparing Stock Solutions
The following data is based on the
product
molecular weight
550.82
Batch specific molecular weights may vary
from batch to batch
due to the degree of hydration, which will
affect the solvent
volumes required to prepare stock solutions.
| Concentration / Solvent Volume / Mass |
1 mg |
5 mg |
10 mg |
| 1 mM |
1.15 mL |
5.76 mL |
11.51 mL |
| 5 mM |
0.23 mL |
1.15 mL |
2.3 mL |
| 10 mM |
0.12 mL |
0.58 mL |
1.15 mL |
| 50 mM |
0.02 mL |
0.12 mL |
0.23 mL |
1: Dahal RA, Pramod AB, Sharma B, Krout D, Foster JD, Cha JH, Cao J, Newman AH, Lever JR, Vaughan RA, Henry LK. Computational and biochemical docking of the irreversible cocaine analog RTI 82 directly demonstrates ligand positioning in the dopamine transporter central substrate-binding site. J Biol Chem. 2014 Oct 24;289(43):29712-27. doi: 10.1074/jbc.M114.571521. Epub 2014 Aug 31. PubMed PMID: 25179220; PubMed Central PMCID: PMC4207985.
2: Parnas ML, Gaffaney JD, Zou MF, Lever JR, Newman AH, Vaughan RA. Labeling of dopamine transporter transmembrane domain 1 with the tropane ligand N-[4-(4-azido-3-[125I]iodophenyl)butyl]-2beta-carbomethoxy-3beta-(4-chlorophenyl) tropane implicates proximity of cocaine and substrate active sites. Mol Pharmacol. 2008 Apr;73(4):1141-50. doi: 10.1124/mol.107.043679. Epub 2008 Jan 23. PubMed PMID: 18216182.
3: Vaughan RA, Sakrikar DS, Parnas ML, Adkins S, Foster JD, Duval RA, Lever JR, Kulkarni SS, Hauck-Newman A. Localization of cocaine analog [125I]RTI 82 irreversible binding to transmembrane domain 6 of the dopamine transporter. J Biol Chem. 2007 Mar 23;282(12):8915-25. Epub 2007 Jan 25. PubMed PMID: 17255098.
4: Zou MF, Kopajtic T, Katz JL, Wirtz S, Justice JB Jr, Newman AH. Novel tropane-based irreversible ligands for the dopamine transporter. J Med Chem. 2001 Dec 6;44(25):4453-61. PubMed PMID: 11728190.
5: Vaughan RA, Agoston GE, Lever JR, Newman AH. Differential binding of tropane-based photoaffinity ligands on the dopamine transporter. J Neurosci. 1999 Jan 15;19(2):630-6. PubMed PMID: 9880583.
6: Vaughan RA. Photoaffinity-labeled ligand binding domains on dopamine transporters identified by peptide mapping. Mol Pharmacol. 1995 May;47(5):956-64. PubMed PMID: 7746282.
