Synonym
NAP, CXN37378; CXN-37378; CXN 37378;
IUPAC/Chemical Name
N-Isonicotinoyl-beta-naltrexamine; N-((4R,4aS,7R,7aR,12bS)-3-(cyclopropylmethyl)-4a,9-dihydroxy-2,3,4,4a,5,6,7,7a-octahydro-1H-4,12-methanobenzofuro[3,2-e]isoquinolin-7-yl)-3-methylisonicotinamide
InChi Key
COQZBDBMRLFDRK-XGTKUTNFSA-N
InChi Code
InChI=1S/C27H31N3O4/c1-15-13-28-10-7-18(15)25(32)29-19-6-8-27(33)21-12-17-4-5-20(31)23-22(17)26(27,24(19)34-23)9-11-30(21)14-16-2-3-16/h4-5,7,10,13,16,19,21,24,31,33H,2-3,6,8-9,11-12,14H2,1H3,(H,29,32)/t19-,21-,24+,26+,27-/m1/s1
SMILES Code
O[C@@]1([C@@]23CC4)[C@@H](CC5=CC=C(O)C(O[C@H]3[C@H](NC(C(C=CN=C6)=C6C)=O)CC1)=C52)N4CC7CC7
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
2934.99.9001
Preparing Stock Solutions
The following data is based on the
product
molecular weight
461.56
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: Zheng Y, Obeng S, Wang H, Jali AM, Peddibhotla B, Williams D, Zou C, Stevens DL, Dewey WL, Akbarali HI, Selley DE, Zhang Y. Design, Synthesis, and Biological Evaluation of the Third Generation 17-Cyclopropylmethyl-3,14β-dihydroxy-4,5α-epoxy-6β-[(4'- pyridyl)carboxamido]morphinan (NAP) Derivatives as Mu/Kappa Opioid Receptor Dual Selective Ligands. J Med Chem. 2019 Jan 4. doi: 10.1021/acs.jmedchem.8b01158. [Epub ahead of print] PubMed PMID: 30608693.
2: Zheng Y, Obeng S, Wang H, Stevens DL, Komla E, Selley DE, Dewey WL, Akbarali HI, Zhang Y. Methylation Products of 6β- N-Heterocyclic Substituted Naltrexamine Derivatives as Potential Peripheral Opioid Receptor Modulators. ACS Chem Neurosci. 2018 Jul 23. doi: 10.1021/acschemneuro.8b00234. [Epub ahead of print] PubMed PMID: 30001114; PubMed Central PMCID: PMC6344324.