Norbinaltorphimine

Base Information

• Chemical Name: Norbinaltorphimine
• CAS No.: 105618-26-6
• Molecular Formula: C40H43 N3 O6
• Molecular Weight: 734.72
• UNII: 36OOQ86QM1
• DSSTox Substance ID: DTXSID90897163
• Nikkaji Number: J294.533I,J1.319.678H
• Wikipedia: Norbinaltorphimine
• Wikidata: Q27087998
• Pharos Ligand ID: FZDU83R6H7HX
• ChEMBL ID: CHEMBL573214
• Mol file: 105618-26-6.mol

Synonyms:nor-binaltorphimine;nor-BNI;norbinaltorphimine

Chemical Property of Norbinaltorphimine

Chemical Property:

• Appearance/Colour: Tan solid.
• Melting Point: 280ºC
• Boiling Point: °Cat760mmHg
• PKA: 9.11±0.60(Predicted)
• Flash Point: °C
• PSA: 121.65000
• Density: 1.63 g/cm³
• LogP: 5.30390
• Storage Temp.: −20°C
• Solubility.: artificial CSF: soluble2mg/mL (prepare with sonication for 4 min
• XLogP3: 3.2
• Hydrogen Bond Donor Count: 5
• Hydrogen Bond Acceptor Count: 8
• Rotatable Bond Count: 4
• Exact Mass: 661.31518610
• Heavy Atom Count: 49
• Complexity: 1340

Purity/Quality:

99.0% ^*data from raw suppliers

nor-Binaltorphimine dihydrochloride ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-36

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: C1CC1CN2CCC34C5C6=C(CC3(C2CC7=C4C(=C(C=C7)O)O5)O)C8=C(N6)C9C12CCN(C(C1(C8)O)CC1=C2C(=C(C=C1)O)O9)CC1CC1
• Isomeric SMILES: C1CC1CN2CC[C@]34[C@@H]5C6=C(C[C@]3([C@H]2CC7=C4C(=C(C=C7)O)O5)O)C8=C(N6)[C@H]9[C@@]12CCN([C@@H]([C@@]1(C8)O)CC1=C2C(=C(C=C1)O)O9)CC1CC1

Technology Process of Norbinaltorphimine

There total 6 articles about Norbinaltorphimine which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 96.0%

naltrexone Hydrochloride (16676-29-2) → norbinaltorphimine (105618-26-6)

Guidance literature:

With hydrazine dihydrochloride; methanesulfonic acid; In N,N-dimethyl-formamide; at 105 ℃; Temperature; Solvent; Reagent/catalyst; Inert atmosphere;

Reference yield: 80.0%

naltrexone Hydrochloride (16676-29-2) → C40H46N4O6*2ClH + norbinaltorphimine (105618-26-6)

Guidance literature:

With hydrazine dihydrochloride; In N,N-dimethyl-formamide; at 100 ℃; Reagent/catalyst; Temperature;

Reference yield: 19.0%

naltrexone Hydrochloride (16676-29-2) + hydromorphone hydrochloride (71-68-1) → norbinaltorphimine (105618-26-6) + 17-(cyclopropylmethyl),17'-methyl-6,6',7,7'-tetradehydro-4,5:4',5'-diepoxy-6,6'-(imino)<7,7'-bimorphinan>-3,3',14-triol + C34H35N3O4*2ClH

Guidance literature:

With 1-amino-pyrrolidine-2,5-dione; hydrochloride; In N,N-dimethyl-formamide; at 100 ℃; for 18h;

DOI:10.1021/jm00399a026

upstream raw materials:

naltrexone Hydrochloride

hydromorphone hydrochloride

Naltrexone

Refernces

• 1、 Chauvignac, Cédric,Miller, Carl N.,Srivastava, Sanjay K.,Lewis, John W.,Husbands, Stephen M.,Traynor, John R.. "Major effect of pyrrolic N-benzylation in norbinaltorphimine, the selective κ-opioid receptor antagonist". . p. 1676 - 1679. Retrieved 2005.
• 2、 -. "METHODS FOR THE CHEMICAL SYNTHESIS OF PYRROLE-LINKED BIVALENT COMPOUNDS, AND COMPOSITIONS THEREOF". Page/Page column 21; 22. . Retrieved 2016/10/04.