6beta-Naltrexol

Base Information

• Chemical Name: 6beta-Naltrexol
• CAS No.: 49625-89-0
• Deprecated CAS: 163713-44-8
• Molecular Formula: C20H25 N O4
• Molecular Weight: 343.423
• European Community (EC) Number: 803-959-0
• UNII: J0W963M37T
• DSSTox Substance ID: DTXSID80197942
• Nikkaji Number: J291.598G
• Wikipedia: 6%CE%B2-Naltrexol
• Wikidata: Q19598102
• Pharos Ligand ID: MTXB3Q73XKSP
• ChEMBL ID: CHEMBL140278
• Mol file: 49625-89-0.mol

Synonyms:6 alpha-hydroxynaltrexone;6 alpha-naltrexol;6 beta-hydroxynaltrexone;6 beta-hydroxynaltrexone, hydrochloride;6 beta-naltrexol;6,beta-naltrexol;6alpha-hydroxynaltrexone;beta-naltrexol;N-cyclopropylmethyl-7,8-dihydro-14-hydroxynorisomorphine;naltrexol

Chemical Property of 6beta-Naltrexol

Chemical Property:

• Vapor Pressure: 2.9E-13mmHg at 25°C
• Melting Point: 90-96?C
• Boiling Point: 557.5°Cat760mmHg
• PKA: 9.39±0.60(Predicted)
• Flash Point: 291°C
• PSA: 73.16000
• Density: 1.48g/cm³
• LogP: 1.25510
• Storage Temp.: Refrigerator
• XLogP3: -0.4
• Hydrogen Bond Donor Count: 3
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 2
• Exact Mass: 343.17835828
• Heavy Atom Count: 25
• Complexity: 582

Purity/Quality:

98%,99%, ^*data from raw suppliers

6β-Naltrexol solution 1.0?mg/mL in methanol, ampule of 1?mL, certified reference material, Cerilliant? ^*data from reagent suppliers

Safty Information:

• Hazard Codes: F,T
• Statements: 11-23/24/25-39/23/24/25
• Safety Statements: 16-36/37-45

MSDS Files:

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: C1CC1CN2CCC34C5C(CCC3(C2CC6=C4C(=C(C=C6)O)O5)O)O
• Isomeric SMILES: C1C[C@]2([C@H]3CC4=C5[C@@]2(CCN3CC6CC6)[C@H]([C@@H]1O)OC5=C(C=C4)O)O
• Recent ClinicalTrials: Evaluation of Intranasal Naltrexone and Naloxone
• Uses: A metabolite of Naltrexone. Narcotic antagonist An isotope Labelled metabolite of Naltrexone. Narcotic antagonist.

Technology Process of 6beta-Naltrexol

There total 11 articles about 6beta-Naltrexol 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: 92.7%

Naltrexone (16590-41-3) → β-naltrexol (49625-89-0)

Guidance literature:

With Aminoiminomethanesulfinic acid; sodium hydroxide; In water monomer; at 80 ℃; for 1.5h;

DOI:10.1016/j.bmcl.2014.09.072

Reference yield: 90.0%

naltrexone Hydrochloride (16676-29-2) → β-naltrexol (49625-89-0)

Guidance literature:

With sodium hydroxide; Aminoiminomethanesulfinic acid; In water; at 20 - 85 ℃; for 2.41667h;

Reference yield: 90.0%

C29H30N2O8 → β-naltrexol (49625-89-0)

Guidance literature:

With potassium hydroxide; In ethanol; for 0.166667h; Heating;

DOI:10.1016/S0040-4020(01)85541-1

upstream raw materials:

Naltrexone

17-cyclopropylmethyl-4,5α-epoxy-3-methoxymorphinan-6β,14β-diol

C₃₅H₃₉ClN₂O₈

3-acetoxy-6α,14-dihydroxy-17-(cyclopropylmethyl)-4,5α-epoxymorphinan

Downstream raw materials:

3-(benzyloxy)-4,5α-epoxy-6β,14-dihydroxy-17-(cyclopropylmethyl)morphinan

17-(cyclopropylmethyl)-3-(triphenylmethoxy)-4,5α-epoxy-6β,14-dihydroxymorphinan

C₃₅H₃₉ClN₂O₈

17-(cyclopropylmethyl)-3-(triphenylmethoxy)-6β-(benzyloxy)-4,5α-epoxy-14-dihydroxymorphinan

Refernces

• 1、 Leeder, J. Steven,Nolte, Whitney,Pearce, Robin E.,Staggs, Vincent S.,Stancil, Stephani L.. "The Impact of Age and Genetics on Naltrexone Biotransformation". . p. 168 - 173. Retrieved 2022/02/25.
• 2、 Eldridge, Joshua A.,Milewski, Mikolaj,Stinchcomb, Audra L.,Crooks, Peter A.. "Synthesis and in vitro stability of amino acid prodrugs of 6-β-naltrexol for microneedle-enhanced transdermal delivery". . p. 5212 - 5215. Retrieved 2014/12/11.