Nalbuphine

Base Information

• Chemical Name: Nalbuphine
• CAS No.: 20594-83-6
• Molecular Formula: C21H27NO4
• Molecular Weight: 357.45
• European Community (EC) Number: 243-901-6
• UNII: L2T84IQI2K
• DSSTox Substance ID: DTXSID8023345
• Nikkaji Number: J14.212C
• Wikipedia: Nalbuphine
• Wikidata: Q277979
• NCI Thesaurus Code: C61854
• RXCUI: 7238
• Pharos Ligand ID: 9WGKY5R55HAW
• Metabolomics Workbench ID: 43128
• ChEMBL ID: CHEMBL895
• Mol file: 20594-83-6.mol

Synonyms:EN 2234A;EN-2234A;EN2234A;Nalbuphine;Nalbuphine Hydrochloride;Nalbuphine Serb;Nubain

 This product is a nationally controlled contraband, and the Lookchem platform doesn't provide relevant sales information.

Chemical Property of Nalbuphine

Chemical Property:

• Vapor Pressure: 1.35E-14mmHg at 25°C
• Melting Point: 230.5°
• Boiling Point: 566.6°Cat760mmHg
• PKA: 9.39±0.60(Predicted)
• Flash Point: 296.5°C
• PSA: 73.16000
• Density: 1.44g/cm³
• LogP: 1.64520
• XLogP3: 0.2
• Hydrogen Bond Donor Count: 3
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 2
• Exact Mass: 357.19400834
• Heavy Atom Count: 26
• Complexity: 597

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1CC(C1)CN2CCC34C5C(CCC3(C2CC6=C4C(=C(C=C6)O)O5)O)O
• Isomeric SMILES: C1CC(C1)CN2CC[C@]34[C@@H]5[C@H](CC[C@]3([C@H]2CC6=C4C(=C(C=C6)O)O5)O)O
• Recent ClinicalTrials: Epidural Nalbuphine Versus Dexmedetomidine as Adjuvants to Bupivacaine in Lower Limb Surgeries
• Recent EU Clinical Trials: A Phase 2, Double-Blind, Randomized, Placebo-Controlled, Two-Treatment, Two-Period Crossover Efficacy and Safety Study in Idiopathic Pulmonary Fibrosis With Nalbuphine ER Tablets for the Treatment of Cough
• Recent NIPH Clinical Trials: Nalbuphine versus Magnesium Sulfate as an Adjuvant in Ultrasound Infraclavicular Brachial Plexus Block: Efficacy and Postoperative Outcomes
• Uses: Nalbuphine is a mixed opioid agonist-antagonist. Nalbuphine is an analgesic (narcotic). Mixed opioid agonist-antagonist. Analgesic (narcotic).
• Therapeutic Function: Analgesic

Technology Process of Nalbuphine

There total 40 articles about Nalbuphine 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: 97.0%

nalbuphine hydrochloride (23277-43-2) → nalbuphine (20594-83-6)

Guidance literature:

With hydrogenchloride; potassium carbonate; sodium chloride; In water; pH=9.3;

Reference yield: 97.0%

(4R,4aS,7aR,12bS)-3-(cyclobutylmethyl)-4a,9-dihydroxy-2,3,4,4a,5,6-hexahydro-1H-4,12-methanobenzofuro[3,2-e]isoquinoline-7(7aH)-one (16676-33-8) → nalbuphine (20594-83-6)

Guidance literature:

With phosphoric acid; hydrogen; 10 % platinum on carbon; In water; isopropyl alcohol; at 50 ℃; for 7h; under 2068.65 Torr; pH=6.49;

Reference yield: 95.5%

cyclobutylaldehyde (2987-17-9) + noroxymorphone (33522-95-1) → nalbuphine (20594-83-6)

Guidance literature:

cyclobutylaldehyde; noroxymorphone; In N,N-dimethyl-formamide;

With sodium tris(acetoxy)borohydride; In N,N-dimethyl-formamide; at 20 - 60 ℃; for 3.5h;

upstream raw materials:

C₂₂H₂₉NO₄

17-cyclobutanecarbonyl-4,5α-epoxy-14-hydroxy-3-methoxy-morphinan-6-one

cyclobutanecarboxylic anhydride

Oxycodone

Downstream raw materials:

3-O-MEM-nalbuphine

6-O-mPEG₃Nalbuphine

6-O-mPEG₆Nalbuphine

6-O-mPEG₄Nalbuphine