Pharmakon1600-01501115

Base Information

• Chemical Name: Pharmakon1600-01501115
• CAS No.: 23277-43-2
• Molecular Formula: C21H27 N O4 . Cl H
• Molecular Weight: 393.911
• NSC Number: 757829
• Mol file: 23277-43-2.mol

Synonyms:SPECTRUM1501115;HMS1921F11;Pharmakon1600-01501115;CCG-39021;NSC757829

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

Chemical Property of Pharmakon1600-01501115

Chemical Property:

• Appearance/Colour: White to almost white Solid. (crystal(s); crystalline powder)
• Vapor Pressure: 1.12E-13mmHg at 25°C
• Melting Point: 230.5ºC
• Boiling Point: 566.6 °C at 760 mmHg
• Flash Point: 296.5 °C
• PSA: 73.16000
• LogP: 2.44720
• Storage Temp.: ?20°C
• Solubility.: H2O: soluble
• Hydrogen Bond Donor Count: 4
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 2
• Exact Mass: 393.1706861
• Heavy Atom Count: 27
• Complexity: 597

Purity/Quality:

Safty Information:

• Pictogram(s): T+
• Hazard Codes: T+,T,F
• Statements: 26/27/28-39/23/24/25-23/24/25-11
• Safety Statements: 22-36/37/39-45-36/37-16

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: C1CC(C1)CN2CCC34C5C(CCC3(C2CC6=C4C(=C(C=C6)O)O5)O)O.Cl
• Isomeric SMILES: C1CC(C1)CN2CC[C@]34C5[C@H](CC[C@]3([C@H]2CC6=C4C(=C(C=C6)O)O5)O)O.Cl
• Uses: Nalbuphine is the free base form of Nalbuphine Hydrochloride. Nalbuphine is a mixed opioid agonist-antagonist. Nalbuphine is an analgesic (narcotic). Analgesic;Opioid ligand
• Therapeutic Function: Analgesic
• Clinical Use: Nalbuphine is only available for parenteral dosage. Its elimination half-life is 2 to 3 hours. Metabolism of nalbuphine is by conjugation of the 3-OH group, and greater than 90% of the drug is excreted as conjugates in the feces.

Technology Process of Pharmakon1600-01501115

There total 5 articles about Pharmakon1600-01501115 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: 89.0%

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

Guidance literature:

With hydrogenchloride; In ethanol; water; at 50 ℃; pH=4 - 4.5;

Reference yield:

(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 hydrochloride (23277-43-2)

Guidance literature:

Multi-step reaction with 2 steps

1: hydrogen; phosphoric acid / 10 % platinum on carbon / isopropyl alcohol; water / 7 h / 50 °C / 2068.65 Torr / pH 6.49

2: hydrogenchloride / ethanol; water / 50 °C / pH 4 - 4.5

With hydrogenchloride; phosphoric acid; hydrogen; 10 % platinum on carbon; In ethanol; water; isopropyl alcohol;

Reference yield:

noroxymorphone (33522-95-1) → nalbuphine hydrochloride (23277-43-2)

Guidance literature:

Multi-step reaction with 3 steps

1.1: hydrogenchloride / water; tetrahydrofuran / 20 °C / Inert atmosphere; Reflux; Large scale

2.1: acetic acid; tetramethylammonium triacetoxyborohydride / dimethyl sulfoxide / 1 h / 20 °C / Large scale

2.2: 60 °C / Large scale

3.1: hydrogenchloride / water / 45 - 60 °C / Large scale

With hydrogenchloride; acetic acid; tetramethylammonium triacetoxyborohydride; In tetrahydrofuran; water; dimethyl sulfoxide;

DOI:10.1021/acs.oprd.0c00321

upstream raw materials:

nalbuphine

(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

noroxymorphone

(-)-4,5α-epoxy-3,14-dihydroxymorphinan-6-one hydrochloride

Downstream raw materials:

3-O-MEM-6-O-TrO-PEG₅-nalbuphine

3-O-MEM-6-O-TrO-PEG₄-nalbuphine

nalbuphine

Refernces

• 1、 -. "PROCESS FOR REDUCING THE 6-KETO GROUP OF A MORPHINAN ALKALOID TO THE 6-HYDROXY GROUP BY HYDROGENATION". Page/Page column 4. . Retrieved 2011/04/13.