Hydrocodone

Base Information

• Chemical Name: Hydrocodone
• CAS No.: 125-29-1
• Deprecated CAS: 9007-52-7,1037-91-8,50678-79-0,1469752-80-4,1469752-80-4,50678-79-0
• Molecular Formula: C18H21NO3
• Molecular Weight: 299.37
• Hs Code.: 2939110000
• European Community (EC) Number: 204-733-9
• NSC Number: 19044
• UNII: 6YKS4Y3WQ7
• DSSTox Substance ID: DTXSID8023131
• Nikkaji Number: J5.369D
• Wikipedia: Hydrocodone
• Wikidata: Q411441
• NCI Thesaurus Code: C62033
• RXCUI: 5489
• Pharos Ligand ID: MF57RNLX14JZ
• Metabolomics Workbench ID: 43213
• ChEMBL ID: CHEMBL1457
• Mol file: 125-29-1.mol

Synonyms:Codinovo;Dicodid;Dihydrocodeinone;Hycodan;Hycon;Hydrocodeinonebitartrate;Hydrocodon;Hydrocodone;Hydrocodone Bitartrate;Hydrocodone Tartrate (1:1), Hydrate (2:5);Hydrocon;Robidone

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

Chemical Property of Hydrocodone

Chemical Property:

• Appearance/Colour: White to pale yellow crystals
• Vapor Pressure: 1.07E-08mmHg at 25°C
• Melting Point: 194-197°C
• Refractive Index: 1.633
• Boiling Point: 461.4 °C at 760 mmHg
• PKA: pKa 6.61(50% aq EtOH) (Uncertain)
• Flash Point: 232.9 °C
• PSA: 38.77000
• Density: 1.31 g/cm³
• LogP: 1.87120
• Storage Temp.: Controlled Substance, -20°C Freezer
• XLogP3: 2.2
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 1
• Exact Mass: 299.15214353
• Heavy Atom Count: 22
• Complexity: 509

Purity/Quality:

Safty Information:

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

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Drug Classes: Opioids
• Canonical SMILES: CN1CCC23C4C1CC5=C2C(=C(C=C5)OC)OC3C(=O)CC4
• Isomeric SMILES: CN1CC[C@]23[C@@H]4[C@H]1CC5=C2C(=C(C=C5)OC)O[C@H]3C(=O)CC4
• Recent ClinicalTrials: Levorphanol as a Second Line Opioid in Reducing Pain in Patients With Cancer
• Uses: Analgesic (narcotic); antitussive. Controlled substance (opiate). Hydrocodone is a powerful anticough drug that is widely used for suppressing the cough reflex. It is widely used in effective commercial anticough drugs in combination with guaiphenesin (entuss), with homatropine (hycodan), with phenylpropanolamine (hycomine), phenyltoloxamine (tussionex), and pseudoephedrine and guaiphenesin (tussened).
• Therapeutic Function: Narcotic analgesic, Antitussive

Technology Process of Hydrocodone

There total 111 articles about Hydrocodone 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: 99.0%

dihydrocodeine (125-28-0) → Hydrocodone (125-29-1)

Guidance literature:

With benzophenone; potassium tert-butylate; In benzene; for 2.5h; Heating;

DOI:10.1080/00397910008086930

Reference yield: 99.0%

codeine (76-57-3) → Hydrocodone (125-29-1)

Guidance literature:

With bis[dichloro(pentamethylcyclopentadienyl)iridium(III)]; In isopropyl alcohol; acetone; at 60 ℃; for 2h; Temperature; Solvent; chemoselective reaction; Catalytic behavior; Inert atmosphere; Sealed tube;

DOI:10.1002/chem.201603825

Reference yield: 98.2%

codeine phosphate (52-28-8) → (-)-Dihydrothebainon (847-86-9) + dihydrocodeine (125-28-0) + Hydrocodone (125-29-1)

Guidance literature:

With hydrogen; platinum; 5% platinum on charcoal; In water; at 25 - 30 ℃; under 517.162 - 2585.81 Torr; pH=4.2;

upstream raw materials:

4,5α-epoxy-3,6β-dimethoxy-17-methyl-morphinane

thebaine

4,5α-epoxy-3,6,6-trimethoxy-17-methyl-morphinane

formaldehyd

Downstream raw materials:

6-OAc hydrocodone

8,14-dihydrothebaine

dihydro-isocodeine

4,5α-epoxy-3,6β-dimethoxy-17-methyl-morphinane

Refernces

• 1、 Pieber, Bartholom?us,Cox, D. Phillip,Kappe, C. Oliver. "Selective Olefin Reduction in Thebaine Using Hydrazine Hydrate and O2 under Intensified Continuous Flow Conditions". . p. 376 - 385. Retrieved 2016.
• 2、 Carroll, Robert J.,Leisch, Hannes,Rochon, Lena,Hudlicky, Tomas,Cox, D. Phillip. "One-pot conversion of thebaine to hydrocodone and synthesis of neopinone ketal". . p. 747 - 752. Retrieved 2009.
• 3、 Rapoport et al.. "-". . p. 1103,1105. Retrieved 1950.
• 4、 -. "NOVEL OPIOID COMPOUNDS AND USES THEREOF". Paragraph 0509-0511. . Retrieved 2019/09/12.
• 5、 -. "SUPPORTED METAL CATALYST FOR THE PRODUCTION OF HYDROCODONE AND HYDROMORPHONE". Page/Page column 7. . Retrieved 2018/01/15.