Dextromethorphan hydrobromide monohydrate

Base Information

• Chemical Name: Dextromethorphan hydrobromide monohydrate
• CAS No.: 6700-34-1
• Molecular Formula: C18H25NO^.HBr^.H2O
• Molecular Weight: 370.33
• Hs Code.: 3822000002
• European Community (EC) Number: 629-741-3
• UNII: 9D2RTI9KYH
• DSSTox Substance ID: DTXSID8045569
• Wikidata: Q27272376
• NCI Thesaurus Code: C423
• RXCUI: 102490
• ChEMBL ID: CHEMBL1256818
• Mol file: 6700-34-1.mol

Synonyms:d-Methorphan;Delsym;Dextromethorphan;Dextromethorphan Hydrobromide;Dextromethorphan Hydrobromide, (+-)-Isomer;Dextromethorphan Hydrobromide, Monohydrate;Dextromethorphan Hydrochloride;Dextromethorphan, (+-)-Isomer;Hydrobromide, Dextromethorphan;Hydrochloride, Dextromethorphan;l-Methorphan;Levomethorphan;Racemethorphan

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

Chemical Property of Dextromethorphan hydrobromide monohydrate

Chemical Property:

• Appearance/Colour: White Solid
• Vapor Pressure: 1.92E-06mmHg at 25°C
• Melting Point: 116-119 °C
• Boiling Point: 486.1 °C at 760 mmHg
• Flash Point: 247.8 °C
• PSA: 21.70000
• LogP: 4.21510
• Storage Temp.: Store at RT
• Solubility.: Sparingly soluble in water, freely soluble in ethanol (96 per cent).
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 1
• Exact Mass: 369.13034
• Heavy Atom Count: 22
• Complexity: 370

Purity/Quality:

Safty Information:

• Pictogram(s): F,T
• Hazard Codes: F,T
• Statements: 11-23/24/25-39/23/24/25
• Safety Statements: 7-16-36/37-45

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CN1CCC23CCCCC2C1CC4=C3C=C(C=C4)OC.O.Br
• Isomeric SMILES: CN1CC[C@@]23CCCC[C@@H]2[C@@H]1CC4=C3C=C(C=C4)OC.O.Br
• Recent ClinicalTrials: Dextromethorphan for Treatment of Postoperative Pain
• Recent EU Clinical Trials: Effectiveness of antitussive, anticholinergic and honey therapy versus usual practice in adults with uncomplicated acute bronchitis [AB4T study]
• Recent NIPH Clinical Trials: Prospective study for efficacy of inhaled corticosteroid therapy with the use of fractional exhaled nitric oxide measurement in persistent and chronic cough.
• Description: Dextromethorphan (DXM) is a dextratrorotatory morphinan with structural similarity to levorphanol, codeine, and morphine. Because of its strong antitussive effects, dextromethorphan is widely used as a cough suppressant. However, it does not provoke opioid activity as is characteristic of several other morphine derivatives. DXM binds to and inhibits NMDA (IC50 = 0.55 μM) and nicotinic receptors (IC50s = 0.7-3.9 μM) and blocks receptor-gated and voltage-gated calcium channels (IC50 = 60 μM) and voltage-gated sodium channels (IC50 = 78 μM). DXM has been used in multimodal analgesic therapies for acute and neuropathic pain.
• Uses: An antitussive drug. Orally active synthetic morphine analog. Analgesic (narcotic). Racemethorphan and levomethorpham are controlled substances (opiates). Antitussive;Opioid ligand

Technology Process of Dextromethorphan hydrobromide monohydrate

There total 1 articles about Dextromethorphan hydrobromide monohydrate 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:

→ dextromethorphan hydrobromide, monohydrate (6700-34-1)

Guidance literature:

Reference yield: 97.98%

dextromethorphan hydrobromide, monohydrate (6700-34-1) → dextromethorphan (125-71-3,1453167-99-1)

Guidance literature:

With sodium hydroxide; In chloroform; water; for 0.5h;

DOI:10.1016/j.bmc.2014.10.036

Reference yield: 87.0%

dextromethorphan hydrobromide, monohydrate (6700-34-1) → dextromethorphan N-oxide (113951-05-6,1177494-18-6)

Guidance literature:

dextromethorphan hydrobromide, monohydrate; With sodium hydroxide; In water;

With dihydrogen peroxide; In ethanol; at 10 - 20 ℃; for 16h; Reagent/catalyst; Solvent;

Downstream raw materials:

(9α,13α,14α)-3-methoxy-17-methylmorphinan-10-one

dextromethorphan

dextromethorphan N-oxide

Refernces