Doxapram

Base Information

• Chemical Name: Doxapram
• CAS No.: 309-29-5
• Molecular Formula: C24H30N2O2
• Molecular Weight: 378.514
• Hs Code.: 2934999090
• European Community (EC) Number: 206-216-3
• UNII: 94F3830Q73
• DSSTox Substance ID: DTXSID2022963
• Nikkaji Number: J5.501H
• Wikipedia: Doxapram
• Wikidata: Q737743
• NCI Thesaurus Code: C61736
• RXCUI: 3637
• Pharos Ligand ID: 7NHAY5CAATDN
• Metabolomics Workbench ID: 145299
• ChEMBL ID: CHEMBL1754
• Mol file: 309-29-5.mol

Synonyms:Docatone;Dopram;Doxapram;Doxapram Hydrochloride;Hydrochloride, Doxapram

Chemical Property of Doxapram

Chemical Property:

• Vapor Pressure: 1.4E-11mmHg at 25°C
• Refractive Index: 1.562
• Boiling Point: 536.4 °C at 760 mmHg
• PKA: 7.30±0.10(Predicted)
• Flash Point: 278.2 °C
• PSA: 32.78000
• Density: 1.104 g/cm³
• LogP: 3.04910
• Storage Temp.: 2-8°C
• Solubility.: Chloroform (Slightly), Methanol (Slightly)
• XLogP3: 3.3
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 6
• Exact Mass: 378.230728204
• Heavy Atom Count: 28
• Complexity: 487

Purity/Quality:

95% ^*data from raw suppliers

Doxapram ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCN1CC(C(C1=O)(C2=CC=CC=C2)C3=CC=CC=C3)CCN4CCOCC4
• Recent ClinicalTrials: Doxapram Therapy in Preterm Infants (DOXA Trial)
• Recent EU Clinical Trials: Doxapram versus placebo in preterm newborns:
• Uses: Doxapram HCl inhibits TASK-1, TASK-3, TASK-1/TASK-3 heterodimeric channel function with EC50 of 410 nM, 37 μM, 9 μM, respectively - See more at: http://www.selleckchem.com/products/doxapram-hcl.html#sthash.SSt04Hwr.dpuf Doxapram increases the rate and depth of respiration. It is used for post-anesthetic respiratory depression, and for respiratory depression caused by drug use. Doxapram is a central respiratory stimulant.
• Therapeutic Function: Respiratory stimulant

Technology Process of Doxapram

There total 2 articles about Doxapram 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:

doxapram hydrochloride (113-07-5) → doxapram (309-29-5)

Guidance literature:

With sodium hydrogencarbonate; In water; 4-(dicyanomethylene)-2-methyl-6-(p-dimethylaminostyryl)-4H-pyran;

Reference yield:

→ doxapram (309-29-5)

Guidance literature:

1-Aethyl-3,3-diphenyl-4-(2-chlor-aethyl)-2-pyrrolidinon, Morpholin, A., 90-120grad, ca. 8h;

DOI:10.1021/jm00333a012

Reference yield:

doxapram (309-29-5) → (-)-1-ethyl-4-[2-(4-morpholinyl)ethyl]-3,3-diphenyl-2-pyrrolidinone (179915-80-1) + (R)-(+)-1-ethyl-4-[2-(4-morpholinyl)ethyl]-3,3-diphenyl-2-pyrrolidinone (179915-79-8)

Guidance literature:

doxapram; With O,O'-dibenzoyl-L-tartaric acid; In acetone; at 20 ℃; for 6h; Resolution of racemate;

With sodium hydrogencarbonate; In dichloromethane; water; pH=8; Reagent/catalyst; Temperature; Time; Solvent;

upstream raw materials:

doxapram hydrochloride

Downstream raw materials:

C₂₄H₃₀N₂O₂*C₁₈H₁₄O₈

(-)-1-ethyl-4-[2-(4-morpholinyl)ethyl]-3,3-diphenyl-2-pyrrolidinone

(R)-(+)-1-ethyl-4-[2-(4-morpholinyl)ethyl]-3,3-diphenyl-2-pyrrolidinone

C₂₄H₃₀N₂O₂*C₁₈H₁₄O₈

Refernces

• 1、 LUNSFORD,CALE Jr.,WARD,FRANKO,JENKINS. "4-(BETA-SUBSTITUTED ETHYL)-3,3-DIPHENYL-2-PYRROLIDINONES. A NEW SERIES". . p. 302 - 310. Retrieved 2007/10/05.