Pinaverium bromide

Base Information

• Chemical Name: Pinaverium bromide
• CAS No.: 53251-94-8
• Molecular Formula: C26H41BrNO4^.Br
• Molecular Weight: 591.424
• Hs Code.: 2934999090
• European Community (EC) Number: 258-450-0
• DSSTox Substance ID: DTXSID2048614
• Wikipedia: Pinaverium_bromide
• Wikidata: Q27268790
• NCI Thesaurus Code: C116775
• ChEMBL ID: CHEMBL1909298
• Mol file: 53251-94-8.mol

Synonyms:4-(6-bromoveratryl)-4-(2-(2-(6,6-dimethyl-2-norpinyl)ethoxy)ethyl)morpholinium bromide;Dicetel;Eldicet;pinaverium;pinaverium bromide

Chemical Property of Pinaverium bromide

Chemical Property:

• Appearance/Colour: white crystalline powder
• Melting Point: 159-164 °C
• PSA: 36.92000
• LogP: 2.25510
• Storage Temp.: -20°C Freezer
• Solubility.: DMSO (Slightly), Methanol (Slightly)
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 10
• Exact Mass: 591.13818
• Heavy Atom Count: 33
• Complexity: 596

Purity/Quality:

99% ^*data from raw suppliers

PinaveriumBromide ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1(C2CCC(C1C2)CCOCC[N+]3(CCOCC3)CC4=CC(=C(C=C4Br)OC)OC)C.[Br-]
• Recent ClinicalTrials: Impact of Pinaverium Bromide on Bile Duct and Pancreatic Duct Cannulation During Endoscopic Retrograde Cholangiopancreatography
• Uses: Spasmolytic agent with low incidence of anticholinergic effects. Antispasmodic Spasmolytic agent with low incidence of anticholinergic effects. Antispasmodic.

Technology Process of Pinaverium bromide

There total 4 articles about Pinaverium bromide 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: 92.1%

1-bromo-2-(bromomethyl)-4,5-dimethoxybenzene (53207-00-4) + 4-{2-[2-(6,6-dimethyl-norpinan-2-yl)-ethoxy]-ethyl}-morpholine (38284-47-8) → Pinaverium bromide (53251-94-8)

Guidance literature:

In butanone; Solvent; Reflux;

Reference yield:

N-chloroacetylmorpholine (1440-61-5) → Pinaverium bromide (53251-94-8)

Guidance literature:

Multi-step reaction with 3 steps

1: sodium hydride / tetrahydrofuran / 0 - 20 °C

2: sodium tetrahydroborate; boron trifluoride-tetrahydrofuran complex / tetrahydrofuran / 0 °C

3: butanone / Reflux

With sodium tetrahydroborate; boron trifluoride-tetrahydrofuran complex; sodium hydride; In tetrahydrofuran; butanone;

Reference yield:

nopol (128-50-7) → Pinaverium bromide (53251-94-8)

Guidance literature:

Multi-step reaction with 4 steps

1: palladium on activated charcoal; hydrogen / ethanol / 20 °C

2: sodium hydride / tetrahydrofuran / 0 - 20 °C

3: sodium tetrahydroborate; boron trifluoride-tetrahydrofuran complex / tetrahydrofuran / 0 °C

4: butanone / Reflux

With sodium tetrahydroborate; boron trifluoride-tetrahydrofuran complex; palladium on activated charcoal; hydrogen; sodium hydride; In tetrahydrofuran; ethanol; butanone;

upstream raw materials:

1-bromo-2-(bromomethyl)-4,5-dimethoxybenzene

4-{2-[2-(6,6-dimethyl-norpinan-2-yl)-ethoxy]-ethyl}-morpholine

N-chloroacetylmorpholine

nopol

Refernces

• 1、 Baronnet,Foussard Blanpin,Bretaudeau,Hubert. "Synthesis and comparative pharmacology of quaternary ammonium derivatives of 6,6 dimethylnorpinane: spasmolytic activity". . p. 182 - 187. Retrieved 2007/10/06.