derquantel

Base Information

• Chemical Name: derquantel
• CAS No.: 187865-22-1
• Molecular Formula: C28H37N3O4
• Molecular Weight: 479.619
• Mol file: 187865-22-1.mol

Synonyms:Spiro[4H,8H-[1,4]dioxepino[2,3-g]indole-8,7'(8'H)-[5H,6H-5a,9a](iminomethano)[1H]cyclopent[f]indolizin]-10'-one,2',3',8'a,9,9',10-hexahydro-1'-hydroxy-1',4,4,8',8',11'-hexamethyl-, [1'R-(1'a,5'ab,7'b,8'ab,9'ab)]-;2-Deoxoparaherquamide;2-Deoxoparaherquamide A;2-Desoxoparaherquamide A;Derquantel;PF 00520904;PNU 141962;

Chemical Property of derquantel

Chemical Property:

• Boiling Point: 641.3±55.0 °C(Predicted)
• PKA: 15.18±0.60(Predicted)
• PSA: 74.27000
• Density: 1.34
• LogP: 3.28330

Purity/Quality:

99% ^*data from raw suppliers

Derquantel ≥98% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Description: Derquantel is an anthelmintic spiroindole that acts as a nicotinic acetylcholine receptor antagonist, causing flaccid paralysis and expulsion of nematodes. A combination of derquantel and the macrocyclic lactone, abamectin , has been found to have synergistic anthelmintic effects against gastrointestinal nematode parasites in sheep.
• Uses: Derquantel is a semi-synthetic paraherquamide analogue prepared by removal of the 2-oxo group in a four-step sequence of N-protection, reduction, N-deprotection and a final reduction. Derquantel isa potent nematocide and was the first paraherquamide to be successfully commercialised in combination with avermectin. Derquantel, like other paraherquamides, induces a flaccid paralysis in nematodes thought to be due to inhibition of nicotinic acetylcholine receptors acting as an antagonist of acetylcholine.

Technology Process of derquantel

There total 3 articles about derquantel 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: 80.0%

C28H35N3O4 (187865-16-3) → Derquantel (187865-22-1)

Guidance literature:

With sodium tetrahydroborate; In methanol; at 0 ℃;

DOI:10.1016/S0960-894X(00)00698-3

Reference yield:

C43H47N3O7 (187865-97-0) → Derquantel (187865-22-1)

Guidance literature:

Multi-step reaction with 2 steps

1: piperidine / tetrahydrofuran

2: 80 percent / NaBH₄ / methanol / 0 °C

With piperidine; sodium tetrahydroborate; In tetrahydrofuran; methanol;

DOI:10.1016/S0960-894X(00)00698-3

Reference yield:

Paraherquamide (77392-58-6) → Derquantel (187865-22-1)

Guidance literature:

With lithium borohydride;

DOI:10.1016/S0960-894X(00)00698-3

upstream raw materials:

Paraherquamide

C₂₈H₃₅N₃O₄

C₄₃H₄₇N₃O₇

Refernces