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Basic Information

Molecular Structure:
CAS No.:	187865-22-1
Name:	derquantel
Article Data:	1

Formula:	C₂₈H₃₇N₃O₄
Molecular Weight:	479.619
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;
Density:	1.34
Boiling Point:	641.3±55.0 °C(Predicted)
PSA:	74.27000
LogP:	3.28330

Synthetic route

: 187865-16-3
C28H35N3O4

: 187865-22-1
Derquantel

Conditions

Conditions	Yield
With sodium tetrahydroborate In methanol at 0℃;	80%

: 77392-58-6
Paraherquamide

: 187865-22-1
Derquantel

Conditions

Conditions	Yield
With lithium borohydride

: 187865-97-0
C43H47N3O7

: 187865-22-1
Derquantel

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1: piperidine / tetrahydrofuran 2: 80 percent / NaBH4 / methanol / 0 °C View Scheme

: 187865-22-1
Derquantel

: 512848-25-8
14,17-anhydro-2-desoxoparaherquamide A

Conditions

Conditions	Yield
With dmap; diethylamino-sulfur trifluoride In dichloromethane at 20℃; for 1h;	50%

: 187865-22-1
Derquantel

: 512848-29-2
14-oxo-2-desoxo-1,2-anhydro-17-norparaherquamide A

Conditions

Conditions	Yield
Multi-step reaction with 3 steps 1: 50 percent / DMAP; (diethylamino)sulfurtrifluoride / CH2Cl2 / 1 h / 20 °C 2: 12 percent / osmium tetroxide; 4-methylmorpholine N-oxide / tetrahydrofuran; H2O; 2-methyl-propan-2-ol / 18 h / 5 °C 3: 41 percent / sodium periodate / tetrahydrofuran; H2O / 16 h / 5 °C View Scheme

: 187865-22-1
Derquantel

: 512848-28-1
14-oxo-2-desoxo-17-norparaherquamide A

Conditions

Conditions	Yield
Multi-step reaction with 4 steps 1: 50 percent / DMAP; (diethylamino)sulfurtrifluoride / CH2Cl2 / 1 h / 20 °C 2: 12 percent / osmium tetroxide; 4-methylmorpholine N-oxide / tetrahydrofuran; H2O; 2-methyl-propan-2-ol / 18 h / 5 °C 3: 41 percent / sodium periodate / tetrahydrofuran; H2O / 16 h / 5 °C 4: 50 percent / NaBH3CN / methanol / 0.5 h / 0 °C View Scheme
Multi-step reaction with 3 steps 1: 50 percent / DMAP; (diethylamino)sulfurtrifluoride / CH2Cl2 / 1 h / 20 °C 2: 25 percent / osmium tetroxide; 4-methylmorpholine N-oxide / tetrahydrofuran; H2O; 2-methyl-propan-2-ol / 18 h / 5 °C 3: 58 percent / sodium periodate / tetrahydrofuran; H2O / 16 h / 5 °C View Scheme

: 187865-22-1
Derquantel

: 512848-27-0
17-hydroxy-2-desoxo-1,2-anhydroparaherquamide A

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1: 50 percent / DMAP; (diethylamino)sulfurtrifluoride / CH2Cl2 / 1 h / 20 °C 2: 12 percent / osmium tetroxide; 4-methylmorpholine N-oxide / tetrahydrofuran; H2O; 2-methyl-propan-2-ol / 18 h / 5 °C View Scheme

: 187865-22-1
Derquantel

: 512848-26-9
17-hydroxy-2-desoxoparaherquamide A

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1: 50 percent / DMAP; (diethylamino)sulfurtrifluoride / CH2Cl2 / 1 h / 20 °C 2: 25 percent / osmium tetroxide; 4-methylmorpholine N-oxide / tetrahydrofuran; H2O; 2-methyl-propan-2-ol / 18 h / 5 °C View Scheme

: 187865-22-1
Derquantel

: [17-D3]-2-desoxoparaherquamide A

Conditions

Conditions	Yield
Multi-step reaction with 4 steps 1.1: 50 percent / DMAP; (diethylamino)sulfurtrifluoride / CH2Cl2 / 1 h / 20 °C 2.1: 12 percent / osmium tetroxide; 4-methylmorpholine N-oxide / tetrahydrofuran; H2O; 2-methyl-propan-2-ol / 18 h / 5 °C 3.1: 41 percent / sodium periodate / tetrahydrofuran; H2O / 16 h / 5 °C 4.1: tetrahydrofuran / 1 h / -78 - 0 °C 4.2: 50 percent / NaBH3CN / methanol / 0.5 h / 0 °C View Scheme
Multi-step reaction with 5 steps 1.1: 50 percent / DMAP; (diethylamino)sulfurtrifluoride / CH2Cl2 / 1 h / 20 °C 2.1: 12 percent / osmium tetroxide; 4-methylmorpholine N-oxide / tetrahydrofuran; H2O; 2-methyl-propan-2-ol / 18 h / 5 °C 3.1: 41 percent / sodium periodate / tetrahydrofuran; H2O / 16 h / 5 °C 4.1: 50 percent / NaBH3CN / methanol / 0.5 h / 0 °C 5.1: tetrahydrofuran / 1 h / -78 - 0 °C 5.2: 20 percent / NaBH3CN / methanol / 0.5 h / 0 °C View Scheme
Multi-step reaction with 4 steps 1.1: 50 percent / DMAP; (diethylamino)sulfurtrifluoride / CH2Cl2 / 1 h / 20 °C 2.1: 25 percent / osmium tetroxide; 4-methylmorpholine N-oxide / tetrahydrofuran; H2O; 2-methyl-propan-2-ol / 18 h / 5 °C 3.1: 58 percent / sodium periodate / tetrahydrofuran; H2O / 16 h / 5 °C 4.1: tetrahydrofuran / 1 h / -78 - 0 °C 4.2: 20 percent / NaBH3CN / methanol / 0.5 h / 0 °C View Scheme

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Specification

The CAS register number of Derquantel is 187865-22-1. It also can be called as 2-Deoxoparaherquamide and the systematic name about this chemical is 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,5'aS,7'R,8'aS,9'aR)-. Classification code about this chemical is Anthelmintic.

Physical properties about Derquantel are: (1)XLogP3-AA: 2.8; (2)H-Bond Donor: 2; (3)H-Bond Acceptor: 6; (4)Exact Mass: 479.278407; (5)MonoIsotopic Mass: 479.278407; (6)Topological Polar Surface Area: 74.3; (7)Heavy Atom Count: 35; (8)Complexity: 1010; (9)Defined Atom StereoCenter Count: 5; (10)Covalently-Bonded Unit Count: 1.

You can still convert the following datas into molecular structure:
(1)Canonical SMILES: CC1(C=COC2=C(O1)C=CC3=C2NCC34CC56CN7CCC(C7(CC5C4(C)C)C(=O)N6C)(C)O)C
(2)Isomeric SMILES: C[C@]1(CCN2[C@]13C[C@@H]4[C@](C2)(C[C@]5(C4(C)C)CNC6=C5C=CC7=C6OC=CC(O7)(C)C)N(C3=O)C)O
(3)InChI: InChI=1S/C28H37N3O4/c1-23(2)10-12-34-21-18(35-23)8-7-17-20(21)29-15-26(17)14-27-16-31-11-9-25(5,33)28(31,22(32)30(27)6)13-19(27)24(26,3)4/h7-8,10,12,19,29,33H,9,11,13-16H2,1-6H3/t19-,25+,26-,27+,28-/m0/s1
(4)InChIKey: DYVLXWPZFQQUIU-WGNDVSEMSA-N