Derquantel , CAS No.187865-22-1

CAS: 187865-22-1 Cat. No.: D332358 Fórmula: C₂₈H₃₇N₃O₄ Peso molecular: 479.61 PubChem CID: 25154194

Synonyms

J-012090 | (1S,6R,7R,9S,11R)-6-hydroxy-4',4',6,10,10,13-hexamethylspiro[3,13-diazatetracyclo[5.5.2.01,9.03,7]tetradecane-11,8'-9,10-dihydro-[1,4]dioxepino[2,3-g]indole]-14-one | (1S,6R,7R,9S,11R)-6-Hydroxy-4',4',6,10,10,13-hexamethyl-9',10'-dihydro-4'H-sp

Storage

Store at -20°C

Shipped In

Ice chest + Ice pads

Descripción general

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 is a 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 AChR (nicotinic acetylcholine receptors) acting as an antagonist of acetylcholine.

Especificaciones

Sinónimos

J-012090 | (1S,6R,7R,9S,11R)-6-hydroxy-4',4',6,10,10,13-hexamethylspiro[3,13-diazatetracyclo[5.5.2.01,9.03,7]tetradecane-11,8'-9,10-dihydro-[1,4]dioxepino[2,3-g]indole]-14-one | (1S,6R,7R,9S,11R)-6-Hydroxy-4',4',6,10,10,13-hexamethyl-9',10'-dihydro-4'H-sp

Condiciones de almacenamiento de almacenamiento

Store at -20°C

Enviado en

Ice chest + Ice pads

Este producto requiere envío en cadena de frío. Los servicios terrestres y otros servicios económicos no están disponibles.

Tipo de acción

INHIBITOR

Propiedades del producto

pKa

pKₐ: 7.63 (Predicted)

Nombres e identificadores

Sonrisas canónicas

CC1(C=COC2=C(O1)C=CC3=C2NCC34CC56CN7CCC(C7(CC5C4(C)C)C(=O)N6C)(C)O)C

IUPAC Name

(1S,6R,7R,9S,11R)-6-hydroxy-4',4',6,10,10,13-hexamethylspiro[3,13-diazatetracyclo[5.5.2.01,9.03,7]tetradecane-11,8'-9,10-dihydro-[1,4]dioxepino[2,3-g]indole]-14-one

InChIKey

DYVLXWPZFQQUIU-WGNDVSEMSA-N

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

Isómeros 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

PubChem CID

25154194

Peso molecular

479.61

Taxonomic Classification

Taxonomy Tree

• Kingdom Organic compounds
  • Superclass Organoheterocyclic compounds
    • Clase Azaspirodecane derivatives

• Kingdom: Organic compounds
• Superclass: Organoheterocyclic compounds
• Clase: Azaspirodecane derivatives
• Subclass: Not available
• Intermediate Tree Nodes: Not available
• Direct Parent: Azaspirodecane derivatives
• Alternative Parents: Alpha amino acids and derivatives Indolines Indolizidines 1,4-dioxepines Alkyl aryl ethers Aralkylamines Delta lactams N-methylpiperazines Piperidinones Secondary alkylarylamines N-alkylpyrrolidines Benzenoids Tertiary carboxylic acid amides Tertiary alcohols Trialkylamines Azacyclic compounds Oxacyclic compounds Hydrocarbon derivatives Organic oxides Carbonyl compounds
• Molecular Framework: Aromatic heteropolycyclic compounds
• Substituents: Alpha-amino acid or derivatives - Azaspirodecane - Indole or derivatives - Dihydroindole - Indolizidine - 1,4-dioxepine - Alkyl aryl ether - Delta-lactam - Dioxepine - Aralkylamine - N-alkylpiperazine - N-methylpiperazine - Piperidinone - Secondary aliphatic/aromatic amine - 1,4-diazinane - Benzenoid - N-alkylpyrrolidine - Piperazine - Piperidine - Tertiary alcohol - Pyrrolidine - Tertiary carboxylic acid amide - Tertiary amine - Lactam - Tertiary aliphatic amine - Amino acid or derivatives - Carboxamide group - Secondary amine - Carboxylic acid derivative - Oxacycle - Azacycle - Ether - Alcohol - Carbonyl group - Hydrocarbon derivative - Organic oxygen compound - Amine - Organic oxide - Organic nitrogen compound - Organooxygen compound - Organonitrogen compound - Aromatic heteropolycyclic compound
• Descripción: This compound belongs to the class of organic compounds known as azaspirodecane derivatives. These are organic compounds containing a spirodecane moiety with at least one nitrogen atom.
• External Descriptors: Not available

Data sources

1. Djoumbou Feunang Y, Eisner R, Knox C, Chepelev L, Hastings J, Owen G, Fahy E, Steinbeck C, Subramanian S, Bolton E, Greiner R, and Wishart DS. ClassyFire: Automated Chemical Classification With A Comprehensive, Computable Taxonomy. Journal of Cheminformatics, 2016, 8:61.

DOI: 10.1186/s13321-016-0174-y

Propiedades químicas y físicas

• Solubilidad: Soluble in ethanol, methanol, DMSO, DMF, and water (poorly).
• Índice de refracción: n20D1.67 (Predicted)
• Punto de ebullición (°C): ~641.3° C at 760 mmHg (Predicted)
• Peso molecular: 479.600 g/mol
• XLogP3: 2.800
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 6
• Rotatable Bond Count: 0
• Exact Mass: 479.278 Da
• Monoisotopic Mass: 479.278 Da
• Topological Polar Surface Area: 74.300 Ų
• Heavy Atom Count: 35
• Formal Charge: 0
• Complexity: 1010.000
• Isotope Atom Count: 0
• Defined Atom Stereocenter Count: 5
• Undefined Atom Stereocenter Count: 0
• Defined Bond Stereocenter Count: 0
• Undefined Bond Stereocenter Count: 0
• The total count of all stereochemical bonds: 0
• Covalently-Bonded Unit Count: 1