Cydectin

Base Information

• Chemical Name: Cydectin
• CAS No.: 113507-06-5
• Molecular Formula: C37H53NO8
• Molecular Weight: 639.83
• Hs Code.: 29322090
• European Community (EC) Number: 635-129-7
• NSC Number: 760424
• UNII: TYC529328W
• DSSTox Substance ID: DTXSID00861219
• Nikkaji Number: J481.172K
• Wikipedia: Moxidectin
• NCI Thesaurus Code: C73264
• RXCUI: 1047072
• ChEMBL ID: CHEMBL1867915
• Mol file: 113507-06-5.mol

Synonyms:5-hydroxymilbemycin beta7;CL 301,423;CL 301423;Cydectin;Milbeknock;milbemectin;milbemycin A3;milbemycin A4;milbemycin alpha1;milbemycin alpha10;milbemycin alpha11;milbemycin alpha13;milbemycin alpha14;milbemycin alpha15;milbemycin alpha2;milbemycin alpha3;milbemycin alpha4;milbemycin alpha5;milbemycin alpha6;milbemycin alpha7;milbemycin alpha8;milbemycin alpha9;milbemycin B;milbemycin beta1;milbemycin beta12;milbemycin beta2;milbemycin beta3;milbemycin D;milbemycins;mixture of milbemycins A3 and A4;moxidectin

Chemical Property of Cydectin

Chemical Property:

• Appearance/Colour: Appearance White or pale yellow, amorphous powder
• Melting Point: 132 °C
• Refractive Index: 1.581
• Boiling Point: 790 ºC at 760 mmHg
• PKA: 12.46±0.70(Predicted)
• Flash Point: 431.6 ºC
• PSA: 116.04000
• Density: 1.23 g/cm³
• LogP: 5.72890
• Storage Temp.: 2-8°C
• Solubility.: ≥128 mg/mL in EtOH; ≥129.4 mg/mL in DMSO; ≥3.27 mg/mL in H2O with gentle warming and ultrasonic
• XLogP3: 4.3
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 9
• Rotatable Bond Count: 3
• Exact Mass: 639.37711765
• Heavy Atom Count: 46
• Complexity: 1340

Purity/Quality:

99% ^*data from raw suppliers

Moxidectin ^*data from reagent suppliers

Safty Information:

• Pictogram(s): T,N
• Hazard Codes: T,N
• Statements: 25-50
• Safety Statements: 45-61-24/25

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: CC1CC(=CCC2CC(CC3(O2)CC(=NOC)C(C(O3)C(=CC(C)C)C)C)OC(=O)C4C=C(C(C5C4(C(=CC=C1)CO5)O)O)C)C
• Isomeric SMILES: C[C@@H]\1C/C(=C/C[C@@H]2C[C@@H](C[C@@]3(O2)C/C(=N/OC)/[C@@H]([C@H](O3)/C(=C/C(C)C)/C)C)OC(=O)[C@@H]4C=C([C@H]([C@@H]5[C@]4(/C(=C/C=C1)/CO5)O)O)C)/C
• Recent ClinicalTrials: Safety of a Single Dose of Moxidectin Compared With Ivermectin in Individuals Living in Onchocerciasis Endemic Areas and in Individuals Living in Onchocerciasis Endemic Areas With High Levels of Lymphatic Filariasis Co-endemicity Receiving Concomitant Albendazole
• Recent EU Clinical Trials: A Phase II, randomized, double-blind, parallel group dose finding study of single oral doses of moxidectin in adults with scabies
• Description: Moxidectin is a macrocyclic lactone endectocide and a derivative of nemadectin. It reduces fecal nematode egg counts by 98.4 and 99.8% in naturally infected calves when administered subcutaneously at doses of 0.2 and 0.3 mg/kg, respectively. Moxidectin (0.2 and 0.3 mg/kg) reduces the worm burden of O. ostertagi and T. axei in the abomasum, and Cooperia species and N. helvetianus in the small intestine, of naturally infected calves. It potentiates GABA-gated currents in Xenopus oocytes expressing rat α1β2γ2 subunit-containing GABAA receptors with an EC50 value of 11.8 nM. Formulations containing moxidectin have been used in the treatment of onchocerciasis, as well as in the prevention and treatment of parasitic infections in veterinary medicine.
• Uses: anthelmintic, antiparasitic Moxidectin is a macrocyclic lactone and semisynthetic derivative of nemadectin. Moxidectin is a parasiticide used for the prevention and control of heartworm and intestinal worms. Moxidectin is is fou nd in veterinary medicine used to treat animals such as dogs, cats, horses, cattle and sheep. Moxidectin is a semi-synthetic milbemycin derived from nemadectin by selective oxidation followed by methyloximation. Moxidectin was patented in 1991 as an anthelmintic for internal parasite control. The presence of the methyloxime affords moxidectin a greater hydrophobicity and longer biological half-life compared to nemadectin. Moxidectin binds selectively to parasite glutamate-gated chloride ion channels and disrupts neurotransmission leading to paralysis and death of the parasite.

Technology Process of Cydectin

There total 10 articles about Cydectin 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: 88.6%

23-oxynemadectin (112124-81-9) → moxidectin (113507-06-5)

Guidance literature:

With N-methoxylamine hydrochloride; sodium acetate; In methanol; at -10 - 0 ℃; for 8h;

Reference yield: 80.0%

N-methoxylamine hydrochloride (593-56-6) + 23-oxynemadectin (112124-81-9) → moxidectin (113507-06-5)

Guidance literature:

With sodium acetate; In methanol; water; for 1h; Ambient temperature;

DOI:10.1016/S0040-4039(00)86121-3

Reference yield:

23-methyloxime-5-(4-chlorophenoxyacetyl)oxynemadectin → moxidectin (113507-06-5)

Guidance literature:

With methanol; sodium hydroxide; In dichloromethane; at -13 ℃; Temperature;

upstream raw materials:

N-methoxylamine hydrochloride

23-oxynemadectin

C₃₈H₅₂O₉

C₃₈H₅₄O₉

Refernces

• 1、 -. "A method of chemical synthesis mosictin". Paragraph 0018; 0049; 0050. . Retrieved 2016/12/12.
• 2、 Beddall, Nicola E.,Howes, Peter D.,Ramsay, Michael V. J.,Roberts, Stanley M.,Slawin, Alexandra M. Z.,et al.. "CHEMICAL TRANSFORMATIONS OF S541 FACTORS (A)-(D): PREPARATION AND REACTIONS OF THE 23-KETONES". . p. 2595 - 2598. Retrieved 2007/10/02.