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Milbemectin

SKU
M-2583
  • CAS:A3: 51596-10-2; A4: 51596-11-3
  • Formula:A3: C31H44O7, A4: C32H46O7
  • MW:542.3 Da
  • Appearance:White to off-white solid
  • Purity:>95% by HPLC
Product Name Qty
Milbemectin
5 mg
$166.94
Milbemectin
25 mg
$521.72
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Description

Milbemectin is a potent insecticide made up of the A3 and A4 analogues of milbemycin mixed in proportions of 30 percent to 70 percent, respectively. These milbemycin analogues cause glutamate-gated chlorine channels within neuronal cells to open and are believed to block GABA receptors. Milbemycins are produced by Streptomyces hydroscopicus subsp. aureolarcrimosus. 

Applications

Milbemectin is primarily used in agriculture as a pesticide targeted at mites. It can, however, also be effective against certain other insects and nematodes. Although it can be used to protect some vegetables and ornamental plants, milbemectin is predominantly used in the growing of fruits, especially soft-bodied berries. Research into milbemectin has largely taken the form of toxicity studies, but other studies have attempted to more accurately observe and describe its mechanism of action.

 

More Information
Alternate Name/Synonyms
Milbemycin A3 A4; Mixture of milbemectin A3 & A4
SKU
M-2583
CAS #
A3: 51596-10-2; A4: 51596-11-3
Chemical Name
(1R,4S,5'S,6R,6'R,8R,10E,13R,14E,16E,20R,21R,24S)-21,24-dihydroxy-5',6',11,13,22-pentamethylspiro[3,7,19-trioxatetracyclo[15.6.1.14,8.020,24]pentacosa-10,14,16,22-tetraene-6,2'-oxane]-2-one; (1R,4S,5'S,6R,6'R,8R,10E,13R,14E,16E,20R,21R,24S)-6'-ethyl-21,24
Chemical Formula
A3: C31H44O7, A4: C32H46O7
Molecular Weight
542.3 Da
Appearance
White to off-white solid
Purity
>95% by HPLC
Solubility
Soluble in ethanol, methanol, DMF, or DMSO.
Storage Temp
-20°C, desiccated
THERAPEUTIC AREA
Insecticide
USE
Milbemycin A3 is an antibiotic derived from Streptomyces with acaricidal activity. The milbemycins are part of a family of macrocyclic lactones that are characterized by the spiroketal ring system that are produced by Streptomyces hygroscopicus subsp. aureolacrimosus and are suggested to stimulate chloride-gated ion channels. Milbemycin A4 is an antibiotic derived from Streptomyces with acaricidal activity. The milbemycins are part of a family of macrocyclic lactones that are characterized by the spiroketal ring system that are produced by Streptomyces hydroscopious subsp. aureolacrimosus and are suggested to stimulate chloride-gated ion channels. Milbemycin A3 and A4 have been used to synthesize milbemycins α9, α10, α11, α12, α14, α15, α20, α21, α22, α23, α26, α7, δ(2,3), δ(4,26)-milbemycins A3, and A4.
MDL NUMBER
MFCD01939746
INCHI
InChI=1S/C32H46O7.C31H44O7/c1-6-27-21(4)12-13-31(39-27)17-25-16-24(38-31)11-10-20(3)14-19(2)8-7-9-23-18-36-29-28(33)22(5)15-26(30(34)37-25)32(23,29)35;1-18-7-6-8-23-17-35-28-27(32)21(4)14-26(31(23,28)34)29(33)36-25-15-24(10-9-19(2)13-18)38-30(16-25)12-11-20(3)22(5)37-30/h7-10,15,19,21,24-29,33,35H,6,11-14,16-18H2,1-5H3;6-9,14,18,20,22,24-28,32,34H,10-13,15-17H2,1-5H3/b8-7+,20-10+,23-9+;7-6+,19-9+,23-8+/t19-,21-,24+,25-,26-,27+,28+,29+,31+,32+;18-,20-,22+,24+,25-,26-,27+,28+,30-,31+/m00/s1
SMILES
O=C3O[C@@H]5C[C@@]1(O[C@H](C)[C@@H](C)CC1)O[C@H](C/C=C(\C)C[C@H](/C=C/C=C2/[C@]4(O)[C@H](OC2)[C@H](O)C(=C/[C@@H]34)\C)C)C5.O=C5O[C@H]2C[C@H](O[C@]1(O[C@H](CC)[C@@H](C)CC1)C2)C/C=C(\C)C[C@H](/C=C/C=C3/[C@@]4(O)[C@H]5/C=C(/C)[C@@H](O)[C@H]4OC3)C
Handling
Use only in area provided with appropriate exhaust ventilation. Keep away from heat and source of ignition. Empty containers pose a fire risk, evaporate residue under fume hood. Ground all equipment containing material. Do not breathe dust.
msds 1
M-2583, Milbemectin, SDS, diamond format, 2020.pdf
Certificate of Analysis 1
M-2583, L1224.pdf
Certificate of Analysis 2
M-2583, J1244.pdf
Certificate of Analysis 3
M-2583, H1289A.pdf
GHS PICTOGRAMS
HandlingUse only in area provided with appropriate exhaust ventilation. Keep away from heat and source of ignition. Empty containers pose a fire risk, evaporate residue under fume hood. Ground all equipment containing material. Do not breathe dust.
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