ChemicalBook > CAS DataBase List > Avermectin B1a

Avermectin B1a

Product Name
Avermectin B1a
CAS No.
65195-55-3
Chemical Name
Avermectin B1a
Synonyms
Abamectina;Avamectin B1a;AbaMectin B1a;C-076B1a;ABERMECTINS;Abamectinum;avermectin b1a;Antibiotic C-076B1a;Abamectine [french];Abamectinum [latin]
CBNumber
CB5854808
Molecular Formula
C48H72O14
Formula Weight
873.09
MOL File
65195-55-3.mol
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Avermectin B1a Property

Boiling point:
940.9±65.0 °C(Predicted)
Density 
1.24±0.1 g/cm3(Predicted)
storage temp. 
Store at -20°C
solubility 
≥143.4 mg/mL in DMSO; ≥11.86 mg/mL in EtOH with ultrasonic; insoluble in H2O
form 
Powder
pka
12.42±0.70(Predicted)
color 
White to light yellow
Stability:
Hygroscopic
InChIKey
RRZXIRBKKLTSOM-CGBKEAFXNA-N
EPA Substance Registry System
Avermectin B1a (65195-55-3)
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Safety

RIDADR 
2588
HazardClass 
6.1(a)
PackingGroup 
II
Toxicity
LD20 orl-rat: 10 mg/kg JAFCAU 32,94,84
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Hazard and Precautionary Statements (GHS)

Symbol(GHS)
Signal word
Danger
Hazard statements

H300Fatal if swallowed

H330Fatal if inhaled

H372Causes damage to organs through prolonged or repeated exposure

H410Very toxic to aquatic life with long lasting effects

Precautionary statements

P260Do not breathe dust/fume/gas/mist/vapours/spray.

P264Wash hands thoroughly after handling.

P264Wash skin thouroughly after handling.

P270Do not eat, drink or smoke when using this product.

P271Use only outdoors or in a well-ventilated area.

P273Avoid release to the environment.

P284Wear respiratory protection.

P301+P310IF SWALLOWED: Immediately call a POISON CENTER or doctor/physician.

P304+P340IF INHALED: Remove victim to fresh air and Keep at rest in a position comfortable for breathing.

P310Immediately call a POISON CENTER or doctor/physician.

P314Get medical advice/attention if you feel unwell.

P320Specific treatment is urgent (see … on this label).

P321Specific treatment (see … on this label).

P330Rinse mouth.

P391Collect spillage. Hazardous to the aquatic environment

P403+P233Store in a well-ventilated place. Keep container tightly closed.

P405Store locked up.

P501Dispose of contents/container to..…

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N-Bromosuccinimide Price

Cayman Chemical
Product number
22000
Product name
Avermectin B1a
Purity
≥99%
Packaging
5mg
Price
$152
Updated
2024/03/01
Cayman Chemical
Product number
22000
Product name
Avermectin B1a
Purity
≥99%
Packaging
25mg
Price
$735
Updated
2021/12/16
Cayman Chemical
Product number
22000
Product name
Avermectin B1a
Packaging
1mg
Price
$68
Updated
2024/03/01
Cayman Chemical
Product number
22000
Product name
Avermectin B1a
Packaging
10mg
Price
$368
Updated
2021/12/16
Usbiological
Product number
A4447
Product name
Avermectin B1a
Packaging
1mg
Price
$503
Updated
2021/12/16
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Avermectin B1a Chemical Properties,Usage,Production

Description

Avermectin B1a is a macrocyclic lactone disaccharide anthelmintic agent that binds to high and low affinity sites on the mammalian GABAA receptor. Binding to the high affinity site activates the receptor to increase chloride influx, while binding to the low affinity site blocks the channel. Avermectin B1a inhibits binding of the glycine receptor antagonist strychnine to membranes and the solubilized receptor from rat spinal cord (Kis = 1.3 and 3.6 μM, respectively). Formulations containing avermectin B1a (>80%) and avermectin B1b (~20%; ) are used in insecticides and veterinary anthelmintic formulas as abamectin .

Originator

Abamectin,Yellow River Enterprise Co. (a.k.a Yelori)

Uses

Avermectin B1a is the major component (>80%) of a commercially available anthelmintic used to control parasitic nematodes in livestock. Avermectin B1a contains a secbutyl residue in the 25-position. In vitro and in vivo studies have shown that this analogue is the more potent analogue in the commercial product.

Definition

ChEBI: Avermectin B1a is an avermectin.

Manufacturing Process

1. The contents of a lyophilized tube of Streptomyces avermitilis MA-4680 is transferred aseptically to a 250 ml Erlenmeyer flask containing 305 ml of Medium 1: Dextrose 20 g, Peptone 5 g, Meat Extract 5 g, Primary Yeast 3 g, NaCl 5 g, CaCO3 (after pH adjustment) 3 g, Distilled water 1000 ml, pH 7.0. The inoculated flask is incubated for 3 days at 28°C on a rotary shaking machine at a speed of 220 RPM in a 2 inch radius circular orbit. At the end of this time, a 250 ml Erlenmeyer flask containing 50 ml of Medium 2 [Tomato Paste 20 g, Modified Starch (CPC) 20 g, Primary Yeast 10 g, CoCl2·6H2O 0.005 g, Distilled water 1000 ml, pH 7.2-7.4] is inoculated with a 2 ml sample from the first flask. This flask is incubated for 3 days at 28°C on a rotary shaking machine at a speed of 220 RPM in a 2 inch diameter circular orbit. 50 Ml of the resulting fermentation broth containing C-076 is effective against an N.dubius infection in mice.
2. A lyophilized tube of Streptomyces avermitilis MA-4680 is opened aseptically and the contents suspended in 50 ml of Medium 1 in a 250 ml Erlenmeyer flask. This flask is shaken for 3 days at 28°C on a rotary shaking machine 220 RPM with a 2 inch diameter circular orbit. A 0.2 ml portion of this seed medium is used to inoculate a Slant of Medium 3: Dextrose 10.0 g , Bacto Asparagine 0.5 g, K2HPO4 40.5 g, Bacto Agar 15.0 g , Distilled water 1000 ml, pH 7.0. The inoculated slant medium is incubated at 28°C for 10 days and stored at 4°C until used to inoculate 4 more slants of Medium 3. These slants are incubated in the dark for 8 days. One of these slants is used to inoculate 3 baffled 250 ml Erlenmeyer flasks containing 50 ml of No. 4 Seed Medium: Soluble Starch 10.0 g, Ardamine 5.0 g, NZ Amine E 5.0 g, Beef Extract 3.0 g, MgSO4·7H2O 0.5 g, Cerelose 1.0 g, Na2HPO4 0.190 g, KH2PO4 182 g, CaCO3 0.5 g, Distilled water 1000 ml, pH 7.0-7.2. The seed flasks are shaken for 2 days at 27-28°C on a rotary shaking machine at 220 RPM with a 2 inch diameter circular orbit. The contents of these flasks are pooled and used to inoculate (5% inoculum) baffled 250 ml Erlenmeyer flasks containing 40 ml of various production media. Flasks containing media 2, 5 and 6 are incubated for 4 days at 28°C on a rotary shaking machine at 220 RPM with a 2 inch diameter circular orbit. The resulting broth containing C-076 is then harvested and tested for anthelmintic activity. In all cases 6.2 ml of whole broth and the solids obtained from centrifuging 25 ml of whole broth are fully active against N.dubius helminth infections in mice.
3. The one of the four slants of Medium 3 prepared as in Example 2 is used to inoculate a baffled 250 ml Erlenmeyer flask containing 50 ml of Seed Medium No. 4. The seed flask is shaken for 1 day at 27- 28°C on a rotary shaking machine at 220 RPM with a 2 inch diameter circular orbit. The seed flask is then stored stationary at 4°C until it is ready to be used. The contents of this flask are then used to inoculate (5% inoculum) 20 unbaffled 250 ml Erlenmeyer flasks containing 40 ml of Medium No. 2. After 4 days incubation at 28°C on a rotary shaking machine at 220 RPM with a 2 inch diameter circular orbit, 19 of the flasks are harvested and pooled. The combined fermentation broths containing C-076 are filtered affording 500 ml of filtrate and 84 g of mycelia. 78 G of mycelia are extracted with 150 ml of acetone for ? hour with stirring and the mixture filtered. The filter cake is washed with 50 ml of acetone and the filtrate and washings are combined and concentrated to 46.5 ml 30 Ml of the concentrate is adjusted to pH 4 with dilute hydrochloric acid and extracted 3 times with 30 ml portions of chloroform. The extracts are dried by filtering through dry Infusorial Earth (Super-Cel) combined and concentrated to dryness in vacuum. The oily residue of C-076 weighing 91.4 mg is dissolved in chloroform sufficient to make 3 ml of solution which represents 1% of broth volume. The C-076 (Abamectin) obtained in this recovery procedure is fully active against N.dubius infections in mice. In addition, the chloroform extraction achieved a 70 fold purification of C-076 from the whole broth.

brand name

(Merck)Avomec [Veterinary] (Merial); Bovitin [Veterinary] (Merial); Doratect [Veterinary] (Merial); Duomectin [Veterinary] (Merial); Duotin [Veterinary] (Merial); Endecto (Merck); Enzec (Merck); Enzek (Merck); Parafoil (Merck); Vertimil (Zectin (Merck).

Therapeutic Function

Antiparasitic

Hazard

A poison by ingestion. Moderately toxic by skin contact.

Safety Profile

A poison by ingestion.Moderately toxic by skin contact. When heated todecomposition it emits acrid smoke and irritating fumes.

target

insect

References

[1] DAISUKE YAMAMURO. Screening for microbial metabolites affecting phenotype of Caenorhabditis elegans.[J]. Biological & pharmaceutical bulletin, 2011, 34 10: 1619-1623. DOI: 10.1248/bpb.34.1619
[2] C C WANG  S S P. Actions of avermectin B1a on GABA nerves.[J]. Progress in clinical and biological research, 1982, 97: 373-395.
[3] J HUANG  J E C. Avermectin B1a binds to high- and low-affinity sites with dual effects on the gamma-aminobutyric acid-gated chloride channel of cultured cerebellar granule neurons.[J]. Journal of Pharmacology and Experimental Therapeutics, 1997, 281 1: 261-266.
[4] D. GRAHAM  H. B  F Pfeiffer. Avermectin B1a inhibits the binding of strychnine to the glycine receptor of rat spinal cord[J]. Neuroscience Letters, 1982, 29 2: Pages 173-176. DOI: 10.1016/0304-3940(82)90349-4
[5] R B WESCOTT. Efficacy of avermectin B1a for treatment of experimentally induced nematode infections in cattle.[J]. American journal of veterinary research, 1980, 41 8: 1326-1328.
[6] K S TODD  J A D  M E Mansfield. Anthelmintic efficacy of avermectin B1a and dihydroavermectin B1a against ovine gastrointestinal nematodes in 1977.[J]. American journal of veterinary research, 1984, 45 5: 976-977.

Avermectin B1a Preparation Products And Raw materials

Raw materials

Preparation Products

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Avermectin B1a Suppliers

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View Lastest Price from Avermectin B1a manufacturers

Moxin Chemicals
Product
Doramectin Impurity 3 65195-55-3
Price
US $0.00-0.00/mg
Min. Order
10mg
Purity
95%+
Supply Ability
100000
Release date
2025-03-13
Shaanxi Dideu Medichem Co. Ltd
Product
Avermectin B1a 65195-55-3
Price
US $0.10/KG
Min. Order
1KG
Purity
99.0%
Supply Ability
1000Tons
Release date
2024-08-04
Shaanxi Dideu Medichem Co. Ltd
Product
Avermectin B1a 65195-55-3
Price
US $0.00-0.00/KG
Min. Order
1KG
Purity
99.0%
Supply Ability
500 tons
Release date
2020-04-27

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