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METHOPRENE ACID

Product Name
METHOPRENE ACID
CAS No.
53092-52-7
Chemical Name
METHOPRENE ACID
Synonyms
Einecs 258-355-4;Methoprene acid >=98% (TLC);11-methoxy-3,7,11-trimethyl-,(e,e)-(+/-)-4-dodecadienoicacid;(2E,4E)-(±)-11-methoxy-3,7,11-trimethyldodeca-2,4-dienoic acid;2,4-Dodecadienoic acid, 11-methoxy-3,7,11-trimethyl-, (2E,4E)-;(2E,4E)-(1)-11-Methoxy-3,7,11-trimethyldodeca-2,4-dienoic acid;(+-)-(2E,4E)-11-Methoxy-3,7,11-trimethyl-2,4-dodecadienoic acid
CBNumber
CB4498274
Molecular Formula
C16H28O3
Formula Weight
268.39
MOL File
53092-52-7.mol
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METHOPRENE ACID Property

Boiling point:
394.1±25.0 °C(Predicted)
Density 
0.954±0.06 g/cm3(Predicted)
storage temp. 
-20°C
solubility 
Soluble in DMSO or Ethanol
form 
Pale yellow oil.
pka
4.96±0.33(Predicted)
color 
Colorless
Stability:
Stable for 2 years as supplied. Solutions in DMSO may be stored at -20° for up to 3 months.
EPA Substance Registry System
2,4-Dodecadienoic acid, 11-methoxy-3,7,11-trimethyl-, (2E,4E)- (53092-52-7)
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Safety

Hazard Codes 
Xi
Risk Statements 
36/37/38
Safety Statements 
26-36
WGK Germany 
3
TSCA 
Yes
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Hazard and Precautionary Statements (GHS)

Symbol(GHS)
Signal word
Warning
Hazard statements

H315Causes skin irritation

H319Causes serious eye irritation

H335May cause respiratory irritation

Precautionary statements

P261Avoid breathing dust/fume/gas/mist/vapours/spray.

P264Wash hands thoroughly after handling.

P264Wash skin thouroughly after handling.

P271Use only outdoors or in a well-ventilated area.

P280Wear protective gloves/protective clothing/eye protection/face protection.

P302+P352IF ON SKIN: wash with plenty of soap and water.

P305+P351+P338IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.

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N-Bromosuccinimide Price

Sigma-Aldrich
Product number
M6682
Product name
Methoprene acid
Purity
≥98% (TLC)
Packaging
5mg
Price
$358
Updated
2024/03/01
Alfa Aesar
Product number
J67031
Product name
Methoprene acid, 98%
Packaging
5mg
Price
$149
Updated
2021/12/16
American Custom Chemicals Corporation
Product number
SHG0000332
Product name
METHOPRENE ACID
Purity
95.00%
Packaging
5MG
Price
$232.1
Updated
2021/12/16
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METHOPRENE ACID Chemical Properties,Usage,Production

Description

Methoprene Acid (53093-52-7) is an analog of insect juvenile hormone which acts as an insect growth regulator. Binds directly and selectively to the retinoid X receptor (RXR) acting as a transcriptional activator in both insect and mammalian cells with no activity at RAR.1?Negatively regulates thrombosis and hemostasis.2?Induces neurosteroid biosynthesis in human glial GI-1 cells.3?Increases the expression of the brown-fat-uncoupling-protein-1 gene (ucp-1).4

Uses

Methoprene Acid is an analog of insect juvenile hormone which acts as an insect growth regulator.

Definition

ChEBI: 11-methoxy-3,7,11-trimethyldodeca-2,4-dienoic acid is a sesquiterpenoid.

General Description

Retinoic acid receptor (RXR) agonist used in gene regulation research. Analog of juvenile hormone, an insect growth hormone.

Biochem/physiol Actions

Demethylation, oxidative cleavage, hydrolysis, photodegradation and degradation of methoprene by microorganism results in methoprene acid and other metabolites. Methoprene acid is an insect growth regulator, and is known to control ecdysteroid signaling during development and metamorphism. It is thus used to control larval growth in insects such as mosquitoes, cigarette beetles, fleas and fire ants.

References

1) Harmon?et al.?(1995),?Activation of mammalian retinoid X receptors by the insect growth regulator methoprene; Proc. Natl. Acad. Sci. USA,?92?6157 2) Unsworth?et al.?(2017),?RXR Ligands Negatively Regulate Thrombosis and Hemostasis; Arterioscler. Thromb. Vasc. Biol.,?37?812 3) Kushida and Tamura (2009),?Retinoic acids induce neurosteroid biosynthesis in human glial GL-1 cells via the induction of steroidogenic genes; J. Biochem.,?146?917 4) Alvarez?et al. (2000),?Both retinoic-acid-receptor and retinoid-X-receptor-dependent signaling pathways mediate the induction of the brown-adipose-tissue-uncoupling-protein-1 gene by retinoids; Biochem. J.,?345 Pt 1?91

METHOPRENE ACID Preparation Products And Raw materials

Raw materials

Preparation Products

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METHOPRENE ACID Suppliers

Sigma-Aldrich
Tel
021-61415566 800-8193336
Email
orderCN@merckgroup.com
Country
China
ProdList
51456
Advantage
80
Shanghai EFE Biological Technology Co., Ltd.
Tel
021-65675885 18964387627
Fax
021-65675885
Email
info@efebio.com
Country
China
ProdList
9806
Advantage
58
Energy Chemical
Tel
021-58432009 400-005-6266
Fax
021-58436166
Email
marketing@energy-chemical.com
Country
China
ProdList
44918
Advantage
58

53092-52-7, METHOPRENE ACIDRelated Search:


  • 11-methoxy-3,7,11-trimethyl-,(e,e)-(+/-)-4-dodecadienoicacid
  • (2E,4E)-(±)-11-methoxy-3,7,11-trimethyldodeca-2,4-dienoic acid
  • (+-)-(2E,4E)-11-Methoxy-3,7,11-trimethyl-2,4-dodecadienoic acid
  • (2E,4E)-(1)-11-Methoxy-3,7,11-trimethyldodeca-2,4-dienoic acid
  • 2,4-Dodecadienoic acid, 11-methoxy-3,7,11-trimethyl-, (2E,4E)-
  • Einecs 258-355-4
  • Methoprene acid >=98% (TLC)
  • 53092-52-7