하이드로프렌

Hydroprene

HCID 5372477

기본 정보

CAS
36557-30-9
표준 SMILES
CCOC(=O)/C=C(C)/C=C/CC(C)CCCC(C)C
InChIKey
FYQGBXGJFWXIPP-UEVLXMDPSA-N
분자식
C17H30O2
평균 분자량
266.4 g/mol
단동위원소 질량
266.2245802

개요

Hydroprene is the ethyl ester of (2E,4E)-3,7,11-trimethyldodeca-2,4-dienoic acid. It has a role as a juvenile hormone mimic. It is an ethyl ester and a farnesane sesquiterpenoid.

이름 및 식별자

우선 이름
Hydroprene
IUPAC
ethyl (2E,4E)-3,7,11-trimethyldodeca-2,4-dienoate
현지명
하이드로프렌
영어명
HYDROPRENE
분자식
C17H30O2
분자량
266.42

이름 및 동의어

Hydroprene41096-46-2Gencorethyl (2E,4E)-3,7,11-trimethyldodeca-2,4-dienoate(2E,4E)-HydropreneAltozar IGRZR 512Ethyl (2E,4E)-3,7,11-trimethyl-2,4-dodecadienoateGENTROLEGYT 2669OMS 1696ENT 70459
이름 더 보기
하이드로프렌zr512oms1696altozarent70459Hydroprene=Altozar=Encotone=Gencorethyl3,7,11-trimethyldodeca-2,4-dienoate
Ethyl 3,7,11-trimethyl-trans-2,trans-4-dodecadienoateEthyl (E,E)-(+-)-3,7,11-trimethyl-2,4-dodecadienoate3SS174B1Y9ZR-512DTXSID9042049CHEBI:39234OMS-1696SHA-486300

데이터베이스 식별자

CAS
36557-30-9、41096-46-2、41205-09-8
PubChem CID
5372477
DTXSID
DTXSID9042049
ChEMBL
CHEMBL37754
ChEBI
CHEBI:39234
UNII
3SS174B1Y9
EC Number
609-897-9
Nikkaji
J16.016D、J91.197F

물성

구조 계산 물성

XLogP
6.2
극성 표면적
26.3 Ų
수소 결합 공여자 수
0
수소 결합 수용자 수
2
회전 가능 결합 수
10
무거운 원자 수
19

실험 및 물리화학적 성질

Pesticides · 2건

Pesticides -> Other Insecticides

Pesticide (Hydroprene) -> USDA PDB

Color/FormAmber liquid
SolubilityIn water, 0.54 mg/l. Soluble in common organic solvents.
Vapor Pressure · 2건

0.000188 [mmHg]

25 mPa at 25 °C

Physical DescriptionAmber liquid; [HSDB]

물리화학적 성질

끓는 점
0.03 · bp0.03 95°
밀도
0.8955 · 0.8955
굴절률
1.451 · 1.4510 (estimate)
Henry's Law Constant
5.1 · 5.1×10-2 mol/(m3Pa) at 25℃, Ebert et al. (2023)
EPA
Hydroprene (41096-46-2)

안전 및 규제

유해성 정보

Other Safety InformationIMAP assessments - 2,4-Dodecadienoic acid, 3,7,11-trimethyl-, ethyl ester, (E,E)-: Environment tier I assessment
Hazards SummaryNOAEL = 250 mg/kg in 28 day feeding study of rats; Not mutagenic in mice at 1300 mg/kg; Not teratongenic in rabbits at 90 mg/kg; [HSDB]
FIFRA RequirementsA tolerance is established permitting the use of the insect growth regulator hydroprene ... and (S)-hydroprene, in food handling establishments in accordance with certain perscribed conditions. ...
Skin, Eye, and Respiratory IrritationsMinimal eye, no skin irritation.

안전 및 보호

Preventive Measures · 1건

SRP: The scientific literature for the use of contact lenses in industry is conflicting. The benefit or detrimental effects of wearing contact lenses depend not only upon the substance, but also on factors including the form of the substance, characteristics and duration of the exposure, the uses of other eye protection equipment, and the hygiene of the lenses. However, there may be individual substances whose irritating or corrosive properties are such that the wearing of contact lenses would be harmful to the eye. In those specific cases, contact lenses should not be worn. In any event, the usual eye protection equipment should be worn even when contact lenses are in place.

독성 정보

Non-Human Toxicity ExcerptsIn 28 day feeding trials in rats no-effect level was 250 mg/kg. No mutagenic activity was observed in mice at 1300 mg/kg nor teratogenic effect in rabbits at 90 mg/kg daily (highest doses tested).
Evidence for CarcinogenicityCancer Classification: Group D Not Classifiable as to Human Carcinogenicity
Toxicity DataLC50 (rat) > 5,400 mg/m3
Acceptable Daily IntakesOPP RfD= 0.02 mg/kg.
Non-Human Toxicity Values · 3건

LD50 Rat oral >5100 mg/kg

LD50 Dog oral >10,000 mg/kg

LD50 Rabbit percutaneous >5100 mg/kg

규제 정보

FIFRA RequirementsA tolerance is established permitting the use of the insect growth regulator hydroprene ... and (S)-hydroprene, in food handling establishments in accordance with certain perscribed conditions. ...

안전 데이터

독성
LD50 orally in rats: >34000 mg/kg (Edwards)
HS 번호
29161900
유해 물질 데이터
41096-46-2(Hazardous Substances Data)

화학 및 산업

약리 정보

Mechanism of ActionInsect growth regulator (juvenile hormone mimic), preventing metamorphosis to viable adult when applied to larval stage.
Metabolism/Metabolites · 2건

Microsomal oxidases and esterases prepared from houseflies, flesh flies and blow flies produced the same metabolites. These have been identified as: the free acid; the epoxide; the epoxy-acid; and the diol-acid. The position of the epoxy was not firmly established as 4,5 and may result from reaction of the 2,3-double bond. Some conjugated metabolites were observed but not identified. Part of these were converted to hydroprene acid by the use of sulfatase and beta-glucosidase. Oxidative metabolism of hydroprene was increased fourfold by phenobarbital in the diet of adult houseflies. There was not effect on the activity of the esterase system. Houseflies, flesh flies and blow flies, in vivo and in vitro, metabolized hydroprene. Two types of microsomal enzymes seemed to be involved in vitro. In the absence of the reduced form of nicotinamide-adenine dinucleotide phosphate, cochromatography in TLC and GLC systems showed the presence of the free acid, indicating an esterase activity. Inclusion of the reduced form of nicotinamide-adenine dinucleotide phosphate gave three more peaks. The data indicated these to be the 4,5 (or 2,3) hydroprene epoxide, the epoxy-acid and the diol-acid.

In Manduca sexta larvae, a binding protein acts as a carrier for the /juvenile hormone including hydroprene/. This prevents hydrolyses by general esterases present in the tissues and protects the juvenile hormone. The juvenile hormone-esterases are specific and distinct from the general esterases present in the hemolymph of Manduca sexta larvae. The specific enzyme was found in the fat body and target tissues. The binding of juvenile hormones to proteins was investigated with juvenile hormone-1, methoprene and Bowers' 2b. These compounds exhibited binding constants of 10(5) to 10(6) M(-1) with indication that the binding was electrostatic in nature. With oxidized cytochrome p450, Type I complexes formed.

용도 및 제조

Uses · 4건

Used as insect growth regulator and insecticide; [Merck Index] Used as an insecticide against immature cockroaches and weevils; [REPROTOX] Prevent metamorphosis from larval stage to adult; [HSDB]

Farming (Pesticides) [Category: Industry]

Insect growth regulator.

Control of Coleoptera, Homoptera, and Lepidoptera. Also control of cockroaches in residential buildings and non-food areas of industrial and commercial premises.

Formulations/PreparationsEmulsifiable concentrate; aerosol, cold fogging concentrate.

응용 분야

용도Hydroprene is used in the method for controlling pests of sugarcane, citrus, rapeseed, and potato plants.

공급사1 곳

常州安轩化工有限公司13912302692 · [email protected]

추가 설명

정의ChEBI: The ethyl ester of (2E,4E)-3,7,11-trimethyldodeca-2,4-dienoic acid

관련 반응

1건

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