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アミトラズ

アミトラズ 化学構造式
33089-61-1
CAS番号.
33089-61-1
化学名:
アミトラズ
别名:
バラミット;トリアジド;3-メチル-1,5-ジ(2,4-キシリル)-1,3,5-トリアザペンタ-1,4-ジエン;アザホルム;フミラートA;エドリザル;ダニカット;3-メチル-1,5-ビス(2,4-キシリル)-1,3,5-トリアザ-1,4-ペンタジエン;アミトラズ;ミタック;トリアトクス;タクティック;N-メチル-N'-2,4-キシリル-N-(N-2,4-キシリルホルムイミドイル)ホルムアミジン;N,N-ビス(2,4-ジメチルフェニルイミノメチル)メタンアミン;1,5-ビス(2,4-ジメチルフェニル)-3-メチル-1,3,5-トリアザペンタ-1,4-ジエン;アミトラズ標準品;1,5ビス(2,4ジメチルフェニル)3メチル1,3,5トリアザペンタ1,4ジエン;3-メチル-1,5-ジ(2,4-キシリル)-1,3,5-トリアザペンタ-1,4-ジエン (別名 アミトラズ);アミトラズ STANDARD;アミトラズ Standard, 100 µg/mL in AcCN
英語化学名:
Amitraz
英語别名:
baam;ZAMIR;RACET;bipin;ISOKA;MITAC;SENDER;TAKTIC;BYEBYE;AMITAC
CBNumber:
CB9680920
化学式:
C19H23N3
分子量:
293.41
MOL File:
33089-61-1.mol

アミトラズ 物理性質

融点 :
86-87°C
沸点 :
425.25°C (rough estimate)
比重(密度) :
1.1280
蒸気圧:
3.4×10-4 Pa (25 °C)
屈折率 :
1.5892 (estimate)
貯蔵温度 :
Sealed in dry,Store in freezer, under -20°C
酸解離定数(Pka):
4.2 (weak base)
水溶解度 :
0.08 mg l-1
外見 :
Powder/Solid
色:
White
極大吸収波長 (λmax):
247nm(lit.)
Merck :
14,486
InChIKey:
QXAITBQSYVNQDR-ZIOPAAQOSA-N
CAS データベース:
33089-61-1(CAS DataBase Reference)
NISTの化学物質情報:
Amitraz(33089-61-1)
EPAの化学物質情報:
Amitraz (33089-61-1)
安全性情報
  • リスクと安全性に関する声明
  • 危険有害性情報のコード(GHS)
主な危険性  Xn;N,N,Xn
Rフレーズ  22-43-48/22-50/53
Sフレーズ  22-24-36/37-60-61
RIDADR  UN 3077
WGK Germany  3
RTECS 番号 ZF0480000
国連危険物分類  9
容器等級  III
HSコード  29252900
有毒物質データの 33089-61-1(Hazardous Substances Data)
毒性 LD50 in male rats, female mice, rabbits, guinea pigs, bobwhite quail (mg/kg): 800, >1600, >100, >400, 788 orally; LD50 in rabbits, male rats (mg/kg): >200, >1600 dermally; LC50 (48 hr) in rainbow trout, Japanese carp: 3.3, 1.2 ppm (Labonne)
PRTR法 第一種指定化学物質
絵表示(GHS)
注意喚起語 Warning
危険有害性情報
コード 危険有害性情報 危険有害性クラス 区分 注意喚起語 シンボル P コード
H302 飲み込むと有害 急性毒性、経口 4 警告 P264, P270, P301+P312, P330, P501
H317 アレルギー性皮膚反応を起こすおそれ 感作性、皮膚 1 警告 P261, P272, P280, P302+P352,P333+P313, P321, P363, P501
H373 長期にわたる、または反復暴露により臓器の障 害のおそれ 特定標的臓器有害性、単回暴露 2 警告 P260, P314, P501
H410 長期的影響により水生生物に非常に強い毒性 水生環境有害性、慢性毒性 1 警告 P273, P391, P501
注意書き
P260 粉じん/煙/ガス/ミスト/蒸気/スプレーを吸入しないこ と。
P273 環境への放出を避けること。
P280 保護手袋/保護衣/保護眼鏡/保護面を着用するこ と。
P333+P313 皮膚刺激または発疹が生じた場合:医師の診断/手当てを 受けること。
P391 漏出物を回収すること。
P501 内容物/容器を...に廃棄すること。

アミトラズ 価格 もっと(15)

メーカー 製品番号 製品説明 CAS番号 包装 価格 更新時間 購入
富士フイルム和光純薬株式会社(wako) W01ACSP-409N アミトラズ
Amitraz
33089-61-1 10mg ¥4400 2021-03-23 購入
富士フイルム和光純薬株式会社(wako) W01ACSP-409S-10X アミトラズ Standard
Amitraz Standard, 1000 ug/mL in MeOH
33089-61-1 1mL ¥4400 2020-09-21 購入
東京化成工業 A2608 アミトラズ >97.0%(GC)(T)
Amitraz >97.0%(GC)(T)
33089-61-1 250mg ¥1800 2021-03-23 購入
東京化成工業 A2608 アミトラズ >97.0%(GC)(T)
Amitraz >97.0%(GC)(T)
33089-61-1 1g ¥5100 2021-03-23 購入
関東化学株式会社(KANTO) 49801-02 アミトラズ標準品
Amitraz standard
33089-61-1 250mg ¥14000 2021-03-23 購入

アミトラズ 化学特性,用途語,生産方法

外観

白色, 結晶~粉末

溶解性

水に不溶 (~0.1mg/l at 20℃)。多くの有機溶媒に可溶。アセトンに溶け、水にほとんど溶けない。

効能

殺疥癬虫薬, オクトパミン受容体作動薬

農薬用途

ダニ駆除剤

化学的特性

Amitraz forms colorless needle-like crystals. Liquid formulations may contain flammable organic solvents.

化学的特性

Beige to Pale Yellow Solid

Originator

Aludex,Hoechst Roussel Vet Ltd.

使用

Amitraz is used for the control of all stages of mites and insects such as aphids and whitefly, and the eggs and first instar larvae of Lepidoptera on fruit, cotton and vegetables. It is also used in honey bee hives and for the control of ticks, mites and lice on domestic and farm animals.

使用

coccidiostat, antiplatelet

使用

Amitraz is an antiparasitic used to control red spider mites, leaf miners and scale insects. This compound is active by inhibiting the targets monoaminooxidase enzyme.

使用

Acaricide; insecticide.

定義

ChEBI: A tertiary amino compound that is 1,3,5-triazapenta-1,4-diene substituted by a methyl group at position 3 and 2,4-dimethylphenyl groups at positions 1 and 5.

Manufacturing Process

A mixture of 55.1 g 2,4-dimethylaniline hydrochloride, 83.7 g ptoluenesulphonyl chloride and 150 ml N-methylformamide was stirred with occasional cooling to maintain the temperature at 20°-35°C. When the exothermic reaction had subsided, the mixture was stirred at room temperature for 4 h, poured into a mixture of ice and water, and basified with 10 N sodium hydroxide solution, keeping the temperature of the mixture below 10°C. The precipitated solid was filtered, washed with water until free from alkali, dried at room temperature, to give N-2,4-dimethylphenyl-N'- methylformamidine, melting point 75°-76°C (recrystallized from cyclohexane).
A solution of 19.4 g N-2,4-dimethylphenyl-N'-methylformamidine and 0.3 g ptoluenesulphonic acid in 195 ml dry xylene was refluxed under anhydrous conditions for 48 h, causing the evolution of methylamine. The xylene was distilled off under reduced pressure to give 1,5-di-(2,4-dimethylphenyl)-3- methyl-1,3,5-triaza-penta-1,4-diene, melting point 88°-89°C (crystallized twice from isopropyl).

Therapeutic Function

Acaricide, Scabicide, Tickicide, Appetite stimulant

一般的な説明

White monoclinic crystals. Melting point 187-189°F (86-87°C). Insoluble in water. Used as an acaricide, insecticide and treatment of demodectic mange in dogs.

空気と水の反応

Insoluble in water.

反応プロフィール

Unstable in acid.

农业用途

Insecticde, Acaricide, Veterinary medicine: Registered for control of pear psylla on pears, whitefly and mites on pears and cotton; cattle, dogs, sheep, and hog dip to control ticks, mange mites, lice and other pests. Not permitted on apples. Used to control red spider mites, leaf miners, scale insects, and aphids. Also used on cotton to control bollworms, white fly, leaf worms, and tobacco budworms. Not registered for use in EU countries

製品名

AAZDIENO®; ACARAC®; ACADREX®; ARMY®; AZODIENO®; BAAM®; BOOTS BTS 27419®; BTS 27,419®; BUMETRAN®; COYOTE®; DANICUT®; ECTODEX®; EDRIZAN®; EDRIZAR®; GARIAL®; ISTAMBUL®; MITABAN®; MITAC®; OVASYN®; OVIDREX®; PARSEC®; ROTRAZ®; SENDER®; TAC-PLUS®; TACTIK®; TRIATIX®; TRIATOX®; TUDY®; VAPCOZIN TAKTIC®; UPJOHN U-36059®

薬理学

The mechanism of action of amitraz has not been completely elucidated, and, presently, a dual mode of action appearsmost likely. Firstly, the enzymemonoamine oxidase, which metabolizes neurotransmitter amines in mites and ticks, is inhibited. Secondly, octopamine receptors in the central nervous system of ectoparasites are activated by amitraz, thereby modifying tonic muscle contractions. The effect of amitraz is to induce increased neuronal activity, abnormal behavior, detachment, and death of mites and ticks.

職業ばく露

Those engaged in the manufacture, formulation and application of this insecticide and acaricide. A rebuttable presumption against registration for amitraz was issued on April 6, 1977 by United States Environmental Protection Agency on the basis of oncogenicity. Incompatibilities: Keep away from strong oxidizers and strong acids. Acids may render this material unstable.

Veterinary Drugs and Treatments

In dogs, amitraz solution is used topically primarily in the treatment of generalized demodicosis. A topical spot-on solution (ProMeris? for Dogs) and a collar (Preventic?) are available for treatment and prevention of flea and tick infestation. It is also used as a general insecticidal/ miticidal agent in several other species (see label information). The pharmacologic action of amitraz is not well understood, but it is a monoamine oxidase (MAO) inhibitor (in mites) and may have effects on the CNS of susceptible organisms. It apparently also possesses alpha-2 adrenergic activity and inhibits prostaglandin synthesis. Amitraz can cause a significant increase in plasma glucose levels, presumably by inhibiting insulin release via its alpha2-adrenergic activity. Yohimbine (alpha2 blocker) or atipamezole can antagonize this effect.

代謝経路

14C-Amitraz is applied on lemons grown under glasshouse conditions at final harvest and the applied radioactivity is quantitatively recovered, predominantly in the peel (86%). The total residue at harvest contains amitraz, N-methyl-N'-(2,4-xylyl)formamidine, and formyl-2',4'-xylydine and conjugates of 4-amino- m-toluic acid and the conjugated metabolites which are convertible to 2,4-xylidine. Amitraz is readily hydrolyzed at low pH values, forming acid-stable formyl-2,4-xylydine which can be further hydrolyzed to 2,4-xylidine.

代謝

Amitraz is poorly absorbed when applied topically to animals. By contrast, orally administered amitraz is rapidly and extensively absorbed. The metabolism and excretion of amitraz are also rapid. It is hydrolyzed to N-(2,4-dimethylphenyl)-N -methyl formamidine and 2,4- dimethyl formamidine and the final product, 4-amino-3- methylbenzoic acid, is converted to non-toxic conjugates. The latter are excreted in the urine and, to a lesser extent, in bile.

輸送方法

UN2763 Triazine pesticides, solid, toxic, Hazard Class: 6.1; Labels: 6.1-Poisonous materials.

Toxicity evaluation

Amitraz displays serotonin (5-hydroxytryptamine) blocking activity and a2-adrenoceptor agonist activity in animals. The clinical signs associated with intoxication in dogs include sedation, bradycardia, hypotension, hyperglycaemia, hypothermia, and mydriasis. The specific antidote for animal toxicity is the a2-adrenoceptor antagonist, yohimbine. The toxicity profile of amitraz in the horse includes transient sedation and intestinal stasis that can progress to impaction colic (79). For this reason, amitraz is not approved for use in this species in any country.

Degradation

Amitraz is readily hydrolysed at acidic pH but is relatively stable under alkaline conditions. Its DT50 values at 25 °C at pH 5,7 and 9 are given as 2.1,22.1 and 25.5 hours, respectively (PM). A recent study (Pierpoint et aE., 1997) as part of the development of a vat management and waste disposal programme for animal dips describes the kinetics and mechanism of hydrolysis of amitraz in detail. Pseudo-first-order rate constants are given for six pH values between 3.24 and 9.12. The DT50 values at pH values 3.24, 5.09 and 9.12 were respectively 0.4, 8.7 and 112 hours. The reaction was mainly acid-catalysed with a small unassisted component. There was no base catalysis. One of the primary products (Scheme 1) was N-2,4 dimethylphenyl-N-methylformamidine( 2); however, at low pH this was not detected because it was rapidly hydrolysed to 2,4-dimethylphenylformamide (3). Some direct hydrolysis of amitraz to product 3 was also seen. The latter underwent slow base-catalysed hydrolysis to 2,4 dimethylaniline (4). This was a much slower reaction with a DT50 (pH 9.12) of about 300 days.

不和合性

Those engaged in the manufacture, formulation and application of this insecticide and acaricide. A rebuttable presumption against registration for amitraz was issued on April 6, 1977 by United States Environmental Protection Agency on the basis of oncogenicity. Incompatibilities: Keep away from strong oxidizers and strong acids. Acids may render this material unstable.

廃棄物の処理

In accordance with 40CFR 165 recommendations for the disposal of pesticides and pesticide containers. Must be disposed properly by following package label directions or by contacting your local or federal environmental control agency, or by contacting your regional EPA office.

アミトラズ 上流と下流の製品情報

原材料

準備製品


アミトラズ 生産企業

Global( 346)Suppliers
名前 電話番号 ファックス番号 電子メール 国籍 製品カタログ 優位度
Masteam Bio-tech Co., Ltd.
86-15897918789 86-15200345168
bruce.lei@masteam.com CHINA 153 58
Dideu Industries Group Limited
029-88380327
Service@dideu.com CHINA 30014 58
Henan DaKen Chemical CO.,LTD.
+86-371-66670886
info@dakenchem.com China 15427 58
Henan Tianfu Chemical Co.,Ltd.
0371-55170693
0371-55170693 info@tianfuchem.com China 22607 55
Hangzhou FandaChem Co.,Ltd.
008615858145714
+86-571-56059825 fandachem@gmail.com CHINA 9134 55
Hefei TNJ Chemical Industry Co.,Ltd.
+86-0551-65418679
86-0551-65418697 info@tnjchem.com China 3000 55
Shanxi Naipu Import and Export Co.,Ltd
+8613734021967
kaia@neputrading.com CHINA 1011 58
career henan chemical co
+86-0371-55982848
sales@coreychem.com China 29954 58
Klong Industrial Co., Ltd
0086-519-68231162
info@klongchem.com CHINA 131 58
SHANDONG ZHI SHANG CHEMICAL CO.LTD
+86 18953170293
+86 0531-67809011 sales@sdzschem.com CHINA 2940 58

33089-61-1(アミトラズ)キーワード:


  • 33089-61-1
  • 33089-61-1 Amitraz 12.5% ec in veterinary medicine
  • n’-(2,4-dimethylphenyl)-n-(((2,4-dimethylphenyl)imino)methyl)-n-methylmethan
  • N’-(2,4-Dimethylphenyl)-N-[[(2,4-dimethylphenyl-imino]methyl]-N-methylmethanimidamide,N-Methylbis(2,4-xylyliminoethyl)amine
  • n-methyl-bis(2,4-xylyliminomethyl)amine
  • r.d.27419
  • TAKTIC
  • SENDER
  • RACET
  • U-36059
  • ZAMIR
  • amitraze
  • amitrazestrella
  • azadieno
  • azaform
  • baam
  • bipin
  • bootsbts27419
  • ectodex
  • fumilata
  • imidamide
  • methanimidamide,n’-(2,4-dimethylphenyl)-n-(((2,4-dimethylphenyl)imino)methyl
  • mitaban
  • n,n’-((methylimino)dimethylidyne)di-2,4-xylidine
  • n,n’-(methyliminodimethylidyne)bis-4-xylidine
  • n,n-bis(2,4-xylyliminomethyl)methylamine
  • N,N-di-(2,4-Xylyliminomethyl)methylamine
  • 1,5-di(2,4-dimethylphenyl)-3-methyl-1,3,5-triazapenta-1,4-diene
  • BTS 27419
  • BAAM(R)
  • AURORA KA-686
  • バラミット
  • トリアジド
  • 3-メチル-1,5-ジ(2,4-キシリル)-1,3,5-トリアザペンタ-1,4-ジエン
  • アザホルム
  • フミラートA
  • エドリザル
  • ダニカット
  • 3-メチル-1,5-ビス(2,4-キシリル)-1,3,5-トリアザ-1,4-ペンタジエン
  • アミトラズ
  • ミタック
  • トリアトクス
  • タクティック
  • N-メチル-N'-2,4-キシリル-N-(N-2,4-キシリルホルムイミドイル)ホルムアミジン
  • N,N-ビス(2,4-ジメチルフェニルイミノメチル)メタンアミン
  • 1,5-ビス(2,4-ジメチルフェニル)-3-メチル-1,3,5-トリアザペンタ-1,4-ジエン
  • アミトラズ標準品
  • 1,5ビス(2,4ジメチルフェニル)3メチル1,3,5トリアザペンタ1,4ジエン
  • 3-メチル-1,5-ジ(2,4-キシリル)-1,3,5-トリアザペンタ-1,4-ジエン (別名 アミトラズ)
  • アミトラズ STANDARD
  • アミトラズ Standard, 100 µg/mL in AcCN
  • アミトラズ Standard, 1000 µg/mL in MeOH
  • αアドレナリン作動薬
  • 殺ダニ剤
  • 殺虫剤
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