ストリキニーネ

ストリキニーネ 化学構造式
57-24-9
CAS番号.
57-24-9
化学名:
ストリキニーネ
别名:
ストリキニーネ;ストリクニジン-10-オン;ストリキニン;ロ-デックス;マウス-トックス;(-)-ストリキニン;クウィク-キル;ストリキニジン-10-オン;ストリクニン;(7R,8β,12α,13α,14α,16α)-ストリクニジン-10-オン;L-ストリキニーネ;ストリキニーネ, 1000 µg/mL in AcCN;ホミカ ;(1R,11S,18S,20R,21R,22S)-12-オキサ-8,17-ジアザヘプタシクロ[15.5.2.01,18.02,7.08,22.011,21.015,20]テトラコサ-2,4,6,14-テトラエン-9-オン;(3aS,5S,6R,11bR,12E)-12-エチリデン-2,3,3a,4,5,6-ヘキサヒドロ-3,5-エタノ-1H-ピロロ[2,3-d]カルバゾール-6-カルボン酸メチル;メチル (1R,10R,11S,12E,17S)-12-エチリデン-8,14-ジアザペンタシクロ[9.5.2.01,9.02,7.014,17]オクタデカ-2,4,6,8-テトラエン-10-カルボキシラート;ストリクノス
英語名:
STRYCHNINE
英語别名:
(-)-STRYCHNINE;strychine;nuxvomica;Strychnidin-10-one;Certox;Kwik-Kil;hare-rid;Sanaseed;Vauquline;moledeath
CBNumber:
CB0180038
化学式:
C21H22N2O2
分子量:
334.41
MOL File:
57-24-9.mol
MSDS File:
SDS

ストリキニーネ 物理性質

融点 :
284-286 °C(lit.)
沸点 :
471.21°C (rough estimate)
比旋光度 :
D18 -104.3° (c = 0.254 in alc); D25 -139° (c = 0.4 in chloroform)
比重(密度) :
d18 1.359
蒸気圧:
1.5 xl0-7 Pa (20 °C, est.)
屈折率 :
1.6500 (estimate)
貯蔵温度 :
Poison room
溶解性:
クロロホルム: 透明からかすんだ
水溶解度 :
143 mg l-1
酸解離定数(Pka):
8.26(at 25℃)
外見 :
微結晶性粉末
色:
白い
Merck :
14,8855
暴露限界値:
NIOSH REL: TWA 0.15 mg/m3, IDLH 3 mg/m3; OSHA PEL: TWA 0.15 mg/m3; ACGIH TLV: TWA 0.15 mg/m3.
安定性::
安定。強力な酸化剤とは相容れない。
LogP:
1.930
CAS データベース:
57-24-9(CAS DataBase Reference)
EPAの化学物質情報:
Strychnine (57-24-9)
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  T+,N
Rフレーズ  27/28-50/53
Sフレーズ  36/37-45-60-61
RIDADR  UN 1692 6.1/PG 1
WGK Germany  3
RTECS 番号 WL2275000
国連危険物分類  6.1(a)
容器等級  I
HSコード  29349990
有毒物質データの 57-24-9(Hazardous Substances Data)
毒性 LD50 i.v. (slow infusion) in rats: 0.96 mg/kg (Setnikar, Magistretti)
IDLA 3 mg/m3
安衛法 57,57-2
毒劇物取締法 I
絵表示(GHS) GHS hazard pictogramsGHS hazard pictograms
注意喚起語 危険
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
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 GHS hazard pictograms P273, P391, P501
注意書き
P262 眼、皮膚、衣類につけないこと。
P264 取扱い後は皮膚をよく洗うこと。
P264 取扱い後は手や顔をよく洗うこと。
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。
P301+P310 飲み込んだ場合:直ちに医師に連絡すること。

ストリキニーネ 価格 もっと(10)

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
Sigma-Aldrich Japan S0532 ストリキニーネ
57-24-9 5G ¥5780 2024-03-01 購入
Sigma-Aldrich Japan S0532 ストリキニーネ
57-24-9 10G ¥8520 2024-03-01 購入
Sigma-Aldrich Japan S0532 ストリキニーネ
57-24-9 25G ¥13700 2024-03-01 購入
Sigma-Aldrich Japan S0532 ストリキニーネ
57-24-9 100G ¥39800 2024-03-01 購入
富士フイルム和光純薬株式会社(wako) W01CHDASB-00019373
STRYCHNINE
57-24-9 100mg ¥18400 2023-06-01 購入

ストリキニーネ 化学特性,用途語,生産方法

解説

ストリキニンともいう.C21H22N2O2(334.41).フジウツギ科Strychnos nux-vomicaの種子(まちんし,馬銭子)に含まれるインドールアルカロイドの一種.ストリキニーネは,ジメトキシ誘導体のブルシンとともに得られる.融点268 ℃.[α]D-139°(クロロホルム).d204 1.36.pKa1 8.0,pKa2 2.3(20 ℃).UVλmax 254,278,288 nm(log ε 4.10,3.63,3.53エタノール).水,エーテル,冷エタノールに難溶.猛毒で中枢神経を刺激し興奮させる.さらには特有の硬直性けいれんを起こし,死に至らせる.ヒトに対する致死量30~100 mg.神経興奮薬として病後の回復に,あるいは消化器機能不全の治療に用いる.森北出版「化学辞典(第2版)

用途

主に齧歯類のような小動物を殺すのに用いられる

薬理学

マチン属Strychnos植物中に含まれる中枢神経興奮作用を現すアルカロイドで,毒薬。ストリキニンともいう。現在はマチンS.nux‐vomicaの種子,馬銭子(まちんし)(ホミカともいう)から抽出し,硝酸塩として精製される。強力な痙攣(けいれん)毒で,イヌに飲ませた場合,0.47mg/kgの用量で痙攣を起こさせ,1.2~3.9mg/kgで痙攣死する。ストリキニーネの最も著明な薬理作用は脊髄の反射機能を亢進させることで,わずかの知覚刺激によっても強度の筋収縮を生じさせる。

ストリキニーネは,ストリキニンともいう。ピクロトキシン、ニコチンとともに三大けいれん毒の一つで、過量投与により強直性けいれんをおこす。毒薬。硝酸ストリキニーネとして種々の薬物中毒、手術時や出血時のショックに中枢神経興奮剤として用いられたが、現在では薬理学の研究用試薬として使われることはあるが、治療にはほとんど使用されていない。血管、呼吸中枢を興奮させ、脊髄の反射機能を亢進する。興奮剤、強心剤、分析用試薬として用いられたが、現在では治療にはほとんど用いない。

説明

Strychnine, C21H22N2O2, Mr 334.4, mp 270–280 ?C (decomp.), forms colorless crystals which are slightly soluble in water, moderately in benzene, ethanol, readily soluble in chloroform [9, p. 1121].

化学的特性

Strychnine is a colorless crystalline prisms or white powder. It is odorless; with a bitter taste

物理的性質

Colorless to white, odorless crystals. Bitter taste.

使用

Strychnine occurs in the seeds of strychnosspecies (S. nux vomica L., S. Loganiaceae,and S. ignatii Berg). The total alkaloid con tent in these plants is 2–3%. The composition of strychnine in these species rangesbetween 1% and 3%. Strychnine is widelyknown as a poison. Its therapeutic applica tions are very limited. It is used as a rodentpoison.

定義

strychnine: A colourless poisonouscrystalline alkaloid found in certainplants.

調製方法

Strychnine is extracted from Strychnos nux-vomica seeds. The very complex chemical synthesis has been achieved by WOODWARD et al. (74).

適応症

Strychnine is clinically used for the treatment of barbiturate poisoning, hemiplegia, amblyopia, blood diseases, and streptomycin toxicity. Strychnine is used to treat aplastic anemia.

定義

ChEBI: Strychnine is a monoterpenoid indole alkaloid that is strychnidine bearing a keto substituent at the 10-position. It has a role as an avicide, a glycine receptor antagonist, a cholinergic antagonist, a rodenticide and a neurotransmitter agent. It is a monoterpenoid indole alkaloid and an organic heteroheptacyclic compound. It is a conjugate base of a strychnine(1+). It derives from a hydride of a strychnidine.

世界保健機関(WHO)

Strychnine, the principal alkaloid present in nux vomica, was first used in medicine several centuries ago. However, it has no demonstrated therapeutic value and there is no current justification for its presence in any medication. It continues to be used as a rodenticide though such use is severely restricted in many countries since accidental ingestion can be lethal.

一般的な説明

Colorless, transparent crystals or white crystalline powder. Has no odor. Used for destroying rodents and predatory animals and for trapping fur-bearing animals.

反応プロフィール

STRYCHNINE is an alkaloid derivative. STRYCHNINE is a base and forms water soluble salts with acids. Avoid alkalis, alkali carbonates and bicarbonates, benzoates, dichromates, bromides, iodides, tannic and picric acids, salicylates, borax, gold chloride and other alkaloid precipitants, piperazine, potassium-mercuric iodide. Protect from light. [EPA, 1998]. STRYCHNINE is incompatible with the following: Strong oxidizers .

危険性

Toxic by ingestion and inhalation. Central nervous system impairment.

健康ハザード

Strychnine is a highly toxic alkaloid. Itcauses hypersensitivity to sensory stimuli.It is a powerful convulsant. This results inrespiratory and metabolic acidosis (Hodgson et al. 1988). Death occurs from asphyxiaafter a few seizures. Its convulsant actionsare attributed to the antagonism of theinhibitory effects of glycine. It excites allportions of the central nervous system. Itproduces green-colored vision, which is aneffect of sensory disorders. Toxic symptomsfrom continued medication with strychnineinclude photophobia, muscular rigidity, stiff ness in joints, lassitude, and headache (vonOettingen 1952, ACGIH 1986). Ingestion of0.1 g may be fatal to humans.
LD50 value, oral (mice): 2 mg/kg
Intravenous administration of diazepamis applied for the treatment of strychninepoisoning.

火災危険

When heated, emits highly toxic fumes. Fire may produce irritating or poisonous gases. Runoff from fire control or dilution water may cause pollution. Protect from light.

农业用途

Rodenticide, Avicide: Strychnine products are allowed for use only below ground where exposure to food and feed crops is not expected. It can be used in orchards, feed crop sites, pastures, range land, alfalfa fields, irrigation systems, non-agriculture rights-of-way, forests, and residential sites. Pocket gophers are primary targets. Not listed for use in EU countries. A U.S. EPA restricted Use Pesticide (RUP)

製品名

BOOMER-RID®; CERTOX®; DOLCO MOUSE CEREAL®; GOPHER BAIT®; GOPHERGETTER®; GOPHER-GO AG BAIT®; HARE-RID®; KWIK-KIL®; MOLE DEATH®; MOUSE-NOTS®; MOUSE-RID®; MOUSE-TOX®; NUX VOMICA®; PIED PIPER MOUSE SEED® (strychnine); RO-DEX®; SANASEED®

臨床応用

Strychnine is commonly used in the treatment of flaccid paralysis, ENT diseases, diabetes, neurasthenia, acute myelitis, peripheral neuritis, and aplastic anemia in clinic. However, due to the relatively high toxicity of strychnine, excessive or longterm use of strychnine may lead to poison. Studies have shown that the combination of Strychnos and Glycyrrhiza or cinnamon can reduce the toxicity of strychnine. Therefore, further study of poisoning mechanism and toxicokinetics of strychnine is of great significance for the clinical safety

安全性プロファイル

Human poison by ingestion. Experimental poison by ingestion, intravenous, subcutaneous, and intraperitoneal routes. Experimental reproductive effects. An allergen. Lethal dose to man: 30-60 mg/kg. If ingested, the time of action depends upon the condition of the stomach, whether empty or full, and the nature of the food present. If taken by subcutaneous injection, the place of administration of the injection will affect the time of action. The first symptoms are a feeling of uneasiness with a heightened reflex of irritability, followed by muscular twitching in some parts of the body. With larger doses, this is followed by a sense of impending suffocation. Convulsive movements begin that have the effect of mechanically causing the patient to cry out or to shriek; then follow the characteristic spasms, which set in with violence. These are at first clonic and then tonic. There are successive attacks of spasms. With each successive attack, the symptoms become more violent, eventually resulting in death. A rodenticide. When heated to decomposition it emits toxic fumes of NOx.

職業ばく露

de, requiring a certified applicator. Strychnine is an alkaloid compound that has been widely used as a rodenticide/bait to kill rodents; a medicine, respiratory stimulant. A potential danger to those involved in the extraction the seeds of the Strychnos nux vomica, Strychnos ignatii (S. sancta Ingnatius), and Strychnos tiente (Upas tree); formulation or application of this rodent poison. The sulfate is used to kill gophers and moles. A common adulterant in illicit street drugs. Listed as a potential WMD biotoxin.

環境運命予測

Chemical/Physical. Reacts with acids forming water-soluble salts (Worthing and Hance, 1991). Emits toxic nitrogen oxides when heated to decomposition (Lewis, 1990).

代謝経路

Strychnine is used for the control of rodents in field situations and experiments on its sorption and degradation in soil have been reported but with very little information specifically on metabolic pathways. Metabolism in rats has been conducted and this has been supported by studies in vitro using liver microsomes from several species. A picture of its metabolism has been established but further work on minor pathways and conjugation may be necessary.

輸送方法

UN1692 Strychnine or strychnine salts, Hazard Class: 6.1; Labels: 6.1-Poisonous material.

純化方法

It crystallises from CHCl3/Et2O and sublimes at 125o/0.01mm. It can also be purified by conversion to the hydrochloride [m 275-295o (dec), []D -44o (0.03N HCl)] with aqueous HCl, then neutralisation with ammonia. [Beilstein 27 II 723, 27 III/IV 7530.] It is POISONOUS.

不和合性

Incompatible with oxidizers (chlorates, nitrates, peroxides, permanganates, perchlorates, chlorine, bromine, fluorine, etc.); contact may cause fires or explosions. Keep away from alkaline materials, strong bases, strong acids, oxoacids, epoxides. Dangerous when heated; forms toxic fumes, including nitrogen oxides. In the body, caffeine may increase the strychnine effect.

廃棄物の処理

Consult with environmental regulatory agencies for guidance on acceptable disposal practices. Generators of waste containing this contaminant (≥100 kg/mo) must conform to EPA regulations governing storage, transportation, treatment, and waste disposal. In accordance with 40CFR165, follow 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. Careful incineration has been recommended for disposal. Two procedures are suggested. Pour or sift onto a thick layer of sand and soda ash mixture (90-10). Mix and shovel into a heavy paper box with much paper packing Burn in incinerator. Fire may be augmented by adding excelsior and scrap wood. Stay on the upwind side. Waste may be dissolved in flammable solvent (alcohols, benzene, etc.) and sprayed into fire box of an incinerator with afterburner and scrubber.

参考文献

Regnault., Annalen, 26, 17 (1838)
Watson, Sen.,!. Ind. Chem. Soc., 3,397 (1926)
Schwyzer., Die Fabrikation der Alkaloide, (Berlin, 1927)
Leuchs, Beyer., Ber., 68, 290 (1935)
Clemo., J. Chem. Soc., 1695 (1936)
Briggs, Openshaw, Robinson., ibid, 903 (1946)
Chakravarti, Robinson., Nature, 160, 18 (1947)
Woodward., ibid, 162, 155 (1948)
Woodward., Tetrahedron, 19,247 (1963)
Nagarajan etal., Helv. Chim. Acta, 46, 1212 (1963)
Sandberg et al., Tetrahedron Lett., 6217 (1968)
Absolute configuration: Peerdemann., Acta Cryst., 9,824 (1956)
Pharmacology: Lambruschini., Rev. Soc. argent. biol., 14, 353 (1938)
Travell., J. Pharm. expo Ther., 69,21 (1940)
Weigmann., Arch. expo Path. Pharm., 196, 521 (1940)
Raymond-Hamet., Bull. sci. pharmacol., 48, 306 (I 941)
Coppee, Coppee-Bolly., Arch. intern. physiol., 51,97 (1941)
Abreu, Woodbury., J. Pharm. expo Ther., 78, 321 (1943)

ストリキニーネ 上流と下流の製品情報

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ストリキニーネ 生産企業

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ストリキニーネ  スペクトルデータ(1HNMR、13CNMR、IR1、IR2、MS)


57-24-9(ストリキニーネ)キーワード:


  • 57-24-9
  • STRYCHNINE
  • STRYCHNINE ALKALOID
  • Vauquline
  • estricnina
  • gopherbait
  • gopher-gitter
  • hare-rid
  • ino[2,3,4-de]pyrrolo[2,3-h]quinolin-14-one
  • Kwik-Kil
  • Mole death
  • moledeath
  • Mouse-Nots
  • Mouse-Rid
  • Mouse-Tox
  • Strychnine Solution 100ug/ml in Methanol POR [57-24-9]
  • Strychinidin-10-one
  • (-)-Strychnine,98%
  • Strychnine, synthesis grade
  • STRYCHNINE FREE BASE
  • L-STRYCHNINE PESTANAL, 250 MG
  • Strychnine(Vauquline)
  • strychnine (bsi,iso)
  • Strychnidin-10-one,&salts
  • Strychnine&salts
  • (-)-STRYCHNINE FREE BASE CRYSTALLINE
  • Strychnine base, ESTRICNINA
  • 2,4a,5,5a,7,8,15,15a,15b,15c-decahydro-4,6-methano-6h,14h-indolo[3,2,1-ij]oxep
  • 4,6-Methano-6H,14H-indolo[3,2,1-ij]oxepino[2,3,4-de]pyrrolo[2,3-h]quinoline, strychnidin-10-one deriv.
  • boomer-rid
  • caswellno805
  • ストリキニーネ
  • ストリクニジン-10-オン
  • ストリキニン
  • ロ-デックス
  • マウス-トックス
  • (-)-ストリキニン
  • クウィク-キル
  • ストリキニジン-10-オン
  • ストリクニン
  • (7R,8β,12α,13α,14α,16α)-ストリクニジン-10-オン
  • L-ストリキニーネ
  • ストリキニーネ, 1000 µg/mL in AcCN
  • ホミカ 
  • (1R,11S,18S,20R,21R,22S)-12-オキサ-8,17-ジアザヘプタシクロ[15.5.2.01,18.02,7.08,22.011,21.015,20]テトラコサ-2,4,6,14-テトラエン-9-オン
  • (3aS,5S,6R,11bR,12E)-12-エチリデン-2,3,3a,4,5,6-ヘキサヒドロ-3,5-エタノ-1H-ピロロ[2,3-d]カルバゾール-6-カルボン酸メチル
  • メチル (1R,10R,11S,12E,17S)-12-エチリデン-8,14-ジアザペンタシクロ[9.5.2.01,9.02,7.014,17]オクタデカ-2,4,6,8-テトラエン-10-カルボキシラート
  • ストリクノス
  • 光学分割
  • 生化学
  • 酸の光学分割剤
  • 有機合成化学
  • アルカロイド
  • インドールアルカロイド
  • 殺鼠剤
  • 中枢興奮薬
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