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レバミゾール塩酸塩

Levamisole Hydrochloride

HCID 27944
ノート反応
基本情報概要名称と識別子物性安全と法規制化学と産業関連反応化合物ノート
部分構造検索類似構造を探す

基本情報

CAS
16595-80-5
標準SMILES
Cl.c1ccc([C@H]2CN3CCSC3=N2)cc1
InChIKey
LAZPBGZRMVRFKY-HNCPQSOCSA-N
分子式
C11H12N2S.ClH
平均分子量
240.75 g/mol
単同位体質量
240.0487973

概要

Levamisole hydrochloride is an organic molecular entity.

名称と識別子

優先名称
Levamisole Hydrochloride
IUPAC
(6S)-6-phenyl-2,3,5,6-tetrahydroimidazo[2,1-b][1,3]thiazole;hydrochloride
現地名
レバミゾール塩酸塩
英語名
Levamisole hydrochloride
分子式
C11H13ClN2S
分子量
240.75

名称と別名

Levamisole hydrochloride16595-80-5Levamisole HClErgamisolAscaridilTramisolDecarisLevasoleSolaskilSpartakon lL-narpenolNSC-177023
名称をさらに表示
レバミゾール塩酸塩L-ナルペノールレボミソール塩酸塩リペルコルLレバミソール·塩酸塩(6S)-2,3,5,6-テトラヒドロ-6-フェニルイミダゾ[2,1-b]チアゾール·塩酸塩(6S)-6α-フェニル-2,3,5,6-テトラヒドロイミダゾ[2,1-b]チアゾール·塩酸塩シタリンLl-テトラミゾール塩酸塩塩酸レバミゾール(-)-レバミソール塩酸塩トラミソールデカリスレバミソール塩酸塩レバミソール塩酸塩標準品(S)-2, 3, 5, 6-テトラヒドロ-6-フェニルイミダゾ[2, 1-b]チアゾール及びその塩類Levamイソle 酸レバミゾール塩酸塩 [生化学用](-)-2,3,5,6-テトラヒドロ-6-フェニルイミダゾ[2,1-b]チアゾール塩酸塩(-)-テトラミゾール塩酸塩TETRAMISOLE HCLLEVAMISOL HYDROCHLORIDEcitarinlLevamisole HCILevadinDekaris

物性

構造計算による物性

極性表面積
40.9 Ų
水素結合供与体数
1
水素結合受容体数
2
回転可能結合数
1
重原子数
15
形式電荷
0
複雑度
246

実験および物理化学的性質

Solubility · 5 件

Water 210 (mg/mL)

Methanol sol. (mg/mL)

Propylene glycol sol. (mg/mL)

Ethanol sl. sol. (mg/mL)

>36.1 [ug/mL] (The mean of the results at pH 7.4)

Human Drugs · 3 件

Breast Feeding; Lactation

FDA approved drugs -> Active ingredient

FDA approved drugs -> Active ingredient

Animal Drugs · 2 件

FDA approved animal drugs -> Active ingredient

Pharmaceuticals -> UK Veterinary Medicines Directorate List

Optical Rotation(c = 1, H2O) [a]21D = - 126.2 ± 1.4°
Stability/Shelf Life · 1 件

Bulk: Levamisole appears to be stable in the bulk form at 60°C for at least four weeks. Solution: At 100 mg/mL concentrations in water and pH 7 buffer, the compound is stable for at least 9 days when stored at ambient temperature under normal laboratory illumination.

Collision Cross Section143.9 Ų [M+H]+ [CCS Type: TW; Method: calibrated with polyalanine and drug standards]

物理化学的性質

融点
266 · 266-267 °C(lit.)
比旋光度
-128 · -128 º (c=5, H2O)

安全と法規制

安全情報は参考情報です。供給元の安全データシート(SDS)、適用法令、専門家による評価に代わるものではありません。

GHS分類

GHS Classification · 6 件

Danger

H301 (100%): Toxic if swallowed [Danger Acute toxicity, oral]

P203, P260, P264, P270, P273, P280, P301+P316, P318, P319, P321, P330, P405, and P501 (click each P-code to see the statement)

Aggregated GHS information provided per 174 reports by companies from 14 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.

Danger

H301: Toxic if swallowed [Danger Acute toxicity, oral]

危険有害性情報

Regulatory Information · 2 件

Chemical: Imidazo[2,1-b]thiazole, 2,3,5,6-tetrahydro-6-phenyl-, monohydrochloride, (S)-

Levamisole hydrochloride: Does not have an individual approval but may be used under an appropriate group standard

Other Safety InformationIMAP assessments - Imidazo[2,1-b]thiazole, 2,3,5,6-tetrahydro-6-phenyl-, monohydrochloride, (S)-: Environment tier I assessment
Hazard Classes and Categories · 2 件

Acute Tox. 3 (100%)

Acute toxicity (Oral) - Category 3

毒性情報

Effects During Pregnancy and Lactation◉ Summary of Use during Lactation

安全データ

F
10
wgk
3
rtecs
NJ5960000
ridadr
UN 2811 6.1/PG 3
hs_code
29349990
risk_code

化学と産業

薬理情報

MeSH Pharmacological Classification · 3 件

Substances that augment, stimulate, activate, potentiate, or modulate the immune response at either the cellular or humoral level. The classical agents (Freund's adjuvant, BCG, Corynebacterium parvum, et al.) contain bacterial antigens. Some are endogenous (e.g., histamine, interferon, transfer factor, tuftsin, interleukin-1). Their mode of action is either non-specific, resulting in increased immune responsiveness to a wide variety of antigens, or antigen-specific, i.e., affecting a restricted type of immune response to a narrow group of antigens. The therapeutic efficacy of many biological response modifiers is related to their antigen-specific immunoadjuvanticity.

Substances used in the treatment or control of nematode infestations. They are used also in veterinary practice.

Drugs that are used to treat RHEUMATOID ARTHRITIS.

用途と製造

Use Classification · 4 件

Veterinary Drug -> ANTHELMINTHIC_AGENT -> JECFA Functional Classes

Veterinary Drug -> ANTHELMINTHIC_AGENT -> JECFA Functional Classes

Veterinary Drug -> ANTHELMINTHIC_AGENT -> JECFA Functional Classes

Veterinary Drug -> ANTHELMINTHIC_AGENT -> JECFA Functional Classes

応用分野 · 5 件

用途薬理・生理作用研究用。

用途動物用駆虫剤、農薬(松枯れ防止剤)、免疫賦活薬。

用途残留レバミゾール定量用。

使用Levamisole hydrochloride is an anthelmintic. The activity of levamisole is about twice as high as that of abscisicidal, and the toxicity and side effects are lower. Levamisole can cause muscle paralysis of roundworms and then excrete them in the feces. It is mainly used as an anti-worm and anti-hookworm.

使用Biological response modifier with anthelmintic activity. Anthelmintic (nematodes); immunomodulator.

調製方法

関連反応

2 件
反応記録を作成
HRID 262097 の反応式
HRID 262097生成物としてuspto-grants-1979_05
HRID 1683193 の反応式
HRID 1683193反応物としてuspto-grants-1997_06

化合物ノート

読み込み中…

このページの内容基本情報概要名称と識別子物性安全と法規制化学と産業関連反応化合物ノート
r-12,564
R 12,564DTXSID7047518L-Tetramisole hydrochlorideR 12564Tetramisole hydrochloride, (s)-Levamisoli hydrochloridumDL9055K809Imidazo(2,1-b)thiazole, 2,3,5,6-tetrahydro-6-phenyl-, monohydrochloride, (S)-

データベース識別子

CAS
16595-80-5
PubChem CID
27944
DTXSID
DTXSID7047518
ChEMBL
CHEMBL1770
ChEBI
CHEBI:6433
UNII
DL9055K809
EC Number
240-654-6
屈折率
-126 ° · -126 ° (C=1, H2O)
闪点
9 ℃ · 9℃
貯蔵温度
2 · 2-8°C
溶解性
96 · 水に溶けやすく、エタノール(96%)に溶け、塩化メチレンに溶けにくい。
外見
結晶性粉末
色
白~ほぼ白
由来生物
synthetic (organic)
水溶解度
210 g/L · 210g/L(20℃)
Merck
14 · 14,5459
BRN
4358988 · 4358988
BCS Class
3 · 3/1
安定性
Hygroscopic
主な用途
法医学と毒物学医薬品(低分子化合物)
InChI
InChI=1/C11H12N2S.ClH/c1-2-4-9(5-3-1)10-8-13-6-7-14-11(13)12-10;/h1-5,10H,6-8H2;1H/t10-;/s3
InChIKey
LAZPBGZRMVRFKY-HNCPQSOCSA-N
SMILES
[C@H]1(N=C2SCCN2C1)C1=CC=CC=C1.Cl |&1:0,r|
LogP
1.845 · 1.845 (est)
CAS データベース
16595 · 16595-80-5(CAS DataBase Reference)
EPAの化学物質情報
Levamisole hydrochloride (16595-80-5)
化学的性質 · 1 件

化学的特性White to light yellow crystalline powder, odorless, bitter taste. Melting point 227-229℃. Soluble in water, methanol, ethanol and glycerol, slightly soluble in chloroform and aether; insoluble in acetone. Stable under acidic conditions, but easy to decompose and fail under alkaline conditions.

25-20/21/22-39/23/24/25-23/24/25-11
hazard_code
T,Xn,F
safety_code
36/37/39-45-28A-36-36/37-16
hazard_class
6.1(b)
packing_group
III
毒劇物取締法
劇物
Hazard Classifications
Acute Tox. 3 Oral
ストレージクラス
6.1C - Combustible acute toxic Cat.3toxic compounds or compounds which causing chronic effects
危険度評価(NFPA 704基準/消防庁データ)
人的[青]=2
· 1 件

製造方法Levamisole hydrochloride was prepared from racemic tetraimidazole by splitting, alkali analysis and acidification into salt.Dibenzoyl-D-tartaric acid is boiled in water for 40min, hydrolyzed and neutralized with sodium hydroxide solution to pH 7.5, and then added to racemic tetraimidazole. The levamisole is precipitated by generating salt with bisbenzoyl-tartaric acid. After separation, add sodium hydroxide solution to PH=9 and decompose levamisole. Then dissolved in dilute hydrochloric acid solution, after decolorization by activated carbon, the filtrate was concentrated nearly dry, and crystallized by adding acetone and cooling to 0℃. Filtered and dried to obtain levamisole hydrochloride.

上流・下流製品情報

上流原料

(+)-10-カンファースルホン酸D-酒石酸ジベンゾアートレバミソール水和物DL-Tetramisole BP(V)98BenzeneDilute hydrochloric acidL-(+)-酒石酸水酸化ナトリウム塩酸1,2-ジブロモエタンカリウムヒドロキシド

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