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クロニジン塩酸塩

Clonidine Hydrochloride

HCID 20179
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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
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基本情報

CAS
4205-91-8
標準SMILES
Cl.Clc1cccc(Cl)c1NC1=NCCN1
InChIKey
ZNIFSRGNXRYGHF-UHFFFAOYSA-N
分子式
C9H10Cl3N3
平均分子量
266.6 g/mol
単同位体質量
264.99403036

概要

Clonidine hydrochloride is a dichlorobenzene.

名称と識別子

優先名称
Clonidine Hydrochloride
IUPAC
N-(2,6-dichlorophenyl)-4,5-dihydro-1H-imidazol-2-amine;hydrochloride
現地名
クロニジン塩酸塩
英語名
Clonidine hydrochloride
分子式
C9H10Cl3N3
分子量
266.55

名称と別名

CLONIDINE HYDROCHLORIDE4205-91-8Clonidine HClDuraclonKapvayST-155JenlogaDTXSID8044670Onyda XRNSC-756699W76I6XXF062-((2,6-Dichlorophenyl)imino)imidazolidine monohydrochloride
名称をさらに表示
2-(2,6-ジクロロアニリノ)-2-イミダゾリン塩酸塩ノルモプレサンクロニジン塩酸塩クロニジンクロリド2-(2,6-ジクロロフェニルアミノ)-4,5-ジヒドロ-1H-イミダゾール·塩酸塩N-(2,6-ジクロロフェニル)-4,5-ジヒドロ-1H-イミダゾール-2-アミン·塩酸塩クロニジン·塩酸塩クロファゾリンヘミトンカタプレサン塩酸クロニジンカタプレスクロフェリンアテンシナ2-[(2,6-ジクロロフェニル)アミノ]-2-イミダゾリン·塩酸塩クロニジン塩酸塩イソグラウコン2-(2,6-ジクロロアニリノ)-2-イミダゾリン·塩酸塩カプレシン2-(2,6-ジクロロフェニルアミノ)-2-イミダゾリン塩酸塩N-(2,6-ジクロロフェニル)-4,5-ジヒドロ-1H-イミダゾール-2-アミン塩酸塩dcai2-(2,6-DICHLOROANILINO)-2-IMIDAZOLINE HYDROCHLORIDEDIXARIThemitonNeuclonatensinacapresinclofelinhaemiton
Benzenamine, 2,6-dichloro-N-2-imidazolidinylidene-, monohydrochlorideDTXCID60246702-[(2,6-Dichlorophenyl)imino]imidazolidine monohydrochlorideClonidine HCICatapres tts 1Catapres tts 2Catapres tts 3Catapres p.l.

データベース識別子

CAS
4205-91-8
PubChem CID
20179
DTXSID
DTXSID8044670
ChEMBL
CHEMBL1705
ChEBI
CHEBI:3758
UNII
W76I6XXF06
EC Number
224-121-5

物性

構造計算による物性補完中

極性表面積
36.4 Ų
水素結合供与体数
3
水素結合受容体数
1
回転可能結合数
2
重原子数
15
形式電荷
0
複雑度
222

実験および物理化学的性質

Human Drugs · 3 件

Breast Feeding; Lactation; Milk, Human; Antihypertensive Agents; Adrenergic alpha-2 Receptor Agonists

FDA approved drugs -> Active ingredient

FDA approved drugs -> Active ingredient

Collision Cross Section143.3 Ų [M+H]+ [CCS Type: TW; Method: calibrated with polyalanine and drug standards]

物理化学的性質

融点
312 °C · 312 °C
貯蔵温度
2 · 2-8°C
溶解性
2 O: · H2O: 50 mg/mL 無色透明
外見
個体
色
白い
PH
pH(50g/l, 25℃) : 3.5~6.0
水溶解度
水 (50 mg/ml)、DMSO (75 mM)、メタノール、クロロホルム (微量)、無水エタノールに可溶。
Merck
14 · 14,2390
BRN
4163525 · 4163525
BCS Class
1 · 1 (LogP), 3 (CLogP)
安定性
Hygroscopic
主な用途
医薬品(低分子化合物)
InChI
InChI=1S/C9H9Cl2N3.ClH/c10-6-2-1-3-7(11)8(6)14-9-12-4-5-13-9;/h1-3H,4-5H2,(H2,12,13,14);1H

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 · 4 件

Danger

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

P260, P264, P270, P271, P284, P301+P316, P304+P340, P316, P320, P321, P330, P403+P233, P405, and P501 (click each P-code to see the statement)

Aggregated GHS information provided per 49 reports by companies from 4 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.

危険有害性情報

Regulatory Information1H-Imidazol-2-amine, N-(2,6-dichlorophenyl)-4,5-dihydro-, monohydrochloride: Does not have an individual approval but may be used under an appropriate group standard
Other Safety InformationIMAP assessments - Benzenamine, 2,6-dichloro-N-2-imidazolidinylidene-, monohydrochloride: Human health tier I assessment
Hazard Classes and CategoriesAcute Tox. 3 (100%)

毒性情報

Treatment · 1 件

There is no specific antidote for clonidine overdosage. Clonidine overdosage may result in the rapid development of CNS depression; therefore, induction of vomiting with ipecac syrup is not recommended. Gastric lavage may be indicated following recent and/or large ingestions. Administration of activated charcoal and/or a cathartic may be beneficial. Supportive care may include atropine sulfate for bradycardia, intravenous fluids and/or vasopressor agents for hypotension and vasodilators for hypertension. Naloxone may be a useful adjunct for the management of clonidine-induced respiratory depression, hypotension and/or coma; blood pressure should be monitored since the administration of naloxone has occasionally resulted in paradoxical hypertension. Tolazoline administration has yielded inconsistent results and is not recommended as first-line therapy. (L1712)

化学と産業

薬理情報

Metabolism/Metabolites · 1 件

Hepatic. Metabolized via minor pathways. The major metabolite, <i>p</i>-hydroxyclonidine, is present in concentrations less than 10% of those of unchanged clonidine in urine. Four metabolites have been detected, but only <i>p</i>-hydroxyclonidine has been identified. Half Life: 6-20 hours; 40-60% is excreted in urine unchanged, 20% is excreted in feces. Less than 10% is excreted by <i>p</i>-hydroxyclonidine.

FDA Pharmacological Classification · 4 件

CLONIDINE HCI

Central alpha-2 Adrenergic Agonist [EPC]; Adrenergic alpha2-Agonists [MoA]

CLONIDINE HYDROCHLORIDE

Adrenergic alpha2-Agonists [MoA]; Central alpha-2 Adrenergic Agonist [EPC]

MeSH Pharmacological Classification · 4 件

Compounds capable of relieving pain without the loss of CONSCIOUSNESS.

Drugs used in the treatment of acute or chronic vascular HYPERTENSION regardless of pharmacological mechanism. Among the antihypertensive agents are DIURETICS; (especially DIURETICS, THIAZIDE); ADRENERGIC BETA-ANTAGONISTS; ADRENERGIC ALPHA-ANTAGONISTS; ANGIOTENSIN-CONVERTING ENZYME INHIBITORS; CALCIUM CHANNEL BLOCKERS; GANGLIONIC BLOCKERS; and VASODILATOR AGENTS.

Drugs that inhibit the actions of the sympathetic nervous system by any mechanism. The most common of these are the ADRENERGIC ANTAGONISTS and drugs that deplete norepinephrine or reduce the release of transmitters from adrenergic postganglionic terminals (see ADRENERGIC AGENTS). Drugs that act in the central nervous system to reduce sympathetic activity (e.g., centrally acting alpha-2 adrenergic agonists, see ADRENERGIC ALPHA-AGONISTS) are included here.

Compounds that bind to and activate ADRENERGIC ALPHA-2 RECEPTORS.

用途と製造

Uses · 1 件

May be used as an adjunct in the treatment of hypertension, as an epidural infusion as an adjunct treatment in the management of severe cancer pain that is not relieved by opiate analgesics alone, for differential diagnosis of pheochromocytoma in hypertensive patients, prophylaxis of vascular migraine headaches, treatment of severe dysmenorrhea, management of vasomotor symptoms associated with menopause, rapid detoxification in the management of opiate withdrawal, treatment of alcohol withdrawal used in conjunction with benzodiazepines, management of nicotine dependence, topical use to reduce intraocular pressure in the treatment of open-angle and secondary glaucoma and hemorrhagic glaucoma associated with hypertension, and in the treatment of attention-deficit hyperactivity disorder (ADHD).

関連反応

2 件
反応記録を作成
HRID 716609 の反応式
HRID 716609反応物としてuspto-grants-2015_11
HRID 1527648 の反応式
HRID 1527648反応物としてuspto-grants-2015_07

化合物ノート

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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
その他の操作
ノートを作成反応を作成見積依頼を出す
InChIKey
GLEWMLFXCSBZLK-UHFFFAOYSA-N
SMILES
C1(=C(Cl)C=CC=C1Cl)NC1=NCCN1.Cl
CAS データベース
4205 · 4205-91-8(CAS DataBase Reference)
EPAの化学物質情報
1 H-Imidazol-2-amine, · 1H-Imidazol-2-amine, N-(2,6-dichlorophenyl)-4,5-dihydro-, hydrochloride (1:1) (4205-91-8)

化学的性質

化学的特性White Solid

Exposure RoutesWell absorbed following oral administration. Bioavailability following chronic administration is approximately 65%.
Toxicity Summary · 1 件

Clonidine acts as an agonist at presynaptic alpha(2)-receptors in the nucleus tractus solitarius of the medulla oblongata. Stimulation of these receptors results in the supression of efferent sympathetic pathways and the subsequent decrease in blood pressure and vascular tone in the heart, kidneys, and peripheral vasculature. Clonidine is also a partial agonist at presynaptic alpha(2)-adrenergic receptors of peripheral nerves in vascular smooth muscle.

Signs and SymptomsSymptoms of overdose include constriction of pupils of the eye, drowsiness, high blood pressure followed by a drop in pressure, irritability, low body temperature, slowed breathing, slowed heartbeat, slowed reflexes, and weakness.
Carcinogen ClassificationNo indication of carcinogenicity to humans (not listed by IARC).
Drug Induced Liver Injury · 6 件

Drug Induced Liver Injury Rank (DILIrank 2.0)

Clonidine hydrochloride

Ambiguous-DILI-concern

3

Adverse reactions

DOI:10.1016/j.drudis.2016.02.015

Effects During Pregnancy and Lactation◉ Summary of Use during Lactation
Toxicity DataLD50: 150 mg/kg (oral, rat) LD50: 30 mg/kg (oral, dog)

安全データ

F
10
wgk
3
rtecs
NJ2490000
ridadr
UN 2811 6.1/PG 1
毒性
LD50 in mice, rats (mg/kg): 328, 270 orally; 18, 29 i.v. (Walland)
hs_code
2933290000
risk_code
25-26
化審法
(9)-2186
hazard_code
T+
safety_code
22-26-28-36/37/39-45
hazard_class
6.1(b)
packing_group
III
Hazard Classifications
Acute Tox. 1 InhalationAcute Tox. 3 Oral
ストレージクラス
6.1A - Combustible acute toxic Cat. 1 and 2very toxic hazardous materials
応用分野 · 3 件

用途生理作用研究用。

使用Clonidine hydrochloride tablets are indicated in the treatment of hypertension. It has found new uses, including treatment of some types of neuropathic pain, opioid detoxification, sleep hyperhidrosis, anaesthetic use, and off-label, to counter the side effects of stimulant medications such as methylphenidate or amphetamine. It is becoming a more accepted treatment for insomnia, as well as for relief of menopausal symptoms. Clonidine(4205-91-8) is increasingly used in conjunction with stimulants to treat attention-deficit hyperactivity disorder (ADHD).

一般的な説明Clonidine hydrochloride, 2-[(2,6-dichlorophenyl)imino]imidazolidine monohydrochloride(Catapres), was the first antihypertensive known to acton the CNS. It was synthesized in 1962 as a derivativeof the known -sympathomimetic drugs naphazoline andtolazoline, potential nasal vasoconstrictors, but instead itproved to be effective in the treatment of mild-to-severe hypertension.Clonidine hydrochloride acts by both peripheral andcentral mechanisms in the body to affect blood pressure. Itstimulates the peripheral -adrenergic receptors to producevasoconstriction, resulting in a brief period of hypertension.

調製方法 · 1 件

純化方法This antihypertensive is recrystallised from EtOH/Et2O and dried in a vacuum (solubility in H2O is 5%). The free base has m 124-125o and is recrystallised from hexane. [Jen et al. J Med Chem 18 90 1975, NMR: Jackman & Jen J Am Chem Soc 97 2811 1975.]

上流・下流製品情報

上流原料

2,6-ジクロロアニリンヨードメタン水素チオシアン酸アニオンエチレンジアミン (無水)エタノールDichlorphenamide bulk powderクロニジン塩酸水和物