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クロキサゾラム

Cloxazolam

HCID 2816
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
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基本情報

CAS
24166-13-0
標準SMILES
O=C1CN2CCOC2(c2ccccc2Cl)c2cc(Cl)ccc2N1
InChIKey
ZIXNZOBDFKSQTC-UHFFFAOYSA-N
分子式
C17H14Cl2N2O2
平均分子量
349.2 g/mol
単同位体質量
348.0432331

概要

Cloxazolam is a hemiaminal ether and an oxazolobenzodiazepine.

名称と識別子

優先名称
Cloxazolam
IUPAC
10-chloro-11b-(2-chlorophenyl)-2,3,5,7-tetrahydro-[1,3]oxazolo[3,2-d][1,4]benzodiazepin-6-one
現地名
クロキサゾラム
英語名
CLOXAZOLAM
分子式
C17H14Cl2N2O2
分子量
349.21

名称と別名

cloxazolamCloxazolazepamSepazonEnadelOlcadil24166-13-0CloxazolamumTolestanBetavelCloxamCS 370DTXSID0022854
名称をさらに表示
エナデール10-クロロ-11b-(o-クロロフェニル)-2,3,7,11b-テトラヒドロオキサゾロ[3,2-d][1,4]ベンゾジアゼピン-6(5H)-オンクロキサゾラゼパムクロキサゾラム10-クロロ-11b-(2-クロロフェニル)-2,3,7,11b-テトラヒドロオキサゾロ[3,2-d][1,4]ベンゾジアゼピン-6(5H)-オンセパゾンクロキサゾラム (JP17)13-クロロ-2-(2-クロロフェニル)-3-オキサ-6,9-ジアザトリシクロ[8.4.0.02,6]テトラデカ-1(14),10,12-トリエン-8-オンcs370Lubalixmt14-411Sepazone
MT 14-411GYL649Z0HY10-chloro-11b-(2-chlorophenyl)-2,3,5,7-tetrahydro-[1,3]oxazolo[3,2-d][1,4]benzodiazepin-6-oneDTXCID902854CHEBI:3142610-Chloro-11b-(o-chlorophenyl)-2,3,7,11b-tetrahydro-oxazolo(3,2-d) (1,4)benzodiazepin-6(5H)-one10-Chloro-2,3,5,6,7,11b-hexahydro-11b-(o-chlorophenyl)benzo(6,7)-1,4-diazepino-(5,4-b)-oxazol-6-one10-chloro-11b-(2-chlorophenyl)-2,3,5,7-tetrahydro-(1,3)oxazolo(3,2-d)(1,4)benzodiazepin-6-one

データベース識別子

CAS
24166-13-0
PubChem CID
2816
DTXSID
DTXSID0022854
ChEMBL
CHEMBL2107254
ChEBI
CHEBI:31426
UNII
GYL649Z0HY
EC Number
815-874-6
Nikkaji
J3.158E

物性

構造計算による物性

XLogP
3.2
極性表面積
41.6 Ų
水素結合供与体数
1
水素結合受容体数
3
回転可能結合数
1
重原子数
23
形式電荷
0
複雑度
478

実験および物理化学的性質

Drugs · 3 件

DEA NFLIS-Drug Category -> Benzodiazepines

DEA Schedule IV Controlled Substance -> Depressants

Pharmaceuticals -> Synthetic Cannabinoids or Psychoactive Compounds

Melting Point202-204

物理化学的性質

融点
202 · 202-204° (dec)
沸点
172 °C · 172°C (rough estimate)
比重(密度)
1.4125 · 1.4125 (rough estimate)
屈折率
1.61 · 1.6100 (estimate)
酸解離定数(Pka)
12.7 · 12.70±0.40(Predicted)
CAS データベース
24166 · 24166-13-0

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

Warning

H302+H312+H332 (50%): Harmful if swallowed, in contact with skin or if inhaled [Warning Acute toxicity, oral; acute toxicity, dermal; acute toxicity, inhalation]

P203, P261, P264, P270, P271, P280, P301+P317, P302+P352, P304+P340, P317, P318, P319, P321, P330, P362+P364, P403+P233, P405, and P501 (click each P-code to see the statement)

Aggregated GHS information provided per 2 reports by companies from 2 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.

危険有害性情報

Regulatory InformationDEA schedule IV controlled substance
Hazard Classes and CategoriesAcute Tox. 4 (50%)

毒性情報

Treatment · 1 件

General supportive measures should be employed, along with intravenous fluids, and an adequate airway maintained. Hypotension may be combated by the use of norepinephrine or metaraminol. Dialysis is of limited value. Flumazenil (Anexate) is a competitive benzodiazepine receptor antagonist that can be used as an antidote for benzodiazepine overdose. In particular, flumazenil is very effective at reversing the CNS depression associated with benzodiazepines but is less effective at reversing respiratory depression. Its use, however, is controversial as it has numerous contraindications. It is contraindicated in patients who are on long-term benzodiazepines, those who have ingested a substance that lowers the seizure threshold, or in patients who have tachycardia or a history of seizures. As a general rule, medical observation and supportive care are the mainstay of treatment of benzodiazepine overdose. Although benzodiazepines are absorbed by activated charcoal, gastric decontamination with activated charcoal is not beneficial in pure benzodiazepine overdose as the risk of adverse effects often outweigh any potential benefit from the procedure. It is recommended only if benzodiazepines have been taken in combination with other drugs that may benefit from decontamination. Gastric lavage (stomach pumping) or whole bowel irrigation are also not recommended.

Toxicity SummaryCloxazolam is a long acting benzodiazepine. It acts as a prodrug, with pharmacologically active metabolites, which bind to to the GABAa receptor, which other benzodiazepines bind to, to illicit a physiological response.
Signs and Symptoms · 1 件

Drowsiness and ataxia are dose related. Central nervous system toxicity may result in respiratory depression and loss of consciousness. As such, pre-existing central nervous system depression and severe hepatic impairment are two particular contraindications for use.

Carcinogen ClassificationNo indication of carcinogenicity to humans (not listed by IARC).

安全データ

ridadr
3249
毒性
LD50 in mice (g/kg): 3.3 orally; >2.0 i.p. (Kamioka)
hazard_class
6.1(b)
packing_group
III

化学と産業

薬理情報

ATC Code · 3 件

N05BA22

N - Nervous system

QN - Nervous system

Pharmacodynamics · 1 件

Studies have shown a superiority of 4mg/day of cloxazepam to 12mg/day of bromazepam in terms of anxiety, depressed mood, and sleep; an insignificant difference in terms of sedative effect; and less muscle relaxant effects. [3] Cloxazolam, administered as a single oral dose of 3mg, when compared to a single 5 mg dose of diazepam in one study, showed similar subjective measures; however, there cloxazolam caused more fatigue, and less mood improvement. Cloxazolam also induced a significant increase in heart rate in the control group of this study. [3]

Mechanism of ActionCloxazolam is a long acting benzodiazepine. It acts as a prodrug, with pharmacologically active metabolites, which bind to to the GABAa receptor, which other benzodiazepines bind to, to illicit a physiological response.
Biological Half-Life65 hours
Metabolism/Metabolites · 2 件

Cloxazolam is metabolised by the liver into the active metabolite chlordesmethyldiazepam (delorazepam). [5]

Cloxazolam is metabolised by the liver into the active metabolite chlordesmethyldiazepam (delorazepam). [5] Route of Elimination: Renal elimination. Half Life: 65 hours

Absorption, Distribution and ExcretionRenal elimination.

用途と製造

UsesUsed primarily as an anti-anxiety agent. Typically used short term, and may be given as a single dose of up to 100mcg/kg to reduce anxiety and tension experienced prior to surgery.

応用分野

使用CLOXAZOLAM is a benzodiazepine derivative with anxiolytic, hypnotic and antihypertensive properties used as an anti-anxiety drug. It is metabolized into the active metabolite Delorezepam (D230675). Controlled Subs tance.

上流・下流製品情報

上流原料

2-アミノエタノール

関連反応

6 件
反応記録を作成
HRID 305735 の反応式
HRID 305735反応物としてTraining data from https://doi.org/10.1039/C8SC04228D (8/10)
HRID 328481 の反応式
HRID 328481反応物としてuspto-grants-1977_04
HRID 328493 の反応式
HRID 328493反応物としてuspto-grants-1977_04
HRID 597627 の反応式
HRID 597627反応物としてuspto-grants-1977_03
HRID 1658604 の反応式
HRID 1658604反応物としてuspto-grants-1976_06
HRID 1973528 の反応式
HRID 1973528反応物としてuspto-grants-1976_12

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