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フルジアゼパム

Fludiazepam

HCID 3369
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
3900-31-0
標準SMILES
CN1C(=O)CN=C(c2ccccc2F)c2cc(Cl)ccc21
InChIKey
ROYOYTLGDLIGBX-UHFFFAOYSA-N
分子式
C16H12ClFN2O
平均分子量
302.73 g/mol
単同位体質量
302.0622189

概要

Fludiazepam is a 1,4-benzodiazepinone, an organochlorine compound and an organofluorine compound. It has a role as an anxiolytic drug. It is functionally related to a diazepam and a monofluorobenzene.

名称と識別子

優先名称
Fludiazepam
IUPAC
7-chloro-5-(2-fluorophenyl)-1-methyl-3H-1,4-benzodiazepin-2-one
現地名
フルジアゼパム
英語名
Fludiazepam
分子式
C16H12ClFN2O
分子量
302.73

名称と別名

fludiazepamErispan3900-31-0Fludiazepamum7-Chloro-5-(o-Fluorophenyl)-1,3-dihydro-1-methyl-2H-1,4-benzodiazepin-2-oneCHEBI:316187F64A2K16Z7-Chloro-5-(2-fluorophenyl)-1,3-dihydro-1-methyl-2H-1,4-benzodiazepin-2-one7-Chloro-5-(2-fluorophenyl)-1-methyl-1,3-dihydro-2H-1,4-benzodiazepin-2-oneDTXSID001922777-chloro-5-(2-fluorophenyl)-1-methyl-2,3-dihydro-1H-1,4-benzodiazepin-2-onefludiazepan
名称をさらに表示
1-メチル-7-クロロ-5-(2-フルオロフェニル)-1H-1,4-ベンゾジアゼピン-2(3H)-オン7-クロロ-5-(o-フルオロフェニル)-1-メチル-2,3-ジヒドロ-1H-1,4-ベンゾジアゼピン-2-オン1-メチル-5-(2-フルオロフェニル)-7-クロロ-2,3-ジヒドロ-1H-1,4-ベンゾジアゼピン-2-オン1-メチル-5-(2-フルオロフェニル)-7-クロロ-1H-1,4-ベンゾジアゼピン-2(3H)-オン7-クロロ-1-メチル-5-(2-フルオロフェニル)-1H-1,4-ベンゾジアゼピン-2(3H)-オン7-クロロ-5-(2-フルオロフェニル)-1,3-ジヒドロ-1-メチル-2H-1,4-ベンゾジアゼピン-2-オン1-メチル-5-[2-フルオロフェニル]-7-クロロ-1H-1,4-ベンゾジアゼピン-2(3H)-オンエリスパンフルジアゼパムフルジアゼパム (JP17)7-クロロ-5-(2-フルオロフェニル)-1-メチル-2,3-ジヒドロ-1H-1,4-ベンゾジアゼピン-2-オン

物性

構造計算による物性

XLogP
2.8
極性表面積
32.7 Ų
水素結合供与体数
0
水素結合受容体数
3
回転可能結合数
1
重原子数
21
形式電荷
0
複雑度
442

実験および物理化学的性質

Drugs · 5 件

DEA NFLIS-Drug Category -> Benzodiazepines

DEA Schedule IV Controlled Substance -> Depressants

Pharmaceuticals -> Listed in ZINC15

Pharmaceuticals -> Synthetic Cannabinoids or Psychoactive Compounds

Pharmaceuticals -> Nervous system -> Anxiolytics

LogP · 2 件

2.75

2.75

Solubility1.44e-02 g/L
Human DrugsPharmaceuticals
Melting Point · 2 件

218.5-219

295 - 297 °C

Physical DescriptionSolid

物理化学的性質

融点
88 · 88-92°; mp 69-72° (Sternbach)
沸点
498.1 · 498.1±45.0 °C(Predicted)
比重(密度)
1.3159 · 1.3159 (estimate)
溶解性
25 mg/ml; · DMF: 25 mg/ml; DMF:PBS(pH 7.2)(1:1): 0.5 mg/ml; DMSO: 15 mg/ml; Ethanol: 1 mg/ml
外見
A crystalline solid
酸解離定数(Pka)
2.29 · pKa 2.29±0.009(H2O) (Uncertain)

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。

危険有害性情報

Regulatory InformationDEA schedule IV controlled substance

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 SummaryFludiazepam has similar action to diazepam, but binds with four times more affinity to benzodiazepine receptors than diazepam.
Signs and SymptomsSymptoms of overdose include drowsiness, weakness, nausea, dizziness, abdominal pain, cerebral oedema and renal tubular necrosis, hyperglycaemia and hypoglycaemia, liver damage, encephalopathy, coma and death.
Carcinogen ClassificationNo indication of carcinogenicity to humans (not listed by IARC).

安全データ

化学と産業

薬理情報

ATC Code · 2 件

N - Nervous system

QN - Nervous system

PharmacodynamicsFludiazepam is a benzodiazepine derivative. It possesses anxiolytic, anticonvulsant, sedative and skeletal muscle relaxant properties. Fludiazepam accumulates primarily in the cortex and thalamus.
Mechanism of ActionFludiazepam has similar action to diazepam, but binds with four times more affinity to benzodiazepine receptors than diazepam.
Metabolism/Metabolites · 2 件

Hepatic.

Hepatic.

MeSH Pharmacological Classification · 3 件

Drugs used to prevent SEIZURES or reduce their severity.

A heterogeneous group of drugs used to produce muscle relaxation, excepting the neuromuscular blocking agents. They have their primary clinical and therapeutic uses in the treatment of muscle spasm and immobility associated with strains, sprains, and injuries of the back and, to a lesser degree, injuries to the neck. They have been used also for the treatment of a variety of clinical conditions that have in common only the presence of skeletal muscle hyperactivity, for example, the muscle spasms that can occur in MULTIPLE SCLEROSIS. (From Smith and Reynard, Textbook of Pharmacology, 1991, p358)

Agents that alleviate ANXIETY, tension, and ANXIETY DISORDERS, promote sedation, and have a calming effect without affecting clarity of consciousness or neurologic conditions. ADRENERGIC BETA-ANTAGONISTS are commonly used in the symptomatic treatment of anxiety but are not included here.

Cellular LocationsMembrane

用途と製造

UsesUsed for the short-term treatment of anxiety disorders.
Use ClassificationPharmaceuticals

関連反応

0 件
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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
id540
Ro-5-3438
Fludiazepam USP/EP/BP
Fludiazepam, 1mg/ml in Methanol
Bis(N,N-dibutylamine)-N,N’-disulfide-d36
RefChem:599328DTXCID10114768N05BA171-methyl-5-(2-fluorophenyl)-7-chloro-1,3-dihydro-2H-(1,4)benzodiazepin-2-oneFludiazepamum [INN-Latin]7-chloro-5-(2-fluorophenyl)-1-methyl-3H-1,4-benzodiazepin-2-oneID-540Fludiazepam [INN:JAN]

データベース識別子

CAS
3900-31-0
PubChem CID
3369
DTXSID
DTXSID00192277
ChEMBL
CHEMBL13291
ChEBI
CHEBI:31618
UNII
7F64A2K16Z
Nikkaji
J3.410J
NISTの化学物質情報
Fludiazepam(3900-31-0)
毒性
LD50 in mice (mg/kg): 910 orally; 360 i.p.; 1150 s.c. (Asami)

応用分野

説明Fludiazepam (Item No. 22424) is an analytical reference standard categorized as a benzodiazepine. Fludiazepam is regulated as a Schedule IV compound in the United States. This product is intended for research and forensic applications.

使用Fludiazepam is a drug which is a benzodiazepine derivative. Fludiazepam possesses anxiolytic, anticonvulsant, sedative and skeletal muscle relaxant properties.

上流・下流製品情報

上流原料

塩酸トリオキソクロム(VI)塩化ナトリウム