メダゼパム

レスミット · 1-メチル-5-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 · 7-クロロ-2,3-ジヒドロ-1-メチル-5-フェニル-1H-1,4-ベンゾジアゼピン · メザパム · メダゼパム · メダゼパム (JP17) · パムネース · 7-クロロ-1-メチル-5-フェニル-2,3-ジヒドロ-1H-1,4-ベンゾジアゼピン

https://huagongshe.com/ja/chemical/4041

識別子と物理属性

CAS No.	2898-12-6
分子式	C16H15ClN2
平均分子量	270.75 g/mol
単同位体質量	270.09237616 g/mol
SMILES	CN1CCN=C(c2ccccc2)c2cc(Cl)ccc21
InChIKey	YLCXGBZIZBEVPZ-UHFFFAOYSA-N
PubChem CID	4041
ChEMBL	CHEMBL28333
ChEBI	CHEBI:31807
EC No.	220-783-4
DTXSID	DTXSID1048708
現地名	メダゼパム

化学・物理的性質

XLogP	4.4
極性表面積	15.6
水素結合供与体数	0
水素結合受容体数	2
回転可能結合数	1
重原子数	19
形式電荷	0
複雑度	336
医薬品	DEA NFLIS-Drug Category -> BenzodiazepinesDEA Schedule IV Controlled Substance -> DepressantsPharmaceuticalsPharmaceuticals -> BenzodiazepinesPharmaceuticals -> Synthetic Cannabinoids or Psychoactive Compounds
SpringerMaterials Properties	Fusion temperature
Human Drugs	Pharmaceuticals
Collision Cross Section	160.8 Å² [M+H]+ [CCS Type: TWMethod: Major Mix IMS/Tof Calibration Kit (Waters)]
融点	95-97°
沸点	420.36°C (rough estimate)
密度	1.1336 (rough estimate)
屈折率	1.5749 (estimate)
貯蔵条件	-20°C
溶解度	Methanol (Slightly), Water (Slightly)10.83mg/L(37℃)
外観・状態	Solid
pKa（酸解離定数）	pKa 6.2(H2O) (Uncertain)
色	Yellow to Orange
主な用途	臨床検査
InChI	1S/C16H15ClN2.ClH/c1-19-10-9-18-16(12-5-3-2-4-6-12)14-11-13(17)7-8-15(14)19/h2-8,11H,9-10H2,1H3
InChIKey	XBWAZCLHZCFCGK-UHFFFAOYSA-N
SMILES	Clc1cc2c(cc1)N(CCN=C2c3ccccc3)C.Cl

安全性と法規制

GHS 分類	WarningH302 (100%): Harmful if swallowed [Warning Acute toxicity, oral]P203, P260, P261, P263, P264, P270, P271, P280, P301+P317, P304+P340, P318, P319, P330, P403+P233, P405, and P501 (click each P-code to see the statement)Aggregated GHS information provided per 31 reports by companies from 3 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.
規制情報	DEA schedule IV controlled substance
その他の安全情報	IMAP assessments - 1H-1,4-Benzodiazepine, 7-chloro-2,3-dihydro-1-methyl-5-phenyl-: Environment tier I assessment
Hazard Classes and Categories	Acute Tox. 4 (100%)
Treatment	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.
毒性の概要	Benzodiazepines bind nonspecifically to benzodiazepine receptors BNZ1, which mediates sleep, and BNZ2, which affects affects muscle relaxation, anticonvulsant activity, motor coordination, and memory. As benzodiazepine receptors are thought to be coupled to gamma-aminobutyric acid-A (GABAA) receptors, this enhances the effects of GABA by increasing GABA affinity for the GABA receptor. Binding of the inhibitory neurotransmitter GABA to the site opens the chloride channel, resulting in a hyperpolarized cell membrane that prevents further excitation of the cell.

用途

解説

7-chloro-2,3-dihydro-1-methyl-5-phenyl-1H-1,4-benzodiazepine．C16H15ClN2(270.76)．2-アミノ-5-クロロベンゾフェノンに塩化アルミニウムの存在下，エチレンイミンを反応させ，ベンゾジアゼヒン骨格を合成したのち，N-メチル化すると得られる．"白色の結晶．融点95～97 ℃．クロロホルムに易溶，エタノールに可溶，水に不溶．ジアゼパムと同様に精神安定剤としての作用が強く，催眠鎮静剤，抗不安剤として使用される．LD50 1070 mg/kg(マウス，経口)．[CAS 2898-12-6]森北出版「化学辞典（第2版）

用途

バルビツール酸誘導体です。中枢神経系に作用し、特に脳幹網様体賦活系に対する抑制作用を示します。作用時間は長時間です。

使用

Tranquilizer (minor).