기본 정보
- 표준 SMILES
CN1C(=O)C(O)N=C(c2ccccc2Cl)c2cc(Cl)ccc21- InChIKey
FJIKWRGCXUCUIG-UHFFFAOYSA-N- 분자식
- C16H12Cl2N2O2
- 평균 분자량
- 335.2 g/mol
- 단동위원소 질량
- 334.02758298
개요
Lormetazepam is a 1,4-benzodiazepinone compound having a methyl substituent at the 1-position, a hydroxy substituent at the 3-position, a 2-chlorophenyl group at the 5-position and a chloro substituent at the 7-position. It has a role as a sedative. It is a 1,4-benzodiazepinone and an organochlorine compound.
이름 및 식별자
- 우선 이름
- Lormetazepam
- IUPAC
- 7-chloro-5-(2-chlorophenyl)-3-hydroxy-1-methyl-3H-1,4-benzodiazepin-2-one
- 영어명
- LORMETAZEPAM
- 분자식
- C16H12Cl2N2O2
- 분자량
- 335.18
이름 및 동의어
이름 더 보기
데이터베이스 식별자
- CAS
848-75-9- PubChem CID
- 13314
- DTXSID
DTXSID40862442- ChEMBL
CHEMBL22097- ChEBI
CHEBI:52993- UNII
- GU56C842ZA
- EC Number
- 212-700-5
- Nikkaji
- J7.142K
물성
구조 계산 물성
- XLogP
- 2.4
- 극성 표면적
- 52.9 Ų
- 수소 결합 공여자 수
- 1
- 수소 결합 수용자 수
- 3
- 회전 가능 결합 수
- 1
- 무거운 원자 수
- 22
- 형식 전하
- 0
- 복잡도
- 471
실험 및 물리화학적 성질
Drugs
DEA NFLIS-Drug Category -> Benzodiazepines
DEA Schedule IV Controlled Substance -> Depressants
Pharmaceuticals -> Benzodiazepines
Pharmaceuticals -> Synthetic Cannabinoids or Psychoactive Compounds
Pharmaceuticals
Human Drugs
Breast Feeding; Lactation; Milk, Human; Hypnotics and Sedatives; Anti-Anxiety Agents; Benzodiazepines
Pharmaceuticals
물리화학적 성질
- 녹는점
- 163 · 163-168°C
- 끓는 점
- 575.8 · 575.8±50.0 °C(Predicted)
- 밀도
- 1.4463 · 1.4463 (rough estimate)
- 굴절률
- 1.61 · 1.6100 (estimate)
- 인화점
- 9 ℃ · 9℃
- 저장 조건
- -20 °C · Controlled Substance, -20°C Freezer
- 용해도
- DMSO(약간 용해됨), 메탄올(약간 용해됨)
- 물리적 상태
- 고체
- 산도 계수 (pKa)
- 11.6 · 11.60±0.40(Predicted)
- 색상
- 옅은 노란색에서 옅은 녹색까지
화학적 성질
Pale Green Solid
안전 및 규제
GHS 분류
GHS Classification
Danger
H319 (33.3%): Causes serious eye irritation [Warning Serious eye damage/eye irritation]
P203, P260, P261, P263, P264, P264+P265, P270, P271, P280, P304+P340, P305+P351+P338, P318, P319, P337+P317, P403+P233, P405, and P501 (click each P-code to see the statement)
Aggregated GHS information provided per 3 reports by companies from 3 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.
유해성 정보
Regulatory Information
DEA schedule IV controlled substance
Lormetazepam: Does not have an individual approval but may be used under an appropriate group standard
독성 정보
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.
Toxicity Summary
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.
Drug Induced Liver Injury
Drug-Induced Liver Injury Severity and Toxicity (DILIst)
Lormetazepam
DILI Positive
DOI:10.1016/j.drudis.2019.09.022
안전 데이터
- wgk
- 1
- ridadr
- 3249
- risk_code
- 11-23/24/25-39/23/24/25-22
- hazard_code
- F,T
- safety_code
- 7-16-36/37-45-36
- 포장분류
- III
- 위험 등급
- 6.1(b)
화학 및 산업
약리 정보
ATC Code
N05CD06
N - Nervous system
QN - Nervous system
Pharmacodynamics
Lormetazepam is a benzodiazepine which reduces central nervous system (CNS) activity. It produces anxiolytic, muscle relaxant, sedative and hypnotic effects. Because it is a short-acting benzodiapine, it does not produce significant sedation after waking.
Mechanism of Action
Lormetazepam, as a benzodiazepine, binds to the regulatory site between the α and γ subunits of γ-aminobutryic acid (GABA) A receptors with γ2 and α1, α2, α3, or α5 subunits. This facilitates the opening of the chloride channel allowing chloride ions to flow into the neuron resulting in hyperpolarization. Hyperpolarized neurons require greater simulation to reach their action potential threshold. The general inhibitory effect on neuronal depolarization produces the effects of lormetazepam.
용도 및 제조
Uses
Use (kg; approx.) in Germany (2009): >25
Lormetazepam is a short-acting benzodiazepine and is sometimes used in patients who have difficulty in maintaining sleep or falling asleep.
응용 분야
용도An analog of Lorazepam (L469850). Sedative, hypnotic. Controlled substance (depressant).
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