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Nordiazepam

HCID 2997
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인쇄 미리보기

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기본 정보개요이름 및 식별자물성안전 및 규제화학 및 산업관련 반응화합물 노트
부분 구조 검색유사 구조 찾기

기본 정보

CAS
1088-11-5
표준 SMILES
O=C1CN=C(c2ccccc2)c2cc(Cl)ccc2N1
InChIKey
AKPLHCDWDRPJGD-UHFFFAOYSA-N
분자식
C15H11ClN2O
평균 분자량
270.71 g/mol
단동위원소 질량
270.05599065

개요

Nordazepam is a 1,4-benzodiazepinone having phenyl and chloro substituents at positions 5 and 7 respectively; it has anticonvulsant, anxiolytic, muscle relaxant and sedative properties but is used primarily in the treatment of anxiety. It has a role as an anxiolytic drug, an anticonvulsant, a sedative, a GABA modulator and a human metabolite. It is a 1,4-benzodiazepinone and an organochlorine compound.

이름 및 식별자

우선 이름
Nordiazepam
IUPAC
7-chloro-5-phenyl-1,3-dihydro-1,4-benzodiazepin-2-one
영어명
Nordazepam
분자식
C15H11ClN2O
분자량
270.71

이름 및 동의어

NordazepamNordiazepamdesmethyldiazepamNorprazepam1088-11-5N-DesmethyldiazepamN-DemethyldiazepamN-DeoxydemoxepamMadar1-DemethyldiazepamN1-DesmethyldiazepamDemethyldiazepam
이름 더 보기
NDZNDDDmdzA 101NordazCalmday
StilnyPraxadiumDemadarNordazepamumNordazepam CIV7-Chloro-1,3-dihydro-5-phenyl-2H-1,4-benzodiazepin-2-oneN-Descyclopropylmethylprazepam7-chloro-5-phenyl-1,3-dihydro-1,4-benzodiazepin-2-one

데이터베이스 식별자

CAS
1088-11-5
PubChem CID
2997
DTXSID
DTXSID2049000
ChEMBL
CHEMBL523
ChEBI
CHEBI:111762
UNII
67220MCM01
EC Number
214-123-4
Nikkaji
J7.250H

물성

구조 계산 물성보충 중

XLogP
2.9
극성 표면적
41.5 Ų
수소 결합 공여자 수
1
수소 결합 수용자 수
2
회전 가능 결합 수
1
무거운 원자 수
19
형식 전하
0
복잡도
376

실험 및 물리화학적 성질

Chemical ClassesPharmaceutical
Drugs · 5건

DEA NFLIS-Drug Category -> Benzodiazepines

DEA Schedule IV Controlled Substance -> Depressants

Pharmaceuticals -> Benzodiazepines

Pharmaceuticals -> Synthetic Cannabinoids or Psychoactive Compounds

Pharmaceuticals -> Listed in ZINC15

Solubility>40.6 [ug/mL] (The mean of the results at pH 7.4)
Human DrugsPharmaceuticals
Collision Cross Section160.1 Ų [M+H]+ [CCS Type: TW; Method: Major Mix IMS/Tof Calibration Kit (Waters)]

물리화학적 성질

녹는점
208 · 208-210°C
끓는 점
453.1 · 453.1±45.0 °C(Predicted)
밀도
1.2576 · 1.2576 (rough estimate)
굴절률
1.633 · 1.6330 (estimate)
인화점
11 °C · 11 °C
저장 조건
2 · 2-8°C
용해도
10 mg/mL · DMSO: >10mg/mL

안전 및 규제

안전 정보는 참고용이며, 공급업체의 물질안전보건자료(SDS), 관련 법규 및 전문가 평가를 대체하지 않습니다.

GHS 분류

GHS Classification · 5건

This chemical does not meet GHS hazard criteria for 8.3% (4 of 48) of reports.

Warning

H302 (89.6%): Harmful if swallowed [Warning Acute toxicity, oral]

P264, P270, P301+P317, P330, and P501 (click each P-code to see the statement)

Aggregated GHS information provided per 48 reports by companies from 4 notifications to the ECHA C&L Inventory.

유해성 정보

Regulatory Information · 3건

DEA schedule IV controlled substance

Status: Active Update: 04-04-2018 https://echa.europa.eu/registration-dossier/-/registered-dossier/21623

2H-1,4-Benzodiazepin-2-one, 7-chloro-1,3-dihydro-5-phenyl-: Does not have an individual approval but may be used under an appropriate group standard

Hazard Classes and CategoriesAcute Tox. 4 (89.6%)

독성 정보

Treatment · 1건

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.

화학 및 산업

약리 정보

ATC Code · 3건

N05BA16

N - Nervous system

QN - Nervous system

Metabolism/MetabolitesNordiazepam has known human metabolites that include Oxazepam.
MeSH Pharmacological Classification · 2건

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.

Substances that do not act as agonists or antagonists but do affect the GAMMA-AMINOBUTYRIC ACID receptor-ionophore complex. GABA-A receptors (RECEPTORS, GABA-A) appear to have at least three allosteric sites at which modulators act: a site at which BENZODIAZEPINES act by increasing the opening frequency of GAMMA-AMINOBUTYRIC ACID-activated chloride channels; a site at which BARBITURATES act to prolong the duration of channel opening; and a site at which some steroids may act. GENERAL ANESTHETICS probably act at least partly by potentiating GABAergic responses, but they are not included here.

Tissue LocationsKidney
Cellular LocationsCytoplasm

용도 및 제조

Use Classification · 2건

Pharmaceuticals

Pharmaceuticals -> Transformation products

상·하류 제품 정보

상류 원료

벤조페논디페닐아민헥사민

관련 반응

32건
반응 기록 만들기
HRID 103397 반응식
HRID 103397생성물로Training data from https://doi.org/10.1039/C8SC04228D (2/10)
HRID 106654 반응식
HRID 106654생성물로Training data from https://doi.org/10.1039/C8SC04228D (2/10)
HRID 262942 반응식
HRID 262942생성물로uspto-grants-1979_05
HRID 262943 반응식
HRID 262943반응물로uspto-grants-1979_05
HRID 328109 반응식
HRID 328109반응물로uspto-grants-1977_04
HRID 462039 반응식
HRID 462039반응물로uspto-grants-1977_12
HRID 663836 반응식
HRID 663836반응물로Training data from https://doi.org/10.1039/C8SC04228D (3/10)
HRID 704543 반응식
HRID 704543생성물로uspto-grants-1991_01
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화합물 노트

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이 페이지에서기본 정보개요이름 및 식별자물성안전 및 규제화학 및 산업관련 반응화합물 노트
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새 노트새 반응견적 요청하기
산도 계수 (pKa)
3.5 · pKa 3.5 12.0 (5%MeOH in H2O t=20 I=0.15) (Uncertain)
물리적 상태
깔끔한 &_& 파우더
색상
흰색에서 밝은 황갈색
주요 응용
임상 시험
InChI
1S/C15H11ClN2O/c16-11-6-7-13-12(8-11)15(17-9-14(19)18-13)10-4-2-1-3-5-10/h1-8H,9H2,(H,18,19)
InChIKey
AKPLHCDWDRPJGD-UHFFFAOYSA-N
SMILES
Clc1ccc2NC(=O)CN=C(c3ccccc3)c2c1
LogP
2.93 · 2.930
NIST
Nordazepam(1088-11-5)
EPA
2 H-1,4-Benzodiazepin-2-one, · 2H-1,4-Benzodiazepin-2-one, 7-chloro-1,3-dihydro-5-phenyl- (1088-11-5)

화학적 성질

Off-White Solid

Toxicity Summary · 1건

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.

Carcinogen ClassificationNo indication of carcinogenicity to humans (not listed by IARC).
Drug Induced Liver Injury · 4건

Drug-Induced Liver Injury Severity and Toxicity (DILIst)

Nordazepam

DILI Positive

DOI:10.1016/j.drudis.2019.09.022

USGS Health-Based Screening Levels for Evaluating Water-Quality · 3건

Nordiazepam

Pharmaceutical

Smith, C.D. and Nowell, L.H., 2024. Health-Based Screening Levels for evaluating water-quality data (3rd ed.). DOI:10.5066/F71C1TWP

안전 데이터

wgk
3
rtecs
DF1750000
ridadr
3249
독성
LD50 in mice (mg/kg): 2750 orally, >400 i.p. (Randall); LD50 in mice, rats (mg/kg): 1300, >5200 orally (company communication)
HS 번호
2933910000
risk_code
22-39/23/24/25-23/24/25-11
hazard_code
Xn,T,F
safety_code
7-16-36/37-45
포장분류
III
위험 등급
6.1(b)
Hazard Classifications
Acute Tox. 3 DermalAcute Tox. 3 InhalationAcute Tox. 3 OralFlam. Liq. 2STOT SE 1
스토리지 클래스
3 - Flammable liquids
아세트산(빙초산)

하류 제품

BENZP-디니트라이드-티오-케톤pinazepam

추가 설명

정의ChEBI: A 1,4-benzodiazepinone having phenyl and chloro substituents at positions 5 and 7 respectively; it has anticonvulsant, anxiolytic, muscle relaxant and sedative properties but is used primarily in the treatment of anxiety.