기본 정보
- CAS
26615-21-4- 표준 SMILES
CN(C)CCOC1=Cc2ccccc2Sc2ccc(Cl)cc21- InChIKey
HDOZVRUNCMBHFH-UHFFFAOYSA-N- 분자식
- C18H18ClNOS
- 평균 분자량
- 331.9 g/mol
- 단동위원소 질량
- 331.0797631
개요
Zotepine is a dibenzothiepine and a tertiary amino compound. It has a role as a serotonergic drug, an alpha-adrenergic drug and a second generation antipsychotic.
이름 및 식별자
- 우선 이름
- Zotepine
- IUPAC
- 2-(3-chlorobenzo[b][1]benzothiepin-5-yl)oxy-N,N-dimethylethanamine
- 현지명
- 조테핀
- 영어명
- ZOTEPINE
- 분자식
- C18H18ClNOS
- 분자량
- 331.86
이름 및 동의어
zotepine26615-21-4NipoleptLodopinZotepinaSetousZotepinumZotepinDTXSID90237562-[(8-chlorodibenzo[b,f]thiepin-10-yl)oxy]-N,N-dimethylethanamine2-Chloro-11-(2-(dimethylamino)ethoxy)dibenzo(b,f)thiepinU29O83JAZW
이름 더 보기
조테핀(ring-dMajorpinEtoxazole Impurity 9Zotepine, 10 mM in DMSO8-Chloro-10-[2-(dimethylamino)ethoxy]dibenzo[b,f]thiepinf)thiepin,2-chloro-11-(2-(dimethylamino)ethoxy)-dibenzo(
DTXCID603756CHEBI:323162-((8-Chlorodibenzo(b,f)thiepin-10-yl)oxy)-N,N-dimethylethanamine2-(8-chlorobenzo(b)(1)benzothiepin-6-yl)oxy-N,N-dimethylethanamine2-(8-chlorobenzo[b][1]benzothiepin-6-yl)oxy-N,N-dimethylethanamineZoleptil 25Zoleptil 50Zoleptil 100
데이터베이스 식별자
- CAS
26615-21-4- PubChem CID
- 5736
- DTXSID
DTXSID9023756- ChEMBL
CHEMBL285802
물성
구조 계산 물성
- XLogP
- 4.8
- 극성 표면적
- 37.8 Ų
- 수소 결합 공여자 수
- 0
- 수소 결합 수용자 수
- 3
- 회전 가능 결합 수
- 4
- 무거운 원자 수
- 22
- 형식 전하
- 0
- 복잡도
- 401
실험 및 물리화학적 성질
Drugs
Pharmaceuticals
Pharmaceuticals -> Listed in ZINC15
SolubilityPoorly soluble
Boiling Point478.4ºC
Melting Point90ºC
물리화학적 성질
- 녹는점
- 90 · 90-91°
- 끓는 점
- 478.4 · 478.4±45.0 °C(Predicted)
- 밀도
- 1.0675 · 1.0675 (rough estimate)
- 굴절률
- 1.61 · 1.6100 (estimate)
- 저장 조건
- Store at RT
- 용해도
- 20 mg/mL · DMSO: ≥20mg/mL
- 물리적 상태
- 가루
- 산도 계수 (pKa)
- 8.72 · 8.72±0.28(Predicted)
- 색상
- 흰색에서 황백색까지
- InChI
- 1S/C18H18ClNOS/c1-20(2)9-10-21-16-11-13-5-3-4-6-17(13)22-18-8-7-14(19)12-15(16)18/h3-8,11-12H,9-10H2,1-2H3
- InChIKey
- HDOZVRUNCMBHFH-UHFFFAOYSA-N
- SMILES
안전 및 규제
안전 정보는 참고용이며, 공급업체의 물질안전보건자료(SDS), 관련 법규 및 전문가 평가를 대체하지 않습니다.
GHS 분류
GHS Classification
Warning
H302 (100%): Harmful if swallowed [Warning Acute toxicity, oral]
P264, P270, P273, P301+P317, P330, P391, and P501 (click each P-code to see the statement)
Aggregated GHS information provided per 41 reports by companies from 3 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.
Danger
H361: Suspected of damaging fertility or the unborn child [Warning Reproductive toxicity]
유해성 정보
Hazard Classes and Categories
Acute Tox. 4 (100%)
Reproductive toxicity - Category 2, Additional category: Effects on or via lactation
안전 데이터
- wgk
- 3
- ridadr
- UN 2811 6.1 / PGIII
- 독성
- LD50 in male mice, rats (mg/kg): 108, 458 orally; 43.3, 39.7 i.v.; 40.0, 97.0 i.p.; 84.9, 2080 s.c. (Fukuhara)
- risk_code
- 25-50/53
- hazard_code
- T
- safety_code
- 45-60-61
- Hazard Classifications
- Acute Tox. 4 OralAquatic Acute 1Aquatic Chronic 1
- 스토리지 클래스
- 11 - Combustible Solids
화학 및 산업
약리 정보
ATC Code
N - Nervous system
QN - Nervous system
Protein BindingPlasma protein binding of zotepine and its major active metabolite norzotepine account for 97% of the administered dose.
Pharmacodynamics
In preclinical studies, zotepine is characterized by the presence of a strong antiserotonergic activity when compared with other neuroleptic drugs. It has also been reported to present elevations in the seizure threshold in the amygdaloid nucleus. When zotepine's effects were analyzed by electroencephalography, it was noted a typical response of a low-potency neuroleptics of the sedative type. Administration of zotepine has shown improvements in numerical movements and complex reaction. These effects tend to be accompanied by increases in pulse rate, increase in prolactin levels and some typical neuroleptic side effects.
Mechanism of Action
Zotepine is a dopamine antagonist that has a high affinity for D1- and D2-like receptors. It presents a strong antagonism for several serotonin receptors, such as 5-HT2a, 5-HT2c, 5-HT6 and 5-HT7. Zotepine activities are also related to the inhibition of noradrenaline reuptake and serotonergic activity. All these effects allow zotepine to improve the negative and cognitive symptoms of schizophrenia.
Biological Half-LifeThe half-life of zotepine is reported to be of 21 hours.
Metabolism/Metabolites
Zotepine is well metabolized in the body, it actually undergoes extensive first-pass metabolism to the metabolite norzotepine and several inactive metabolites. The main enzymes involved in zotepine metabolism are CYP1A2 and CYP3A4. Some of the main metabolic pathways include N-demethylation and oxygenation of N or S atoms, hydroxylation of the aromatic ring and consecutive conjugation.
Zotepine has known human metabolites that include 2-hydroxy-zotepine, Norzotepine, Zotepine -oxide, 3-hydroxy-zotepine, and Zotepine N-oxide.
MeSH Pharmacological Classification
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