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Pipotiazine

HCID 62867
노트반응
기본 정보개요이름 및 식별자물성안전 및 규제화학 및 산업관련 반응화합물 노트
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기본 정보

CAS
39860-99-6
표준 SMILES
CN(C)S(=O)(=O)c1ccc2c(c1)N(CCCN1CCC(CCO)CC1)c1ccccc1S2
InChIKey
JOMHSQGEWSNUKU-UHFFFAOYSA-N
분자식
C24H33N3O3S2
평균 분자량
475.7 g/mol
단동위원소 질량
475.19633427

개요

Pipotiazine has actions similar to those of other phenothiazines. Among the different phenothiazine derivatives, it appears to be less sedating and to have a weak propensity for causing hypotension or potentiating the effects of CNS depressants and anesthetics. However, it produces a high incidence of extra pyramidal reactions. It is used for the maintenance treatment of chronic non-agitated schizophrenic patients. Symptoms of overdose include severe extrapyramidal manifestations, hypotension, lethargy and sedation.

이름 및 식별자

우선 이름
Pipotiazine
IUPAC
10-[3-[4-(2-hydroxyethyl)piperidin-1-yl]propyl]-N,N-dimethylphenothiazine-2-sulfonamide
영어명
Pipotiazine
분자식
C24H33N3O3S2
분자량
475.67

이름 및 동의어

Pipotiazine39860-99-6PipothiazinePiportilPipotiazinumPipotiazina10-[3-[4-(2-hydroxyethyl)piperidin-1-yl]propyl]-N,N-dimethylphenothiazine-2-sulfonamideL903J9JPYVDTXSID4019291310-(3-(4-(2-hydroxyethyl)piperidin-1-yl)propyl)-N,N-dimethyl-10H-phenothiazine-2-sulfonamide10-{3-[4-(2-HYDROXYETHYL)PIPERIDIN-1-YL]PROPYL}-N,N-DIMETHYL-10H-PHENOTHIAZINE-2-SULFONAMIDE10H-Phenothiazine-2-sulfonamide,10-(3-(4-(2-hydroxyethyl)-1-piperidinyl)propyl)-N,N-dimethyl-
이름 더 보기
19366 RPPipothizainePipotiazine USP/EP/BPPipotiazine (base and/or unspecified esters)10-[3-[4-(2-Hydroxyethyl)piperidino]propyl]-N,N-dimethyl-10H-phenothiazine-2-sulfonamide10H-Phenothiazine-2-sulfonamide, 10-[3-[4-(2-hydroxyethyl)-1-piperidinyl]propyl]-N,N-dimethyl-
10-(3-(4-(2-HYDROXYETHYL)PIPERIDINO)PROPYL)-N,N-DIMETHYLPHENOTHIAZINE-2-SULFONAMIDEpipotiazin10-(3-(4-(2-hydroxyethyl)piperidin-1-yl)propyl)-N,N-dimethylphenothiazine-2-sulfonamideRP 19366RefChem:863632DTXCID80115404N05AC0419366-RP

물성

구조 계산 물성

XLogP
3.5
극성 표면적
97.8 Ų
수소 결합 공여자 수
1
수소 결합 수용자 수
7
회전 가능 결합 수
8
무거운 원자 수
32
형식 전하
0
복잡도
691

실험 및 물리화학적 성질

DrugsPharmaceuticals -> Listed in ZINC15
Solubility1.27e-02 g/L
Physical DescriptionSolid

물리화학적 성질

끓는 점
650.4 · 650.4±65.0 °C(Predicted)
밀도
1.236 · 1.236±0.06 g/cm3(Predicted)
용해도
클로로포름(약간 용해됨), 메탄올(약간 용해됨)
산도 계수 (pKa)
15.1 · 15.10±0.10(Predicted)
물리적 상태
고체
색상
연한 노란색에서 밝은 노란색까지

안전 및 규제

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

GHS 분류

GHS Classification · 4건

Warning

H302 (100%): Harmful if swallowed [Warning Acute toxicity, oral]

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

The GHS information provided by 1 company from 1 notification to the ECHA C&L Inventory.

유해성 정보

Hazard Classes and CategoriesAcute Tox. 4 (100%)

안전 데이터

독성
LD50 in mice (mg/kg): 108 i.p.; 360 s.c.; 440 orally (Julou)

화학 및 산업

약리 정보

ATC Code · 2건

N - Nervous system

QN - Nervous system

Pharmacodynamics · 1건

Pipotiazine has actions similar to those of other phenothiazines. Among the different phenothiazine derivatives, it appears to be less sedating and to have a weak propensity for causing hypotension or potentiating the effects of CNS depressants and anesthetics. However, it produces a high incidence of extra pyramidal reactions. It reduces activity of dopamine receptors in the limbic system. Its 5-HT antagonism helps normalize dopamine activity in the cortical regions.

Mechanism of Action · 1건

Pipotiazine acts as an antagonist (blocking agent) on different postsysnaptic receptors -on dopaminergic-receptors (subtypes D1, D2, D3 and D4 - different antipsychotic properties on productive and unproductive symptoms), on serotonergic-receptors (5-HT1 and 5-HT2, with anxiolytic, antidepressive and antiaggressive properties as well as an attenuation of extrapypramidal side-effects, but also leading to weight gain, fall in blood pressure, sedation and ejaculation difficulties), on histaminergic-receptors (H1-receptors, sedation, antiemesis, vertigo, fall in blood pressure and weight gain), alpha1/alpha2-receptors (antisympathomimetic properties, lowering of blood pressure, reflex tachycardia, vertigo, sedation, hypersalivation and incontinence as well as sexual dysfunction, but may also attenuate pseudoparkinsonism - controversial) and finally on muscarinic (cholinergic) M1/M2-receptors (causing anticholinergic symptoms like dry mouth, blurred vision, obstipation, difficulty/inability to urinate, sinus tachycardia, ECG-changes and loss of memory, but the anticholinergic action may attenuate extrapyramidal side-effects).

Cellular LocationsExtracellular

응용 분야

용도Pipotiazine is drug repurposing for Covid-19: discovery of potential small-molecule inhibitors of spike protein-ACE2 receptor interaction through virtual screening and consensus scoring.

상·하류 제품 정보

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데이터베이스 식별자

CAS
39860-99-6
PubChem CID
62867
DTXSID
DTXSID40192913
ChEMBL
CHEMBL398880
UNII
L903J9JPYV
EC Number
254-659-6
Nikkaji
J16.029F

상류 원료

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공급사10 곳

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