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ピポチアジン

Pipotiazine

HCID 62867
ノート反応
基本情報概要名称と識別子物性安全と法規制化学と産業関連反応化合物ノート
部分構造検索類似構造を探す

基本情報

CAS
39860-99-6
標準SMILES
CN(C)S(=O)(=O)c1ccc2c(c1)N(CCCN1CCC(CCO)CC1)c1ccccc1S2
InChIKey
JOMHSQGEWSNUKU-UHFFFAOYSA-N
分子式
C24H33N3O3S2
平均分子量
475.7 g/mol
単同位体質量
475.19633427

概要

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.

名称と識別子

優先名称
Pipotiazine
IUPAC
10-[3-[4-(2-hydroxyethyl)piperidin-1-yl]propyl]-N,N-dimethylphenothiazine-2-sulfonamide
現地名
ピポチアジン
英語名
Pipotiazine
分子式
C24H33N3O3S2
分子量
475.67

名称と別名

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-
名称をさらに表示
10-[3-[4-(2-ヒドロキシエチル)ピペリジノ]プロピル]-N,N-ジメチル-10H-フェノチアジン-2-スルホンアミドピポルチルピポチアジン10-{3-[4-(2-ヒドロキシエチル)ピペリジン-1-イル]プロピル}-N,N-ジメチル-10H-フェノチアジン-2-スルホンアミド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-

物性

構造計算による物性

XLogP
3.5
極性表面積
97.8 Ų
水素結合供与体数
1
水素結合受容体数
7
回転可能結合数
8
重原子数
32
形式電荷
0
複雑度
691

実験および物理化学的性質

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

物理化学的性質

沸点
650.4 · 650.4±65.0 °C(Predicted)
比重(密度)
1.236 · 1.236±0.06 g/cm3(Predicted)
溶解性
Chloroform (Slightly), Methanol (Sparingly)
酸解離定数(Pka)
15.1 · 15.10±0.10(Predicted)
外見
Solid
色
Pale Yellow to Light Yellow

安全と法規制

安全情報は参考情報です。供給元の安全データシート(SDS)、適用法令、専門家による評価に代わるものではありません。

GHS分類

GHS Classification · 4 件

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.

危険有害性情報

Hazard Classes and CategoriesAcute Tox. 4 (100%)

安全データ

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

化学と産業

薬理情報

ATC Code · 2 件

N - Nervous system

QN - Nervous system

Pharmacodynamics · 1 件

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 · 1 件

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

応用分野

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

上流・下流製品情報

関連反応

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化合物ノート

読み込み中…

このページの内容基本情報概要名称と識別子物性安全と法規制化学と産業関連反応化合物ノート
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

データベース識別子

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

上流原料

ナトリウムアミド水酸化ナトリウム塩酸メタンスルホニルクロリド

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