スピペロン

Spiperone

HCID 5265CAS 749-02-0

基本情報

標準SMILES
O=C(CCCN1CCC2(CC1)C(=O)NCN2c1ccccc1)c1ccc(F)cc1
InChIKey
DKGZKTPJOSAWFA-UHFFFAOYSA-N
分子式
C23H26FN3O2
平均分子量
395.5 g/mol
単同位体質量
395.20090529

概要

Spiperone is an azaspiro compound that is 1,3,8-triazaspiro[4.5]decane which is substituted at positions 1, 4, and 8 by phenyl, oxo, and 4-(p-fluorophenyl)-4-oxobutyl groups, respectively. It has a role as a psychotropic drug, an antipsychotic agent, an alpha-adrenergic antagonist, a serotonergic antagonist and a dopaminergic antagonist. It is a member of piperidines, an azaspiro compound, an organofluorine compound, a tertiary amino compound and an aromatic ketone.

名称と識別子

優先名称
Spiperone
IUPAC
8-[4-(4-fluorophenyl)-4-oxobutyl]-1-phenyl-1,3,8-triazaspiro[4.5]decan-4-one
現地名
スピペロン
英語名
SPIPERONE
分子式
C23H26FN3O2
分子量
395.47

名称と別名

spiperone749-02-0SpiropitanSpiroperidolEspiperonaSpiperonum8-[4-(4-fluorophenyl)-4-oxobutyl]-1-phenyl-1,3,8-triazaspiro[4.5]decan-4-oneR 5147DTXSID50452058-(3-(p-Fluorobenzoyl)propyl)-1-phenyl-1,3,8-triazaspiro(4.5)decan-4-one8-(3-p-Fluorobenzoyl-1-propyl)-4-oxo-1-phenyl-1,3,8-triazaspiro(4,5)decaneR-5147
名称をさらに表示
スピペロンスピペロン (JAN)8-[4-(4-フルオロフェニル)-4-オキソブチル]-1-フェニル-1,3,8-トリアザスピロ[4.5]デカン-4-オンスピロピタン8-[3-(p-フルオロベンゾイル)プロピル]-1-フェニル-1,3,8-トリアザスピロ[4.5]デカン-4-オンスピロペリドール8-[3-(4-フルオロベンゾイル)プロピル]-1-フェニル-1,3,8-トリアザスピロ[4.5]デカン-4-オンr5147SpiperonLuopenglongSpiperone-d5SpiperoneHClSpiroperidoneSpiperone, 10 mM in DMSO
NSC-1709834X6E73CJ0Q1,3,8-Triazaspiro(4.5)decan-4-one, 8-(4-(4-fluorophenyl)-4-oxobutyl)-1-phenyl-CHEBI:9233DTXCID30252058-(4-(4-Fluorophenyl)-4-oxobutyl)-1-phenyl-1,3,8-triazaspiro[4.5]decan-4-one8-[3-(p-Fluorobenzoyl)propyl]-1-phenyl-1,3,8-triazaspiro[4.5]decan-4-oneSpiroperone

データベース識別子

CAS
749-02-0
PubChem CID
5265
DTXSID
DTXSID5045205
ChEMBL
CHEMBL267930
ChEBI
CHEBI:9233
UNII
4X6E73CJ0Q
EC Number
212-024-0
Nikkaji
J3.320K

物性

構造計算による物性

XLogP
3
極性表面積
52.7 Ų
水素結合供与体数
1
水素結合受容体数
5
回転可能結合数
6
重原子数
29

実験および物理化学的性質

Solubility50.1 [ug/mL] (The mean of the results at pH 7.4)
Collision Cross Section · 2 件

193.8 Ų [M+H]+ [CCS Type: TW; Method: calibrated with polyalanine and drug standards]

199.03 Ų [M+Na]+ [CCS Type: TW; Method: calibrated with polyalanine and drug standards]

物理化学的性質

融点
190 · 190-193.60C
沸点
630.6 · 630.6±55.0 °C(Predicted)
比重(密度)
1.1714 · 1.1714 (estimate)
貯蔵温度
Store at RT
溶解性
2 O: · H2O: 微溶性0.2mg/mL
酸解離定数(Pka)
8.31 · pKa 8.31 (Uncertain);9.09 (Uncertain)

化学的性質

化学的特性Off-White Solid

安全と法規制

GHS分類

GHS Classification · 4 件

Warning

H302 (98.5%): Harmful if swallowed [Warning Acute toxicity, oral]

P203, P264, P270, P280, P301+P317, P318, P330, P405, and P501 (click each P-code to see the statement)

Aggregated GHS information provided per 68 reports by companies from 3 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.

危険有害性情報

Hazard Classes and CategoriesAcute Tox. 4 (98.5%)

安全データ

wgk
3
rtecs
XX8925000
risk_code
22-63
hazard_code
Xn
safety_code
36/37
Hazard Classifications
Acute Tox. 4 OralRepr. 2

化学と産業

薬理情報

MeSH Pharmacological Classification · 2 件

Agents that control agitated psychotic behavior, alleviate acute psychotic states, reduce psychotic symptoms, and exert a quieting effect. They are used in SCHIZOPHRENIA; senile dementia; transient psychosis following surgery; or MYOCARDIAL INFARCTION; etc. These drugs are often referred to as neuroleptics alluding to the tendency to produce neurological side effects, but not all antipsychotics are likely to produce such effects. Many of these drugs may also be effective against nausea, emesis, and pruritus.

Drugs that bind to but do not activate DOPAMINE RECEPTORS, thereby blocking the actions of dopamine or exogenous agonists. Many drugs used in the treatment of psychotic disorders (ANTIPSYCHOTIC AGENTS) are dopamine antagonists, although their therapeutic effects may be due to long-term adjustments of the brain rather than to the acute effects of blocking dopamine receptors. Dopamine antagonists have been used for several other clinical purposes including as ANTIEMETICS, in the treatment of Tourette syndrome, and for hiccup. Dopamine receptor blockade is associated with NEUROLEPTIC MALIGNANT SYNDROME.

応用分野

使用Spiperone is an antipsychotic.

一般的な説明Spiperone is a butyrophenone antipsychotic agent. It induces calcium-dependent chloride secretion in the airway and functions as a potential therapeutic target for cystic fibrosis.

サプライヤー33 社

Career Henan Chemica Co+86-0371-86658258 +86-13203830695 · [email protected]
武汉英诺医药科技有限公司+86-027-59232304 15387063101 · [email protected]
成都超九八生物科技有限公司13348960310 13348960310 · [email protected]
武汉易泰科技有限公司上海分公司18930552037 · [email protected]
安耐吉化学&3A(安徽泽升科技有限公司)021-58432009 400-005-6266 · [email protected]

補足説明

定義ChEBI: An azaspiro compound that is 1,3,8-triazaspiro[4.5]decane which is substituted at positions 1, 4, and 8 by phenyl, oxo, and 4-(p-fluorophenyl)-4-oxobutyl groups, respectively.

関連反応

13 件

関連ノート

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