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
名称をさらに表示
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
- 形式電荷
- 0
- 複雑度
- 577
実験および物理化学的性質
Collision Cross Section
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)
- 外見
- 個体
- 色
- ライトイエロー
- 水溶解度
- 32 mg/L · 32mg/L(22℃)
- InChI
- 1S/C23H26FN3O2/c24-19-10-8-18(9-11-19)21(28)7-4-14-26-15-12-23(13-16-26)22(29)25-17-27(23)20-5-2-1-3-6-20/h1-3,5-6,8-11H,4,7,12-17H2,(H,25,29)
- InChIKey
- DKGZKTPJOSAWFA-UHFFFAOYSA-N
- SMILES
- Fc1ccc(cc1)C(=O)CCCN2CCC3(CC2)N(CNC3=O)c4ccccc4
化学的性質
化学的特性Off-White Solid
安全と法規制
GHS分類
GHS Classification
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
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
- ストレージクラス
- 11 - Combustible Solids
化学と産業
薬理情報
MeSH Pharmacological Classification
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.
上流・下流製品情報
上流原料
下流製品
サプライヤー33 社
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
関連ノート
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