基本情報
- CAS
1893-33-0- 標準SMILES
NC(=O)C1(N2CCCCC2)CCN(CCCC(=O)c2ccc(F)cc2)CC1- InChIKey
AXKPFOAXAHJUAG-UHFFFAOYSA-N- 分子式
- C21H30FN3O2
- 平均分子量
- 375.5 g/mol
- 単同位体質量
- 375.23220537
名称と識別子
- 優先名称
- Pipamperone
- IUPAC
- 1-[4-(4-fluorophenyl)-4-oxobutyl]-4-piperidin-1-ylpiperidine-4-carboxamide
- 現地名
- ピパンペロン
- 英語名
- Pipamperone dihydrochloride approx. 99
- 分子式
- C21H30FN3O2
- 分子量
- 375.48
名称と別名
名称をさらに表示
データベース識別子
- CAS
1893-33-0- PubChem CID
- 4830
- DTXSID
DTXSID8048369- ChEMBL
CHEMBL440294- ChEBI
CHEBI:78549- UNII
- 5402501F0W
- EC Number
- 606-172-9
- Nikkaji
- J7.805K
物性
構造計算による物性
- XLogP
- 2
- 極性表面積
- 66.6 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
- 7
- 重原子数
- 27
- 形式電荷
- 0
- 複雑度
- 506
実験および物理化学的性質
Collision Cross Section
192.6 Ų [M+H]+ [CCS Type: TW; Method: calibrated with polyalanine and drug standards]
194.1 Ų [M+H]+ [CCS Type: TW; Method: Major Mix IMS/Tof Calibration Kit (Waters)]
194.65 Ų [M+Na]+ [CCS Type: TW; Method: calibrated with polyalanine and drug standards];191.8 Ų [M+H]+ [CCS Type: TW; Method: calibrated with polyalanine and drug standards]
物理化学的性質
- 融点
- 126 °C · 126°C(lit.)
- 沸点
- 563.7 · 563.7±50.0 °C(Predicted)
- 比重(密度)
- 1.1017 · 1.1017 (estimate)
- 貯蔵温度
- -20 °C · Store at -20°C
- 溶解性
- 2 O: · H2O: ~50 mg/mL
- 外見
- 粉
- 酸解離定数(Pka)
- 16.2 · 16.20±0.20(Predicted)
- 色
- 白い
- 水溶解度
- 81.7 mg/L · 81.7mg/L at 25℃
- Merck
- 14 · 14,7455
- LogP
- 2.42 · 2.42
- EPAの化学物質情報
- Pipamperone (1893-33-0)
安全と法規制
GHS分類
GHS Classification
Danger
H301 (75%): Toxic if swallowed [Danger Acute toxicity, oral];H302+H312+H332 (25%): Harmful if swallowed, in contact with skin or if inhaled [Warning Acute toxicity, oral; acute toxicity, dermal; acute toxicity, inhalation];H302 (25%): Harmful if swallowed [Warning Acute toxicity, oral];H312 (25%): Harmful in contact with skin [Warning Acute toxicity, dermal];H315 (25%): Causes skin irritation [Warning Skin corrosion/irritation];H332 (25%): Harmful if inhaled [Warning Acute toxicity, inhalation];H335 (25%): May cause respiratory irritation [Warning Specific target organ toxicity, single exposure; Respiratory tract irritation];H411 (50%): Toxic to aquatic life with long lasting effects [Hazardous to the aquatic environment, long-term hazard]
P261, P264, P270, P271, P273, P280, P301+P316, P301+P317, P302+P352, P304+P340, P317, P319, P321, P330, P332+P317, P362+P364, P391, P403+P233, P405, and P501 (click each P-code to see the statement)
Aggregated GHS information provided per 4 reports by companies from 3 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.;Information may vary between notifications depending on impurities, additives, and other factors. The percentage value in parenthesis indicates the notified classification ratio from companies that provide hazard codes. Only hazard codes with percentage values above 10% are shown. For more detailed information, please visit ECHA C&L website.
危険有害性情報
法規制情報
安全データ
- wgk
- 1
- rtecs
- DW1060000
- ridadr
- UN 2811 6.1/PG III
- hs_code
- 2933.39.3100
- risk_code
- 22
- hazard_code
- Xn
- hazard_class
- 6.1
- packing_group
- III
化学と産業
薬理情報
ATC Code
N05AD05
N - Nervous system;N05 - Psycholeptics;N05A - Antipsychotics;N05AD - Butyrophenone derivatives;N05AD05 - Pipamperone
QN - Nervous system;QN05 - Psycholeptics;QN05A - Antipsychotics;QN05AD - Butyrophenone derivatives;QN05AD05 - Pipamperone
Pharmacodynamics
Pipamperone is an antipsychotic medication that has sedative effects, which may be beneficial in the management of agitation and disordered sleep. Pipamperone, showing antidopaminergic and anti-serotonergic properties, has been noted for its anti- agitation effects and for its ability to normalize sleep rhythms in psychiatric patients. One study showed that pipamperone increased the expression of D4 (dopaminergic) receptors, explaining its helpfulness in decreasing positive psychotic symptoms, such as delusions and hallucinations.
Mechanism of Action
Pipamperone binds mainly to 5-HT2A receptors, with a nearly equal affinity to D4 receptors and a moderate affinity for 5-HT2C, D2, D3, 1- and 2B-adrenoceptors. This drug is a selective 5-HT2A, D1 and D4 antagonist. Extrapyramidal adverse effects also appear to be limited in pipamperone treatment compared to traditional antipsychotic medications due to its high receptor selectivity. Pipamperone has a 15-fold higher affinity for D4 than D2 receptors. It has been suggested that D4 receptors may play a role in the modulation of GABAergic neuronal activity by dopamine.
MeSH Pharmacological Classification
Drugs that bind to but do not activate serotonin receptors, thereby blocking the actions of serotonin or SEROTONIN RECEPTOR AGONISTS.
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.
用途と製造
応用分野
使用Antipsychotic.
上流・下流製品情報
上流原料
サプライヤー44 社
補足説明
定義ChEBI: A member of the class of bipiperidines that is 1,4'-bipiperidine which is substituted at the 1' and 4' positions by 4-(p-fluorophenyl)-4-oxobutyl and carboxamide groups, respectively. A first generation antipsychotic, its properties are gener lly similar to those of haloperidol.
関連反応
化合物ノート
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