基本情報
- CAS
55242-55-2- 標準SMILES
CCCn1cnc2c1c(=O)n(CCCCC(C)=O)c(=O)n2C- InChIKey
RBQOQRRFDPXAGN-UHFFFAOYSA-N- 分子式
- C15H22N4O3
- 平均分子量
- 306.36 g/mol
- 単同位体質量
- 306.16919056
概要
Propentofylline is an oxopurine.
名称と識別子
- 優先名称
- Propentofylline
- IUPAC
- 3-methyl-1-(5-oxohexyl)-7-propylpurine-2,6-dione
- 現地名
- プロペントフィリン
- 英語名
- PROPENTOFYLLINE
- 分子式
- C15H22N4O3
- 分子量
- 306.36
名称と別名
名称をさらに表示
データベース識別子
- CAS
55242-55-2- PubChem CID
- 4938
- DTXSID
DTXSID4045189- ChEMBL
CHEMBL1079905- ChEBI
CHEBI:32061- UNII
- 5RTA398U4H
- EC Number
- 611-242-7
- Nikkaji
- J22.661K
物性
構造計算による物性
- XLogP
- 0.7
- 極性表面積
- 75.5 Ų
- 水素結合供与体数
- 0
- 水素結合受容体数
- 4
- 回転可能結合数
- 7
- 重原子数
- 22
- 形式電荷
- 0
- 複雑度
- 454
実験および物理化学的性質
Collision Cross Section
178.88 Ų [M+K]+ [CCS Type: TW; Method: calibrated with polyalanine and drug standards]
168.3 Ų [M+H]+ [CCS Type: TW; Method: calibrated with polyalanine and drug standards]
物理化学的性質
- 融点
- 64 · 64-66°C
- 沸点
- 541.4 · 541.4±56.0 °C(Predicted)
- 比重(密度)
- 1.25 · 1.25±0.1 g/cm3(Predicted)
- 貯蔵温度
- -20 °C · Sealed in dry,Store in freezer, under -20°C
- 溶解性
- 2 O: · H2O: 可溶12.4mg/mL
- 酸解離定数(Pka)
- 0.58 · 0.58±0.70(Predicted)
- 外見
- 個体
- 色
- 白い
- 水溶解度
- 2 O: · H2O: 12.4mg/mL
- InChI
- 1S/C15H22N4O3/c1-4-8-18-10-16-13-12(18)14(21)19(15(22)17(13)3)9-6-5-7-11(2)20/h10H,4-9H2,1-3H3
- InChIKey
- RBQOQRRFDPXAGN-UHFFFAOYSA-N
- SMILES
- CCCn1cnc2N(C)C(=O)N(CCCCC(C)=O)C(=O)c12
化学的性質
化学的特性Off-White Solid
安全と法規制
GHS分類
GHS Classification
This chemical does not meet GHS hazard criteria for 1.1% (1 of 95) of reports.
Warning
H302 (98.9%): Harmful if swallowed [Warning Acute toxicity, oral]
P260, P261, P264, P270, P271, P280, P301+P317, P302+P352, P304+P340, P317, P319, P321, P330, P362+P364, and P501 (click each P-code to see the statement)
Aggregated GHS information provided per 95 reports by companies from 5 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
- UO8438700
- 毒性
- LD50 in male, female mice, male, female rats (mg/kg): 900, 780, 1150, 940 orally; 168, 170, 180, 195 i.v.; 375, 346, 199, 196 i.p.; 450, 508, 400, 338 s.c. (Inazu)
- risk_code
- 20/21/22
- hazard_code
- Xn
- Hazard Classifications
- Acute Tox. 4 DermalAcute Tox. 4 InhalationAcute Tox. 4 Oral
- ストレージクラス
- 11 - Combustible Solids
化学と産業
薬理情報
ATC Code
N - Nervous system
QN - Nervous system
QC - Cardiovascular system
Mechanism of Action
Propentofylline is a xanthine derivative and phosphodiesterase inhibitor with purported neuroprotective effects. It inhibits both phosphodiesterase and adenosine uptake. Phosphodiesterase has shown to associated with age-related memory impairment and Alzheimer's disease. β-Amyloid protein 1–42 (β42) can induce apoptosis in the cultured hippocampal neurons, suggesting that it plays an important role in causing neurodegeneration in Alzheimer's disease. Propentofylline is also capable of activating a cAMP–PKA system, depressing the caspase cascade and modifying Bcl-2 family proteins. Propentofylline blocked both the apoptotic features induced by β42 and further induced an anti-apoptotic protein, Bcl-2. It suggests that the protection of propentofylline on the β42-induced neurotoxicity is caused by enhancing anti-apoptotic action through cAMP–PKA system.
MeSH Pharmacological Classification
Drugs intended to prevent damage to the brain or spinal cord from ischemia, stroke, convulsions, or trauma. Some must be administered before the event, but others may be effective for some time after. They act by a variety of mechanisms, but often directly or indirectly minimize the damage produced by endogenous excitatory amino acids.
用途と製造
応用分野
説明Propentofylline is a nootropic indicated for cerebrovascular disorders. Other indications currently under investigation include senile dementia, stroke and hypoxia.
上流・下流製品情報
上流原料
サプライヤー31 社
関連反応
化合物ノート
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